CHEBI:66350 - variecolorquinone A

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ChEBI Name variecolorquinone A
ChEBI ID CHEBI:66350
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000535385293
Download Molfile XML SDF
Formula C20H18O9
Net Charge 0
Average Mass 402.35150
Monoisotopic Mass 402.09508
InChI InChI=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
InChIKey BFHKLXFIZWDGDV-JTQLQIEISA-N
SMILES COc1cc(O)cc2C(=O)c3cc(C)c(C(=O)OC[C@@H](O)CO)c(O)c3C(=O)c12
Metabolite of Species Details
Aspergillus var.ecolor (NCBI:txid469282) of strain B 17 See: PubMed
Roles Classification
Biological Role(s): Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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
Citation Type Source
17965475 PubMed citation Europe PMC
Last Modified
14 June 2016