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<span id="openzim-page-title" class="mw-page-title-main"><span class="mw-page-title-main">Progestogen</span></span>
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</style><div role="note" class="hatnote navigation-not-searchable">This article is about progestogens as hormones. For their use as medications, see <a href="Progestogen_(medication)" title="Progestogen (medication)">Progestogen (medication)</a>.</div>
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</style><table class="infobox"><tbody><tr><th colspan="2" class="infobox-above" style="background-color: #ddbbee">Progestogen</th></tr><tr><td colspan="2" class="infobox-subheader"><i><a href="Drug_class" title="Drug class">Drug class</a></i></td></tr><tr><td colspan="2" class="infobox-image"><span class="skin-invert-image" typeof="mw:File"></span><div class="infobox-caption"><a href="Progesterone" title="Progesterone">Progesterone</a>, the major progestogen in humans and a widely used medication.</div></td></tr><tr><th colspan="2" class="infobox-header" style="background: #e8e8e8;">Class identifiers</th></tr><tr><th scope="row" class="infobox-label"><a href="Synonym" title="Synonym">Synonyms</a></th><td class="infobox-data">Progestins; Progestagens; Gestagens,</td></tr><tr><th scope="row" class="infobox-label">Use</th><td class="infobox-data"><a href="Hormonal_contraceptive" class="mw-redirect" title="Hormonal contraceptive">Contraception</a>, <a href="Menopause" title="Menopause">menopause</a>, <a href="Hypogonadism" title="Hypogonadism">hypogonadism</a>, <a href="Transgender_women" class="mw-redirect" title="Transgender women">transgender women</a>, others</td></tr><tr><th scope="row" class="infobox-label"><a href="Anatomical_Therapeutic_Chemical_Classification_System" title="Anatomical Therapeutic Chemical Classification System">ATC code</a></th><td class="infobox-data"><a href="ATC_code_G03D" class="mw-redirect" title="ATC code G03D">G03D</a></td></tr><tr><th scope="row" class="infobox-label"><a href="Biological_target" title="Biological target">Biological target</a></th><td class="infobox-data"><a href="Progesterone_receptor" title="Progesterone receptor">Progesterone receptors</a> (<a href="Progesterone_receptor_A" title="Progesterone receptor A">PRA</a>, <a href="Progesterone_receptor_B" title="Progesterone receptor B">PRB</a>, <a href="Progesterone_receptor_C" title="Progesterone receptor C">PRC</a>, <a href="Membrane_progesterone_receptor" title="Membrane progesterone receptor">mPRs</a> (e.g., <a href="MPR%CE%B1" class="mw-redirect" title="MPRα">mPRα</a>, <a href="MPR%CE%B2" class="mw-redirect" title="MPRβ">mPRβ</a>, <a href="MPR%CE%B3" class="mw-redirect" title="MPRγ">mPRγ</a>, <a href="MPR%CE%B4" class="mw-redirect" title="MPRδ">mPRδ</a>, others))</td></tr><tr><th colspan="2" class="infobox-header" style="background: #e8e8e8;">External links</th></tr><tr><th scope="row" class="infobox-label"><a href="Medical_Subject_Headings" title="Medical Subject Headings">MeSH</a></th><td class="infobox-data"><span class="reflink nourlexpansion"><a rel="nofollow" class="external text" href="https://meshb.nlm.nih.gov/record/ui?ui=D011372">D011372</a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background: #e8e8e8;">Legal status</th></tr><tr><td colspan="2" class="infobox-below" style="background: #e8e8e8; text-align: center"><a href="https://www.wikidata.org/wiki/Q45071" class="extiw external" title="d:Q45071">In Wikidata</a></td></tr></tbody></table>
<p><b>Progestogens</b>, also sometimes written <b>progestins</b>, <b>progestagens</b> or <b>gestagens</b>,<sup id="cite_ref-KingBrucker2010_1-0" class="reference"><a href="#cite_note-KingBrucker2010-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> are a class of natural or synthetic <a href="Steroid_hormone" title="Steroid hormone">steroid hormones</a> that bind to and activate the <a href="Progesterone_receptor" title="Progesterone receptor">progesterone receptors</a> (PR).<sup id="cite_ref-ClarkHarvey2011_2-0" class="reference"><a href="#cite_note-ClarkHarvey2011-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Bhattacharya2003_3-0" class="reference"><a href="#cite_note-Bhattacharya2003-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> <a href="Progesterone" title="Progesterone">Progesterone</a> is the major and most important progestogen in the body. The progestogens are named for their function in maintaining <a href="Pregnancy" title="Pregnancy">pregnancy</a> (i.e., <i>progestational</i>), although they are also present at other phases of the <a href="Estrous_cycle" title="Estrous cycle">estrous</a> and <a href="Menstrual_cycle" title="Menstrual cycle">menstrual cycles</a>.<sup id="cite_ref-ClarkHarvey2011_2-1" class="reference"><a href="#cite_note-ClarkHarvey2011-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Bhattacharya2003_3-1" class="reference"><a href="#cite_note-Bhattacharya2003-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup>
</p><p>The progestogens are one of three types of <a href="Sex_hormone" title="Sex hormone">sex hormones</a>, the others being <a href="Estrogen" title="Estrogen">estrogens</a> like <a href="Estradiol" title="Estradiol">estradiol</a> and <a href="Androgen" title="Androgen">androgens</a>/<a href="Anabolic_steroid" title="Anabolic steroid">anabolic steroids</a> like <a href="Testosterone" title="Testosterone">testosterone</a>. In addition, they are one of the five major classes of steroid hormones, the others being the androgens, estrogens, <a href="Glucocorticoid" title="Glucocorticoid">glucocorticoids</a>, and <a href="Mineralocorticoid" title="Mineralocorticoid">mineralocorticoids</a>, as well as the <a href="Neurosteroid" title="Neurosteroid">neurosteroids</a>. All endogenous progestogens are characterized by their basic 21-carbon skeleton, called a <a href="Pregnane" title="Pregnane">pregnane</a> skeleton (C21). In similar manner, the estrogens possess an <a href="Estrane" title="Estrane">estrane</a> skeleton (C18), and androgens, an <a href="Androstane" title="Androstane">androstane</a> skeleton (C19).
</p><p>The terms <i>progesterone</i>, <i>progestogen</i>, and <i>progestin</i> are mistakenly used interchangeably both in the scientific literature and in clinical settings.<sup id="cite_ref-KingBrucker2010_1-1" class="reference"><a href="#cite_note-KingBrucker2010-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Parker-Pope2008_4-0" class="reference"><a href="#cite_note-Parker-Pope2008-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-:0_5-0" class="reference"><a href="#cite_note-:0-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> <i><a href="Progestin" class="mw-redirect" title="Progestin">Progestins</a></i> are <i><a href="Synthetic_compound" class="mw-redirect" title="Synthetic compound">synthetic</a> progestogens</i> and are used in medicine.<sup id="cite_ref-ClarkHarvey2011_2-2" class="reference"><a href="#cite_note-ClarkHarvey2011-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> Major examples of progestins include the <a href="17%CE%B1-hydroxyprogesterone" class="mw-redirect" title="17α-hydroxyprogesterone">17α-hydroxyprogesterone</a> derivative <a href="Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a> and the <a href="19-nortestosterone" class="mw-redirect" title="19-nortestosterone">19-nortestosterone</a> derivative <a href="Norethisterone" title="Norethisterone">norethisterone</a>. The progestins are <a href="Structural_analog" title="Structural analog">structural analogues</a> of progesterone and have progestogenic activity similarly, but differ from progesterone in their pharmacological properties in various ways.<sup id="cite_ref-:0_5-1" class="reference"><a href="#cite_note-:0-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup>
</p><p>In addition to their roles as natural hormones, progestogens are used as <a href="Medication" title="Medication">medications</a>, for instance in <a href="Menopausal_hormone_therapy" class="mw-redirect" title="Menopausal hormone therapy">menopausal hormone therapy</a> and <a href="Transgender_hormone_therapy_(male-to-female)" class="mw-redirect" title="Transgender hormone therapy (male-to-female)">transgender hormone therapy</a> for <a href="Trans_woman" title="Trans woman">transgender women</a>; for information on progestogens as medications, see the <a href="Progesterone_(medication)" title="Progesterone (medication)">progesterone (medication)</a> and <a href="Progestogen_(medication)" title="Progestogen (medication)">progestogen (medication)</a> articles.
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<div class="mw-heading mw-heading2"><h2 id="Types_and_examples">Types and examples</h2></div>
<p>The most important progestogen in the body is <a href="Progesterone" title="Progesterone">progesterone</a> (P4).<sup id="cite_ref-Okpako1991_6-0" class="reference"><a href="#cite_note-Okpako1991-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-LaycockMeeran2012_7-0" class="reference"><a href="#cite_note-LaycockMeeran2012-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> Other <a href="Endogenous" class="mw-redirect" title="Endogenous">endogenous</a> progestogens, with varying degrees of progestogenic activity, include <a href="16%CE%B1-hydroxyprogesterone" class="mw-redirect" title="16α-hydroxyprogesterone">16α-hydroxyprogesterone</a> (16α-OHP),<sup id="cite_ref-pmid21095220_8-0" class="reference"><a href="#cite_note-pmid21095220-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> <a href="17%CE%B1-hydroxyprogesterone" class="mw-redirect" title="17α-hydroxyprogesterone">17α-hydroxyprogesterone</a> (17α-OHP) (very weak),<sup id="cite_ref-pmid18060946_9-0" class="reference"><a href="#cite_note-pmid18060946-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> <a href="20%CE%B1-dihydroprogesterone" class="mw-redirect" title="20α-dihydroprogesterone">20α-dihydroprogesterone</a> (20α-DHP),<sup id="cite_ref-Legato2009_10-0" class="reference"><a href="#cite_note-Legato2009-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Katzung2017_11-0" class="reference"><a href="#cite_note-Katzung2017-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> <a href="20%CE%B2-dihydroprogesterone" class="mw-redirect" title="20β-dihydroprogesterone">20β-dihydroprogesterone</a> (20β-DHP),<sup id="cite_ref-Katzung2017_11-1" class="reference"><a href="#cite_note-Katzung2017-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> <a href="5%CE%B1-dihydroprogesterone" class="mw-redirect" title="5α-dihydroprogesterone">5α-dihydroprogesterone</a> (5α-DHP),<sup id="cite_ref-pmid8398145_12-0" class="reference"><a href="#cite_note-pmid8398145-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> <a href="5%CE%B2-dihydroprogesterone" class="mw-redirect" title="5β-dihydroprogesterone">5β-dihydroprogesterone</a> (5β-DHP) (very weak),<sup id="cite_ref-Lima-HernándezBeyer2012_13-0" class="reference"><a href="#cite_note-Lima-HernándezBeyer2012-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid405534_14-0" class="reference"><a href="#cite_note-pmid405534-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup> <a href="3%CE%B2-dihydroprogesterone" class="mw-redirect" title="3β-dihydroprogesterone">3β-dihydroprogesterone</a> (3β-DHP),<sup id="cite_ref-pmid919010_15-0" class="reference"><a href="#cite_note-pmid919010-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid13480263_16-0" class="reference"><a href="#cite_note-pmid13480263-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> <a href="11-deoxycorticosterone" class="mw-redirect" title="11-deoxycorticosterone">11-deoxycorticosterone</a> (DOC),<sup id="cite_ref-Springer2013_17-0" class="reference"><a href="#cite_note-Springer2013-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> and <a href="5%CE%B1-dihydrodeoxycorticosterone" class="mw-redirect" title="5α-dihydrodeoxycorticosterone">5α-dihydrodeoxycorticosterone</a> (5α-DHDOC).<sup id="cite_ref-pmid16393154_18-0" class="reference"><a href="#cite_note-pmid16393154-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> They are all <a href="Metabolite" title="Metabolite">metabolites</a> of progesterone, lying downstream of progesterone in terms of biosynthesis.
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<div class="mw-heading mw-heading2"><h2 id="Biological_function">Biological function</h2></div>
<p>The major <a href="Tissue_(biology)" title="Tissue (biology)">tissues</a> affected by progestogens include the <a href="Uterus" title="Uterus">uterus</a>, <a href="Vagina" title="Vagina">vagina</a>, <a href="Cervix" title="Cervix">cervix</a>, <a href="Breast" title="Breast">breasts</a>, <a href="Testes" class="mw-redirect" title="Testes">testes</a>, and <a href="Brain" title="Brain">brain</a>. The main biological role of progestogens in the body is in the <a href="Female_reproductive_system" title="Female reproductive system">female reproductive system</a>, and the <a href="Male_reproductive_system" title="Male reproductive system">male reproductive system</a>,<sup id="cite_ref-19" class="reference"><a href="#cite_note-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup> with involvement in regulation of the <a href="Menstrual_cycle" title="Menstrual cycle">menstrual cycle</a>, maintenance of <a href="Pregnancy" title="Pregnancy">pregnancy</a>, and preparation of the <a href="Mammary_gland" title="Mammary gland">mammary glands</a> for <a href="Lactation" title="Lactation">lactation</a> and <a href="Breastfeeding" title="Breastfeeding">breastfeeding</a> following <a href="Parturition" class="mw-redirect" title="Parturition">parturition</a> in women; in men progesterone affects <a href="Spermiogenesis" title="Spermiogenesis">spermiogenesis</a>, <a href="Sperm_capacitation" class="mw-redirect" title="Sperm capacitation">sperm capacitation</a>, and <a href="Testosterone" title="Testosterone">testosterone</a> synthesis. Progestogens also have effects in other parts of the body. Unlike <a href="Estrogen" title="Estrogen">estrogens</a>, progestogens have little or no role in <a href="Feminization_(biology)" title="Feminization (biology)">feminization</a>.<sup id="cite_ref-20" class="reference"><a href="#cite_note-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup>
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<div class="mw-heading mw-heading2"><h2 id="Biochemistry">Biochemistry</h2></div>
<div class="mw-heading mw-heading3"><h3 id="Biosynthesis">Biosynthesis</h3></div>
<div role="note" class="hatnote navigation-not-searchable">Main article: <a href="Progesterone#Biosynthesis" title="Progesterone">Progesterone § Biosynthesis</a></div>
<p>Progesterone is produced from <a href="Cholesterol" title="Cholesterol">cholesterol</a> with <a href="Pregnenolone" title="Pregnenolone">pregnenolone</a> as a <a href="Metabolic_intermediate" title="Metabolic intermediate">metabolic intermediate</a>. In the first step in the <a href="Steroidogenic_pathway" class="mw-redirect" title="Steroidogenic pathway">steroidogenic pathway</a>, cholesterol is converted into pregnenolone, which serves as the <a href="Precursor_(chemistry)" title="Precursor (chemistry)">precursor</a> to the progestogens progesterone and 17α-hydroxyprogesterone. These progestogens, along with another steroid, <a href="17%CE%B1-hydroxypregnenolone" class="mw-redirect" title="17α-hydroxypregnenolone">17α-hydroxypregnenolone</a>, are the precursors of all other endogenous steroids, including the androgens, estrogens, glucocorticoids, mineralocorticoids, and neurosteroids. Thus, many tissues producing steroids, including the <a href="Adrenal_gland" title="Adrenal gland">adrenal glands</a>, <a href="Testicle" title="Testicle">testes</a>, and <a href="Ovary" title="Ovary">ovaries</a>, produce progestogens.
