CHEBI:37665 - sarmentogenin

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ChEBI Name sarmentogenin
ChEBI ID CHEBI:37665
Definition A member of the class of cardenolides that is 5β-card-20(22)-enolide which is substituted by hydroxy groups at the 3β, 11α, and 14β positions.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C23H34O5
Net Charge 0
Average Mass 390.51310
Monoisotopic Mass 390.24062
InChI InChI=1S/C23H34O5/c1-21-7-5-15(24)10-14(21)3-4-17-20(21)18(25)11-22(2)16(6-8-23(17,22)27)13-9-19(26)28-12-13/h9,14-18,20,24-25,27H,3-8,10-12H2,1-2H3/t14-,15+,16-,17-,18-,20-,21+,22-,23+/m1/s1
InChIKey FLMSQRUGSHIKCT-DDZQJACLSA-N
SMILES C[C@]12C[C@@H](O)[C@H]3[C@@H](CC[C@@H]4C[C@@H](O)CC[C@]34C)[C@@]1(O)CC[C@@H]2C1=CC(=O)OC1
Metabolite of Species Details
Mallotus nudiflorus (NCBI:txid300977) Found in bark (BTO:0001301). Found in stem bark See: DOI
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sarmentogenin (CHEBI:37665) has parent hydride 5β-cardanolide (CHEBI:35542)
sarmentogenin (CHEBI:37665) has role plant metabolite (CHEBI:76924)
sarmentogenin (CHEBI:37665) is a 11α-hydroxy steroid (CHEBI:19129)
sarmentogenin (CHEBI:37665) is a 14β-hydroxy steroid (CHEBI:36862)
sarmentogenin (CHEBI:37665) is a 3β-hydroxy steroid (CHEBI:36836)
sarmentogenin (CHEBI:37665) is a cardenolides (CHEBI:74634)
Incoming rhodexin A (CHEBI:27481) has functional parent sarmentogenin (CHEBI:37665)
IUPAC Name
3β,11α,14-trihydroxy-5β-card-20(22)-enolide
Synonym Source
11-alpha-Hydroxydigitoxigenin ChemIDplus
Manual Xref Database
LMST01120024 LIPID MAPS
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Registry Numbers Types Sources
76-28-8 CAS Registry Number ChemIDplus
96477 Beilstein Registry Number Beilstein
96477 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
13003476 PubMed citation Europe PMC
17396911 PubMed citation Europe PMC
18642920 PubMed citation Europe PMC
18933510 PubMed citation Europe PMC
5796371 PubMed citation Europe PMC
Last Modified
28 April 2015