CHEBI:66540 - laccaridione A

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ChEBI Name laccaridione A
ChEBI ID CHEBI:66540
Definition An organic heterotricyclic compound that is 1H-benzo[g]isochromene-8,9-dione substituted by a hydroxy group at position 10, methoxy groups at positions 1 and 7 and a 4-methylhex-2-en-2-yl group at position 3. Isolated from the stem of the fruiting bodies of the basidiomycete strain Laccaria amethystea, it exhibits inhibitory activity against proteases.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H24O6
Net Charge 0
Average Mass 384.42240
Monoisotopic Mass 384.15729
InChI InChI=1S/C22H24O6/c1-6-11(2)7-12(3)15-9-14-8-13-10-16(26-4)19(23)21(25)17(13)20(24)18(14)22(27-5)28-15/h7-11,22,24H,6H2,1-5H3/b12-7+
InChIKey FBVTWLBYMYCVOT-KPKJPENVSA-N
SMILES CCC(C)\C=C(C)\C1=Cc2cc3C=C(OC)C(=O)C(=O)c3c(O)c2C(OC)O1
Metabolite of Species Details
Laccaria amethystea (NCBI:txidtxid213150) 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.
protease inhibitor
A compound which inhibits or antagonizes the biosynthesis or actions of proteases (endopeptidases).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing laccaridione A (CHEBI:66540) has role metabolite (CHEBI:25212)
laccaridione A (CHEBI:66540) has role protease inhibitor (CHEBI:37670)
laccaridione A (CHEBI:66540) is a cyclic acetal (CHEBI:59770)
laccaridione A (CHEBI:66540) is a enol ether (CHEBI:47985)
laccaridione A (CHEBI:66540) is a isochromenes (CHEBI:38761)
laccaridione A (CHEBI:66540) is a organic heterotricyclic compound (CHEBI:26979)
laccaridione A (CHEBI:66540) is a orthoquinones (CHEBI:25622)
laccaridione A (CHEBI:66540) is a phenols (CHEBI:33853)
IUPAC Name
10-hydroxy-1,7-dimethoxy-3-[(2E)-4-methylhex-2-en-2-yl]-1H-benzo[g]isochromene-8,9-dione
Manual Xref Database
DE10037982 Patent
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Registry Number Type Source
8723634 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11213295 PubMed citation Europe PMC
18422912 PubMed citation Europe PMC
Last Modified
06 June 2016