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Showing NP-Card for 3-Aminobutanoic acid (NP0084563)

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Record Information
Version2.0
Created at2022-04-29 05:16:01 UTC
Updated at2022-04-29 05:16:01 UTC
NP-MRD IDNP0084563
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-Aminobutanoic acid
Description3-Aminobutanoic acid, also known as beta-aminobutyric acid or 3-methyl-beta-alanine, belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. 3-Aminobutanoic acid is a very strong basic compound (based on its pKa). A beta-amino acid that is butyric acid which is substituted by an amino group at position 3. Outside of the human body, 3-Aminobutanoic acid has been detected, but not quantified in, cereals and cereal products and milk (cow). 3-Aminobutanoic acid is found in Cycas revoluta and Oryza sativa . 3-Aminobutanoic acid was first documented in 1976 (PMID: 1249984). This could make 3-aminobutanoic acid a potential biomarker for the consumption of these foods (PMID: 18462831) (PMID: 19413686).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0084563 (3-Aminobutanoic acid)


  Mrv1652307171819252D          

  7  6  0  0  0  0            999 V2000
    1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  4  1  0  0  0  0
M  END
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3D MOL for NP0084563 (3-Aminobutanoic acid)

     RDKit          3D

 16 15  0  0  0  0  0  0  0  0999 V2000
   -1.9765   -0.5302    0.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6264    0.1009    0.4252 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7093    1.4855    0.0533 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4680   -0.5859   -0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7535    0.0634   -0.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8325    1.0181    0.7301 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9145   -0.4042   -0.7290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6350    0.1403   -0.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668   -0.6703    1.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8703   -1.4817   -0.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3582    0.0388    1.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2752    2.1361    0.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3754    1.6092   -0.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4620   -1.6779   -0.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2555   -0.3887   -1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6070   -0.8533   -0.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  7  1  0
  5  6  2  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  1
  3 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  7 16  1  0
M  END
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3D SDF for NP0084563 (3-Aminobutanoic acid)


  Mrv1652307171819252D          

  7  6  0  0  0  0            999 V2000
    1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  4  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084563

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(N)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H9NO2/c1-3(5)2-4(6)7/h3H,2,5H2,1H3,(H,6,7)

> <INCHI_KEY>
OQEBBZSWEGYTPG-UHFFFAOYSA-N

> <FORMULA>
C4H9NO2

> <MOLECULAR_WEIGHT>
103.1198

> <EXACT_MASS>
103.063328537

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
10.433439501764727

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-aminobutanoic acid

> <ALOGPS_LOGP>
-2.94

> <JCHEM_LOGP>
-2.7571084688607854

> <ALOGPS_LOGS>
0.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.217342728839293

> <JCHEM_PKA_STRONGEST_BASIC>
10.528937259107988

> <JCHEM_POLAR_SURFACE_AREA>
63.32000000000001

> <JCHEM_REFRACTIVITY>
25.1216

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.14e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-aminobutyric acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0084563 (3-Aminobutanoic acid)

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PDB for NP0084563 (3-Aminobutanoic acid)
HEADER    PROTEIN                                 17-JUL-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUL-18         0                                  
HETATM    1  C   UNK     0       2.310   4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -0.000   2.667   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    3    4                                                       
CONECT    3    1    2    5                                                  
CONECT    4    2    6    7                                                  
CONECT    5    3                                                            
CONECT    6    4                                                            
CONECT    7    4                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END

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3D PDB for NP0084563 (3-Aminobutanoic acid)
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SMILES for NP0084563 (3-Aminobutanoic acid)
CC(N)CC(O)=O
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INCHI for NP0084563 (3-Aminobutanoic acid)
InChI=1S/C4H9NO2/c1-3(5)2-4(6)7/h3H,2,5H2,1H3,(H,6,7)
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Synonyms
ValueSource
3-Aminobutyric acidChEBI
3-Methyl-beta-alanineChEBI
beta-Aminobutyric acidChEBI
3-AminobutyrateGenerator
3-Methyl-b-alanineGenerator
3-Methyl-β-alanineGenerator
b-AminobutyrateGenerator
b-Aminobutyric acidGenerator
beta-AminobutyrateGenerator
Β-aminobutyrateGenerator
Β-aminobutyric acidGenerator
3-AminobutanoateGenerator
(+/-)-3-aminobutyric acidHMDB
3-Amino-(.+-.)-butanoic acidHMDB
3-Amino-(.+-.)-butyric acidHMDB
3-Amino-butanoic acidHMDB
3-Amino-DL-butyric acidHMDB
b-HomoalanineHMDB
BABAHMDB
DL-3-Amino-N-butyrIC ACIDHMDB
DL-3-AminobutyricHMDB
DL-3-Aminobutyric acidHMDB
DL-beta-Amino-N-butyric acidHMDB
3-Aminobutyric acid, (R)-isomerMeSH
3-Aminobutyric acid, (+-)-isomerMeSH
BABA CPDMeSH
3-Aminobutyric acid, (S)-isomerMeSH
Chemical FormulaC4H9NO2
Average Mass103.1198 Da
Monoisotopic Mass103.06333 Da
IUPAC Name3-aminobutanoic acid
Traditional Name3-aminobutyric acid
CAS Registry NumberNot Available
SMILES
CC(N)CC(O)=O
InChI Identifier
InChI=1S/C4H9NO2/c1-3(5)2-4(6)7/h3H,2,5H2,1H3,(H,6,7)
InChI KeyOQEBBZSWEGYTPG-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Cycas revolutaLOTUS Database
Oryza sativaPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentBeta amino acids and derivatives  
Alternative Parents
Substituents
  • Beta amino acid or derivatives
    • 

  • Fatty acid
    • 

  • Amino acid
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Primary amine
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Amine
    • 

  • Primary aliphatic amine
    • 

  • Carbonyl group
    • 

  • Organic nitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.9ALOGPS
logP-2.8ChemAxon
logS0.48ALOGPS
pKa (Strongest Acidic)4.22ChemAxon
pKa (Strongest Basic)10.53ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity25.12 m³·mol⁻¹ChemAxon
Polarizability10.43 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0031654  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008314  
KNApSAcK IDNot Available
Chemspider ID10469  
KEGG Compound IDNot Available
BioCyc IDCPD-4748  
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10932  
PDB IDNot Available
ChEBI ID37081  
Good Scents IDNot Available
References
General References
  1. Goodman M, Ingwall RT, St Pierre S: Synthesis and conformation of sequential polypeptides of L-alanine and beta-aminobutyric acid. Macromolecules. 1976 Jan-Feb;9(1):1-6. doi: 10.1021/ma60049a001. [PubMed:1249984  ] 
  2. Lazzarato L, Trebbi G, Pagnucco C, Franchin C, Torrigiani P, Betti L: Exogenous spermidine, arsenic and beta-aminobutyric acid modulate tobacco resistance to tobacco mosaic virus, and affect local and systemic glucosylsalicylic acid levels and arginine decarboxylase gene expression in tobacco leaves. J Plant Physiol. 2009 Jan 1;166(1):90-100. doi: 10.1016/j.jplph.2008.01.011. Epub 2008 May 6. [PubMed:18462831  ] 
  3. Van der Ent S, Van Hulten M, Pozo MJ, Czechowski T, Udvardi MK, Pieterse CMJ, Ton J: Priming of plant innate immunity by rhizobacteria and beta-aminobutyric acid: differences and similarities in regulation. New Phytol. 2009;183(2):419-431. doi: 10.1111/j.1469-8137.2009.02851.x. Epub 2009 Apr 29. [PubMed:19413686  ]