</p><p>In some tissues, the <a href="Enzyme" title="Enzyme">enzymes</a> required for the final product are not all located in a single cell. For example, in <a href="Ovarian_follicle" title="Ovarian follicle">ovarian follicles</a>, cholesterol is converted to <a href="Androstenedione" title="Androstenedione">androstenedione</a>, an androgen, in the <a href="Theca_cell" class="mw-redirect" title="Theca cell">theca cells</a>, which is then further converted into estrogen in the <a href="Granulosa_cell" title="Granulosa cell">granulosa cells</a>. Fetal adrenal glands also produce pregnenolone in some species, which is converted into progesterone and estrogens by the placenta (see below). In the human, the fetal adrenals produce <a href="Dehydroepiandrosterone" title="Dehydroepiandrosterone">dehydroepiandrosterone</a> (DHEA) via the pregnenolone pathway.
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</style> Production rates, secretion rates, clearance rates, and blood levels of major sex hormones
</caption>
<tbody><tr>
<th rowspan="2">Sex
</th>
<th rowspan="2">Sex hormone
</th>
<th rowspan="2">Reproductive<br>phase
</th>
<th rowspan="2">Blood<br>production rate
</th>
<th rowspan="2">Gonadal<br>secretion rate
</th>
<th rowspan="2">Metabolic<br>clearance rate
</th>
<th colspan="2">Reference range (serum levels)
</th></tr>
<tr>
<th><abbr title="Système International">SI</abbr> units
</th>
<th>Non-<abbr title="Système International">SI</abbr> units
</th></tr>
<tr>
<td rowspan="5">Men
</td>
<td><a href="Androstenedione" title="Androstenedione">Androstenedione</a>
</td>
<td><div class="center">–</div>
</td>
<td>2.8 mg/day
</td>
<td>1.6 mg/day
</td>
<td>2200 L/day
</td>
<td>2.8–7.3 nmol/L
</td>
<td>80–210 ng/dL
</td></tr>
<tr>
<td><a href="Testosterone" title="Testosterone">Testosterone</a>
</td>
<td><div class="center">–</div>
</td>
<td>6.5 mg/day
</td>
<td>6.2 mg/day
</td>
<td>950 L/day
</td>
<td>6.9–34.7 nmol/L
</td>
<td>200–1000 ng/dL
</td></tr>
<tr>
<td><a href="Estrone" title="Estrone">Estrone</a>
</td>
<td><div class="center">–</div>
</td>
<td>150 μg/day
</td>
<td>110 μg/day
</td>
<td>2050 L/day
</td>
<td>37–250 pmol/L
</td>
<td>10–70 pg/mL
</td></tr>
<tr>
<td><a href="Estradiol" title="Estradiol">Estradiol</a>
</td>
<td><div class="center">–</div>
</td>
<td>60 μg/day
</td>
<td>50 μg/day
</td>
<td>1600 L/day
</td>
<td><37–210 pmol/L
</td>
<td>10–57 pg/mL
</td></tr>
<tr>
<td><a href="Estrone_sulfate" title="Estrone sulfate">Estrone sulfate</a>
</td>
<td><div class="center">–</div>
</td>
<td>80 μg/day
</td>
<td>Insignificant
</td>
<td>167 L/day
</td>
<td>600–2500 pmol/L
</td>
<td>200–900 pg/mL
</td></tr>
<tr>
<td rowspan="12">Women
</td>
<td><a href="Androstenedione" title="Androstenedione">Androstenedione</a>
</td>
<td><div class="center">–</div>
</td>
<td>3.2 mg/day
</td>
<td>2.8 mg/day
</td>
<td>2000 L/day
</td>
<td>3.1–12.2 nmol/L
</td>
<td>89–350 ng/dL
</td></tr>
<tr>
<td><a href="Testosterone" title="Testosterone">Testosterone</a>
</td>
<td><div class="center">–</div>
</td>
<td>190 μg/day
</td>
<td>60 μg/day
</td>
<td>500 L/day
</td>
<td>0.7–2.8 nmol/L
</td>
<td>20–81 ng/dL
</td></tr>
<tr>
<td rowspan="3"><a href="Estrone" title="Estrone">Estrone</a>
</td>
<td>Follicular phase
</td>
<td>110 μg/day
</td>
<td>80 μg/day
</td>
<td>2200 L/day
</td>
<td>110–400 pmol/L
</td>
<td>30–110 pg/mL
</td></tr>
<tr>
<td>Luteal phase
</td>
<td>260 μg/day
</td>
<td>150 μg/day
</td>
<td>2200 L/day
</td>
<td>310–660 pmol/L
</td>
<td>80–180 pg/mL
</td></tr>
<tr>
<td>Postmenopause
</td>
<td>40 μg/day
</td>
<td>Insignificant
</td>
<td>1610 L/day
</td>
<td>22–230 pmol/L
</td>
<td>6–60 pg/mL
</td></tr>
<tr>
<td rowspan="3"><a href="Estradiol" title="Estradiol">Estradiol</a>
</td>
<td>Follicular phase
</td>
<td>90 μg/day
</td>
<td>80 μg/day
</td>
<td>1200 L/day
</td>
<td><37–360 pmol/L
</td>
<td>10–98 pg/mL
</td></tr>
<tr>
<td>Luteal phase
</td>
<td>250 μg/day
</td>
<td>240 μg/day
</td>
<td>1200 L/day
</td>
<td>699–1250 pmol/L
</td>
<td>190–341 pg/mL
</td></tr>
<tr>
<td>Postmenopause
</td>
<td>6 μg/day
</td>
<td>Insignificant
</td>
<td>910 L/day
</td>
<td><37–140 pmol/L
</td>
<td>10–38 pg/mL
</td></tr>
<tr>
<td rowspan="2"><a href="Estrone_sulfate" title="Estrone sulfate">Estrone sulfate</a>
</td>
<td>Follicular phase
</td>
<td>100 μg/day
</td>
<td>Insignificant
</td>
<td>146 L/day
</td>
<td>700–3600 pmol/L
</td>
<td>250–1300 pg/mL
</td></tr>
<tr>
<td>Luteal phase
</td>
<td>180 μg/day
</td>
<td>Insignificant
</td>
<td>146 L/day
</td>
<td>1100–7300 pmol/L
</td>
<td>400–2600 pg/mL
</td></tr>
<tr>
<td rowspan="2"><a href="Progesterone" title="Progesterone">Progesterone</a>
</td>
<td>Follicular phase
</td>
<td>2 mg/day
</td>
<td>1.7 mg/day
</td>
<td>2100 L/day
</td>
<td>0.3–3 nmol/L
</td>
<td>0.1–0.9 ng/mL
</td></tr>
<tr>
<td>Luteal phase
</td>
<td>25 mg/day
</td>
<td>24 mg/day
</td>
<td>2100 L/day
</td>
<td>19–45 nmol/L
</td>
<td>6–14 ng/mL
</td></tr>
<tr>
<td colspan="8" style="width: 1px; background-color:#eaecf0; text-align: center;"><style data-mw-deduplicate="TemplateStyles:r1214851843">
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</style><div class="hidden-begin mw-collapsible mw-collapsed" style=""><div class="hidden-title skin-nightmode-reset-color" style="text-align:center;">Notes and sources</div><div class="hidden-content mw-collapsible-content" style="">
<span style="font-size:small;"><b>Notes:</b> "The <i>concentration</i> of a steroid in the circulation is determined by the rate at which it is secreted from glands, the rate of metabolism of precursor or prehormones into the steroid, and the rate at which it is extracted by tissues and metabolized. The <i>secretion rate</i> of a steroid refers to the total secretion of the compound from a gland per unit time. Secretion rates have been assessed by sampling the venous effluent from a gland over time and subtracting out the arterial and peripheral venous hormone concentration. The <i>metabolic clearance rate</i> of a steroid is defined as the volume of blood that has been completely cleared of the hormone per unit time. The <i>production rate</i> of a steroid hormone refers to entry into the blood of the compound from all possible sources, including secretion from glands and conversion of prohormones into the steroid of interest. At steady state, the amount of hormone entering the blood from all sources will be equal to the rate at which it is being cleared (metabolic clearance rate) multiplied by blood concentration (production rate = metabolic clearance rate × concentration). If there is little contribution of prohormone metabolism to the circulating pool of steroid, then the production rate will approximate the secretion rate." <b>Sources:</b> See template.</span></div></div>
</td></tr></tbody></table>
<div class="mw-heading mw-heading4"><h4 id="Ovarian_production">Ovarian production</h4></div>
<p>Progesterone is the major progestogen produced by the <a href="Corpus_luteum" title="Corpus luteum">corpus luteum</a> of the <a href="Ovary" title="Ovary">ovary</a> in all mammalian species. <a href="Luteal_cell" class="mw-redirect" title="Luteal cell">Luteal cells</a> possess the necessary enzymes to convert cholesterol to pregnenolone, which is subsequently converted into progesterone. Progesterone is highest in the diestrus phase of the estrous cycle.
</p>
<div class="mw-heading mw-heading4"><h4 id="Placental_production">Placental production</h4></div>
<p>The role of the placenta in progestogen production varies by species. In the sheep, horse, and human, the <a href="Placenta" title="Placenta">placenta</a> takes over the majority of progestogen production, whereas in other species the corpus luteum remains the primary source of progestogens. In the sheep and human, progesterone is the major placental progestogen.
</p><p>The equine placenta produces a variety of progestogens, primarily <a href="5%CE%B1-dihydroprogesterone" class="mw-redirect" title="5α-dihydroprogesterone">5α-dihydroprogesterone</a> and 5α,20α-tetrahydroprogesterone, beginning on day 60. A complete luteo-placental shift occurs by day 120–150.
</p>
<div class="mw-heading mw-heading2"><h2 id="Chemistry">Chemistry</h2></div>
<div role="note" class="hatnote navigation-not-searchable">See also: <a href="List_of_progestogens" title="List of progestogens">List of progestogens</a></div>
<p>The endogenous progestogens are <a href="Natural_product" title="Natural product">naturally occurring</a> <a href="Pregnane" title="Pregnane">pregnane</a> <a href="Steroid" title="Steroid">steroids</a> with <a href="Ketone" title="Ketone">ketone</a> and/or <a href="Hydroxyl_group" class="mw-redirect" title="Hydroxyl group">hydroxyl groups</a> at the C3 and C20 positions.
</p>
<div class="mw-heading mw-heading2"><h2 id="Medical_use">Medical use</h2></div>
<div role="note" class="hatnote navigation-not-searchable">Main articles: <a href="Progestogen_(medication)" title="Progestogen (medication)">Progestogen (medication)</a>, <a href="Progesterone_(medication)" title="Progesterone (medication)">Progesterone (medication)</a>, <a href="Pharmacodynamics_of_progesterone" title="Pharmacodynamics of progesterone">Pharmacodynamics of progesterone</a>, and <a href="Pharmacokinetics_of_progesterone" title="Pharmacokinetics of progesterone">Pharmacokinetics of progesterone</a></div>
<p><a href="Progestogen_(medication)" title="Progestogen (medication)">Progestogens</a>, including both <a href="Progesterone_(medication)" title="Progesterone (medication)">progesterone</a> and <a href="Progestin" class="mw-redirect" title="Progestin">progestins</a>, are used medically in <a href="Hormonal_contraception" title="Hormonal contraception">hormonal birth control</a>, <a href="Hormone_replacement_therapy" title="Hormone replacement therapy">hormone therapy</a>, to treat <a href="Gynecological_disorder" class="mw-redirect" title="Gynecological disorder">gynecological disorders</a>, to suppress <a href="Sex_hormone" title="Sex hormone">sex hormone</a> levels for various purposes, and for other indications.
