4-aminobutanoic acid

• ChemBase ID: 2261
• Molecular Formular: C4H9NO2
• Molecular Mass: 103.11976
• Monoisotopic Mass: 103.06332853
• SMILES: NCCCC(=O)O
• Canonical SMILES: NCCCC(=O)O
• InChI: InChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7)
• InChIKey: BTCSSZJGUNDROE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-aminobutanoic acid
• IUPAC Traditional name: gamma(amino)-butyric acid
• Synonyms: 4-Aminobutanoic Αcid; 3-Carboxypropylamine; 4-Aminobutyric Acid; Aminalon; Gaballon; Gamarex; Gammalon; Gammalone; Gammar; Gammasol; Mielogen; Mielomade; NSC 27418; NSC 32044; NSC 45460; NSC 51295; Oryza GABA Extract HC 90; Pharma-GABA 20S; Pharmagaba; Pharmagaba 20; Pharmagaba 20D; γ-Aminobutanoic acid; ω-Aminobutyric Acid; γ-Aminobutyric Acid; gamma-Aminobutyric acid; 4-Aminobutyric acid; γ-Aminobutyric acid; γ-Aminobutyric acid-carboxy-14C; Piperidinic acid; Gamma(Amino)-Butyric Acid; 4-Aminobutyric acid; GABA; 4-Aminobutanoic acid; Piperidic acid; γ-AMINO-n-BUTYRIC ACID; 4-aminobutanoic acid; DL-γ-AMINO-n-BUTYRIC ACID; Gamma-Aminobutyric acid; 4-氨基丁酸; 4-氨基丁酸; 哌啶酸; 氨酪酸; γ-氨基丁酸

Database IDs

• CAS Number: 56-12-2; 763-94-0
• EC Number: 200-258-6
• MDL Number: MFCD00135437; MFCD00008226
• Beilstein Number: 906818
• Merck Index: 14430
• PubChem SID: 24891240; 24891025; 46507841; 160965714; 24278167
• PubChem CID: 119
• CHEBI ID: 16865
• CHEMBL: 96
• Chemspider ID: 116
• DrugBank ID: DB02530
• IUPHAR ligand ID: 1067
• KEGG ID: D00058
• MeSH Name: gamma-Aminobutyric+Acid
• Unique Ingredient Identifier: 2ACZ6IPC6I
• Wikipedia Title: Gamma-Aminobutyric_acid

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.52785
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.92044
• LogD (pH = 7.4): -2.8853252
• Log P: -2.885677
• Molar Refractivity: 25.4578 cm^3
• Polarizability: 10.177998 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.99
• LOG S: 0.55
• Solubility (Water): 3.65e+02 g/l

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.5 M at 20 °C, clear, colorless; H2O: soluble1 M at 20 °C, clear, colorless; soluble in water; Water
• Apperance: aqueous ethanol solution; white microcrystalline powder; White Solid
• Melting Point: 195 °C (dec.)(lit.); 195°C; 195°C (dec); 195(dec.)°C; 196-198°C (dec.); 200-205 °C (dec.); 203.7°C; ca 195°C dec.
• Boiling Point: 247.9°C; sublimes >300°C
• Density: 0.96 g/ml; 1.11 g/mL
• Absorption Wavelength: λ: 260 nm Amax: ≤0.15; λ: 280 nm Amax: ≤0.12
• pKa: 4.23 (carboxyl), 10.43 (amino)
• pH: 6.0-8.0 (25 °C, 1 M in H2O)

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• Storage Warning: IRRITANT; Irritant
• RTECS: ES6300000
• European Hazard Symbols: R; Irritant (Xi)
• UN Number: 2910
• German water hazard class: -; 2; 3
• Hazard Class: 7
• Risk Statements: 10-36/37/38; 36/37/38
• Safety Statements: 16-26-36; 26-36
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• Main Hazard: Irritant, Harmful
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 2910 7
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... GABBR1(2550), GABBR2(9568), GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562), SLC6A1(6529), SLC6A11(6538), SLC6A12(6539)rat ... Gabbr1(81657), Gabra1(29705), Gabra2(29706), Gabrb2(25451), Gabrg2(29709), Slc6a1(79212), Slc6a12(50676); human ... SLC6A1(6529), SLC6A11(6538), SLC6A12(6539)rat ... Gabra1(29705), Gabra2(29706), Olr1750(294204), Slc6a1(79212), Slc6a12(50676)

