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CHEBI:66541 - laccaridione B

Default Structure
ChEBI IDCHEBI:66541
ChEBI Namelaccaridione B
Stars
DefinitionAn organic heterotricyclic compound that is 1H-benzo[g]isochromene-8,9-dione substituted by an ethoxy group at position 1, hydroxy group at position 10, a methoxy group at position 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
FormulaC23H26O6
Net Charge0
Average Mass398.455
Monoisotopic Mass398.17294
SMILESCCOC1OC(/C(C)=C/C(C)CC)=Cc2cc3c(c(O)c21)C(=O)C(=O)C(OC)=C3
InChIInChI=1S/C23H26O6/c1-6-12(3)8-13(4)16-10-15-9-14-11-17(27-5)20(24)22(26)18(14)21(25)19(15)23(29-16)28-7-2/h8-12,23,25H,6-7H2,1-5H3/b13-8+
InChIKeyUMMLLCGZZRNVRG-MDWZMJQESA-N
Species of MetaboliteComponentSourceComments
Laccaria amethystea (ncbitaxon:213150) - PubMed (11213295)
Roles Classification
Biological Roles:
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 Relation(s)
laccaridione B (CHEBI:66541) has role metabolite (CHEBI:25212)
laccaridione B (CHEBI:66541) has role protease inhibitor (CHEBI:37670)
laccaridione B (CHEBI:66541) is a cyclic acetal (CHEBI:59770)
laccaridione B (CHEBI:66541) is a enol ether (CHEBI:47985)
laccaridione B (CHEBI:66541) is a isochromenes (CHEBI:38761)
laccaridione B (CHEBI:66541) is a organic heterotricyclic compound (CHEBI:26979)
laccaridione B (CHEBI:66541) is a orthoquinones (CHEBI:25622)
laccaridione B (CHEBI:66541) is a phenols (CHEBI:33853)
IUPAC Name 
1-ethoxy-10-hydroxy-7-methoxy-3-[(2E)-4-methylhex-2-en-2-yl]-1H-benzo[g]isochromene-8,9-dione
Manual XrefsDatabases
DE10037982Patent
DE10349511Patent
Registry NumbersSources
Reaxys:8726721Reaxys
Citations