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CHEBI:31915 - nogalonic acid

ChEBI IDCHEBI:31915
ChEBI Namenogalonic acid
Stars
DefinitionA dihydroxyanthraquinone that is 1,8-dihydroxy-9,10-anthraquinone which is substituted a position 2 by a 3-oxobutanoyl group and at position 3 by a carboxymethyl group. An intermediate in the biosynthesis of nogalamycin.
Last Modified14 June 2016
DownloadsMolfile
FormulaC20H14O8
Net Charge0
Average Mass382.324
Monoisotopic Mass382.06887
SMILESCC(=O)CC(=O)c1c(CC(=O)O)cc2c(c1O)C(=O)c1c(O)cccc1C2=O
InChIInChI=1S/C20H14O8/c1-8(21)5-13(23)15-9(7-14(24)25)6-11-17(19(15)27)20(28)16-10(18(11)26)3-2-4-12(16)22/h2-4,6,22,27H,5,7H2,1H3,(H,24,25)
InChIKeyWTOVDVFGOSWBFR-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Streptomyces nogalater (ncbitaxon:38314) - PubMed (20052967)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
nogalonic acid (CHEBI:31915) has role bacterial metabolite (CHEBI:76969)
nogalonic acid (CHEBI:31915) is a dihydroxyanthraquinone (CHEBI:37484)
nogalonic acid (CHEBI:31915) is a oxo monocarboxylic acid (CHEBI:35871)
nogalonic acid (CHEBI:31915) is a polyketide (CHEBI:26188)
nogalonic acid (CHEBI:31915) is a polyphenol (CHEBI:26195)
nogalonic acid (CHEBI:31915) is conjugate acid of nogalonate(2−) (CHEBI:84897)
Incoming Relation(s)
methyl nogalonate (CHEBI:85142) has functional parent nogalonic acid (CHEBI:31915)
nogalonate(2−) (CHEBI:84897) is conjugate base of nogalonic acid (CHEBI:31915)
IUPAC Name 
[4,5-dihydroxy-9,10-dioxo-3-(3-oxobutanoyl)-9,10-dihydroanthracen-2-yl]acetic acid
Manual XrefsDatabases
C12416KEGG COMPOUND
Citations