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Gamma-Aminobutyric Acid

PubChem CID: 119

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Compound Synonyms 4-aminobutyric acid, 4-Aminobutanoic acid, gamma-aminobutyric acid, GABA, 56-12-2, Piperidic acid, Piperidinic acid, Aminalon, Gaballon, butanoic acid, 4-amino-, Gammalon, Gammalone, Gammasol, Mielogen, Mielomade, Gamarex, Gammar, Reanal, Butyric acid, 4-amino-, gamma-amino-n-butyric acid, Immu-G, gamma-Aminobutanoic acid, Gammagee, Gamulin, .gamma.-Aminobutyric acid, omega-Aminobutyric acid, Aminalone, Gamastan, gamma-Amino butyric acid, gamma-Aminobuttersaeure, gamma-aminobutyrate, 3-Carboxypropylamine, GAMMA-AMINO-BUTANOIC ACID, 4-aminobutyrate, 4-aminobutanoate, 4-amino-butanoic acid, gamma Aminobutyric acid, DF 468, CCRIS 3721, g-Aminobutyric acid, 4Abu, 4-amino butyric acid, 4-Amino-butyric acid, NSC 27418, Gamma-aminobutyric acid [JAN], 4-amino-n-butyric acid, EPA Pesticide Chemical Code 030802, GAMMA(AMINO)-BUTYRIC ACID, UNII-2ACZ6IPC6I, 2ACZ6IPC6I, Aminobutyric acid, gamma-, Factor I, AI3-26812, Aminobutanoic acid, .gamma.-Amino-butyric acid, 20-79-1, EINECS 200-258-6, NSC-27418, .gamma.-Amino-N-butyric acid, DTXSID6035106, CHEBI:16865, gamma-Aminobutryic acid, 4-NH2-but, 4-NH3-but, CHEMBL96, .gamma.-Aminobutanoic acid, [3H]GABA, MLS000028505, gamma-Aminobutyric acid (JAN), DTXCID4015106, 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, GAMMA-AMINOBUTYRIC ACID (MART.), GAMMA-AMINOBUTYRIC ACID [MART.], GAMMA-AMINOBUTYRIC ACID (USP-RS), GAMMA-AMINOBUTYRIC ACID [USP-RS], Chemical Name: .gamma.-Aminobutanoic acid, 4 Aminobutyric Acid, 4 Aminobutanoic Acid, gamma-Aminobuttersaeure [German], SR-01000075618, Acide amino-4- butyrique [French], Acide amino-4- butyrique, aminobutyrate, Immuglobin, Piperidate, Piperidinate, w-Aminobutyrate, 4-Aminobutyric, GABA Phenolic, Gamma aminobutyrate, omega-Aminobutyrate, Gammalon (TN), a-Aminobutyric acid, w-Aminobutyric acid, gamma-Aminobuttersaure, Vigabatrin impurity D, gamma-aminobutyric-acid, Spectrum_000049, Tocris-0344, Aminobutyric acid,-4-, gamma-amino-butyric acid, gamma.-aminobutyric acid, Acide amino-4-butyrique, 4-Amino-n-butanoic acid, Opera_ID_1152, Spectrum2_001208, Spectrum3_001385, Spectrum4_000809, Spectrum5_001425, Lopac-A-2129, Vigabatrin EP Impurity D, .omega.-Aminobutyric acid, cid_119, Biomol-NT_000230, bmse000340, bmse000820, bmse000871, SCHEMBL4878, Lopac0_000005, Oprea1_584567, BSPBio_002970, Gamma-Aminobutyric Acid,(S), KBioGR_001297, KBioSS_000429, DivK1c_000616, NH2-(CH2)3-COOH, SPECTRUM1500678, SPBio_000996, GABA1519, GTPL1067, GTPL5410, SGCUT00121, Gaba (Gamma-Aminobutyric Acid), BDBM24183, HMS501O18, KBio1_000616, KBio2_000429, KBio2_002997, KBio2_005565, KBio3_002190, gamma-Aminobutyric acid, >=99%, NINDS_000616, HMS1921C06, HMS2232P09, HMS3260A11, Pharmakon1600-01500678, 4-AMINOBUTYRIC ACID [FHFI], BCP34675, HY-N0067, STR01523, to_000021, 4-amino-n-[2,3-3H]butyric acid, Tox21_110071, Tox21_500005, BBL008590, CCG-38515, HB0882, LMFA01100039, NSC-32044, NSC-45460, NSC-51295, NSC757426, PDSP1_001275, PDSP2_001259, s4700, STK301748, AKOS000119660, CS-W020704, DB02530, FA17705, KS-5273, LP00005, NSC-757426, SDCCGSBI-0049994.P004, .GAMMA.-AMINOBUTYRIC ACID [MI], CAS-56-12-2, IDI1_000616, 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, EN300-19823, gamma-Aminobutyric acid (4-Aminobutyric acid), 4-aminobutanoic acid (gamma-aminobutyric acid), A 2129, C00334, D00058, D70585, Vigabatrin impurity, .gamma.