</p>
<div class="mw-heading mw-heading2"><h2 id="References">References</h2></div>
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<li id="cite_note-Legato2009-10"><span class="mw-cite-backlink"><b><a href="#cite_ref-Legato2009_10-0">^</a></b></span> <span class="reference-text"><cite id="CITEREFMarianne_J._Legato2009" class="citation book cs1">Marianne J. Legato (29 October 2009). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=whb9hsUgZtwC&pg=PA617"><i>Principles of Gender-Specific Medicine</i></a>. Academic Press. pp. 617–. <a href="ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <bdi>978-0-08-092150-1</bdi>.</cite></span>
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<li id="cite_note-Katzung2017-11"><span class="mw-cite-backlink">^ <a href="#cite_ref-Katzung2017_11-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Katzung2017_11-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><cite id="CITEREFBertram_G._Katzung2017" class="citation book cs1">Bertram G. Katzung (30 November 2017). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=-W5ADwAAQBAJ"><i>Basic and Clinical Pharmacology 14th Edition</i></a>. McGraw-Hill Education. p. 728. <a href="ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <bdi>978-1-259-64116-9</bdi>. <q>In addition to progesterone, 20α- and 20β-hydroxyprogesterone (20α- and 20β-hydroxy-4-pregnene-3-one) also are found. These compounds have about one-fifth the progestational activity of progesterone in humans and other species.</q></cite></span>
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<li id="cite_note-pmid8398145-12"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid8398145_12-0">^</a></b></span> <span class="reference-text"><cite id="CITEREFRupprechtReulTrappvan_Steensel1993" class="citation journal cs1">Rupprecht R, Reul JM, Trapp T, van Steensel B, Wetzel C, Damm K, Zieglgänsberger W, Holsboer F (1993). "Progesterone receptor-mediated effects of neuroactive steroids". <i>Neuron</i>. <b>11</b> (3): <span class="nowrap">523–</span>30. <a href="Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0896-6273%2893%2990156-l">10.1016/0896-6273(93)90156-l</a>. <a href="PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/8398145">8398145</a>. <a href="S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:11205767">11205767</a>.</cite></span>
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<li id="cite_note-Lima-HernándezBeyer2012-13"><span class="mw-cite-backlink"><b><a href="#cite_ref-Lima-HernándezBeyer2012_13-0">^</a></b></span> <span class="reference-text"><cite id="CITEREFLima-HernándezBeyerGómora-ArratiGarcía-Juárez2012" class="citation journal cs1">Lima-Hernández, Francisco J.; Beyer, Carlos; Gómora-Arrati, Porfirio; García-Juárez, Marcos; Encarnación-Sánchez, José L.; Etgen, Anne M.; González-Flores, Oscar (2012). "Src kinase signaling mediates estrous behavior induced by 5β-reduced progestins, GnRH, prostaglandin E2 and vaginocervical stimulation in estrogen-primed rats". <i>Hormones and Behavior</i>. <b>62</b> (5): <span class="nowrap">579–</span>584. <a href="Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.yhbeh.2012.09.004">10.1016/j.yhbeh.2012.09.004</a>. <a href="ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/0018-506X">0018-506X</a>. <a href="PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/23010621">23010621</a>. <a href="S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:40245594">40245594</a>.</cite></span>
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<li id="cite_note-pmid405534-14"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid405534_14-0">^</a></b></span> <span class="reference-text"><cite id="CITEREFIllingworthElsnerDe_GrootFlickinger1977" class="citation journal cs1">Illingworth DV, Elsner C, De Groot K, Flickinger GL, Mikhail G (February 1977). "A specific progesterone receptor of myometrial cytosol from the rhesus monkey". <i>J. Steroid Biochem</i>. <b>8</b> (2): <span class="nowrap">157–</span>60. <a href="Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0022-4731%2877%2990040-1">10.1016/0022-4731(77)90040-1</a>. <a href="PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/405534">405534</a>.</cite></span>
</li>
<li id="cite_note-pmid919010-15"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid919010_15-0">^</a></b></span> <span class="reference-text"><cite id="CITEREFJunkermannRunnebaumLisboa1977" class="citation journal cs1">Junkermann H, Runnebaum B, Lisboa BP (July 1977). "New progesterone metabolites in human myometrium". <i>Steroids</i>. <b>30</b> (1): <span class="nowrap">1–</span>14. <a href="Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0039-128X%2877%2990131-3">10.1016/0039-128X(77)90131-3</a>. <a href="PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/919010">919010</a>. <a href="S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:28420255">28420255</a>. <q>In the Clauberg bioassay the 3β-hydroxy-4-pregnen-20-one shows about the same potency as progesterone (34). In regard to the biological activity of the 3α epimer no data are available.</q></cite></span>
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<li id="cite_note-pmid13480263-16"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid13480263_16-0">^</a></b></span> <span class="reference-text"><cite id="CITEREFPincusMiyakeMerrillLongo1957" class="citation journal cs1">Pincus G, Miyake T, Merrill AP, Longo P (November 1957). <a rel="nofollow" class="external text" href="https://doi.org/10.1210%2Fendo-61-5-528">"The bioassay of progesterone"</a>. <i>Endocrinology</i>. <b>61</b> (5): <span class="nowrap">528–</span>33. <a href="Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://doi.org/10.1210%2Fendo-61-5-528">10.1210/endo-61-5-528</a></span>. <a href="PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/13480263">13480263</a>.</cite></span>
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<li id="cite_note-Springer2013-17"><span class="mw-cite-backlink"><b><a href="#cite_ref-Springer2013_17-0">^</a></b></span> <span class="reference-text"><cite class="citation book cs1"><a rel="nofollow" class="external text" href="https://books.google.com/books?id=BLXoCAAAQBAJ&pg=PA610"><i>The Adrenocortical Hormones: Their Origin · Chemistry, Physiology, and Pharmacology</i></a>. Springer Science & Business Media. 27 November 2013. pp. 610–. <a href="ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <bdi>978-3-642-88385-9</bdi>.</cite></span>
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<li id="cite_note-pmid16393154-18"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid16393154_18-0">^</a></b></span> <span class="reference-text"><cite id="CITEREFEdwardsVimalBurnham2005" class="citation journal cs1">Edwards HE, Vimal S, Burnham WM (2005). <a rel="nofollow" class="external text" href="https://doi.org/10.1111%2Fj.1528-1167.2005.00295.x">"The acute anticonvulsant effects of deoxycorticosterone in developing rats: role of metabolites and mineralocorticoid-receptor responses"</a>. <i>Epilepsia</i>. <b>46</b> (12): <span class="nowrap">1888–</span>97. <a href="Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://doi.org/10.1111%2Fj.1528-1167.2005.00295.x">10.1111/j.1528-1167.2005.00295.x</a></span>. <a href="PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/16393154">16393154</a>. <a href="S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:26030656">26030656</a>.</cite></span>
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<li id="cite_note-19"><span class="mw-cite-backlink"><b><a href="#cite_ref-19">^</a></b></span> <span class="reference-text"><cite id="CITEREFOettelMukhopadhyay2004" class="citation journal cs1">Oettel, M & Mukhopadhyay, AK (2004). <a rel="nofollow" class="external text" href="https://doi.org/10.1080%2F13685530400004199">"Progesterone: the forgotten hormone in men?"</a>. <i>Aging Male</i>. <b>7</b> (3): <span class="nowrap">236–</span>57. <a href="Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://doi.org/10.1080%2F13685530400004199">10.1080/13685530400004199</a></span>. <a href="PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/15669543">15669543</a>. <a href="S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:115377">115377</a>.</cite></span>
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<li id="cite_note-20"><span class="mw-cite-backlink"><b><a href="#cite_ref-20">^</a></b></span> <span class="reference-text"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.hormone.org/your-health-and-hormones/glands-and-hormones-a-to-z/hormones/progesterone">"Progesterone"</a>. <i>www.hormone.org</i><span class="reference-accessdate">. Retrieved <span class="nowrap">2021-12-11</span></span>.</cite></span>
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<li id="cite_note-HäggströmRichfield2014-21"><span class="mw-cite-backlink"><b><a href="#cite_ref-HäggströmRichfield2014_21-0">^</a></b></span> <span class="reference-text"><cite id="CITEREFHäggströmRichfield2014" class="citation journal cs1">Häggström, Mikael; Richfield, David (2014). <a rel="nofollow" class="external text" href="https://doi.org/10.15347%2Fwjm%2F2014.005">"Diagram of the pathways of human steroidogenesis"</a>. <i>WikiJournal of Medicine</i>. <b>1</b> (1). <a href="Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://doi.org/10.15347%2Fwjm%2F2014.005">10.15347/wjm/2014.005</a></span>. <a href="ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/2002-4436">2002-4436</a>.</cite></span>
</li>
</ol></div></div>
<div class="mw-heading mw-heading2"><h2 id="Further_reading">Further reading</h2></div>
<ul><li><cite id="CITEREFUtian_WH,_Shoupe_D,_Bachmann_G,_Pinkerton_JV,_Pickar_JH2001" class="citation journal cs1"><a href="Wulf_H._Utian" title="Wulf H. Utian">Utian WH</a>, Shoupe D, Bachmann G, Pinkerton JV, Pickar JH (June 2001). <a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0015-0282%2801%2901791-5">"Relief of vasomotor symptoms and vaginal atrophy with lower doses of conjugated equine estrogens and medroxyprogesterone acetate"</a>. <i>Fertil. Steril</i>. <b>75</b> (6): <span class="nowrap">1065–</span>79. <a href="Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0015-0282%2801%2901791-5">10.1016/S0015-0282(01)01791-5</a></span>. <a href="PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/11384629">11384629</a>.</cite><span class="cs1-maint citation-comment"><code class="cs1-code">{{cite journal}}</code>: CS1 maint: multiple names: authors list (link)</span> (the Women's Health, Osteoporosis, Progestin, Estrogen study)</li>
<li><cite id="CITEREFHulleyGradyBush1998" class="citation journal cs1">Hulley S, Grady D, Bush T, et al. (August 1998). <a rel="nofollow" class="external text" href="https://doi.org/10.1001%2Fjama.280.7.605">"Randomized trial of estrogen plus progestin for secondary prevention of coronary heart disease in postmenopausal women. Heart and Estrogen/progestin Replacement Study (HERS) Research Group"</a>. <i>JAMA</i>. <b>280</b> (7): <span class="nowrap">605–</span>13. <a href="Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://doi.org/10.1001%2Fjama.280.7.605">10.1001/jama.280.7.605</a></span>. <a href="PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/9718051">9718051</a>.</cite></li></ul>
<div class="mw-heading mw-heading2"><h2 id="External_links">External links</h2></div>
<ul><li><a rel="nofollow" class="external text" href="https://meshb.nlm.nih.gov/record/ui?name=Progestins">Progestins</a> at the U.S. National Library of Medicine <a href="Medical_Subject_Headings" title="Medical Subject Headings">Medical Subject Headings</a> (MeSH)</li>
<li><a rel="nofollow" class="external text" href="http://www.ergogenics.org/anabolenboek/index5en.html">The Nomenclature of Steroids</a></li>
<li><a rel="nofollow" class="external text" href="http://www.millionwomenstudy.org/index2.html">The Million Women Study</a></li></ul>
<p><br>
</p>
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</style></div><div role="navigation" class="navbox" aria-labelledby="Progesterone22" style="padding:3px"><table class="nowraplinks mw-collapsible expanded navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><div id="Progesterone22" style="font-size:114%;margin:0 4em"><a href="Progesterone" title="Progesterone">Progesterone</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Topics</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Progesterone" title="Progesterone">Progesterone (as a hormone)</a></li>
