nogalonic acid (CHEBI:31915)

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ChEBI Name	nogalonic acid

ChEBI ID	CHEBI:31915

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

Download	Molfile XML SDF

Formula

C20H14O8

Net Charge

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)

InChIKey

WTOVDVFGOSWBFR-UHFFFAOYSA-N

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.

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)

IUPAC Name

[4,5-dihydroxy-9,10-dioxo-3-(3-oxobutanoyl)-9,10-dihydroanthracen-2-yl]acetic acid

Last Modified

14 June 2016