Compound: 5-Hydroxyindole-3-acetic acid
SMILES: O=C(O)Cc1c2c(ccc(c2)O)[nH]c1
InChIKey: DUUGKQCEGZLZNO-UHFFFAOYSA-N
Synonyms: 5-Hydroxyindole-3-acetic acid, 54-16-0, 2-(5-hydroxy-1H-indol-3-yl)acetic acid, 5-HIAA, 5-Hydroxyindoleacetic acid, Hydroxyindoleacetic acid, 5-Hydroxyindol-3-ylacetic acid, YHC763JY1P, CHEBI:27823, NSC-90432, NSC90432, Acid, Hydroxyindoleacetic, 5 Hydroxy 3 Indoleacetic Acid, 5 Hydroxyindolamine Acetic Acid, 5-Hydroxyindolamine Acetic Acid, Acid, 5-Hydroxy-3-Indoleacetic, Acetic Acid, 5-Hydroxyindolamine, Acid, 5-Hydroxyindolamine Acetic, RefChem:789490, 200-195-4, 2-(5-oxidanyl-1H-indol-2-yl)ethanoic acid, (5-Hydroxy-1H-indol-3-yl)acetic acid, 5-Hydroxyheteroauxin, 1321-73-9, 1H-Indole-3-acetic acid, 5-hydroxy-, 5-Hydroxyindolacetic acid, 5-Oxyindoleacetic acid, 5-Hydroxy-IAA, 5-Hydroxy-1H-indole-3-acetic acid, 5-Hydroxy-3-indoleacetic acid, 5-Hydroxyindoleacetate, 5-Hydroxyindolylacetic acid, Indole-3-acetic acid, 5-hydroxy-, MFCD00005639, (5-hydroxyindol-3-yl)acetic acid, NSC 90432, 5-Hydroxyindole-3-acetate, 5-Hydroxyindol-3-acetic acid, CHEMBL395915, 2-(5-hydroxyindol-3-yl)acetic acid, INDOLEACETIC ACID, 5-HYDROXY-, 5-hydroxyindole acetate, CCRIS 4423, 5-hydroxy-indole-3-acetic acid, 5-hydroxyindolylaceticacid, EINECS 200-195-4, UNII-YHC763JY1P, 5-hydroxyindole acetic acid, BRN 0168797, 1H-Indoleacetic acid, hydroxy-, DTXSID50861582, 5-Oxyindoleacetate, Hydroxyindoleacetate, 5-22-05-00203 (Beilstein Handbook Reference), HID, (5-hydroxy-1H-indol-3-yl)-acetic acid, 5HIAA, 5-hydroxy-indole acetate, Lopac-H-8876, CBMicro_013565, bmse000364, 5-Hydroxy-3-indolylacetate, 5-Hydroxyindol-3-ylacetate, 5-hydroxy-Indole-3-acetate, NCIOpen2_001406, Lopac0_000636, Oprea1_139007, MLS000859593, 5-Hydroxyindolyl-3-aceticacid, SCHEMBL138121, orb1302599, orb3141109, 5-Hydroxy-1H-indole-3-acetate, SCHEMBL29350604, 5-HydroxyindolessigsA currencyure, 5-hydroxyl indole-3-acetic acid, GTPL11900, 5-hydroxy-indol-3-yl-acetic acid, GLXC-06357, HMS2230M10, HMS3261P14, HMS3372G16, ALBB-006262, GCA20931, HY-W008253R, 1H-Indole-3-aceticacid,5-hydroxy-, Tox21_500636, BBL012272, BDBM50458878, SBB003639, STK501256, AKOS003382389, CCG-221940, CS-W008253, EBC-610740, FD13061, FH30381, HY-W008253, LP00636, SDCCGSBI-0013441.P003, 5-Hydroxyindole-3-acetic Acid(>90%), MSK000316-1000M, NCGC00015522-01, NCGC00015522-02, NCGC00015522-03, NCGC00015522-04, NCGC00015522-07, NCGC00015522-08, NCGC00094003-01, NCGC00094003-02, NCGC00261321-01, DS-15683, Indole-3-acetic acid, 5-hydroxy-, 1H-, PD015273, SMR000326665, ST059601, SY012014, (5-Hydroxy-1H-indol-3-yl)acetic acid #, 5-Hydroxyindole-3-acetic acid (Standard), DB-007055, EU-0100636, H0355, NS00014754, C05635, H 8876, H-6200, EN300-7407243, 2-(5-hydroxy-1H-indol-3-yl)acetic acid;5-HIAA, F321355, Q238532, SR-01000075583, SR-01000075583-1, 5-Hydroxyindole-3-acetic acid, >=98% (HPLC), crystalline, 5-Hydroxyindoleacetic acid Solution in Methanol, 1000ug/mL, 74C13742-18FA-4D80-8B54-1B85D9463949
Theoretical properties:
molecular_formula: C10H9NO3
molecular_weight: 191.18 g/mol
exact_mass: 191.058243149 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 2
heavy_atom_count: 14
topological_polar_surface_area: 73.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 161 - 163 °C
solubility: 24 mg/mL
Descriptions:
pubchem: (5-hydroxyindol-3-yl)acetic acid is a member of the class of indole-3-acetic acids that is indole-3-acetic acid substituted by a hydroxy group at C-5. It has a role as a drug metabolite, a mouse metabolite and a human metabolite. It is a conjugate acid of a (5-hydroxyindol-3-yl)acetate.
chebi: A member of the class of indole-3-acetic acids that is  indole-3-acetic acid substituted by a hydroxy group at C-5.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 5-Hydroxyindoleacetic acid (5-HIAA) is the main metabolite of serotonin. The metabolic intermediate 5-hydroxyindoleacetaldehyde (5-HIAL) is formed from serotonin by monoamine oxidase (MAO) and then 5-HIAA is formed from 5-HIAL via aldehyde dehydrogenase (ALDH). In chemical analysis of urine samples, 5-HIAA is used to determine serotonin levels in the body.