<li><a href="Progesterone_(medication)" title="Progesterone (medication)">Progesterone (as a medication)</a></li>
<li><a href="Pharmacodynamics_of_progesterone" title="Pharmacodynamics of progesterone">Pharmacodynamics of progesterone</a></li>
<li><a href="Pharmacokinetics_of_progesterone" title="Pharmacokinetics of progesterone">Pharmacokinetics of progesterone</a></li>
<li><a href="Progesterone_vaginal_ring" title="Progesterone vaginal ring">Progesterone vaginal ring</a></li>
<li><a href="Progestogen_(medication)" title="Progestogen (medication)">Progestogen (as a medication; including progestins)</a></li>
<li><a href="Neurosteroid" title="Neurosteroid">Neurosteroid</a></li>
<li><a href="Allopregnanolone" title="Allopregnanolone">Allopregnanolone</a></li>
<li><a href="Pregnanolone" title="Pregnanolone">Pregnanolone</a></li></ul>
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<ul><li><a href="Gonadotropin-releasing_hormone" title="Gonadotropin-releasing hormone">GnRH</a></li>
<li><a href="Thyrotropin-releasing_hormone" title="Thyrotropin-releasing hormone">TRH</a></li>
<li><a href="Dopamine" title="Dopamine">Dopamine</a></li>
<li><a href="Corticotropin-releasing_hormone" title="Corticotropin-releasing hormone">CRH</a></li>
<li><a href="Growth_hormone%E2%80%93releasing_hormone" title="Growth hormone–releasing hormone">GHRH</a></li>
<li><a href="Somatostatin" title="Somatostatin">Somatostatin (GHIH)</a></li>
<li><a href="Melanin_concentrating_hormone" class="mw-redirect" title="Melanin concentrating hormone">MCH</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Posterior_pituitary" title="Posterior pituitary">Posterior pituitary</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Oxytocin" title="Oxytocin">Oxytocin</a></li>
<li><a href="Vasopressin" title="Vasopressin">Vasopressin</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Anterior_pituitary" title="Anterior pituitary">Anterior pituitary</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Follicle-stimulating_hormone" title="Follicle-stimulating hormone">FSH</a></li>
<li><a href="Luteinizing_hormone" title="Luteinizing hormone">LH</a></li>
<li><a href="Thyroid-stimulating_hormone" title="Thyroid-stimulating hormone">TSH</a></li>
<li><a href="Prolactin" title="Prolactin">Prolactin</a></li>
<li><a href="Proopiomelanocortin" title="Proopiomelanocortin">POMC</a>
<ul><li><a href="Corticotropin-like_intermediate_peptide" title="Corticotropin-like intermediate peptide">CLIP</a></li>
<li><a href="Adrenocorticotropic_hormone" title="Adrenocorticotropic hormone">ACTH</a></li>
<li><a href="Melanocyte-stimulating_hormone" title="Melanocyte-stimulating hormone">MSH</a></li>
<li><a href="Endorphins" title="Endorphins">Endorphins</a></li>
<li><a href="Lipotropin" title="Lipotropin">Lipotropin</a></li></ul></li>
<li><a href="Growth_hormone" title="Growth hormone">GH</a></li></ul>
</div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Hypothalamic%E2%80%93pituitary%E2%80%93adrenal_axis" title="Hypothalamic–pituitary–adrenal axis">Adrenal axis</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Adrenal_gland#Adrenal_cortex" title="Adrenal gland">Adrenal cortex</a>
<ul><li><a href="Aldosterone" title="Aldosterone">Aldosterone</a></li>
<li><a href="Cortisol" title="Cortisol">Cortisol</a></li>
<li><a href="Cortisone" title="Cortisone">Cortisone</a></li>
<li><a href="Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA</a></li>
<li><a href="Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate">DHEA-S</a></li>
<li><a href="Androstenedione" title="Androstenedione">Androstenedione</a></li></ul></li>
<li><a href="Adrenal_gland#Adrenal_medulla" title="Adrenal gland">Adrenal medulla</a>
<ul><li><a href="Adrenaline" title="Adrenaline">Adrenaline</a></li>
<li><a href="Norepinephrine" title="Norepinephrine">Norepinephrine</a></li></ul></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Thyroid" title="Thyroid">Thyroid</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Thyroid_hormones" title="Thyroid hormones">Thyroid hormones</a>
<ul><li><a href="Triiodothyronine" title="Triiodothyronine">T<sub>3</sub></a></li>
<li><a href="Thyroxine" title="Thyroxine">T<sub>4</sub></a></li></ul></li>
<li><a href="Calcitonin" title="Calcitonin">Calcitonin</a></li>
<li><a href="Hypothalamic%E2%80%93pituitary%E2%80%93thyroid_axis" title="Hypothalamic–pituitary–thyroid axis">Thyroid axis</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Parathyroid_gland" title="Parathyroid gland">Parathyroid</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Parathyroid_hormone" title="Parathyroid hormone">PTH</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Hypothalamic%E2%80%93pituitary%E2%80%93gonadal_axis" title="Hypothalamic–pituitary–gonadal axis">Gonadal axis</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Testicle" title="Testicle">Testis</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Testosterone" title="Testosterone">Testosterone</a></li>
<li><a href="Anti-M%C3%BCllerian_hormone" title="Anti-Müllerian hormone">AMH</a></li>
<li><a href="Activin_and_inhibin" title="Activin and inhibin">Inhibin</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Ovary" title="Ovary">Ovary</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Estradiol" title="Estradiol">Estradiol</a></li>
<li><a href="Progesterone" title="Progesterone">Progesterone</a></li>
<li><a href="Activin_and_inhibin" title="Activin and inhibin">Activin</a></li>
<li><a href="Activin_and_inhibin" title="Activin and inhibin">Inhibin</a></li>
<li><a href="Relaxin" title="Relaxin">Relaxin</a></li>
<li><a href="Gonadotropin_surge-attenuating_factor" title="Gonadotropin surge-attenuating factor">GnSAF</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Placenta" title="Placenta">Placenta</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Human_chorionic_gonadotropin" title="Human chorionic gonadotropin">hCG</a></li>
<li><a href="Human_placental_lactogen" title="Human placental lactogen">HPL</a></li>
<li><a href="Estrogen" title="Estrogen">Estrogen</a></li>
<li><a href="Progesterone" title="Progesterone">Progesterone</a></li></ul>
</div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Pancreas" title="Pancreas">Pancreas</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Glucagon" title="Glucagon">Glucagon</a></li>
<li><a href="Insulin" title="Insulin">Insulin</a></li>
<li><a href="Amylin" title="Amylin">Amylin</a></li>
<li><a href="Somatostatin" title="Somatostatin">Somatostatin</a></li>
<li><a href="Pancreatic_polypeptide" title="Pancreatic polypeptide">Pancreatic polypeptide</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Pineal_gland" title="Pineal gland">Pineal gland</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Melatonin" title="Melatonin">Melatonin</a></li>
<li><a href="N%2CN-Dimethyltryptamine" class="mw-redirect" title="N,N-Dimethyltryptamine">N,N-Dimethyltryptamine</a></li>
<li><a href="5-Methoxy-N%2CN-dimethyltryptamine" class="mw-redirect" title="5-Methoxy-N,N-dimethyltryptamine">5-Methoxy-N,N-dimethyltryptamine</a></li></ul>
</div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Other</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Thymus" title="Thymus">Thymus</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Thymosin" title="Thymosin">Thymosins</a>
<ul><li><a href="Thymosin_%CE%B11" title="Thymosin α1">Thymosin α1</a></li>
<li><a href="Beta_thymosin" class="mw-redirect" title="Beta thymosin">Beta thymosins</a></li></ul></li>
<li><a href="Thymopoietin" title="Thymopoietin">Thymopoietin</a></li>
<li><a href="Thymulin" title="Thymulin">Thymulin</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Digestion" title="Digestion">Digestive system</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Stomach" title="Stomach">Stomach</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Gastrin" title="Gastrin">Gastrin</a></li>
<li><a href="Ghrelin" title="Ghrelin">Ghrelin</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Duodenum" title="Duodenum">Duodenum</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Cholecystokinin" title="Cholecystokinin">CCK</a></li>
<li><a href="Gastric_inhibitory_polypeptide" title="Gastric inhibitory polypeptide">GIP</a></li>
<li><a href="Secretin" title="Secretin">Secretin</a></li>
<li><a href="Motilin" title="Motilin">Motilin</a></li>
<li><a href="Vasoactive_intestinal_peptide" title="Vasoactive intestinal peptide">VIP</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Ileum" title="Ileum">Ileum</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Enteroglucagon" title="Enteroglucagon">Enteroglucagon</a></li>
<li><a href="Peptide_YY" title="Peptide YY">Peptide YY</a></li>
<li><a href="Glucagon-like_peptide-1" title="Glucagon-like peptide-1">GLP-1</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Liver" title="Liver">Liver</a>/other</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Insulin-like_growth_factor" title="Insulin-like growth factor">Insulin-like growth factor</a>
<ul><li><a href="Insulin-like_growth_factor_1" title="Insulin-like growth factor 1">IGF-1</a></li>
<li><a href="Insulin-like_growth_factor_2" title="Insulin-like growth factor 2">IGF-2</a></li></ul></li></ul>
</div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Adipose_tissue" title="Adipose tissue">Adipose tissue</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Leptin" title="Leptin">Leptin</a></li>
<li><a href="Adiponectin" title="Adiponectin">Adiponectin</a></li>
<li><a href="Resistin" title="Resistin">Resistin</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Human_skeleton" title="Human skeleton">Skeleton</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Osteocalcin" title="Osteocalcin">Osteocalcin</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Kidney" title="Kidney">Kidney</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Renin" title="Renin">Renin</a></li>
<li><a href="Erythropoietin" title="Erythropoietin">EPO</a></li>
<li><a href="Calcitriol" title="Calcitriol">Calcitriol</a></li>
<li><a href="Prostaglandin" title="Prostaglandin">Prostaglandin</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Heart" title="Heart">Heart</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Natriuretic_peptide" title="Natriuretic peptide">Natriuretic peptide</a>
<ul><li><a href="Atrial_natriuretic_peptide" title="Atrial natriuretic peptide">ANP</a></li>
<li><a href="Brain_natriuretic_peptide_32" title="Brain natriuretic peptide 32">BNP</a></li></ul></li></ul>
</div></td></tr></tbody></table><div></div></td></tr></tbody></table></div>
<div class="navbox-styles"></div><div role="navigation" class="navbox" aria-labelledby="Endogenous_steroids141" style="padding:3px"><table class="nowraplinks mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><div id="Endogenous_steroids141" style="font-size:114%;margin:0 4em"><a href="Endogenous" class="mw-redirect" title="Endogenous">Endogenous</a> <a href="Steroid" title="Steroid">steroids</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Precursor_(chemistry)" title="Precursor (chemistry)">Precursors</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Cholesterol" title="Cholesterol">Cholesterol</a></li>
<li><a href="22R-Hydroxycholesterol" title="22R-Hydroxycholesterol">22<i>R</i>-Hydroxycholesterol</a></li>
<li><a href="20%CE%B1%2C22R-Dihydroxycholesterol" title="20α,22R-Dihydroxycholesterol">20α,22<i>R</i>-Dihydroxycholesterol</a></li>
<li><a href="Pregnenolone" title="Pregnenolone">Pregnenolone</a></li>
<li>11β-Hydroxypregnenolone</li>
<li><a href="17%CE%B1-Hydroxypregnenolone" title="17α-Hydroxypregnenolone">17α-Hydroxypregnenolone</a></li>
<li><a href="21-Hydroxypregnenolone" title="21-Hydroxypregnenolone">21-Hydroxypregnenolone</a></li>
<li>17α,21-Dihydroxypregnenolone</li>
<li>11β,17α,21-Trihydroxypregnenolone</li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Corticosteroid" title="Corticosteroid">Corticosteroids</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Glucocorticoid" title="Glucocorticoid">Glucocorticoids</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Tetrahydrocorticosterone" title="Tetrahydrocorticosterone">3α,5α-Tetrahydrocorticosterone</a></li>
<li><a href="5%CE%B1-Dihydrocorticosterone" title="5α-Dihydrocorticosterone">5α-Dihydrocorticosterone</a></li>
<li><a href="11-Deoxycorticosterone" title="11-Deoxycorticosterone">11-Deoxycorticosterone</a></li>
<li><a href="11-Deoxycortisol" title="11-Deoxycortisol">11-Deoxycortisol</a></li>