Product Information

• Purity: ~99%; ≥98% (Radiochemical Purity); ≥98.0% (NT); ≥99%; ≥99.0% (NT); 95%; 95+%; 97%
• Ignition Residue: <0.1%; ≤0.05%
• Impurities: <0.0005% Phosphorus (P); <0.1% Insoluble matter; insoluble matter, passes filter test
• Cation Traces: Al: <0.0005%; Al: ≤5 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: <0.0005%; Ca: ≤10 mg/kg; Ca: ≤50 mg/kg; Cd: ≤5 mg/kg; Cd: ≤50 mg/kg; Co: ≤5 mg/kg; Co: ≤50 mg/kg; Cr: ≤5 mg/kg; Cu: <0.0005%; Cu: ≤5 mg/kg; Cu: ≤50 mg/kg; Fe: <0.0005%; Fe: ≤5 mg/kg; Fe: ≤50 mg/kg; K: <0.005%; K: ≤100 mg/kg; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: <0.0005%; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: <0.005%; Na: ≤100 mg/kg; Na: ≤50 mg/kg; NH4+: <0.05%; Ni: ≤5 mg/kg; Ni: ≤50 mg/kg; Pb: <0.001%; Pb: ≤5 mg/kg; Pb: ≤50 mg/kg; Sr: ≤5 mg/kg; Zn: <0.0005%; Zn: ≤5 mg/kg; Zn: ≤50 mg/kg
• Antion Traces: chloride (Cl-): <0.04%; chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): <0.05%; sulfate (SO42-): ≤50 mg/kg
• Loss on Drying: ≤0.2% loss on drying
• Extent of Labeling: 1-15 mCi per mmol
• λ: 1 M in H2O
• Product Line: BioUltra
• Linear Formula: H2N[CH2]314COOH; NH2(CH2)3COOH
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 05207531

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02100278

Crystalline
Purity: Approx. 99%

DrugBank - DB02530

• Drug Groups: experimental
• Description: The most common inhibitory neurotransmitter in the central nervous system. [PubChem]

Sigma Aldrich - 07239

Biochem/physiol Actions
Major inhibitory neurotransmitter in brain; GABAA and GABAB receptor agonist; increases Cl- conductance.
Other Notes
Review - GABA: the road to neurotransmitter status1; Review: Activation and modulation of neuronal potassium channels by GABA2

Sigma Aldrich - A7463

包装
Combi-vial
Physical form
Aqueous solution containing 2% ethanol

Sigma Aldrich - A44401

Biochem/physiol Actions
Major inhibitory neurotransmitter in brain; GABAA and GABAB receptor agonist; increases Cl- conductance.
Application
Important inhibitory neurotransmitter.1,2 Reacts with isothiocyanates to produce thioureas which have antifungal activity.3

Sigma Aldrich - 07240

Application
Publ. 1984. Edited by Hanin, Israel. Raven: New York, N.Y.
Biochem/physiol Actions
Major inhibitory neurotransmitter in brain; GABAA and GABAB receptor agonist; increases Cl- conductance.

Sigma Aldrich - A5835

Biochem/physiol Actions
大脑中的主要抑制性神经递质；GABAA 和 GABAB 受体激动剂；增加 Cl- 的传导性。
包装
10 mg in autosmp vl

Sigma Aldrich - A2129

Biochem/physiol Actions
大脑中的主要抑制性神经递质；GABAA 和 GABAB 受体激动剂；增加 Cl- 的传导性。

Toronto Research Chemicals - A602920

An important inhibitory neurotransmitter. The foods contain γ-aminobutyric acid (GABA) at an amount that shows immediate effect of suppressing autonomic nerve activity related to blood pressure increase. Reacts with isothiocyanates to produce thioureas wh

REFERENCES

• Lowry, O., et al.: J. Biol. Chem., 193, 265 (1951)
• Gerlach, M., et al.: Brain Res., 741, 142 (1951)
• Choi, D., et al.: J Neurobiol 1992, 23, 1261