CHEBI:24813 - 3-(indol-3-yl)lactic acid

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ChEBI Name 3-(indol-3-yl)lactic acid
ChEBI ID CHEBI:24813
Definition A hydroxy monocarboxylic acid that is lactic acid substituted by a 1H-indol-3-yl group at position 3. It is a metabolite of tryptophan.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C11H11NO3
Net Charge 0
Average Mass 205.20998
Monoisotopic Mass 205.07389
InChI InChI=1S/C11H11NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,10,12-13H,5H2,(H,14,15)
InChIKey XGILAAMKEQUXLS-UHFFFAOYSA-N
SMILES OC(Cc1c[nH]c2ccccc12)C(O)=O
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: PubMed
Homo sapiens (NCBI:txid9606) Found in blood serum (BTO:0000133). See: MetaboLights Study
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): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3-(indol-3-yl)lactic acid (CHEBI:24813) has functional parent rac-lactic acid (CHEBI:28358)
3-(indol-3-yl)lactic acid (CHEBI:24813) has role human metabolite (CHEBI:77746)
3-(indol-3-yl)lactic acid (CHEBI:24813) is a hydroxy monocarboxylic acid (CHEBI:35868)
3-(indol-3-yl)lactic acid (CHEBI:24813) is a indol-3-yl carboxylic acid (CHEBI:24810)
3-(indol-3-yl)lactic acid (CHEBI:24813) is conjugate acid of 3-(indol-3-yl)lactate (CHEBI:17282)
Incoming 3-(indol-3-yl)lactate (CHEBI:17282) is conjugate base of 3-(indol-3-yl)lactic acid (CHEBI:24813)
IUPAC Name
2-hydroxy-3-(1H-indol-3-yl)propanoic acid
Synonyms Sources
3-(Indol-3-yl)lactic acid ChemIDplus
alpha-Hydroxy-1H-indole-3-propanoic acid ChemIDplus
indole-3-lactic acid ChEBI
Manual Xrefs Databases
C02043 KEGG COMPOUND
HMDB0000671 HMDB
INDOLE_LACTATE MetaCyc
View more database links
Registry Numbers Types Sources
1821-52-9 CAS Registry Number ChemIDplus
86202 Beilstein Registry Number Beilstein
86202 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16347781 PubMed citation Europe PMC
20540569 PubMed citation Europe PMC
21749142 PubMed citation Europe PMC
22372405 PubMed citation Europe PMC
23111785 PubMed citation Europe PMC
2361979 PubMed citation Europe PMC
23924721 PubMed citation Europe PMC
533277 PubMed citation Europe PMC
Last Modified
23 October 2015