<li><a href="11-Ketoprogesterone" title="11-Ketoprogesterone">11-Ketoprogesterone</a></li>
<li><a href="21-Deoxycortisol" title="21-Deoxycortisol">21-Deoxycortisol</a></li>
<li><a href="21-Deoxycortisone" title="21-Deoxycortisone">21-Deoxycortisone</a></li>
<li><a href="Corticosterone" title="Corticosterone">Corticosterone</a></li>
<li><a href="Cortisol" title="Cortisol">Cortisol</a></li>
<li><a href="Cortisone" title="Cortisone">Cortisone</a></li>
<li><a href="17%CE%B1-Hydroxypregnenolone" title="17α-Hydroxypregnenolone">17α-Hydroxypregnenolone</a></li>
<li><a href="17%CE%B1-Hydroxyprogesterone" title="17α-Hydroxyprogesterone">17α-Hydroxyprogesterone</a></li>
<li><a href="Pregnenolone" title="Pregnenolone">Pregnenolone</a></li>
<li><a href="Progesterone" title="Progesterone">Progesterone</a></li></ul>
<ul><li><i>Metabolites:</i> <a href="5%CE%B1-Dihydrocortisol" title="5α-Dihydrocortisol">5α-Dihydrocortisol</a></li>
<li>3α,5α-Tetrahydrocortisol</li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Mineralocorticoid" title="Mineralocorticoid">Mineralocorticoids</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="5%CE%B1-Dihydroaldosterone" title="5α-Dihydroaldosterone">5α-Dihydroaldosterone</a></li>
<li><a href="11-Dehydrocorticosterone" title="11-Dehydrocorticosterone">11-Dehydrocorticosterone (11-oxocorticosterone, 17-deoxycortisone)</a></li>
<li><a href="11-Deoxycortisol" title="11-Deoxycortisol">11-Deoxycortisol</a></li>
<li><a href="11-Deoxycorticosterone" title="11-Deoxycorticosterone">11-Deoxycorticosterone</a></li>
<li><a href="11%CE%B2-Hydroxyprogesterone" title="11β-Hydroxyprogesterone">11β-Hydroxyprogesterone (21-deoxycorticosterone)</a></li>
<li><a href="18-Hydroxy-11-deoxycorticosterone" title="18-Hydroxy-11-deoxycorticosterone">18-Hydroxy-11-deoxycorticosterone</a></li>
<li><a href="18-Hydroxycorticosterone" title="18-Hydroxycorticosterone">18-Hydroxycorticosterone</a></li>
<li>18-Hydroxyprogesterone</li>
<li><a href="Aldosterone" title="Aldosterone">Aldosterone</a></li>
<li><a href="Corticosterone" title="Corticosterone">Corticosterone</a></li>
<li><a href="Cortisol" title="Cortisol">Cortisol</a></li></ul>
</div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Sex_steroid" class="mw-redirect" title="Sex steroid">Sex steroids</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Androgen" title="Androgen">Androgens</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="11-Ketodihydrotestosterone" title="11-Ketodihydrotestosterone">11-Ketodihydrotestosterone</a></li>
<li><a href="11-Ketotestosterone" title="11-Ketotestosterone">11-Ketotestosterone</a></li>
<li><a href="7%CE%B2-Hydroxyepiandrosterone" title="7β-Hydroxyepiandrosterone">7β-Hydroxyepiandrosterone</a></li>
<li><a href="11%CE%B2-Hydroxyandrostenedione" title="11β-Hydroxyandrostenedione">11β-Hydroxyandrostenedione</a></li>
<li><a href="Adrenosterone" title="Adrenosterone">Adrenosterone (11-ketoandrostenedione)</a></li>
<li><a href="Androstenediol" title="Androstenediol">Androstenediol</a></li>
<li><a href="Androstenedione" title="Androstenedione">Androstenedione</a></li>
<li><a href="Androsterone" title="Androsterone">Androsterone</a></li>
<li><a href="Dehydroandrosterone" title="Dehydroandrosterone">Dehydroandrosterone</a></li>
<li><a href="Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA</a></li>
<li><a href="Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate">DHEA sulfate</a></li>
<li><a href="Dihydrotestosterone" title="Dihydrotestosterone">Dihydrotestosterone</a></li>
<li><a href="Epiandrosterone" title="Epiandrosterone">Epiandrosterone</a></li>
<li><a href="Epitestosterone" title="Epitestosterone">Epitestosterone</a></li>
<li><a href="16%CE%B1-Hydroxyandrostenedione" title="16α-Hydroxyandrostenedione">16α-Hydroxyandrostenedione</a></li>
<li><a href="16-Hydroxydehydroepiandrosterone" class="mw-redirect" title="16-Hydroxydehydroepiandrosterone">16α-Hydroxy-DHEA</a></li>
<li><a href="16-Hydroxydehydroepiandrosterone_sulfate" class="mw-redirect" title="16-Hydroxydehydroepiandrosterone sulfate">16α-Hydroxy-DHEA sulfate</a></li>
<li><a href="Testosterone" title="Testosterone">Testosterone</a></li></ul>
<ul><li><i>Metabolites:</i> <a href="3%CE%B1-Androstanediol" title="3α-Androstanediol">3α-Androstanediol</a></li>
<li><a href="3%CE%B1-Androstanediol_glucuronide" class="mw-redirect" title="3α-Androstanediol glucuronide">3α-Androstanediol glucuronide</a></li>
<li><a href="3%CE%B2-Androstanediol" title="3β-Androstanediol">3β-Androstanediol</a></li>
<li><a href="5%CE%B2-Dihydrotestosterone" title="5β-Dihydrotestosterone">5β-Dihydrotestosterone</a></li>
<li><a href="3%CE%B1-Etiocholanediol" title="3α-Etiocholanediol">3α-Etiocholanediol</a></li>
<li><a href="3%CE%B2-Etiocholanediol" title="3β-Etiocholanediol">3β-Etiocholanediol</a></li>
<li>Androstanetriols</li>
<li><a href="Androstenediol_sulfate" title="Androstenediol sulfate">Androstenediol sulfate</a></li>
<li><a href="Androstenetriol" title="Androstenetriol">Androstenetriol</a></li>
<li><a href="Androsterone_glucuronide" title="Androsterone glucuronide">Androsterone glucuronide</a></li>
<li><a href="Androsterone_sulfate" title="Androsterone sulfate">Androsterone sulfate</a></li>
<li>Dihydrotestosterone glucuronide</li>
<li>Dihydrotestosterone sulfate</li>
<li><a href="Etiocholanedione" title="Etiocholanedione">Etiocholanedione</a></li>
<li><a href="Etiocholanolone" title="Etiocholanolone">Etiocholanolone</a></li>
<li><a href="Etiocholanolone_glucuronide" title="Etiocholanolone glucuronide">Etiocholanolone glucuronide</a></li>
<li><a href="Epietiocholanolone" title="Epietiocholanolone">Epietiocholanolone</a></li>
<li><a href="Testosterone_glucuronide" title="Testosterone glucuronide">Testosterone glucuronide</a></li>
<li><a href="Testosterone_sulfate" title="Testosterone sulfate">Testosterone sulfate</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Estrogen" title="Estrogen">Estrogens</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><i>Estranes:</i> <a href="Estetrol" title="Estetrol">Estetrol</a></li>
<li><a href="Estradiol" title="Estradiol">Estradiol</a></li>
<li><a href="Estrone" title="Estrone">Estrone</a></li>
<li><a href="Estriol" title="Estriol">Estriol</a></li>
<li><a href="17%CE%B1-Estradiol" title="17α-Estradiol">17α-Estradiol</a></li>
<li><a href="Epiestriol" title="Epiestriol">16β-Epiestriol (16β-hydroxyestradiol)</a></li>
<li><a href="17%CE%B1-Epiestriol" title="17α-Epiestriol">17α-Epiestriol (16α-hydroxy-17α-estradiol)</a></li>
<li><a href="16%CE%B2%2C17%CE%B1-Epiestriol" title="16β,17α-Epiestriol">16β,17α-Epiestriol (16β-hydroxy-17α-estradiol)</a></li>
<li><a href="2-Hydroxyestradiol" title="2-Hydroxyestradiol">2-Hydroxyestradiol</a></li>
<li><a href="2-Hydroxyestriol" title="2-Hydroxyestriol">2-Hydroxyestriol</a></li>
<li><a href="2-Hydroxyestrone" title="2-Hydroxyestrone">2-Hydroxyestrone</a></li>
<li><a href="4-Hydroxyestradiol" title="4-Hydroxyestradiol">4-Hydroxyestradiol</a></li>
<li><a href="4-Hydroxyestriol" title="4-Hydroxyestriol">4-Hydroxyestriol</a></li>
<li><a href="4-Hydroxyestrone" title="4-Hydroxyestrone">4-Hydroxyestrone</a></li>
<li><a href="4-Methoxyestradiol" title="4-Methoxyestradiol">4-Methoxyestradiol</a></li>
<li><a href="4-Methoxyestrone" title="4-Methoxyestrone">4-Methoxyestrone</a></li>
<li><a href="16%CE%B1-Hydroxyestrone" title="16α-Hydroxyestrone">16α-Hydroxyestrone</a></li>
<li><a href="16%CE%B2-Hydroxyestrone" title="16β-Hydroxyestrone">16β-Hydroxyestrone</a></li>
<li><a href="16-Ketoestradiol" title="16-Ketoestradiol">16-Ketoestradiol</a></li>
<li><a href="16-Ketoestrone" title="16-Ketoestrone">16-Ketoestrone</a></li></ul>
<ul><li><i>Others:</i> <a href="27-Hydroxycholesterol" title="27-Hydroxycholesterol">27-Hydroxycholesterol</a></li>
<li><a href="3%CE%B1-Androstanediol" title="3α-Androstanediol">3α-Androstanediol</a></li>
<li><a href="3%CE%B2-Androstanediol" title="3β-Androstanediol">3β-Androstanediol</a></li>
<li><a href="4-Androstenedione" class="mw-redirect" title="4-Androstenedione">4-Androstenedione</a></li>
<li><a href="5-Androstenediol" class="mw-redirect" title="5-Androstenediol">5-Androstenediol</a></li>
<li><a href="Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA</a></li>
<li><a href="Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate">DHEA sulfate</a></li>
<li><a href="7-Keto-DHEA" title="7-Keto-DHEA">7-Keto-DHEA</a></li>
<li><a href="7%CE%B1-Hydroxy-DHEA" title="7α-Hydroxy-DHEA">7α-Hydroxy-DHEA</a></li>
<li><a href="16-Hydroxydehydroepiandrosterone" class="mw-redirect" title="16-Hydroxydehydroepiandrosterone">16α-Hydroxy-DHEA</a></li></ul>
<ul><li><i>Metabolites:</i> <a href="2-Methoxyestradiol" title="2-Methoxyestradiol">2-Methoxyestradiol</a></li>
<li><a href="2-Methoxyestrone" title="2-Methoxyestrone">2-Methoxyestrone</a></li>
<li><a href="2-Methoxyestriol" title="2-Methoxyestriol">2-Methoxyestriol</a></li>
<li><a href="4-Methoxyestriol" title="4-Methoxyestriol">4-Methoxyestriol</a></li>
<li><a href="Estradiol_disulfate" title="Estradiol disulfate">Estradiol disulfate</a></li>
<li><a href="Estradiol_glucuronide" title="Estradiol glucuronide">Estradiol glucuronide</a></li>
<li><a href="Estradiol_3-glucuronide" title="Estradiol 3-glucuronide">Estradiol 3-glucuronide</a></li>
<li><a href="Estradiol_3-glucuronide_17%CE%B2-sulfate" title="Estradiol 3-glucuronide 17β-sulfate">Estradiol 3-glucuronide 17β-sulfate</a></li>
<li><a href="Estradiol_sulfate" title="Estradiol sulfate">Estradiol sulfate</a></li>
<li><a href="Estradiol_17%CE%B2-sulfate" title="Estradiol 17β-sulfate">Estradiol 17β-sulfate</a></li>
<li><a href="Estrone_glucuronide" title="Estrone glucuronide">Estrone glucuronide</a></li>
<li><a href="Estrone_sulfate" title="Estrone sulfate">Estrone sulfate</a></li>
<li><a href="Estriol_glucuronide" title="Estriol glucuronide">Estriol glucuronide</a></li>
<li><a href="Estriol_sulfate" title="Estriol sulfate">Estriol sulfate</a></li>
<li><a href="Lipoidal_estradiol" title="Lipoidal estradiol">Lipoidal estradiol</a> (e.g., <a href="Estradiol_stearate" title="Estradiol stearate">estradiol stearate</a>, <a href="Estradiol_palmitate" title="Estradiol palmitate">estradiol palmitate</a>)</li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Progesterone" title="Progesterone">Progesterone</a></li>
<li><a href="16%CE%B1-Hydroxyprogesterone" title="16α-Hydroxyprogesterone">16α-Hydroxyprogesterone</a></li>
<li><a href="17%CE%B1-Hydroxyprogesterone" title="17α-Hydroxyprogesterone">17α-Hydroxyprogesterone</a></li>
<li><a href="20%CE%B1-Dihydroprogesterone" title="20α-Dihydroprogesterone">20α-Dihydroprogesterone</a></li>
<li><a href="20%CE%B2-Dihydroprogesterone" title="20β-Dihydroprogesterone">20β-Dihydroprogesterone</a></li>
<li><a href="5%CE%B1-Dihydroprogesterone" title="5α-Dihydroprogesterone">5α-Dihydroprogesterone</a></li>
<li><a href="11-Deoxycorticosterone" title="11-Deoxycorticosterone">11-Deoxycorticosterone</a></li>
<li><a href="Dihydrodeoxycorticosterone" title="Dihydrodeoxycorticosterone">5α-DHDOC</a></li></ul>
<ul><li><i>Metabolites:</i> <a href="Allopregnanediol" title="Allopregnanediol">Allopregnanediol</a></li>
<li><a href="Pregnanediol" title="Pregnanediol">Pregnanediol</a></li>
<li><a href="Pregnanediol_glucuronide" title="Pregnanediol glucuronide">Pregnanediol glucuronide</a></li>
<li><a href="Pregnanetriol" title="Pregnanetriol">Pregnanetriol</a></li></ul>
</div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="Neuroactive_steroid" class="mw-redirect" title="Neuroactive steroid">Neurosteroids</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><i>Cholestanes:</i> <a href="24S-hydroxycholesterol" class="mw-redirect" title="24S-hydroxycholesterol">24<i>S</i>-Hydroxycholesterol</a></li>
<li><a href="Cholesterol" title="Cholesterol">Cholesterol</a></li></ul>
<ul><li><i>Pregnanes:</i> <a href="3%CE%B1-Dihydroprogesterone" title="3α-Dihydroprogesterone">3α-Dihydroprogesterone</a></li>
<li><a href="3%CE%B2-Dihydroprogesterone" title="3β-Dihydroprogesterone">3β-Dihydroprogesterone</a></li>
<li><a href="5%CE%B1-Dihydrocorticosterone" title="5α-Dihydrocorticosterone">5α-Dihydrocorticosterone</a></li>
<li><a href="5%CE%B1-Dihydroprogesterone" title="5α-Dihydroprogesterone">5α-Dihydroprogesterone</a></li>
<li><a href="5%CE%B2-Dihydroprogesterone" title="5β-Dihydroprogesterone">5β-Dihydroprogesterone</a></li>
<li><a href="Allopregnanolone" title="Allopregnanolone">Allopregnanolone</a></li>
<li><a href="Corticosterone" title="Corticosterone">Corticosterone</a></li>
