laccaridione A (CHEBI:66540)

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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

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:txid213150)	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).

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

Registry Number	Type	Source
8723634	Reaxys Registry Number	Reaxys

Last Modified

06 June 2016