CHEBI:27597 - 3-(5-hydroxyindol-3-yl)pyruvic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 3-(5-hydroxyindol-3-yl)pyruvic acid
ChEBI ID CHEBI:27597
Definition A hydroxyindole that is indole substituted by a 2-carboxy-2-oxoethyl group at position 2 and a hydroxy group at position 5.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:2073, CHEBI:20587
Supplier Information
Download Molfile XML SDF
Formula C11H9NO4
Net Charge 0
Average Mass 219.196
Monoisotopic Mass 219.05316
InChI InChI=1S/C11H9NO4/c13-7-1-2-9-8(4-7)6(5-12-9)3-10(14)11(15)16/h1-2,4-5,12-13H,3H2,(H,15,16)
InChIKey HKNXPMPZYQXTDD-UHFFFAOYSA-N
SMILES OC(=O)C(=O)CC1=CNC2=CC=C(O)C=C12
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): rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3-(5-hydroxyindol-3-yl)pyruvic acid (CHEBI:27597) has functional parent pyruvic acid (CHEBI:32816)
3-(5-hydroxyindol-3-yl)pyruvic acid (CHEBI:27597) has role rat metabolite (CHEBI:86264)
3-(5-hydroxyindol-3-yl)pyruvic acid (CHEBI:27597) is a 2-oxo monocarboxylic acid (CHEBI:35910)
3-(5-hydroxyindol-3-yl)pyruvic acid (CHEBI:27597) is a hydroxyindoles (CHEBI:84729)
3-(5-hydroxyindol-3-yl)pyruvic acid (CHEBI:27597) is a indol-3-yl carboxylic acid (CHEBI:24810)
3-(5-hydroxyindol-3-yl)pyruvic acid (CHEBI:27597) is conjugate acid of 3-(5-hydroxyindol-3-yl)pyruvate (CHEBI:195180)
Incoming 3-(5-hydroxyindol-3-yl)pyruvate (CHEBI:195180) is conjugate base of 3-(5-hydroxyindol-3-yl)pyruvic acid (CHEBI:27597)
IUPAC Name
3-(5-hydroxy-1H-indol-3-yl)-2-oxopropanoic acid
Synonym Source
5-hydroxyindolepyruvic acid KEGG COMPOUND
Manual Xrefs Databases
389613 ChemSpider
C05646 KEGG COMPOUND
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Citations Waiting for Citations Types Sources
1088593 PubMed citation Europe PMC
12920190 PubMed citation Europe PMC
36528679 PubMed citation Europe PMC
5161757 PubMed citation Europe PMC
Last Modified
02 June 2023