Compound: gamma-aminobutyric acid
SMILES: O=C(O)CCCN
InChIKey: BTCSSZJGUNDROE-UHFFFAOYSA-N
Synonyms: gamma-aminobutyric acid, GABA, 56-12-2, Piperidic acid, Piperidinic acid, Aminalon, Gaballon, Gamarex, Gammalon, Gammasol, Mielomade, Gammar, butanoic acid, 4-amino-, Gammalone, gamma-Aminobutanoic acid, Butyric acid, 4-amino-, gamma-amino-n-butyric acid, Immu-G, Gammagee, Gamulin, 4-aminobutyrate, omega-Aminobutyric acid, 4-aminobutanoate, gamma-Aminobuttersaeure, Aminalone, Factor I, 4Abu, gamma Aminobutyric acid, 2ACZ6IPC6I, Aminobutyric acid, gamma-, NSC-27418, CHEBI:16865, Acid, Aminobutyric, gamma-amino-butyric acid, Therafeldamine, Theraproxen, GABA Phenolic, Therapentin-60, Theraprofen-60, Theraprofen-90, Theraproxen-90, Lithium GABA, Theratramadol-60, Theratramadol-90, Theraprofen-800, Theraproxen-500, GABA, Lithium, Theracodeine-300, Therabenzaprine-60, Therabenzaprine-90, Theracodophen-650, Theracodophen-750, 4 Aminobutyric Acid, 4 Aminobutanoic Acid, RefChem:5851, Therabenzaprine-90-5, gamma.-aminobutyric acid, CARISOPRODOL, GABA, Gaba (Gamma-Aminobutyric Acid), GABA 1519, TRAMADOL HYDROCHLORIDE, GABA, Hydrochloride gamma-Aminobutyric Acid, Acid, Hydrochloride gamma-Aminobutyric, gamma Aminobutyric Acid, Hydrochloride, gamma Aminobutyric Acid, Monosodium Salt, NAPROXEN, GAMMA-AMINOBUTYRIC ACID, gamma Aminobutyric Acid, Monolithium Salt, IBUPROFEN, GAMMA-AMINOBUTYRIC ACID, PIROXICAM, GAMMA-AMINOBUTYRIC ACID, GABAPENTIN, GAMMA-AMINOBUTYRIC ACID, TRAMADOL HYDROCHLORIDE, GAMMA-AMINOBUTYRIC ACID, HYDROCODONE, ACETAMINOPHEN, gamma-AMINOBUTYRIC ACID, CYCLOBENZAPRINE HYDROCHLORIDE, GAMMA-AMINOBUTYRIC ACID, ACETAMINOPHEN, CODEINE PHOSPHATE, GAMMA-AMINOBUTYRIC ACID, HYDROCODONE BITARTRATE, ACETAMINOPHEN, GAMMA-AMINOBUTYRIC ACID, 200-258-6, 4-azaniumylbutanoate, Aminobutyric Acid, 4-Aminobutanoic acid, Mielogen, Reanal, .gamma.-Aminobutyric acid, 3-Carboxypropylamine, gamma-Amino butyric acid, 4-amino-butanoic acid, 4-amino-n-butyric acid, GAMMA-AMINO-BUTANOIC ACID, g-Aminobutyric acid, 4-amino butyric acid, 4-Amino-butyric acid, DF 468, CCRIS 3721, Gamma-aminobutyric acid [JAN], GAMMA(AMINO)-BUTYRIC ACID, Vigabatrin EP Impurity D, Aminobutanoic acid, .gamma.-Amino-butyric acid, NSC 27418, .gamma.-Amino-N-butyric acid, EPA Pesticide Chemical Code 030802, AI3-26812, gamma-Aminobutryic acid, 4-NH2-but, 4-NH3-but, CHEMBL96, 20-79-1, .gamma.-Aminobutanoic acid, [3H]GABA, MLS000028505, gamma-Aminobutyric acid (JAN), DTXSID6035106, Butanoic acid, 4-amino- (9CI), NSC27418, NSC32044, NSC45460, NSC51295, MFCD00008226, 4-Aminobutylate, Butyric acid, 4-amino- (7CI,8CI), NCGC00015043-07, SMR000058285, 4-AMINO-BUTYRATE, WLN: Z3VQ, 4-Aminobutyricacid, BUTANOIC ACID,4-AMINO, Chemical Name: .gamma.-Aminobutanoic acid, gamma-Aminobuttersaeure [German], 4-aminobutanoic acid (gamma-aminobutyric acid), SR-01000075618, Acide amino-4- butyrique [French], EINECS 200-258-6, UNII-2ACZ6IPC6I, Acide amino-4- butyrique, aminobutyrate, Immuglobin, Piperidate, Piperidinate, w-Aminobutyrate, Gamma aminobutyrate, omega-Aminobutyrate, Gammalon (TN), a-Aminobutyric acid, w-Aminobutyric acid, Vigabatrin impurity D, gamma-aminobutyric-acid, Spectrum_000049, Tocris-0344, Aminobutyric acid,-4-, 4-Amino-n-butanoic acid, Opera_ID_1152, Spectrum2_001208, Spectrum3_001385, Spectrum4_000809, Spectrum5_001425, Lopac-A-2129, .omega.