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<h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Cardiospermin</span></h1>
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<div id="mw-content-text" class="mw-body-content mw-content-ltr" lang="de" dir="ltr"><div class="mw-content-ltr mw-parser-output" lang="de" dir="ltr"><table class="wikitable infobox float-right" id="Vorlage_Infobox_Chemikalie" style="font-size:90%; margin-top:0; width:350px;" summary="Infobox Chemikalie">
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<th colspan="2" style="background:#FFDEAD; color:#202122;">Strukturformel
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<td colspan="2" class="hintergrundfarbe-basis skin-invert-image" style="text-align:center;"><span typeof="mw:File"></span>
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<td colspan="2" style="text-align:center; font-size:80%;">vereinfachte Strukturformel ohne Stereochemie
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<th colspan="2" style="background:#FFDEAD; color:#202122;">Allgemeines
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<td style="width:33%;">Name
</td>
<td>Cardiospermin
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<td>Andere Namen
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<p>(2<i>S</i>)-2-(β-<small>D</small>-Glucopyranosyloxy)-3-(hydroxymethyl)-3-butennitril (<a href="IUPAC-Nomenklatur" class="mw-redirect" title="IUPAC-Nomenklatur">IUPAC</a>)
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<td><a href="Summenformel" title="Summenformel">Summenformel</a>
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<td>C<sub>11</sub>H<sub>17</sub>NO<sub>7</sub>
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<th colspan="2" style="background:#FFDEAD; color:#202122;">Externe Identifikatoren/Datenbanken
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<table class="mw-collapsible mw-collapsed wikitable" data-expandtext="+" data-collapsetext="−" style="border-top:none; margin:-1px; width:calc(100% + 2px);">
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<td style="width:33%;"><a href="CAS-Nummer" title="CAS-Nummer">CAS-Nummer</a>
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<td><span title="Untervorlage eingebunden: CASRN"></span><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=54525-10-9">54525-10-9</a><span class="editoronly" style="display:none;"></span>
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<td><a href="PubChem" title="PubChem">PubChem</a>
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<td colspan="2"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/179647">179647</a>
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<td><a href="ChemSpider" title="ChemSpider">ChemSpider</a>
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<td colspan="2"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.156364.html">156364</a>
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<td style="border-right:1px solid #a2a9b1;"><a href="Wikidata" title="Wikidata">Wikidata</a>
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<td colspan="2"><a href="https://www.wikidata.org/wiki/Q27106062" class="extiw external" title="d:Q27106062">Q27106062</a>
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<th colspan="2" style="background:#FFDEAD; color:#202122;">Eigenschaften
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<td><a href="Molare_Masse" title="Molare Masse">Molare Masse</a>
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<td>275,25 g·<a href="Mol" title="Mol">mol</a><sup>−1</sup>
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<th colspan="2" style="background:#FFDEAD; color:#202122;">Sicherheitshinweise
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<td colspan="2" style="text-align:center"><b><a href="Global_harmonisiertes_System_zur_Einstufung_und_Kennzeichnung_von_Chemikalien" title="Global harmonisiertes System zur Einstufung und Kennzeichnung von Chemikalien">GHS-Gefahrstoffkennzeichnung</a></b><br><i>keine Einstufung verfügbar</i><sup id="cite_ref-NV_1-0" class="reference"><a href="#cite_note-NV-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>
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<td colspan="2" style="background:#FFDEAD; color:#202122; font-size:80%; text-align:center; line-height:150%; padding:.25em;">Wenn nicht anders vermerkt, gelten die angegebenen Daten bei <a href="Standardbedingungen" title="Standardbedingungen">Standardbedingungen</a> (0 °C, 1000 hPa).
</td></tr></tbody></table><p><span class="editoronly" style="display:none;"></span>
</p><p><b>Cardiospermin</b> ist eine <a href="Chemische_Verbindung" title="Chemische Verbindung">organische Verbindung</a> aus der Gruppe der <a href="Cyanogene_Glycoside" title="Cyanogene Glycoside">cyanogenen Glycoside</a>.