-aminobutyric acid-, AB00052155_12, 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, HYDROCODONE, ACETAMINOPHEN, gamma-AMINOBUTYRIC ACID, Z104475620, C5C3DC27-C105-4D18-8A52-F51978B32D24, SODIUM ALENDRONATE TRIHYDRATE IMPURITY A [EP IMPURITY], 4-Aminobutanoic Acid, 3-Carboxypropylamine, 4-Aminobutyric acid, GABA, gamma-Aminobutyric acid pound>>(c)(3/4)?Aminobutyric acid (GABA), 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, gamma-AMINOBUTYRIC ACID-(USP IMPURITY), Vigabatrin impurity D, European Pharmacopoeia (EP) Reference Standard, VIGABATRIN IMPURITY, .GAMMA.-AMINOBUTYRIC ACID- [USP IMPURITY], gamma-Aminobutyric acid, United States Pharmacopeia (USP) Reference Standard
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 63.3
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Np Classifier Class Aminoacids
Deep Smiles NCCCC=O)O
Heavy Atom Count 7.0
Classyfire Class Carboxylic acids and derivatives
Description Gamma-aminobutyric acid, also known as gaba or 4-aminobutanoic acid, belongs to gamma amino acids and derivatives class of compounds. Those are amino acids having a (-NH2) group attached to the gamma carbon atom. Thus, gamma-aminobutyric acid is considered to be a fatty acid lipid molecule. Gamma-aminobutyric acid is soluble (in water) and a weakly acidic compound (based on its pKa). Gamma-aminobutyric acid can be synthesized from butyric acid. Gamma-aminobutyric acid is also a parent compound for other transformation products, including but not limited to, (1S,2S,5S)-2-(4-glutaridylbenzyl)-5-phenylcyclohexan-1-ol, 4-(methylamino)butyric acid, and pregabalin. Gamma-aminobutyric acid can be found in a number of food items such as watercress, sour cherry, peach, and cardoon, which makes gamma-aminobutyric acid a potential biomarker for the consumption of these food products. Gamma-aminobutyric acid can be found primarily in most biofluids, including urine, cerebrospinal fluid (CSF), blood, and feces, as well as throughout most human tissues. Gamma-aminobutyric acid exists in all living species, ranging from bacteria to humans. In humans, gamma-aminobutyric acid is involved in a couple of metabolic pathways, which include glutamate metabolism and homocarnosinosis. Gamma-aminobutyric acid is also involved in few metabolic disorders, which include 2-hydroxyglutric aciduria (D and L form), 4-hydroxybutyric aciduria/succinic semialdehyde dehydrogenase deficiency, hyperinsulinism-hyperammonemia syndrome, and succinic semialdehyde dehydrogenase deficiency. Moreover, gamma-aminobutyric acid is found to be associated with alzheimer's disease, hyper beta-alaninemia, tuberculous meningitis, and hepatic encephalopathy. Gamma-aminobutyric acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. gamma-Aminobutyric acid (γ-Aminobutyric acid) (GABA ) is the chief inhibitory neurotransmitter in the mammalian central nervous system. Its principal role is reducing neuronal excitability throughout the nervous system. In humans, GABA is also directly responsible for the regulation of muscle tone . Chronically high levels of GABA are associated with at least 5 inborn errors of metabolism including: D-2-Hydroxyglutaric Aciduria, 4-Hydroxybutyric Aciduria/Succinic Semialdehyde Dehydrogenase Deficiency, GABA-Transaminase Deficiency, Homocarnosinosis and Succinic semialdehyde dehydrogenase deficiency (T3DB).
