CHEBI:90899 - violaceinic acid

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ChEBI Name violaceinic acid
ChEBI ID CHEBI:90899
Definition A pyrrolecarboxylic acid that is pyrrole-2-carboxylic acid which is substituted at position 3 by a 3-hydroxyindol-3-yl group at at position 5 by a 5-hydroxyindol-3-yl group.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anne Morgat
Supplier Information
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Formula C21H15N3O4
Net Charge 0
Average Mass 373.362
Monoisotopic Mass 373.10626
InChI InChI=1S/C21H15N3O4/c25-10-5-6-15-12(7-10)14(9-22-15)17-8-13(19(23-17)21(27)28)18-11-3-1-2-4-16(11)24-20(18)26/h1-9,22-26H,(H,27,28)
InChIKey AVEFAUDTSHGJQO-UHFFFAOYSA-N
SMILES OC=1NC=2C(C1C=3C=C(NC3C(=O)O)C=4C=5C(NC4)=CC=C(O)C5)=CC=CC2
Metabolite of Species Details
Chromobacterium violaceum (NCBI:txid536) 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 violaceinic acid (CHEBI:90899) has role bacterial metabolite (CHEBI:76969)
violaceinic acid (CHEBI:90899) is a hydroxyindoles (CHEBI:84729)
violaceinic acid (CHEBI:90899) is a monocarboxylic acid (CHEBI:25384)
violaceinic acid (CHEBI:90899) is a pyrrolecarboxylic acid (CHEBI:26454)
violaceinic acid (CHEBI:90899) is conjugate acid of violaceinate (CHEBI:90900)
Incoming violaceinate (CHEBI:90900) is conjugate base of violaceinic acid (CHEBI:90899)
IUPAC Name
3-(2-hydroxy-1H-indol-3-yl)-5-(5-hydroxy-1H-indol-3-yl)-1H-pyrrole-2-carboxylic acid
Manual Xref Database
CPD-14324 MetaCyc
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Citations Waiting for Citations Types Sources
17925955 PubMed citation SUBMITTER
21779844 PubMed citation SUBMITTER
Last Modified
12 July 2016