<li><a href="Dihydrocorticosterone" class="mw-redirect" title="Dihydrocorticosterone">DHC</a></li>
<li><a href="Dihydrodeoxycorticosterone" title="Dihydrodeoxycorticosterone">DHDOC</a></li>
<li><a href="11-Deoxycorticosterone" title="11-Deoxycorticosterone">11-Deoxycorticosterone</a></li>
<li><a href="Epipregnanolone" title="Epipregnanolone">Epipregnanolone</a></li>
<li><a href="Isopregnanolone" title="Isopregnanolone">Isopregnanolone</a></li>
<li><a href="Pregnanolone" title="Pregnanolone">Pregnanolone</a></li>
<li><a href="Pregnenolone" title="Pregnenolone">Pregnenolone</a></li>
<li><a href="Pregnenolone_sulfate" title="Pregnenolone sulfate">Pregnenolone sulfate</a></li>
<li><a href="Progesterone" title="Progesterone">Progesterone</a></li>
<li><a href="Tetrahydrocorticosterone" title="Tetrahydrocorticosterone">THB</a></li>
<li><a href="Tetrahydrodeoxycorticosterone" title="Tetrahydrodeoxycorticosterone">THDOC</a></li></ul>
<ul><li><i>Androstanes:</i> <a href="3%CE%B1-Androstanediol" title="3α-Androstanediol">3α-Androstanediol</a></li>
<li><a href="3%CE%B1-Androstenol" class="mw-redirect" title="3α-Androstenol">3α-Androstenol</a></li>
<li><a href="7-Keto-DHEA" title="7-Keto-DHEA">7-Keto-DHEA</a></li>
<li><a href="7%CE%B1-Hydroxy-DHEA" title="7α-Hydroxy-DHEA">7α-Hydroxy-DHEA</a></li>
<li><a href="7%CE%B2-Hydroxy-DHEA" title="7β-Hydroxy-DHEA">7β-Hydroxy-DHEA</a></li>
<li><a href="7%CE%B1-Hydroxyepiandrosterone" title="7α-Hydroxyepiandrosterone">7α-Hydroxyepiandrosterone</a></li>
<li><a href="7%CE%B2-Hydroxyepiandrosterone" title="7β-Hydroxyepiandrosterone">7β-Hydroxyepiandrosterone</a></li>
<li><a href="Androsterone" title="Androsterone">Androsterone</a></li>
<li><a href="Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA</a></li>
<li><a href="Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate">DHEA sulfate</a></li>
<li><a href="Etiocholanolone" title="Etiocholanolone">Etiocholanolone</a></li></ul>
<ul><li><b><a href="Pheromone" title="Pheromone">Pheromones</a>:</b> <a href="3%CE%B1-Androstenol" class="mw-redirect" title="3α-Androstenol">3α-Androstenol</a></li>
<li><a href="3%CE%B2-Androstenol" title="3β-Androstenol">3β-Androstenol</a></li>
<li><a href="Androstadienol" title="Androstadienol">Androstadienol</a></li>
<li><a href="Androstadienone" title="Androstadienone">Androstadienone</a></li>
<li><a href="Androstenone" title="Androstenone">Androstenone</a></li>
<li><a href="Androsterone" title="Androsterone">Androsterone</a></li>
<li><a href="Estratetraenol" title="Estratetraenol">Estratetraenol</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Others</th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em">
<ul><li><b><a href="Vitamin_D" title="Vitamin D">Vitamin D</a>:</b> <a href="7-Dehydrocholesterol" title="7-Dehydrocholesterol">7-Dehydrocholesterol</a></li>
<li><a href="Calcifediol" title="Calcifediol">Calcidiol/Calcifediol</a></li>
<li><a href="Calcitriol" title="Calcitriol">Calcitriol</a></li>
<li><a href="Cholecalciferol" title="Cholecalciferol">Cholecalciferol</a></li></ul>
<ul><li><b>Others:</b> <a href="7%CE%B1-Hydroxycholesterol" title="7α-Hydroxycholesterol">7α-Hydroxycholesterol</a></li>
<li><a href="11%CE%B1-Hydroxyprogesterone" title="11α-Hydroxyprogesterone">11α-Hydroxyprogesterone</a></li>
<li><a href="11%CE%B2-Hydroxyprogesterone" title="11β-Hydroxyprogesterone">11β-Hydroxyprogesterone</a></li>
<li><a href="Cholesterol_sulfate" title="Cholesterol sulfate">Cholesterol sulfate</a></li></ul>
</div></td></tr></tbody></table></div>
<div class="navbox-styles"></div><div role="navigation" class="navbox" aria-labelledby="Progestogens_and_antiprogestogens153" style="padding:3px"><table class="nowraplinks mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><div id="Progestogens_and_antiprogestogens153" style="font-size:114%;margin:0 4em"><a href="Progestogen_(medication)" title="Progestogen (medication)">Progestogens</a> and <a href="Antiprogestogen" title="Antiprogestogen">antiprogestogens</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="Progestogen_(medication)" title="Progestogen (medication)">Progestogens</a><br>(and <a href="Progestin" class="mw-redirect" title="Progestin">progestins</a>)</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="PRTooltip_Progesterone_receptor_agonists408" scope="row" class="navbox-group" style="width:8em;;text-align:center;"><a href="Progesterone_receptor" title="Progesterone receptor"><abbr title="Progesterone receptor">PR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Progesterone receptor</span> <a href="Agonist" title="Agonist">agonists</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em">
<ul><li><i>Progesterone derivatives:</i> <a href="Progesterone_(medication)" title="Progesterone (medication)">Progesterone</a></li>
<li><a href="Quingestrone" title="Quingestrone">Quingestrone</a></li></ul>
<ul><li><i>Retroprogesterone derivatives:</i> <a href="Dydrogesterone" title="Dydrogesterone">Dydrogesterone</a></li>
<li><a href="Trengestone" title="Trengestone">Trengestone</a></li></ul>
<ul><li><i>17α-Hydroxyprogesterone (and closely related) derivatives:</i> <i>17α-Hydroxylated:</i> <a href="Acetomepregenol" title="Acetomepregenol">Acetomepregenol (mepregenol diacetate)</a></li>
<li><a href="Algestone_acetophenide" title="Algestone acetophenide">Algestone acetophenide (dihydroxyprogesterone acetophenide)</a></li>
<li><a href="Anagestone_acetate" title="Anagestone acetate">Anagestone acetate</a></li>
<li><a href="Chlormadinone_acetate" title="Chlormadinone acetate">Chlormadinone acetate</a></li>
<li><a href="Chlormethenmadinone_acetate" title="Chlormethenmadinone acetate">Chlormethenmadinone acetate</a></li>
<li><a href="Cyproterone_acetate" title="Cyproterone acetate">Cyproterone acetate</a></li>
<li><a href="Delmadinone_acetate" title="Delmadinone acetate">Delmadinone acetate</a></li>
<li><a href="Flugestone_acetate" title="Flugestone acetate">Flugestone acetate (flurogestone acetate)</a></li>
<li><a href="Flumedroxone_acetate" title="Flumedroxone acetate">Flumedroxone acetate</a></li>
<li><a href="Hydroxyprogesterone_acetate" title="Hydroxyprogesterone acetate">Hydroxyprogesterone acetate</a></li>
<li><a href="Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">Hydroxyprogesterone caproate</a></li>
<li><a href="Hydroxyprogesterone_heptanoate" title="Hydroxyprogesterone heptanoate">Hydroxyprogesterone heptanoate</a></li>
<li><a href="Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogesterone acetate</a><sup>#</sup></li>
<li><a href="Megestrol_acetate" title="Megestrol acetate">Megestrol acetate</a></li>
<li><a href="Melengestrol_acetate" title="Melengestrol acetate">Melengestrol acetate</a></li>
<li><a href="Methenmadinone_acetate" title="Methenmadinone acetate">Methenmadinone acetate</a></li>
<li><a href="Osaterone_acetate" title="Osaterone acetate">Osaterone acetate</a></li>
<li><a href="Pentagestrone_acetate" title="Pentagestrone acetate">Pentagestrone acetate</a></li>
<li><a href="Proligestone" title="Proligestone">Proligestone</a>; <i>17α-Methylated:</i> <a href="Medrogestone" title="Medrogestone">Medrogestone</a>; <i>Others:</i> <a href="Haloprogesterone" title="Haloprogesterone">Haloprogesterone</a></li></ul>
<ul><li><i>19-Norprogesterone derivatives:</i> <i>17α-Hydroxylated:</i> <a href="Gestonorone_caproate" title="Gestonorone caproate">Gestonorone caproate (gestronol hexanoate)</a></li>
<li><a href="Nomegestrol_acetate" title="Nomegestrol acetate">Nomegestrol acetate</a></li>
<li><a href="Norgestomet" title="Norgestomet">Norgestomet</a></li>
<li><a href="Segesterone_acetate" title="Segesterone acetate">Segesterone acetate (nestorone, elcometrine)</a>; <i>17α-Methylated:</i> <a href="Demegestone" title="Demegestone">Demegestone</a></li>
<li><a href="Promegestone" title="Promegestone">Promegestone</a></li>
<li><a href="Trimegestone" title="Trimegestone">Trimegestone</a></li></ul>
<ul><li><i>Testosterone derivatives:</i> <i>Estranes:</i> <a href="Danazol" title="Danazol">Danazol</a></li>
<li><a href="Dimethisterone" title="Dimethisterone">Dimethisterone</a></li>
<li><a href="Ethisterone" title="Ethisterone">Ethisterone</a></li></ul>
<ul><li><i>19-Nortestosterone derivatives:</i> <i>Estranes:</i> <a href="Allylestrenol" title="Allylestrenol">Allylestrenol</a></li>
<li><a href="Altrenogest" title="Altrenogest">Altrenogest</a></li>
<li><a href="Dienogest" title="Dienogest">Dienogest</a></li>
<li><a href="Etynodiol_diacetate" title="Etynodiol diacetate">Etynodiol diacetate</a></li>
<li><a href="Lynestrenol" title="Lynestrenol">Lynestrenol</a></li>
<li><a href="Norethisterone" title="Norethisterone">Norethisterone (norethindrone)</a><sup>#</sup></li>
<li><a href="Norethisterone_acetate" title="Norethisterone acetate">Norethisterone acetate</a></li>
<li><a href="Norethisterone_enanthate" title="Norethisterone enanthate">Norethisterone enanthate</a></li>
<li><a href="Noretynodrel" title="Noretynodrel">Noretynodrel</a></li>
<li><a href="Norgesterone" title="Norgesterone">Norgesterone</a></li>
<li><a href="Norgestrienone" title="Norgestrienone">Norgestrienone</a></li>
<li><a href="Normethandrone" title="Normethandrone">Normethandrone (methylestrenolone)</a></li>
<li><a href="Norvinisterone" title="Norvinisterone">Norvinisterone</a></li>
<li><a href="Oxendolone" title="Oxendolone">Oxendolone</a></li>
<li><a href="Quingestanol_acetate" title="Quingestanol acetate">Quingestanol acetate</a></li>
<li><a href="Tibolone" title="Tibolone">Tibolone</a>; <i>Gonanes:</i> <a href="Desogestrel" title="Desogestrel">Desogestrel</a></li>
<li><a href="Etonogestrel" title="Etonogestrel">Etonogestrel</a></li>
<li><a href="Gestodene" title="Gestodene">Gestodene</a></li>
<li><a href="Gestrinone" title="Gestrinone">Gestrinone</a></li>
<li><a href="Levonorgestrel" title="Levonorgestrel">Levonorgestrel</a><sup>#</sup></li>
<li><a href="Norelgestromin" title="Norelgestromin">Norelgestromin</a></li>
<li><a href="Norgestimate" title="Norgestimate">Norgestimate</a></li>
<li><a href="Norgestrel" title="Norgestrel">Norgestrel</a></li></ul>
<ul><li><i>Spirolactone derivatives:</i> <a href="Drospirenone" title="Drospirenone">Drospirenone</a></li></ul>
<ul><li><i>Others:</i> <a href="Anabolic%E2%80%93androgenic_steroid" class="mw-redirect" title="Anabolic–androgenic steroid">Anabolic–androgenic steroids</a> (e.g., <a href="Nandrolone" title="Nandrolone">nandrolone</a> and <a href="Nandrolone_ester" class="mw-redirect" title="Nandrolone ester">esters</a>, <a href="Trenbolone" title="Trenbolone">trenbolone</a> and <a href="Trenbolone_ester" class="mw-redirect" title="Trenbolone ester">esters</a>, <a href="Ethylestrenol" title="Ethylestrenol">ethylestrenol</a>, <a href="Norethandrolone" title="Norethandrolone">norethandrolone</a>, others)</li></ul>
</div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="Antiprogestogen" title="Antiprogestogen">Antiprogestogens</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:8em;;text-align:center;"><a href="Selective_progesterone_receptor_modulators" class="mw-redirect" title="Selective progesterone receptor modulators"><abbr title="Selective progesterone receptor modulators">SPRMs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Selective progesterone receptor modulators</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Telapristone" title="Telapristone">Telapristone</a><sup>§</sup></li>
<li><a href="Ulipristal_acetate" title="Ulipristal acetate">Ulipristal acetate</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:8em;;text-align:center;"><a href="Progesterone_receptor" title="Progesterone receptor"><abbr title="Progesterone receptor">PR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Progesterone receptor</span> <a href="Receptor_antagonist" title="Receptor antagonist">antagonists</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Aglepristone" title="Aglepristone">Aglepristone</a></li>
<li><a href="Mifepristone" title="Mifepristone">Mifepristone</a></li></ul>
</div></td></tr></tbody></table><div></div></td></tr><tr><td colspan="2" class="navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"><div class="hlist">
<ul><li><sup>#</sup><a href="WHO_Model_List_of_Essential_Medicines" title="WHO Model List of Essential Medicines">WHO-EM</a></li>
<li><sup>‡</sup><a href="List_of_withdrawn_drugs" title="List of withdrawn drugs">Withdrawn</a> from market</li>
<li><a href="Clinical_trial" title="Clinical trial">Clinical trials</a>:
