CHEBI:66306 - rhuscholide A

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ChEBI Name rhuscholide A
ChEBI ID CHEBI:66306
Definition A member of the class of 1-benzofurans that is 1-benzofuran-2(3H)-one substituted by a hydroxy group at position 5, a propan-2-ylidene group at position 3 and a (2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl group at position 7. Isolated from Rhus chinensis, it exhibits anti-HIV activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C31H42O3
Net Charge 0
Average Mass 462.66340
Monoisotopic Mass 462.31340
InChI InChI=1S/C31H42O3/c1-21(2)11-8-12-23(5)13-9-14-24(6)15-10-16-25(7)17-18-26-19-27(32)20-28-29(22(3)4)31(33)34-30(26)28/h11,13,15,17,19-20,32H,8-10,12,14,16,18H2,1-7H3/b23-13+,24-15+,25-17+
InChIKey LPJLAXYRFCLYIG-HBKYZHKXSA-N
SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\Cc1cc(O)cc2c1OC(=O)C2=C(C)C
Metabolite of Species Details
Rhus chinensis (NCBI:txid289753) Found in stem (BTO:0001300). 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.
anti-HIV-1 agent
An anti-HIV agent that destroys or inhibits the replication of HIV-1, the more infective and more virulent of the two types of HIV virus.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing rhuscholide A (CHEBI:66306) has role anti-HIV-1 agent (CHEBI:64947)
rhuscholide A (CHEBI:66306) has role metabolite (CHEBI:25212)
rhuscholide A (CHEBI:66306) is a γ-lactone (CHEBI:37581)
rhuscholide A (CHEBI:66306) is a 1-benzofurans (CHEBI:38830)
rhuscholide A (CHEBI:66306) is a phenols (CHEBI:33853)
IUPAC Name
5-hydroxy-3-(propan-2-ylidene)-7-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]-1-benzofuran-2(3H)-one
Synonym Source
5-hydroxy-3-(propan-2-ylidene)-7-[3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl]-2(3H)-benzofuranone ChEBI
Manual Xref Database
CN1995028 Patent
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Registry Number Type Source
11183086 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17290322 PubMed citation Europe PMC
Last Modified
23 April 2013