CHEBI:65374 - aglafolin

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ChEBI Name aglafolin
ChEBI ID CHEBI:65374
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C28H28O8
Net Charge 0
Average Mass 492.51710
Monoisotopic Mass 492.17842
InChI InChI=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
InChIKey VFTGDXPPYSWBSO-GWNOIRNCSA-N
SMILES COC(=O)[C@H]1[C@@H](O)[C@@]2(O)c3c(OC)cc(OC)cc3O[C@]2([C@@H]1c1ccccc1)c1ccc(OC)cc1
Metabolite of Species Details
Aglaia elliptifolia (IPNI:577069-1) Found in stem (BTO:0001300). See: DOI
Aglaia odorata (NCBI:txid210347) 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): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
aglafoline ChEBI
methyl rocaglate ChEBI
Registry Numbers Types Sources
143901-35-3 CAS Registry Number ChemIDplus
7672470 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1327822 PubMed citation Europe PMC
9214732 PubMed citation Europe PMC
Last Modified
06 March 2015