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CHEBI:66540 - laccaridione A

ChEBI IDCHEBI:66540
ChEBI Namelaccaridione A
Stars
DefinitionAn 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.
Last Modified6 June 2016
DownloadsMolfile
FormulaC22H24O6
Net Charge0
Average Mass384.428
Monoisotopic Mass384.15729
SMILESCCC(C)/C=C(\C)C1=Cc2cc3c(c(O)c2C(OC)O1)C(=O)C(=O)C(OC)=C3
InChIInChI=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+
InChIKeyFBVTWLBYMYCVOT-KPKJPENVSA-N
Species of MetaboliteComponentSourceComments
Laccaria amethystea (ncbitaxon:213150) - PubMed (11213295)
Roles Classification
Biological Roles:
protease inhibitor  A compound which inhibits or antagonizes the biosynthesis or actions of proteases (endopeptidases).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
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 XrefsDatabases
DE10037982Patent
Registry NumbersSources
Reaxys:8723634Reaxys
Citations