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CHEBI:66350 - variecolorquinone A

ChEBI IDCHEBI:66350
ChEBI Namevariecolorquinone A
Stars
DefinitionAn dihydroxyanthraquinone that is 1,6-dihydroxy-9,10-anthraquinone which is substituted by a methoxy group at position 8, a methyl group at position 3 and a [(2S)-2,3-dihydroxypropoxy]carbonyl group at position 2. Isolated from the fungus Aspergillus variecolor, it exhibits cytotoxic activity.
Last Modified14 June 2016
DownloadsMolfile
FormulaC20H18O9
Net Charge0
Average Mass402.355
Monoisotopic Mass402.09508
SMILESCOc1cc(O)cc2c1C(=O)c1c(cc(C)c(C(=O)OC[C@@H](O)CO)c1O)C2=O
InChIInChI=1S/C20H18O9/c1-8-3-11-16(18(25)14(8)20(27)29-7-10(23)6-21)19(26)15-12(17(11)24)4-9(22)5-13(15)28-2/h3-5,10,21-23,25H,6-7H2,1-2H3/t10-/m0/s1
InChIKeyBFHKLXFIZWDGDV-JTQLQIEISA-N
Species of MetaboliteComponentSourceComments
Aspergillus variecolor (ncbitaxon:469282) - PubMed (17965475) Strain: B 17
Roles Classification
Biological Role:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
variecolorquinone A (CHEBI:66350) has role Aspergillus metabolite (CHEBI:76956)
variecolorquinone A (CHEBI:66350) has role antineoplastic agent (CHEBI:35610)
variecolorquinone A (CHEBI:66350) is a aromatic ester (CHEBI:62732)
variecolorquinone A (CHEBI:66350) is a aromatic ether (CHEBI:35618)
variecolorquinone A (CHEBI:66350) is a dihydroxyanthraquinone (CHEBI:37484)
variecolorquinone A (CHEBI:66350) is a phenols (CHEBI:33853)
IUPAC Name 
(2S)-2,3-dihydroxypropyl 1,6-dihydroxy-8-methoxy-3-methyl-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate
Citations