CHEBI:65940 - gaboroquinone A

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ChEBI Name gaboroquinone A
ChEBI ID CHEBI:65940
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C24H18O9
Net Charge 0
Average Mass 450.39430
Monoisotopic Mass 450.09508
InChI InChI=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
InChIKey KUDYATBIEOTCGT-UHFFFAOYSA-N
SMILES COc1c(C(C)=O)c(O)cc(O)c1-c1c(CO)cc(O)c2C(=O)c3c(O)cccc3C(=O)c12
Metabolite of Species Details
Bulbine frutescens (NCBI:txid210954) Found in root (BTO:0001188). See: PubMed
Roles Classification
Biological Role(s): 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.
trypanocidal drug
A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): 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.
trypanocidal drug
A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
11164249 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
12193014 PubMed citation Europe PMC
Last Modified
14 June 2016