CHEBI:27823 - (5-hydroxyindol-3-yl)acetic acid

Main ChEBI Ontology Automatic Xrefs
ChEBI Name (5-hydroxyindol-3-yl)acetic acid
ChEBI ID CHEBI:27823
Definition A member of the class of indole-3-acetic acids that is indole-3-acetic acid substituted by a hydroxy group at C-5.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:2071, CHEBI:20585
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Formula C10H9NO3
Net Charge 0
Average Mass 191.18340
InChI InChI=1S/C10H9NO3/c12-7-1-2-9-8(4-7)6(5-11-9)3-10(13)14/h1-2,4-5,11-12H,3H2,(H,13,14)
InChIKey DUUGKQCEGZLZNO-UHFFFAOYSA-N
SMILES OC(=O)Cc1c[nH]c2ccc(O)cc12
Metabolite of Species Details
Homo sapiens (NCBI:9606) See: DOI
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).
drug metabolite

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ChEBI Ontology
Outgoing (5-hydroxyindol-3-yl)acetic acid (CHEBI:27823) has role drug metabolite (CHEBI:49103)
(5-hydroxyindol-3-yl)acetic acid (CHEBI:27823) has role human metabolite (CHEBI:77746)
(5-hydroxyindol-3-yl)acetic acid (CHEBI:27823) is a indole-3-acetic acids (CHEBI:24803)
(5-hydroxyindol-3-yl)acetic acid (CHEBI:27823) is conjugate acid of (5-hydroxyindol-3-yl)acetate (CHEBI:62622)
Incoming (5-hydroxyindol-3-yl)acetate (CHEBI:62622) is conjugate base of (5-hydroxyindol-3-yl)acetic acid (CHEBI:27823)
IUPAC Name
(5-hydroxy-1H-indol-3-yl)acetic acid
Synonyms Sources
5-HIAA HMDB
5-Hydroxy-1H-indole-3-acetic acid ChemIDplus
5-Hydroxyindol-3-ylacetic acid ChemIDplus
5-Hydroxyindole-3-acetic acid ChemIDplus
5-Hydroxyindoleacetic acid HMDB
Database Links Databases
5-HYDROXYINDOLE_ACETATE MetaCyc
5-Hydroxyindoleacetic_acid Wikipedia
C00000104 KNApSAcK
C05635 KEGG COMPOUND
HMDB00763 HMDB
View more database links
Registry Numbers Types Sources
168797 Reaxys Registry Number Reaxys
168797 Beilstein Registry Number Beilstein
54-16-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11063613 PubMed citation CiteXplore
11113939 PubMed citation CiteXplore
22770225 PubMed citation CiteXplore
Last Modified
16 July 2015