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CHEBI:65374 - aglafolin

ChEBI IDCHEBI:65374
ChEBI Nameaglafolin
Stars
DefinitionA heterotricyclic compound based on a 2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan framework substituted by hydroxy groups at positions C-1 and C-8b, a methoxycarbonyl group at C-2, a phenyl group at C-3, a 4-methoxyphenyl group at C-3a and methoxy groups at C-6 and C-8. A platelet aggregation inhibitor found in Aglaia elliptifolia and Aglaia odorata.
Last Modified6 March 2015
DownloadsMolfile
FormulaC28H28O8
Net Charge0
Average Mass492.524
Monoisotopic Mass492.17842
SMILESCOC(=O)[C@H]1[C@@H](O)[C@@]2(O)c3c(OC)cc(OC)cc3O[C@@]2(c2ccc(OC)cc2)[C@@H]1c1ccccc1
InChIInChI=1S/C28H28O8/c1-32-18-12-10-17(11-13-18)28-23(16-8-6-5-7-9-16)22(26(30)35-4)25(29)27(28,31)24-20(34-3)14-19(33-2)15-21(24)36-28/h5-15,22-23,25,29,31H,1-4H3/t22-,23-,25-,27+,28+/m1/s1
InChIKeyVFTGDXPPYSWBSO-GWNOIRNCSA-N
Species of MetaboliteComponentSourceComments
Aglaia elliptifolia (IPNI:577069-1) stem (BTO:0001300) DOI (10.1016/0014-2999(92)90156-X)
Aglaia odorata (ncbitaxon:210347) leaf (BTO:0000713) DOI (10.1016/S0031-9422(00)94986-0)
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:
platelet aggregation inhibitor  A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
ChEBI Ontology
Outgoing Relation(s)
aglafolin (CHEBI:65374) has role metabolite (CHEBI:25212)
aglafolin (CHEBI:65374) has role platelet aggregation inhibitor (CHEBI:50427)
aglafolin (CHEBI:65374) is a methyl ester (CHEBI:25248)
aglafolin (CHEBI:65374) is a organic heterotricyclic compound (CHEBI:26979)
IUPAC Name 
methyl (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylate
Synonyms  Source
methyl rocaglateChEBI
aglafolineChEBI
Registry NumbersSources
Reaxys:7672470Reaxys
CAS:143901-35-3ChemIDplus
Citations