<ul><li><sup>†</sup><a href="Phases_of_clinical_research#Phase_III" title="Phases of clinical research">Phase III</a></li>
<li><sup>§</sup>Never to phase III</li></ul></li></ul>
</div>
<dl><dt>See also</dt>
<dd>Progesterone receptor modulators</dd>
<dd>Androgens and antiandrogens</dd>
<dd>Estrogens and antiestrogens</dd>
<dd><a href="List_of_steroidal_progestogens" class="mw-redirect" title="List of steroidal progestogens">List of progestogens</a></dd></dl></div></td></tr></tbody></table></div>
<div class="navbox-styles"></div><div role="navigation" class="navbox" aria-labelledby="Progesterone_receptor_modulators1654" style="padding:3px"><table class="nowraplinks hlist mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><div id="Progesterone_receptor_modulators1654" style="font-size:114%;margin:0 4em"><a href="Progesterone_receptor" title="Progesterone receptor">Progesterone receptor</a> <a href="Receptor_modulator" title="Receptor modulator">modulators</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="Progesterone_receptor" title="Progesterone receptor"><abbr title="Progesterone receptor">PR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Progesterone receptor</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:6em;;text-align:center">Agonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em">
<ul><li><i>Progesterone derivatives:</i> <a href="3%CE%B2-Dihydroprogesterone" title="3β-Dihydroprogesterone">3β-Dihydroprogesterone</a></li>
<li><a href="5%CE%B1-Dihydroprogesterone" title="5α-Dihydroprogesterone">5α-Dihydroprogesterone</a></li>
<li><a href="6%CE%B1-Methylprogesterone" title="6α-Methylprogesterone">6α-Methylprogesterone</a></li>
<li><a href="9%CE%B1-Bromo-11-ketoprogesterone" class="mw-redirect" title="9α-Bromo-11-ketoprogesterone">9α-Bromo-11-ketoprogesterone</a></li>
<li><a href="11-Dehydroprogesterone" title="11-Dehydroprogesterone">11-Dehydroprogesterone</a></li>
<li><a href="11-Deoxycorticosterone" title="11-Deoxycorticosterone">11-Deoxycorticosterone</a></li>
<li><a href="16%CE%B1-Hydroxyprogesterone" title="16α-Hydroxyprogesterone">16α-Hydroxyprogesterone</a></li>
<li>17α-Methyl-11-deoxycorticosterone acetate</li>
<li><a href="20%CE%B1-Dihydroprogesterone" title="20α-Dihydroprogesterone">20α-Dihydroprogesterone</a></li>
<li><a href="20%CE%B2-Dihydroprogesterone" title="20β-Dihydroprogesterone">20β-Dihydroprogesterone</a></li>
<li><a href="Dimepregnen" title="Dimepregnen">Dimepregnen</a></li>
<li><a href="Diosgenin" title="Diosgenin">Diosgenin</a></li>
<li><a href="P1-185" title="P1-185">P1-185</a></li>
<li><a href="Progesterone" title="Progesterone">Progesterone</a></li>
<li><a href="Progesterone_3-acetyl_enol_ether" title="Progesterone 3-acetyl enol ether">Progesterone 3-acetyl enol ether</a></li>
<li><a href="Quingestrone" title="Quingestrone">Quingestrone</a></li></ul>
<ul><li><i>Retroprogesterone derivatives:</i> <a href="20%CE%B1-Dihydrodydrogesterone" title="20α-Dihydrodydrogesterone">20α-Dihydrodydrogesterone</a></li>
<li><a href="20%CE%B1-Dihydrotrengestone" title="20α-Dihydrotrengestone">20α-Dihydrotrengestone</a></li>
<li><a href="DU-41164" title="DU-41164">DU-41164</a></li>
<li><a href="DU-41165" title="DU-41165">DU-41165</a></li>
<li><a href="Dydrogesterone" title="Dydrogesterone">Dydrogesterone</a></li>
<li><a href="Retroprogesterone" title="Retroprogesterone">Retroprogesterone</a></li>
<li><a href="Ro_6-3129" title="Ro 6-3129">Ro 6-3129</a></li>
<li><a href="Trengestone" title="Trengestone">Trengestone</a></li></ul>
<ul><li><i>17α-Substituted progesterone derivatives:</i> <a href="6%CE%B1-Methyl-17%CE%B1-bromoprogesterone" title="6α-Methyl-17α-bromoprogesterone">6α-Methyl-17α-bromoprogesterone</a></li>
<li><a href="15%CE%B2-Hydroxycyproterone_acetate" title="15β-Hydroxycyproterone acetate">15β-Hydroxycyproterone acetate</a></li>
<li><a href="16-Methylene-17%CE%B1-hydroxyprogesterone_acetate" title="16-Methylene-17α-hydroxyprogesterone acetate">16-Methylene-17α-hydroxyprogesterone acetate</a></li>
<li><a href="17%CE%B1-Bromoprogesterone" title="17α-Bromoprogesterone">17α-Bromoprogesterone</a></li>
<li><a href="17%CE%B1-Hydroxyprogesterone" title="17α-Hydroxyprogesterone">17α-Hydroxyprogesterone (hydroxyprogesterone)</a></li>
<li><a href="17%CE%B1-Methylprogesterone" title="17α-Methylprogesterone">17α-Methylprogesterone</a></li>
<li><a href="Acetomepregenol" title="Acetomepregenol">Acetomepregenol (mepregenol diacetate)</a></li>
<li><a href="Algestone" title="Algestone">Algestone</a></li>
<li><a href="Algestone_acetonide" title="Algestone acetonide">Algestone acetonide</a></li>
<li><a href="Algestone_acetophenide" title="Algestone acetophenide">Algestone acetophenide</a></li>
<li><a href="Anagestone" title="Anagestone">Anagestone</a></li>
<li><a href="Anagestone_acetate" title="Anagestone acetate">Anagestone acetate</a></li>
<li>Bromethenmadinone</li>
<li><a href="Bromethenmadinone_acetate" title="Bromethenmadinone acetate">Bromethenmadinone acetate</a></li>
<li><a href="Butagest" title="Butagest">Butagest (buterol)</a></li>
<li><a href="Chlormadinone" title="Chlormadinone">Chlormadinone</a></li>
<li><a href="Chlormadinone_acetate" title="Chlormadinone acetate">Chlormadinone acetate</a></li>
<li><a href="Chlormadinone_caproate" title="Chlormadinone caproate">Chlormadinone caproate</a></li>
<li>Chlormethenmadinone</li>
<li><a href="Chlormethenmadinone_acetate" title="Chlormethenmadinone acetate">Chlormethenmadinone acetate</a></li>
<li><a href="Cismadinone" title="Cismadinone">Cismadinone</a></li>
<li><a href="Cismadinone_acetate" title="Cismadinone acetate">Cismadinone acetate</a></li>
<li><a href="Clogestone" title="Clogestone">Clogestone</a></li>
<li><a href="Clogestone_acetate" title="Clogestone acetate">Clogestone acetate</a></li>
<li><a href="Clomegestone" title="Clomegestone">Clomegestone</a></li>
<li><a href="Clomegestone_acetate" title="Clomegestone acetate">Clomegestone acetate</a></li>
<li><a href="Cymegesolate" title="Cymegesolate">Cymegesolate</a></li>
<li><a href="Cyproterone_acetate" title="Cyproterone acetate">Cyproterone acetate</a></li>
<li><a href="Delmadinone" title="Delmadinone">Delmadinone</a></li>
<li><a href="Delmadinone_acetate" title="Delmadinone acetate">Delmadinone acetate</a></li>
<li><a href="Edogestrone" title="Edogestrone">Edogestrone</a></li>
<li><a href="Flugestone" title="Flugestone">Flugestone</a></li>
<li><a href="Flugestone_acetate" title="Flugestone acetate">Flugestone acetate</a></li>
<li><a href="Fluorometholone" title="Fluorometholone">Fluorometholone</a></li>
<li><a href="Fluorometholone_acetate" title="Fluorometholone acetate">Fluorometholone acetate</a></li>
<li><a href="Flumedroxone" title="Flumedroxone">Flumedroxone</a></li>
<li><a href="Flumedroxone_acetate" title="Flumedroxone acetate">Flumedroxone acetate</a></li>
<li><a href="Fluoromedroxyprogesterone_acetate" title="Fluoromedroxyprogesterone acetate">Fluoromedroxyprogesterone acetate</a></li>
<li><a href="Gestaclone" title="Gestaclone">Gestaclone</a></li>
<li>Gestobutanoyl</li>
<li><a href="Haloprogesterone" title="Haloprogesterone">Haloprogesterone</a></li>
<li><a href="Hydromadinone" title="Hydromadinone">Hydromadinone</a></li>
<li><a href="Hydromadinone_acetate" title="Hydromadinone acetate">Hydromadinone acetate</a></li>
<li><a href="Hydroxyprogesterone_acetate" title="Hydroxyprogesterone acetate">Hydroxyprogesterone acetate</a></li>
<li><a href="Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">Hydroxyprogesterone caproate (hydroxyprogesterone hexanoate)</a></li>
<li><a href="Hydroxyprogesterone_heptanoate" title="Hydroxyprogesterone heptanoate">Hydroxyprogesterone heptanoate (hydroxyprogesterone enanthate)</a></li>
<li><a href="Hydroxyprogesterone_heptanoate_benzilic_acid_hydrazone" title="Hydroxyprogesterone heptanoate benzilic acid hydrazone">Hydroxyprogesterone heptanoate benzilic acid hydrazone</a></li>
<li><a href="Mecigestone" title="Mecigestone">Mecigestone (pentarane B)</a></li>
<li><a href="Medrogestone" title="Medrogestone">Medrogestone</a></li>
<li><a href="Medroxyprogesterone" title="Medroxyprogesterone">Medroxyprogesterone</a></li>
<li><a href="Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogesterone acetate</a></li>
<li><a href="Medroxyprogesterone_caproate" title="Medroxyprogesterone caproate">Medroxyprogesterone caproate</a></li>
<li><a href="Megestrol" title="Megestrol">Megestrol</a></li>
<li><a href="Megestrol_acetate" title="Megestrol acetate">Megestrol acetate</a></li>
<li><a href="Megestrol_caproate" title="Megestrol caproate">Megestrol caproate</a></li>
<li><a href="Melengestrol" title="Melengestrol">Melengestrol</a></li>
<li><a href="Melengestrol_acetate" title="Melengestrol acetate">Melengestrol acetate</a></li>
<li><a href="Methenmadinone" title="Methenmadinone">Methenmadinone</a></li>
<li><a href="Methenmadinone_acetate" title="Methenmadinone acetate">Methenmadinone acetate</a></li>
<li><a href="Methenmadinone_caproate" title="Methenmadinone caproate">Methenmadinone caproate</a></li>
<li><a href="Mometasone" title="Mometasone">Mometasone</a></li>
<li><a href="Mometasone_furoate" class="mw-redirect" title="Mometasone furoate">Mometasone furoate</a></li>
<li><a href="Osaterone" title="Osaterone">Osaterone</a></li>
<li><a href="Osaterone_acetate" title="Osaterone acetate">Osaterone acetate</a></li>
<li><a href="Pentagestrone" title="Pentagestrone">Pentagestrone</a></li>
<li><a href="Pentagestrone_acetate" title="Pentagestrone acetate">Pentagestrone acetate</a></li>
<li><a href="Pentarane_A" title="Pentarane A">Pentarane A</a></li>
<li><a href="Proligestone" title="Proligestone">Proligestone</a></li>
<li><a href="Triamcinolone_acetonide" title="Triamcinolone acetonide">Triamcinolone acetonide</a></li></ul>
<ul><li><i>19-Norprogesterone derivatives:</i> <a href="17%CE%B1-Methyl-19-norprogesterone" title="17α-Methyl-19-norprogesterone">17α-Methyl-19-norprogesterone</a></li>
<li><a href="18-Methylsegesterone_acetate" title="18-Methylsegesterone acetate">18-Methylsegesterone acetate</a></li>
<li><a href="19-Norprogesterone" title="19-Norprogesterone">19-Norprogesterone</a></li>
<li><a href="Amadinone" title="Amadinone">Amadinone</a></li>
<li><a href="Amadinone_acetate" title="Amadinone acetate">Amadinone acetate</a></li>
<li><a href="Demegestone" title="Demegestone">Demegestone</a></li>
<li>Fluoro ethyl norprogesterone</li>
<li>Fluoro furanyl norprogesterone</li>
<li><a href="Gestadienol" title="Gestadienol">Gestadienol</a></li>
<li><a href="Gestadienol_acetate" title="Gestadienol acetate">Gestadienol acetate</a></li>
<li><a href="Gestonorone_acetate" title="Gestonorone acetate">Gestonorone acetate (gestronol acetate)</a></li>
<li><a href="Gestonorone_caproate" title="Gestonorone caproate">Gestonorone caproate (gestronol hexanoate)</a></li>
<li><a href="Gestronol" title="Gestronol">Gestronol (gestonorone)</a></li>
<li><a href="Nomegestrol" title="Nomegestrol">Nomegestrol</a></li>
<li><a href="Nomegestrol_acetate" title="Nomegestrol acetate">Nomegestrol acetate</a></li>
<li><a href="Norgestomet" title="Norgestomet">Norgestomet</a></li>
<li><a href="ORG-2058" title="ORG-2058">ORG-2058</a></li>
<li><a href="Oxogestone" title="Oxogestone">Oxogestone</a></li>
<li><a href="Oxogestone_phenpropionate" title="Oxogestone phenpropionate">Oxogestone phenpropionate (xinogestone)</a></li>
<li><a href="Promegestone" title="Promegestone">Promegestone</a></li>
<li><a href="Segesterone" title="Segesterone">Segesterone</a></li>
<li><a href="Nestorone" class="mw-redirect" title="Nestorone">Segesterone acetate (nestorone)</a></li>
<li><a href="Trimegestone" title="Trimegestone">Trimegestone</a></li></ul>
<ul><li><i>Testosterone derivatives:</i> Progestins: <a href="6%2C6-Difluoronorethisterone" title="6,6-Difluoronorethisterone">6,6-Difluoronorethisterone</a></li>
<li><a href="6%2C6-Difluoronorethisterone_acetate" title="6,6-Difluoronorethisterone acetate">6,6-Difluoronorethisterone acetate</a></li>
<li><a href="17%CE%B1-Allyl-19-nortestosterone" title="17α-Allyl-19-nortestosterone">17α-Allyl-19-nortestosterone</a></li>
<li><a href="Allylestrenol" title="Allylestrenol">Allylestrenol</a></li>
<li><a href="Altrenogest" title="Altrenogest">Altrenogest</a></li>
<li><a href="Chloroethynylnorgestrel" title="Chloroethynylnorgestrel">Chloroethynylnorgestrel</a></li>
<li><a href="Cingestol" title="Cingestol">Cingestol</a></li>
<li><a href="Danazol" title="Danazol">Danazol</a></li>
<li><a href="Desogestrel" title="Desogestrel">Desogestrel</a></li>
