CHEBI:66485 - epi-silvestrol

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ChEBI Name epi-silvestrol
ChEBI ID CHEBI:66485
ChEBI ASCII Name epi-silvestrol
Definition An organic heterotricyclic compound that is a 5'''-epimer of silvestrol. Isolated from Aglaia silvestris, it exhibits antineoplastic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C34H38O13
Net Charge 0
Average Mass 654.65770
Monoisotopic Mass 654.23124
InChI InChI=1S/C34H38O13/c1-40-20-12-10-19(11-13-20)34-27(18-8-6-5-7-9-18)26(30(38)42-3)29(37)33(34,39)28-23(41-2)14-21(15-24(28)47-34)45-32-31(43-4)44-17-25(46-32)22(36)16-35/h5-15,22,25-27,29,31-32,35-37,39H,16-17H2,1-4H3/t22-,25+,26+,27+,29+,31+,32+,33-,34-/m0/s1
InChIKey GVKXFVCXBFGBCD-JRPGFILLSA-N
SMILES [H][C@@]1(CO[C@@H](OC)[C@H](Oc2cc(OC)c3c(O[C@]4([C@@H]([C@H]([C@@H](O)[C@@]34O)C(=O)OC)c3ccccc3)c3ccc(OC)cc3)c2)O1)[C@@H](O)CO
Metabolite of Species Details
Aglaia foveolata (IPNI:968391-1) Found in stem (BTO:0001300). Previous component: stem bark; Methanolic extract of dried stem bark See: PubMed
Aglaia silvestris (NCBI:txidtxid306516) Found in fruit (BTO:0000486). See: PubMed
Aglaia silvestris (NCBI:txidtxid306516) Found in twig (BTO:0001411). 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing epi-silvestrol (CHEBI:66485) has role antineoplastic agent (CHEBI:35610)
epi-silvestrol (CHEBI:66485) has role metabolite (CHEBI:25212)
epi-silvestrol (CHEBI:66485) is a dioxanes (CHEBI:46926)
epi-silvestrol (CHEBI:66485) is a ether (CHEBI:25698)
epi-silvestrol (CHEBI:66485) is a methyl ester (CHEBI:25248)
epi-silvestrol (CHEBI:66485) is a organic heterotricyclic compound (CHEBI:26979)
IUPAC Name
methyl (1R,2R,3S,3aR,8bS)-6-({(2S,3R,6R)-6-[(1S)-1,2-dihydroxyethyl]-3-methoxy-1,4-dioxan-2-yl}oxy)-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylate
Synonym Source
5'''-episilvestrol ChEBI
Registry Number Type Source
9977231 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15132542 PubMed citation Europe PMC
20939540 PubMed citation Europe PMC
Last Modified
16 March 2015