Compound: 3-Indolepropionic acid
SMILES: O=C(O)CCc1c2c(cccc2)[nH]c1
InChIKey: GOLXRNDWAUTYKT-UHFFFAOYSA-N
Synonyms: 3-Indolepropionic acid, 830-96-6, Indole-3-propionic acid, 1H-Indole-3-propanoic acid, Indolepropionic acid, 3-(3-Indolyl)propionic acid, 3-(3-Indolyl)propanoic acid, Oxigon, 3-(Indol-3-yl)propionic acid, 1H-INDOLE-3-PROPIONIC ACID, 3-(3-Indole)propionic acid, beta-(3-Indolyl)propionic acid, 3-Indolepropionicacid, indole-3-propanoic acid, JF49U1Q7KN, 1H-Indole-3-proponoic acid, VP-20629, NSC-3252, NSC-47831, SHP622, DTXSID7061192, SHP-622, VP20629, RefChem:495326, DTXCID5048342, 212-600-1, 3-(1H-Indol-3-yl)propanoic acid, Indolylpropionic Acid, IPA (auxin), MFCD00005660, 3-(2-Carboxyethyl)-1H-indole, beta-Indolylpropionate, 3-(1H-Indol-3-yl)propionic acid, NSC 3252, NSC 47831, 3-(1H-indol-3-yl)-propionic acid, .beta.-Indolepropionic acid, 3-(3-indolyl)-propionic acid, .beta.-Indole-3-propionic acid, .beta.-(3-Indolyl)propionic acid, .beta.-Indolylpropionate, 3-indol-3-ylpropanoic acid, 3-(1H-Indol-3-yl)propionate, CCRIS 4424, EINECS 212-600-1, UNII-JF49U1Q7KN, BRN 0147733, AI3-17433, 3-(Indol-3-yl)propanoic acid, b-Indolepropionate, 4ejl, 3-Indolepropionate, Indole-3-propionic, beta-Indolepropionate, 3-indolpropionic acid, b-Indolepropionic acid, b-Indole-3-propionate, Acid, 7, VP 20629, 3-Indole propionic acid, Indole 3-propionic acid, 1H-Indole-3-propionate, beta-Indolepropionic acid, indole-3-proprionic acid, b-(3-Indolyl)propionate, beta-Indole-3-propionate, Maybridge1_002431, 3-(3-Indolyl)propanoate, 3-(3-Indolyl)propionate, 3-Indolebutyric Acid/IPA, b-Indole-3-propionic acid, beta-(3-Indolyl)propionate, Oprea1_071255, b-(3-Indolyl)propionic acid, beta-Indole-3-propionic acid, 5-22-03-00114 (Beilstein Handbook Reference), BIDD:GT0788, DivK1c_001183, SCHEMBL195405, 3-Indolepropionic acid (IPA), CHEMBL207225, GTPL4709, orb1301911, orb3026027, SCHEMBL3307794, SCHEMBL18498486, SCHEMBL28378507, SCHEMBL29374161, BDBM31879, CHEBI:43580, HMS548G11, NSC3252, 1F1-N, 3-Indolepropionic acid (Standard), GLXC-03350, HMS3604I20, HMS3886E03, HMS6018E04, ALBB-034983, HY-W015229R, NSC47831, BBL001406, EBC-03504, s4809, SBB000276, STK247053, 3-(1H-Indol-3-yl)propanoic acid #, AKOS000120911, CCG-115418, CS-W015945, DB02758, FI30477, FS-3158, HY-W015229, MSK14069-1000M, SDCCGMLS-0065895.P001, CDS1_000143, NCGC00340705-01, AC-10570, BP-21044, SY015400, DB-011207, Indole-3-propionic acid, >=97.0% (T), Indole-3-propionic acid, >=99.0% (T), I0032, NS00038237, ST45158860, EN300-20789, 3-Indolepropionic acid, ReagentPlus(R), 99%, C22236, AB01333057-02, F078646, BRD-K21071223-001-02-8, Q21098993, 3-Indolepropionic acid Solution in Methanol, 1000ug/mL, 3-Indolepropionic acid, Vetec(TM) reagent grade, 99%, F0849-0388, Z104482518, 10265-77-7, InChI=1/C11H11NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6H2,(H,13,14
Theoretical properties:
molecular_formula: C11H11NO2
molecular_weight: 189.21 g/mol
exact_mass: 189.078978594 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 3
heavy_atom_count: 14
topological_polar_surface_area: 53.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 134 - 135 °C
Descriptions:
pubchem: 3-(1H-indol-3-yl)propanoic acid is an indol-3-yl carboxylic acid that is propionic acid substituted by a 1H-indol-3-yl group at position 3. It has a role as an auxin, a plant metabolite and a human metabolite. It is functionally related to a propionic acid. It is a conjugate acid of a 3-(1H-indol-3-yl)propanoate.
chebi: An  indol-3-yl carboxylic acid that is  propionic acid substituted by a 1<em>H</em>-indol-3-yl group at position 3.
chembl: INDOLYLPROPIONIC ACID is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 3-Indolepropionic acid (IPA), or indole-3-propionic acid, has been studied for its therapeutic value in the treatment of Alzheimer's disease. As of 2022 IPA shows potential in the treatment of this disease, though the therapeutic effect of IPA depends on dose and time of therapy initiation.
Though promising in some historical clinical trials, IPA is not clinically listed as a useful therapeutic in managing Alzheimer's as of 2023.
IPA is an even more potent scavenger of hydroxyl radicals than melatonin, the most potent scavenger of hydroxyl radicals that is synthesized by human enzymes. Similar to melatonin but unlike other antioxidants, it scavenges radicals without subsequently generating reactive and pro-oxidant intermediate compounds.