Classyfire Subclass Amino acids, peptides, and analogues
Isotope Atom Count 0.0
Molecular Complexity 62.7
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P80404, P49189, P49419, P47895, P05091, P51648, P30837, P50440, P15104, Q05329, Q99259, Q96A70, P18507, Q9UBS5, Q5JPH6, O75899, P14867, P47869, P34903, P48169, P31644, Q16445, P18505, P47870, P28472, O14764, P78334, Q8N1C3, Q99928, O00591, P24046, P28476, A8MPY1, Q9UN88, A5YM72, P60520, O95166, Q9H0R8
Iupac Name 4-aminobutanoic acid
Class Carboxylic acids and derivatives
Veber Rule True
Classyfire Superclass Organic acids and derivatives
Xlogp -3.2
Superclass Organic acids and derivatives
Subclass Amino acids, peptides, and analogues
Gsk 4 400 Rule True
Molecular Formula C4H9NO2
Inchi Key BTCSSZJGUNDROE-UHFFFAOYSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
State Solid
Synonyms 4-Aminobutanoic acid, 4-Aminobutyric acid, 4Abu, GABA, GAMMA-AMINO-butanoIC ACID, gamma-Amino-N-butyric acid, gamma-Aminobutanoic acid, gamma-Aminobuttersaeure, Omega-aminobutyric acid, Piperidic acid, Piperidinic acid, 4-Aminobutyrate, Gammalon, 4-Aminobutanoate, g-AMINO-butanoate, g-AMINO-butanoic acid, gamma-AMINO-butanoate, Γ-amino-butanoate, Γ-amino-butanoic acid, g-Amino-N-butyrate, g-Amino-N-butyric acid, gamma-Amino-N-butyrate, Γ-amino-N-butyrate, Γ-amino-N-butyric acid, g-Aminobutanoate, g-Aminobutanoic acid, gamma-Aminobutanoate, Γ-aminobutanoate, Γ-aminobutanoic acid, g-Aminobuttersaeure, Γ-aminobuttersaeure, Omega-aminobutyrate, Piperidate, Piperidinate, g-Aminobutyrate, g-Aminobutyric acid, gamma-Aminobutyrate, Γ-aminobutyrate, Γ-aminobutyric acid, 3-Carboxypropylamine, Aminalon, Gaballon, Gamarex, gamma Aminobutyrate, gamma Aminobutyric acid, Gammalone, Gammar, Gammasol, Mielogen, Mielomade, W-Aminobutyrate, W-Aminobutyric acid, gamma-Aminobutyric acid, calcium salt (2:1), gamma-Aminobutyric acid, hydrochloride, gamma-Aminobutyric acid, zinc salt (2:1), 4 Aminobutanoic acid, 4 Aminobutyric acid, Lithium gaba, gamma Aminobutyric acid, monolithium salt, gamma Aminobutyric acid, monosodium salt, gamma-Aminobutyric acid, monolithium salt, gamma-Aminobutyric acid, monosodium salt, Acid, hydrochloride gamma-aminobutyric, Aminalone, GABA, lithium, Hydrochloride gamma-aminobutyric acid, gamma Aminobutyric acid, hydrochloride, 4-Amino-butanoate, gamma-Aminobutyric acid, butyric acid, 4-amino, butyric acid, gamma-amino, gaba, gamma-aminobutyric acid, gamma-butyric acid, γ-aminobutyric acid
Esol Class Highly soluble
Functional Groups CC(=O)O, CN
Compound Name Gamma-Aminobutyric Acid
Kingdom Organic compounds
Exact Mass 103.063
Formal Charge 0.0
Monoisotopic Mass 103.063
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 103.12
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic acyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7)
Smiles C(CC(=O)O)CN
Np Classifier Biosynthetic Pathway Amino acids and Peptides
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Gamma amino acids and derivatives
Np Classifier Superclass Small peptides

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