-Aminobutyric acid, cid_119, Vigabatrin impurity D CRS, Biomol-NT_000230, bmse000340, bmse000820, bmse000871, SCHEMBL4878, Lopac0_000005, Oprea1_584567, BSPBio_002970, KBioGR_001297, KBioSS_000429, DivK1c_000616, NH2-(CH2)3-COOH, SCHEMBL442853, SCHEMBL444549, SPECTRUM1500678, SPBio_000996, GTPL1067, GTPL5410, orb1310544, orb3140264, SCHEMBL1498122, SCHEMBL3256936, SCHEMBL5165011, SCHEMBL6609421, SGCUT00121, DTXCID4015106, BDBM24183, HMS501O18, KBio1_000616, KBio2_000429, KBio2_002997, KBio2_005565, KBio3_002190, MSK7512, gamma-Aminobutyric acid, >=99%, NINDS_000616, HMS1921C06, HMS2232P09, HMS3260A11, Pharmakon1600-01500678, 4-AMINOBUTYRIC ACID [FHFI], HY-N0067, STR01523, to_000021, 4-amino-n-[2,3-3H]butyric acid, Tox21_110071, Tox21_500005, BBL008590, CCG-38515, EBC-03052, HB0882, LMFA01100039, NSC-32044, NSC-45460, NSC-51295, NSC757426, PDSP1_001275, PDSP2_001259, s4700, SBB028179, STK301748, AKOS000119660, CS-W020704, DB02530, FA17705, KS-5273, LP00005, NSC-757426, SDCCGSBI-0049994.P004, .GAMMA.-AMINOBUTYRIC ACID [MI], CAS-56-12-2, GAMMA-AMINOBUTYRIC ACID [MART.], IDI1_000616, GAMMA-AMINOBUTYRIC ACID [USP-RS], GAMMA-AMINOBUTYRIC ACID [WHO-DD], NCGC00015043-01, NCGC00015043-02, NCGC00015043-03, NCGC00015043-04, NCGC00015043-05, NCGC00015043-06, NCGC00015043-08, NCGC00015043-09, NCGC00015043-10, NCGC00015043-14, NCGC00024546-01, NCGC00024546-02, NCGC00024546-03, NCGC00024546-04, NCGC00024546-05, NCGC00024546-06, NCGC00260690-01, BP-21452, gamma-Aminobutyric acid, BioXtra, >=99%, SBI-0049994.P003, gamma-Aminobutyric acid, analytical standard, VIGABATRIN IMPURITY D [EP IMPURITY], A0282, EU-0100005, NS00002712, ST45061580, EN300-19823, gamma-Aminobutyric acid (4-Aminobutyric acid), A 2129, C00334, D00058, D70585, Vigabatrin impurity, .gamma.-aminobutyric acid-, AB00052155_12, F317856, L000262, Q210021, SR-01000075618-1, SR-01000075618-3, SR-01000075618-6, SR-01000075618-7, BRD-K77245796-001-19-2, BRD-K77245796-003-01-6, BUTANOIC ACID,4-AMINO   4-AMINO,BUTYRIC ACID, F2191-0196, Z104475620, C5C3DC27-C105-4D18-8A52-F51978B32D24, SODIUM ALENDRONATE TRIHYDRATE IMPURITY A [EP IMPURITY], gamma-Aminobutyric acid, certified reference material, TraceCERT(R), InChI=1/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7, Vigabatrin impurity D, European Pharmacopoeia (EP) Reference Standard, VIGABATRIN IMPURITY, .GAMMA.-AMINOBUTYRIC ACID- [USP IMPURITY], gamma-Aminobutyric acid, United States Pharmacopeia (USP) Reference Standard, 53504-43-1
Theoretical properties:
molecular_formula: C4H9NO2
molecular_weight: 103.12 g/mol
exact_mass: 103.063328530 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 3
heavy_atom_count: 7
topological_polar_surface_area: 63.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 203 °C
solubility: 1300.0 mg/mL
Descriptions:
pubchem: Gamma-aminobutyric acid is a gamma-amino acid that is butanoic acid with the amino substituent located at C-4. It has a role as a neurotransmitter, a signalling molecule, a Saccharomyces cerevisiae metabolite and a human metabolite. It is a monocarboxylic acid and a gamma-amino acid. It is functionally related to a butyric acid. It is a conjugate acid of a gamma-aminobutyrate. It is a tautomer of a gamma-aminobutyric acid zwitterion.
chebi: A γ-amino acid that is butanoic acid with the amino substituent located at C-4.
chembl: GAMMA-AMINOBUTYRIC ACID is a small molecule listed in the ChEMBL database and has reached clinical trial phase 1.0.
wikipedia: GABA (gamma-aminobutyric acid, γ-aminobutyric acid) is the chief inhibitory neurotransmitter in the developmentally mature mammalian central nervous system. Its principal role is reducing neuronal excitability throughout the nervous system.
GABA is sold as a dietary supplement in many countries. It has been traditionally thought that exogenous GABA (i.e., taken as a supplement) does not cross the blood–brain barrier, but data obtained from more recent research (2010s) in rats describes the notion as being unclear.
The carboxylate form of GABA is γ-aminobutyrate.