<li><a href="Dienogest" title="Dienogest">Dienogest</a></li>
<li><a href="Ethinylandrostenediol" title="Ethinylandrostenediol">Ethinylandrostenediol</a>
<ul><li><a href="Ethandrostate" title="Ethandrostate">Ethandrostate</a></li></ul></li>
<li><a href="Ethisterone" title="Ethisterone">Ethisterone</a></li>
<li><a href="Ethynerone" title="Ethynerone">Ethynerone</a></li>
<li><a href="Etonogestrel" title="Etonogestrel">Etonogestrel</a></li>
<li><a href="Etynodiol" title="Etynodiol">Etynodiol</a></li>
<li><a href="Etynodiol_diacetate" title="Etynodiol diacetate">Etynodiol diacetate</a></li>
<li><a href="Gestodene" title="Gestodene">Gestodene</a></li>
<li><a href="Gestrinone" title="Gestrinone">Gestrinone</a></li>
<li><a href="Levonorgestrel" title="Levonorgestrel">Levonorgestrel</a></li>
<li><a href="Levonorgestrel_ester" class="mw-redirect" title="Levonorgestrel ester">Levonorgestrel esters</a> (e.g., <a href="Levonorgestrel_butanoate" title="Levonorgestrel butanoate">levonorgestrel butanoate</a>)</li>
<li><a href="Lynestrenol" title="Lynestrenol">Lynestrenol</a></li>
<li><a href="Lynestrenol_phenylpropionate" title="Lynestrenol phenylpropionate">Lynestrenol phenylpropionate</a></li>
<li><a href="Metynodiol" title="Metynodiol">Metynodiol</a></li>
<li><a href="Metynodiol_diacetate" title="Metynodiol diacetate">Metynodiol diacetate</a></li>
<li><a href="Norelgestromin" title="Norelgestromin">Norelgestromin</a></li>
<li><a href="Norethisterone" title="Norethisterone">Norethisterone (norethindrone)</a></li>
<li><a href="Norethisterone_ester" class="mw-redirect" title="Norethisterone ester">Norethisterone esters</a> (e.g., <a href="Norethisterone_acetate" title="Norethisterone acetate">norethisterone acetate</a>, <a href="Norethisterone_enanthate" title="Norethisterone enanthate">norethisterone enanthate</a>)</li>
<li><a href="Noretynodrel" title="Noretynodrel">Noretynodrel</a></li>
<li><a href="Norgesterone" title="Norgesterone">Norgesterone</a></li>
<li><a href="Norgestimate" title="Norgestimate">Norgestimate</a></li>
<li><a href="Norgestrel" title="Norgestrel">Norgestrel</a></li>
<li><a href="Norgestrienone" title="Norgestrienone">Norgestrienone</a></li>
<li><a href="Norvinisterone" title="Norvinisterone">Norvinisterone</a></li>
<li><a href="Oxendolone" title="Oxendolone">Oxendolone</a></li>
<li><a href="Quingestanol" title="Quingestanol">Quingestanol</a></li>
<li><a href="Quingestanol_acetate" title="Quingestanol acetate">Quingestanol acetate</a></li>
<li><a href="Tibolone" title="Tibolone">Tibolone</a></li>
<li><a href="Tigestol" title="Tigestol">Tigestol</a></li>
<li><a href="Tosagestin" title="Tosagestin">Tosagestin</a>; Anabolic–androgenic steroids: <a href="11%CE%B2-Methyl-19-nortestosterone" title="11β-Methyl-19-nortestosterone">11β-Methyl-19-nortestosterone</a></li>
<li><a href="11%CE%B2-Methyl-19-nortestosterone_dodecylcarbonate" title="11β-Methyl-19-nortestosterone dodecylcarbonate">11β-Methyl-19-nortestosterone dodecylcarbonate</a></li>
<li><a href="19-Nor-5-androstenediol" title="19-Nor-5-androstenediol">19-Nor-5-androstenediol</a></li>
<li><a href="19-Nor-5-androstenedione" title="19-Nor-5-androstenedione">19-Nor-5-androstenedione</a></li>
<li><a href="19-Nordehydroepiandrosterone" title="19-Nordehydroepiandrosterone">19-Nordehydroepiandrosterone</a></li>
<li><a href="Bolandiol" title="Bolandiol">Bolandiol</a></li>
<li><a href="Bolandiol_dipropionate" title="Bolandiol dipropionate">Bolandiol dipropionate</a></li>
<li><a href="Bolandione" title="Bolandione">Bolandione</a></li>
<li><a href="Dimethisterone" title="Dimethisterone">Dimethisterone</a></li>
<li><a href="Dienedione" title="Dienedione">Dienedione</a></li>
<li><a href="Dienolone" title="Dienolone">Dienolone</a></li>
<li><a href="Dimethandrolone" title="Dimethandrolone">Dimethandrolone</a></li>
<li><a href="Dimethandrolone_buciclate" title="Dimethandrolone buciclate">Dimethandrolone buciclate</a></li>
<li><a href="Dimethandrolone_dodecylcarbonate" title="Dimethandrolone dodecylcarbonate">Dimethandrolone dodecylcarbonate</a></li>
<li><a href="Dimethandrolone_undecanoate" title="Dimethandrolone undecanoate">Dimethandrolone undecanoate</a></li>
<li><a href="Dimethyldienolone" title="Dimethyldienolone">Dimethyldienolone</a></li>
<li><a href="Dimethyltrienolone" title="Dimethyltrienolone">Dimethyltrienolone</a></li>
<li><a href="Ethyldienolone" title="Ethyldienolone">Ethyldienolone</a></li>
<li><a href="Ethylestrenol" title="Ethylestrenol">Ethylestrenol (ethylnandrol)</a></li>
<li><a href="Methyldienolone" title="Methyldienolone">Methyldienolone</a></li>
<li><a href="Metribolone" title="Metribolone">Metribolone (R-1881)</a></li>
<li><a href="Methoxydienone" title="Methoxydienone">Methoxydienone (methoxygonadiene)</a></li>
<li><a href="Mibolerone" title="Mibolerone">Mibolerone</a></li>
<li><a href="Nandrolone" title="Nandrolone">Nandrolone</a></li>
<li><a href="Nandrolone_ester" class="mw-redirect" title="Nandrolone ester">Nandrolone esters</a> (e.g., <a href="Nandrolone_decanoate" title="Nandrolone decanoate">nandrolone decanoate</a>, <a href="Nandrolone_phenylpropionate" title="Nandrolone phenylpropionate">nandrolone phenylpropionate</a>)</li>
<li><a href="Norethandrolone" title="Norethandrolone">Norethandrolone</a></li>
<li><a href="Normethandrone" title="Normethandrone">Normethandrone (methylestrenolone, normethandrolone, normethisterone)</a></li>
<li><a href="RU-2309" title="RU-2309">RU-2309</a></li>
<li><a href="Tetrahydrogestrinone" title="Tetrahydrogestrinone">Tetrahydrogestrinone</a></li>
<li><a href="Trenbolone" title="Trenbolone">Trenbolone (trienolone)</a></li>
<li><a href="Trenbolone_ester" class="mw-redirect" title="Trenbolone ester">Trenbolone esters</a> (e.g., <a href="Trenbolone_acetate" title="Trenbolone acetate">trenbolone acetate</a>, <a href="Trenbolone_enanthate" title="Trenbolone enanthate">trenbolone enanthate</a>)</li>
<li><a href="Trendione" title="Trendione">Trendione</a></li>
<li><a href="Trestolone" title="Trestolone">Trestolone</a></li>
<li><a href="Trestolone_acetate" title="Trestolone acetate">Trestolone acetate</a></li></ul>
<ul><li><i>Spirolactone derivatives:</i> <a href="Canrenoic_acid" title="Canrenoic acid">Canrenoic acid</a></li>
<li><a href="Canrenone" title="Canrenone">Canrenone</a></li>
<li><a href="Drospirenone" title="Drospirenone">Drospirenone</a></li>
<li><a href="Mespirenone" title="Mespirenone">Mespirenone</a></li>
<li><a href="Potassium_canrenoate" title="Potassium canrenoate">Potassium canrenoate</a></li>
<li><a href="Prorenone" title="Prorenone">Prorenone</a></li>
<li><a href="SC-5233" title="SC-5233">SC-5233 (spirolactone)</a></li>
<li><a href="SC-8109" title="SC-8109">SC-8109</a></li>
<li><a href="Spironolactone" title="Spironolactone">Spironolactone</a></li>
<li><a href="Spirorenone" title="Spirorenone">Spirorenone</a></li></ul>
<ul><li><i>Nonsteroidal:</i> <a href="3%2C8-Dihydrodiligustilide" title="3,8-Dihydrodiligustilide">3,8-Dihydrodiligustilide</a></li>
<li><a href="LG-2527" title="LG-2527">LG-2527</a></li>
<li>LG-100128</li>
<li><a href="Riligustilide" title="Riligustilide">Riligustilide</a></li>
<li>RWJ-26819</li>
<li>RWJ-49853</li>
<li>RWJ-60130</li>
<li><a href="Tanaproget" title="Tanaproget">Tanaproget</a></li>
<li><a href="ZM-182345" title="ZM-182345">ZM-182345</a></li></ul>
<ul><li><i>Unknown:</i> <a href="ORG-47241" title="ORG-47241">ORG-47241</a></li>
<li><a href="ORG-201745" title="ORG-201745">ORG-201745</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:6em;;text-align:center">Mixed<br>(<a href="Selective_progesterone_receptor_modulators" class="mw-redirect" title="Selective progesterone receptor modulators"><abbr title="Selective progesterone receptor modulators">SPRMs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Selective progesterone receptor modulators</span>)</th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em">
<ul><li><i>Steroidal:</i> <a href="Dihydroethisterone" class="mw-redirect" title="Dihydroethisterone">Dihydroethisterone</a></li>
<li><a href="5%CE%B1-Dihydrolevonorgestrel" title="5α-Dihydrolevonorgestrel">5α-Dihydrolevonorgestrel</a></li>
<li><a href="5%CE%B1-Dihydronorethisterone" title="5α-Dihydronorethisterone">5α-Dihydronorethisterone</a></li>
<li><a href="Asoprisnil" title="Asoprisnil">Asoprisnil</a></li>
<li><a href="Asoprisnil_ecamate" title="Asoprisnil ecamate">Asoprisnil ecamate</a></li>
<li><a href="Guggulsterone" title="Guggulsterone">Guggulsterone</a></li>
<li>J1042</li>
<li>LG-120838</li>
<li><a href="Metapristone" title="Metapristone">Metapristone (RU-42633)</a></li>
<li><a href="Mifepristone" title="Mifepristone">Mifepristone (RU-486)</a></li>
<li>ORF-9371</li>
<li><a href="ORF-9326" class="mw-redirect" title="ORF-9326">ORF-9326</a></li>
<li>ORG-31710</li>
<li>ORG-33628</li>
<li>RMI-12936</li>
<li><a href="Telapristone" title="Telapristone">Telapristone</a></li>
<li><a href="Ulipristal_acetate" title="Ulipristal acetate">Ulipristal acetate</a></li>
<li><a href="Vilaprisan" title="Vilaprisan">Vilaprisan</a></li>
<li>ZK-137316</li></ul>
<ul><li><i>Nonsteroidal:</i> <a href="Apigenin" title="Apigenin">Apigenin</a></li>
<li><a href="Kaempferol" title="Kaempferol">Kaempferol</a></li>
<li>LG-120920</li>
<li><a href="Naringenin" title="Naringenin">Naringenin</a></li>
<li>PRA-910</li>
<li><a href="Syringic_acid" title="Syringic acid">Syringic acid</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:6em;;text-align:center">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em">
<ul><li><i>Steroidal:</i> <a href="Aglepristone" title="Aglepristone">Aglepristone</a></li>
<li><a href="Lilopristone" title="Lilopristone">Lilopristone</a></li>
<li><a href="Lonaprisan" title="Lonaprisan">Lonaprisan</a></li>
<li><a href="Onapristone" title="Onapristone">Onapristone</a></li>
<li>ORG-31710</li>
<li>ORG-31806</li>
<li>ORG-33628</li>
<li>RTI 3021–022</li>
<li><a href="Toripristone" title="Toripristone">Toripristone</a></li>
<li><a href="Zanoterone" title="Zanoterone">Zanoterone</a></li></ul>
<ul><li><i>Nonsteroidal:</i> <a href="Darolutamide" title="Darolutamide">Darolutamide</a></li>
<li>LG-001447</li>
<li>LG-100127</li>
<li>LG-100128</li>
<li>LG-120830</li>
<li>LG-121046</li>
<li><a href="Valproic_acid" class="mw-redirect" title="Valproic acid">Valproic acid</a></li>
<li>ZM-150271</li>
<li>ZM-172406</li></ul>
</div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="Membrane_progesterone_receptor" title="Membrane progesterone receptor"><abbr title="Membrane progesterone receptor">mPR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Membrane progesterone receptor</span><br>(<a href="Progestin_and_adipoQ_receptor" title="Progestin and adipoQ receptor"><abbr title="Progestin and adipoQ receptor">PAQR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Progestin and adipoQ receptor</span>)</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:6em;;text-align:center">Agonists</th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em">
<ul><li><a href="5%CE%B1-Dihydroprogesterone" title="5α-Dihydroprogesterone">5α-Dihydroprogesterone</a></li>
<li><a href="5%CE%B2-Dihydroprogesterone" title="5β-Dihydroprogesterone">5β-Dihydroprogesterone</a></li>
<li><a href="11-Deoxycorticosterone" title="11-Deoxycorticosterone">11-Deoxycortisone (21-hydroxyprogesterone)</a></li>
<li><a href="11-Deoxycortisol" title="11-Deoxycortisol">11-Deoxycortisol (17α,21-dihydroxyprogesterone)</a></li>
<li><a href="17%CE%B1-Hydroxyprogesterone" title="17α-Hydroxyprogesterone">17α-Hydroxyprogesterone</a></li>
<li><a href="Allopregnanolone" title="Allopregnanolone">Allopregnanolone</a></li>
<li><a href="Mifepristone" title="Mifepristone">Mifepristone</a></li>
<li><a href="Pregnenolone" title="Pregnenolone">Pregnenolone</a></li>
<li><a href="Progesterone" title="Progesterone">Progesterone</a></li></ul>
</div></td></tr><tr><th scope="row" class="navbox-group" style="width:6em;;text-align:center">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em">
<ul><li><a href="Mifepristone" title="Mifepristone">Mifepristone</a></li></ul>
</div></td></tr></tbody></table><div></div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div>
<dl><dt>See also</dt>
<dd>Receptor/signaling modulators</dd>
<dd>Progestogens and antiprogestogens</dd>
<dd>Androgen receptor modulators</dd>
<dd>Estrogen receptor modulators</dd>
<dd><a href="List_of_steroidal_progestogens" class="mw-redirect" title="List of steroidal progestogens">List of progestogens</a></dd></dl>
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