CHEBI:66193 - deacetyltanghinin

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ChEBI Name deacetyltanghinin
ChEBI ID CHEBI:66193
Definition A cardenolide glycoside that is the deacetyl derivative of tanghinin. Isolated from Cerbera manghas, it exhibits cytotoxic activities against oral human epidermoid carcinoma (KB), human breast cancer cell (BC) and human small cells lung cancer.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H44O9
Net Charge 0
Average Mass 548.673
Monoisotopic Mass 548.29853
InChI InChI=1S/C30H44O9/c1-15-23(32)25(35-4)24(33)26(37-15)38-18-5-8-27(2)17(12-18)13-21-30(39-21)20(27)7-9-28(3)19(6-10-29(28,30)34)16-11-22(31)36-14-16/h11,15,17-21,23-26,32-34H,5-10,12-14H2,1-4H3/t15-,17-,18-,19+,20+,21-,23-,24-,25+,26-,27-,28+,29+,30+/m0/s1
InChIKey LVGNJQMAMYJAIL-FWMNQDIBSA-N
SMILES C1[C@H](O[C@@H]2O[C@H]([C@@H]([C@H]([C@@H]2O)OC)O)C)C[C@]3([H])[C@@](C1)(C)[C@]4(CC[C@@]5(C)[C@]([C@@]64[C@@H](O6)C3)(O)CC[C@@H]5C=7COC(=O)C7)[H]
Metabolite of Species Details
Cerbera manghas (NCBI:txid141545) Found in seed (BTO:0001226). See: DOI
Cerbera manghas (NCBI:txid141545) Found in bark (BTO:0001301). See: DOI
Cerbera manghas (NCBI:txid141545) Found in leaf (BTO:0000713). See: DOI
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 deacetyltanghinin (CHEBI:66193) has functional parent tanghinigenin (CHEBI:74633)
deacetyltanghinin (CHEBI:66193) has role antineoplastic agent (CHEBI:35610)
deacetyltanghinin (CHEBI:66193) has role metabolite (CHEBI:25212)
deacetyltanghinin (CHEBI:66193) is a cardenolide glycoside (CHEBI:38092)
deacetyltanghinin (CHEBI:66193) is a epoxy steroid (CHEBI:145217)
deacetyltanghinin (CHEBI:66193) is a monosaccharide derivative (CHEBI:63367)
deacetyltanghinin (CHEBI:66193) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
(3β,5β,7β)-3-[(6-deoxy-3-O-methyl-α-L-glucopyranosyl)oxy]-14-hydroxy-7,8-epoxycard-20(22)-enolide
Synonym Source
(3β-O-α-L-thevetosyl)-14β-hydroxy-7,8-epoxy-5β-card-20(22)-enolide ChEBI
Registry Numbers Types Sources
1337482 Reaxys Registry Number Reaxys
4589-95-1 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
15305009 PubMed citation Europe PMC
Last Modified
29 October 2019