</p>
<div class="mw-heading mw-heading2"><h2 id="Vorkommen">Vorkommen</h2></div>
<p>Cardiospermin kommt in der <a href="Ballonrebe" title="Ballonrebe">Ballonrebe</a> (<i>Cardiospermum halicacabum</i>) vor.<sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> In <i>Cardiospermum grandiflorum</i> aus der gleichen Gattung kommt es zusammen mit Cardiosperminsulfat vor.<sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> In der <a href="Sibirische_Fiederspiere" title="Sibirische Fiederspiere">Sibirischen Fiederspiere</a> (<i>Sorbaria sorbifolia</i>) kommen mehrere <a href="Ester" title="Ester">Ester</a> des Cardiospermins vor, darunter Cardiosperminbenzoat und Cardiospermin-<i>para</i>-hydroxybenzoat.<sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> Cardiospermin kommt außerdem in der auf <a href="Neuguinea" title="Neuguinea">Neuguinea</a> heimischen <a href="Glasfl%C3%BCgelwanzen" title="Glasflügelwanzen">Glasflügelwanze</a> <i>Leptocoris isolata</i> vor und dient vermutlich der Verteidigung. Vermutlich wird es aus <a href="Cyanolipide" title="Cyanolipide">Cyanolipiden</a> gebildet, welche die Larven von ihrer Wirtspflanze <i>Allophylus cobbe</i> (Gattung <i><a href="Allophylus" title="Allophylus">Allophylus</a></i>) <a href="Sequestrierung_von_Toxinen" title="Sequestrierung von Toxinen">sequestrieren</a>.<sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup>
</p>
<div class="mw-heading mw-heading2"><h2 id="Einzelnachweise">Einzelnachweise</h2></div>
<div class="mw-references-wrap"><ol class="references">
<li id="cite_note-NV-1"><span class="mw-cite-backlink"><a href="#cite_ref-NV_1-0">↑</a></span> <span class="reference-text">Dieser Stoff wurde in Bezug auf seine Gefährlichkeit entweder noch nicht eingestuft oder eine verlässliche und zitierfähige Quelle hierzu wurde noch nicht gefunden.</span>
</li>
<li id="cite_note-2"><span class="mw-cite-backlink"><a href="#cite_ref-2">↑</a></span> <span class="reference-text">Rajesh Kumar, G. Murugananthan, K. Nandakumar, Sahil Talwar: <cite style="font-style:italic">Isolation of anxiolytic principle from ethanolic root extract of Cardiospermum halicacabum</cite>. In: <cite style="font-style:italic">Phytomedicine</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em"> </span>18</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em"> </span>2–3</span>, Januar 2011, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>219–223</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1016/j.phymed.2010.07.002">10.1016/j.phymed.2010.07.002</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rfr_id=info:sid/de.wikipedia.org:Cardiospermin&rft.atitle=Isolation+of+anxiolytic+principle+from+ethanolic+root+extract+of+Cardiospermum+halicacabum&rft.au=Rajesh+Kumar%2C+G.+Murugananthan%2C+K.+Nandakumar%2C+...&rft.date=2011-01&rft.doi=10.1016%2Fj.phymed.2010.07.002&rft.genre=journal&rft.issue=2-3&rft.jtitle=Phytomedicine&rft.pages=219-223&rft.volume=18" style="display:none"> </span></span>
</li>
<li id="cite_note-3"><span class="mw-cite-backlink"><a href="#cite_ref-3">↑</a></span> <span class="reference-text">W. Hübel: <cite style="font-style:italic">Hochdruckflüssigchromatographische Bestimmung der Cyanglykoside Cardiospermin und Cardiosperminsulfat mittels Ionenpaarchromatographie</cite>. In: <cite style="font-style:italic">Planta Medica</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em"> </span>42</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em"> </span>06</span>, Juni 1981, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>128–128</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1055/s-2007-971592">10.1055/s-2007-971592</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rfr_id=info:sid/de.wikipedia.org:Cardiospermin&rft.atitle=Hochdruckfl%C3%BCssigchromatographische+Bestimmung+der+Cyanglykoside+Cardiospermin+und+Cardiosperminsulfat+mittels+Ionenpaarchromatographie&rft.au=W.+H%C3%BCbel&rft.date=1981-06&rft.doi=10.1055%2Fs-2007-971592&rft.genre=journal&rft.issue=06&rft.jtitle=Planta+Medica&rft.pages=128-128&rft.volume=42" style="display:none"> </span></span>
</li>
<li id="cite_note-4"><span class="mw-cite-backlink"><a href="#cite_ref-4">↑</a></span> <span class="reference-text">Gui-Wu Qu, Chang-Jing Wu, Shi-Zhou Gong, Ze-Ping Xie, Chang-Jun Lv: <cite style="font-style:italic">Leucine-derived cyanoglucosides from the aerial parts of Sorbaria sorbifolia (L.) A. Braun</cite>. In: <cite style="font-style:italic">Fitoterapia</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em"> </span>111</span>, Juni 2016, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>102–108</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1016/j.fitote.2016.03.015">10.1016/j.fitote.2016.03.015</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rfr_id=info:sid/de.wikipedia.org:Cardiospermin&rft.atitle=Leucine-derived+cyanoglucosides+from+the+aerial+parts+of+Sorbaria+sorbifolia+%28L.%29+A.+Braun&rft.au=Gui-Wu+Qu%2C+Chang-Jing+Wu%2C+Shi-Zhou+Gong%2C+...&rft.btitle=Fitoterapia&rft.date=2016-06&rft.doi=10.1016%2Fj.fitote.2016.03.015&rft.genre=book&rft.pages=102-108&rft.volume=111" style="display:none"> </span></span>
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<li id="cite_note-5"><span class="mw-cite-backlink"><a href="#cite_ref-5">↑</a></span> <span class="reference-text">J.C. Braekman, D. Daloze, J.M. Pasteels: <cite style="font-style:italic">Cyanogenic and other glucosides in a neo-guinean bug Leptocoris isolata: Possible precursors in its host-plant</cite>. In: <cite style="font-style:italic">Biochemical Systematics and Ecology</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em"> </span>10</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em"> </span>4</span>, Dezember 1982, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>355–364</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1016/0305-1978%2882%2990010-2">10.1016/0305-1978(82)90010-2</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rfr_id=info:sid/de.wikipedia.org:Cardiospermin&rft.atitle=Cyanogenic+and+other+glucosides+in+a+neo-guinean+bug+Leptocoris+isolata%3A+Possible+precursors+in+its+host-plant&rft.au=J.C.+Braekman%2C+D.+Daloze%2C+J.M.+Pasteels&rft.date=1982-12&rft.doi=10.1016%2F0305-1978%2882%2990010-2&rft.genre=journal&rft.issue=4&rft.jtitle=Biochemical+Systematics+and+Ecology&rft.pages=355-364&rft.volume=10" style="display:none"> </span></span>
</li>
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