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

Default Structure
ChEBI IDCHEBI:27823
ChEBI Name(5-hydroxyindol-3-yl)acetic acid
Stars
DefinitionA member of the class of indole-3-acetic acids that is indole-3-acetic acid substituted by a hydroxy group at C-5.
Secondary ChEBI IDsCHEBI:2071, CHEBI:20585
Last Modified2 March 2021
DownloadsMolfile
FormulaC10H9NO3
Net Charge0
Average Mass191.186
Monoisotopic Mass191.05824
SMILESO=C(O)Cc1cnc2ccc(O)cc12
InChIInChI=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)
InChIKeyDUUGKQCEGZLZNO-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
(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) has role mouse metabolite (CHEBI:75771)
(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 Relation(s)
5-hydroxyindoleacetylglycine (CHEBI:27631) has functional parent (5-hydroxyindol-3-yl)acetic acid (CHEBI:27823)
(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  Source
5-HIAAHMDB
5-Hydroxy-1H-indole-3-acetic acidChemIDplus
5-Hydroxyindol-3-ylacetic acidChemIDplus
5-Hydroxyindole-3-acetic acidChemIDplus
5-Hydroxyindoleacetic acidHMDB
Manual XrefsDatabases
5-HYDROXYINDOLE_ACETATEMetaCyc
5-Hydroxyindoleacetic_acidWikipedia
C00000104KNApSAcK
C05635KEGG COMPOUND
HMDB0000763HMDB
Registry NumbersSources
Reaxys:168797Reaxys
CAS:54-16-0ChemIDplus
Citations