CHEBI:31915 - nogalonic acid

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ChEBI Name nogalonic acid
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H14O8
Net Charge 0
Average Mass 382.32040
Monoisotopic Mass 382.06887
InChI InChI=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)
SMILES CC(=O)CC(=O)c1c(O)c2C(=O)c3c(O)cccc3C(=O)c2cc1CC(O)=O
Metabolite of Species Details
Streptomyces nogalater (NCBI:txid38314) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 methyl nogalonate (CHEBI:85142) has functional parent nogalonic acid (CHEBI:31915)
nogalonate(2−) (CHEBI:84897) is conjugate base of nogalonic acid (CHEBI:31915)
[4,5-dihydroxy-9,10-dioxo-3-(3-oxobutanoyl)-9,10-dihydroanthracen-2-yl]acetic acid
Manual Xref Database
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Citations Waiting for Citations Types Sources
10658662 PubMed citation Europe PMC
20052967 PubMed citation Europe PMC
Last Modified
14 June 2016