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CHEBI:65940 - gaboroquinone A

ChEBI IDCHEBI:65940
ChEBI Namegaboroquinone A
Stars
DefinitionAn anthraquinone that is anthracene-9,10-dione substituted by a 3-acetyl-4,6-dihydroxy-2-methoxyphenyl moiety at position 1, hydroxy groups at positions 4 and 5 and a hydroxymethyl group at position 2. Isolated from the roots of Bulbine frutescens, it exhibits antiplasmodial and antitrypanosomal activities.
Last Modified14 June 2016
DownloadsMolfile
FormulaC24H18O9
Net Charge0
Average Mass450.399
Monoisotopic Mass450.09508
SMILESCOc1c(C(C)=O)c(O)cc(O)c1-c1c(CO)cc(O)c2c1C(=O)c1cccc(O)c1C2=O
InChIInChI=1S/C24H18O9/c1-9(26)16-14(29)7-15(30)20(24(16)33-2)17-10(8-25)6-13(28)19-21(17)22(31)11-4-3-5-12(27)18(11)23(19)32/h3-7,25,27-30H,8H2,1-2H3
InChIKeyKUDYATBIEOTCGT-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Bulbine frutescens (ncbitaxon:210954) root (BTO:0001188) PubMed (12193014)
Roles Classification
Biological Roles:
trypanocidal drug  A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
antiplasmodial drug  An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
trypanocidal drug  A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
antiplasmodial drug  An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
ChEBI Ontology
Outgoing Relation(s)
gaboroquinone A (CHEBI:65940) has role antiplasmodial drug (CHEBI:64915)
gaboroquinone A (CHEBI:65940) has role metabolite (CHEBI:25212)
gaboroquinone A (CHEBI:65940) has role trypanocidal drug (CHEBI:36335)
gaboroquinone A (CHEBI:65940) is a aromatic ketone (CHEBI:76224)
gaboroquinone A (CHEBI:65940) is a dihydroxyanthraquinone (CHEBI:37484)
gaboroquinone A (CHEBI:65940) is a methyl ketone (CHEBI:51867)
gaboroquinone A (CHEBI:65940) is a monomethoxybenzene (CHEBI:25235)
gaboroquinone A (CHEBI:65940) is a polyphenol (CHEBI:26195)
gaboroquinone A (CHEBI:65940) is a resorcinols (CHEBI:33572)
gaboroquinone A (CHEBI:65940) is a ring assembly (CHEBI:36820)
IUPAC Name 
1-(3-acetyl-4,6-dihydroxy-2-methoxyphenyl)-4,5-dihydroxy-2-(hydroxymethyl)anthracene-9,10-dione
Registry NumbersSources
Reaxys:11164249Reaxys
Citations