CHEBI:65734 - 7,8-dehydrocerberin

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ChEBI Name 7,8-dehydrocerberin
ChEBI ID CHEBI:65734
Definition A cardenolide glycoside that is the 7,8-dehydroderivative of cerberin. Isolated from Cerbera manghas, it exhibits cytotoxic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C32H46O9
Net Charge 0
Average Mass 574.70220
Monoisotopic Mass 574.314
InChI InChI=1S/C32H46O9/c1-17-26(35)27(37-5)28(40-18(2)33)29(39-17)41-21-8-11-30(3)20(15-21)6-7-24-23(30)9-12-31(4)22(10-13-32(24,31)36)19-14-25(34)38-16-19/h7,14,17,20-23,26-29,35-36H,6,8-13,15-16H2,1-5H3/t17-,20+,21-,22+,23-,26-,27+,28-,29-,30-,31+,32-/m0/s1
InChIKey MJWBKZJOFFGTCD-ZSCKLWMASA-N
SMILES [H][C@]12CC=C3[C@]([H])(CC[C@]4(C)[C@]([H])(CC[C@]34O)C3=CC(=O)OC3)[C@@]1(C)CC[C@@H](C2)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](OC)[C@@H]1OC(C)=O
Metabolite of Species Details
Cerbera manghas (NCBI:txid141545) Found in seed (BTO:0001226). See: PubMed
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.
cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
(via cardiac glycoside )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 7,8-dehydrocerberin (CHEBI:65734) has role antineoplastic agent (CHEBI:35610)
7,8-dehydrocerberin (CHEBI:65734) has role metabolite (CHEBI:25212)
7,8-dehydrocerberin (CHEBI:65734) is a acetate ester (CHEBI:47622)
7,8-dehydrocerberin (CHEBI:65734) is a cardenolide glycoside (CHEBI:38092)
7,8-dehydrocerberin (CHEBI:65734) is a monosaccharide derivative (CHEBI:63367)
IUPAC Name
(3β,5β)-3-[(2-O-acetyl-6-deoxy-3-O-methyl-α-L-glucopyranosyl)oxy]-14-hydroxycarda-7,20(22)-dienolide
Synonym Source
3β-O-(2'-O-acetyl-α-L-thevetosyl)-14β-hydroxy-7-en-5β-card-20(22)-enolide ChEBI
Registry Number Type Source
9889851 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15305009 PubMed citation Europe PMC
Last Modified
01 August 2013