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CHEBI:66485 - epi-silvestrol

ChEBI IDCHEBI:66485
ChEBI Nameepi-silvestrol
Stars
ASCII Nameepi-silvestrol
DefinitionAn organic heterotricyclic compound that is a 5'''-epimer of silvestrol. Isolated from Aglaia silvestris, it exhibits antineoplastic activity.
Last Modified16 March 2015
DownloadsMolfile
FormulaC34H38O13
Net Charge0
Average Mass654.665
Monoisotopic Mass654.23124
SMILES[H][C@]1([C@@H](O)CO)CO[C@@H](OC)[C@H](Oc2cc(OC)c3c(c2)O[C@@]2(c4ccc(OC)cc4)[C@H](c4ccccc4)[C@@H](C(=O)OC)[C@@H](O)[C@@]32O)O1
InChIInChI=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
InChIKeyGVKXFVCXBFGBCD-JRPGFILLSA-N
Species of MetaboliteComponentSourceComments
Aglaia silvestris (ncbitaxon:306516)
fruit (BTO:0000486) PubMed (15132542)
twig (BTO:0001411) PubMed (15132542)
Aglaia foveolata (IPNI:968391-1) stem (BTO:0001300) PubMed (20939540) Previous component: stem bark; Methanolic extract of dried stem bark
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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'''-episilvestrolChEBI
Registry NumbersSources
Reaxys:9977231Reaxys
Citations