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

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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 Supplier Information ChemicalBook:CB0174846, eMolecules:480363, ZINC000000087959 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Indole-3-carbaldehyde (I3A), also known as indole-3-aldehyde and 3-formylindole, is a metabolite of dietary L-tryptophan which is synthesized by human gastrointestinal bacteria, particularly species of the Lactobacillus genus. I3A is a biologically active metabolite which acts as a receptor agonist at the aryl hydrocarbon receptor in intestinal immune cells, in turn stimulating the production of interleukin-22 which facilitates mucosal reactivity. Read full article at Wikipedia Formula C10H9NO3 Net Charge 0 Average Mass 191.18340 Monoisotopic Mass 191.05824 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 Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed Homo sapiens (NCBI:txid9606) 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). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). drug metabolite View more via ChEBI Ontology 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) 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 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 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 Manual Xrefs Databases 5-HYDROXYINDOLE_ACETATE MetaCyc 5-Hydroxyindoleacetic_acid Wikipedia C00000104 KNApSAcK C05635 KEGG COMPOUND HMDB0000763 HMDB View more database links Registry Numbers Types Sources 168797 Reaxys Registry Number Reaxys 54-16-0 CAS Registry Number ChemIDplus Citations Last Modified 02 March 2021