CHEBI:74633 - tanghinigenin

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ChEBI Name tanghinigenin
ChEBI ID CHEBI:74633
Definition A member of the class of cardenolides that is 7,8-epoxycard-20(22)-enolide substituted by hydroxy groups at positions 3 and 14 (the 3β,5β,7β stereoisomer).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C23H32O5
Net Charge 0
Average Mass 388.504
Monoisotopic Mass 388.22497
InChI InChI=1S/C23H32O5/c1-20-6-3-15(24)10-14(20)11-18-23(28-18)17(20)5-7-21(2)16(4-8-22(21,23)26)13-9-19(25)27-12-13/h9,14-18,24,26H,3-8,10-12H2,1-2H3/t14-,15-,16+,17+,18-,20-,21+,22+,23+/m0/s1
InChIKey XHBYSYUHABSUKR-IZFNFCPSSA-N
SMILES C1[C@H](O)C[C@@]2([C@@](C1)(C)[C@]3(CC[C@@]4(C)[C@@]([C@]35[C@H](C2)O5)(CC[C@@H]4C6=CC(=O)OC6)O)[H])[H]
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing tanghinigenin (CHEBI:74633) has role antineoplastic agent (CHEBI:35610)
tanghinigenin (CHEBI:74633) has role metabolite (CHEBI:25212)
tanghinigenin (CHEBI:74633) is a 14β-hydroxy steroid (CHEBI:36862)
tanghinigenin (CHEBI:74633) is a 3β-hydroxy steroid (CHEBI:36836)
tanghinigenin (CHEBI:74633) is a cardenolides (CHEBI:74634)
tanghinigenin (CHEBI:74633) is a epoxy steroid (CHEBI:145217)
tanghinigenin (CHEBI:74633) is a secondary alcohol (CHEBI:35681)
tanghinigenin (CHEBI:74633) is a tertiary alcohol (CHEBI:26878)
Incoming deacetyltanghinin (CHEBI:66193) has functional parent tanghinigenin (CHEBI:74633)
tanghinin (CHEBI:66192) has functional parent tanghinigenin (CHEBI:74633)
IUPAC Names
(3β,5β,7α)-3,14-dihydroxy-7,8-epoxycard-20(22)-enolide
3β,14-dihydroxy-5β,7β-7,8-epoxycard-20(22)-enolide
Registry Numbers Types Sources
1331216 Reaxys Registry Number Reaxys
6875-16-7 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
21787626 PubMed citation Europe PMC
Last Modified
28 October 2019