ChemSpider 2D Image | gamma-Aminobutyric acid | C4H9NO2

γ-Aminobutyric acid

  • Molecular FormulaC4H9NO2
  • Average mass103.120 Da
  • Monoisotopic mass103.063332 Da
  • ChemSpider ID116

More details:

Featured data source

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

γ-Aminobutyric acid [JAN] [Wiki]
200-258-6 [EINECS]
4-Aminobutanoic acid [ACD/IUPAC Name]
4-Aminobutansäure [German] [ACD/IUPAC Name]
4-Aminobutyric acid
56-12-2 [RN]
Acide 4-aminobutanoïque [French] [ACD/IUPAC Name]
Acide amino-4- butyrique [French]
Butanoic acid, 4-amino- [ACD/Index Name]

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

906818 [Beilstein] [DBID]
CHEBI:16865 [DBID]
ES6300000 [DBID]
MFCD00008226 [DBID]
A-5290 [DBID]
AI3-26812 [DBID]
  • Experimental Physico-chemical Properties
    • Experimental Melting Point:

      195 °C (Decomposes, Literature) Indofine [020706]
      195 °C (Decomposes) Alfa Aesar
      195 °C (Decomposes) Alfa Aesar A11016
      195 °C (Decomposes) Oakwood
      195 °C (Decomposes, Literature) Indofine [020706] , [020706] , [04-250]
      203 °C FooDB FDB008937
      195 °C (Decomposes) Sigma-Aldrich SIAL-03835
      195 °C (Decomposes) Oakwood 005047
    • Experimental Solubility:

      H2O: 1 M at 20 ?C, clear, colorless Indofine [020706] , [04-250]
      H2O: 1 M at 20 °C, clear, colorless Indofine [020706]
      Soluble in water (100mM) Hello Bio HB0882
      Soluble to 100 mM in water Tocris Bioscience 0344, 344
  • Miscellaneous
    • Appearance:

      White, powdery solid; Savoury, meat-like aroma Food and Agriculture Organization of the United Nations 4-Aminobutyric acid
    • Toxicity:

      Organic Compound; Amine; Food Toxin; Metabolite; Animal Toxin; Natural Compound Toxin, Toxin-Target Database T3D4250
    • Safety:

      CAUTION: May irritate eyes, skin, and respiratory tract Alfa Aesar A11016
      WARNING: Irritates lungs, eyes, skin Alfa Aesar A11016
    • Target Organs:

      GABAR agonist TargetMol T0508
    • Chemical Class:

      A <locant>gamma</locant>-amino acid that is butanoic acid with the amino substituent located at C-4. ChEBI CHEBI:16865, CHEBI:59888
      A gamma-amino acid that is butanoic acid with the amino substituent located at C-4. ChEBI, CHEBI:16865
      Zwitterionic form of <locant>gamma</locant>-aminobutyric acid having an anionic carboxy group and a protonated amino group. ChEBI CHEBI:16865, CHEBI:59888
      Zwitterionic form of gamma-aminobutyric acid having an anionic carboxy group and a protonated amino group. ChEBI, CHEBI:59888
    • Bio Activity:

      <p>Main endogenous inhibitory neurotransmitter. Activates ionotropic GABA<sub>A</sub> and GABA<sub>A</sub>-&rho; receptors and metabotropic GABA<sub>B</sub> receptors. Also induces &alpha;-cell-mediated &beta;-like endocrine cell neogenesis in vivo.</p> Hello Bio HB0882
      Biochemicals & small molecules/Antagonists & inhibitors Hello Bio HB0882
      Cell process/Stem cells/Differentiation Hello Bio HB0882
      Endogenous agonist Tocris Bioscience 0344, 344
      Endogenous inhibitory neurotransmitter Hello Bio HB0882
      Endogenous inhibitory neurotransmitter. Caged RuBi GABA is also available (Cat. No. 3400). Tocris Bioscience 0344, 344
      GABA TargetMol T0508
      GABAA and A-rho Receptors Tocris Bioscience 344
      Ion Channels Tocris Bioscience 344
      Ion channels/Ligand-gated ion channel/GABA<sub>A</sub> Hello Bio HB0882
      Ligand-gated Ion Channels Tocris Bioscience 344
      Neuroscience TargetMol T0508
  • Gas Chromatography

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.1±0.1 g/cm3
Boiling Point: 248.0±23.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.0 mmHg at 25°C
Enthalpy of Vaporization: 53.4±6.0 kJ/mol
Flash Point: 103.8±22.6 °C
Index of Refraction: 1.465
Molar Refractivity: 25.7±0.3 cm3
#H bond acceptors: 3
#H bond donors: 3
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 0
ACD/LogP: -0.64
ACD/LogD (pH 5.5): -3.24
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -3.22
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 63 Å2
Polarizability: 10.2±0.5 10-24cm3
Surface Tension: 46.2±3.0 dyne/cm
Molar Volume: 92.9±3.0 cm3

Predicted data is generated using the US Environmental Protection Agency�s EPISuite™

 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  -3.60
    Log Kow (Exper. database match) =  -3.17
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  398.88  (Adapted Stein & Brown method)
    Melting Pt (deg C):  266.47  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.16E-007  (Modified Grain method)
    MP  (exp database):  203 dec deg C
    Subcooled liquid VP: 8.85E-006 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  4.964e+005
       log Kow used: -3.17 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  1.3e+006 mg/L (25 deg C)
        Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1e+006 mg/L
    Wat Sol (Exper. database match) =  1300000.00
       Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aliphatic Amines-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   9.93E-011  atm-m3/mole
   Group Method:   1.20E-011  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  3.171E-014 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -3.17  (exp database)
  Log Kaw used:  -8.392  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  5.222
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9250
   Biowin2 (Non-Linear Model)     :   0.9643
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.3603  (days-weeks  )
   Biowin4 (Primary Survey Model) :   4.1278  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.7681
   Biowin6 (MITI Non-Linear Model):   0.8439
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  1.2781
 Ready Biodegradability Prediction:   YES

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  0.00118 Pa (8.85E-006 mm Hg)
  Log Koa (Koawin est  ): 5.222
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.00254 
       Octanol/air (Koa) model:  4.09E-008 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.0841 
       Mackay model           :  0.169 
       Octanol/air (Koa) model:  3.27E-006 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  34.4787 E-12 cm3/molecule-sec
      Half-Life =     0.310 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     3.723 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.127 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  3.068
      Log Koc:  0.487 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: -3.17 (expkow database)

 Volatilization from Water:
    Henry LC:  1.2E-011 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River: 4.955E+007  hours   (2.064E+006 days)
    Half-Life from Model Lake : 5.405E+008  hours   (2.252E+007 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.75  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.000436        7.44         1000       
   Water     34.5            208          1000       
   Soil      65.5            416          1000       
   Sediment  0.0596          1.87e+003    0          
     Persistence Time: 387 hr


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