Showing metabocard for 3-Aminoisobutanoic acid (MMDBc0000429)

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Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:37:33 UTC
Update Date2024-04-30 19:32:23 UTC
Metabolite IDMMDBc0000429
Metabolite Identification
Common Name3-Aminoisobutanoic acid
Description3-Aminoisobutanoic acid, also known as b-aminoisobutyrate or 2-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-Aminoisobutanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 3-Aminoisobutanoic acid exists in all eukaryotes, ranging from yeast to humans. 3-aminoisobutanoic acid can be biosynthesized from ureidoisobutyric acid; which is mediated by the enzyme Beta-ureidopropionase. In humans, 3-aminoisobutanoic acid is involved in the metabolic disorder called the beta-ureidopropionase deficiency pathway. Beta-ureidopropionase deficiency is an inborn error of pyrimidine degradation associated with neurological abnormalities (OMIM 606673 ). 3-Aminoisobutanoic acid is a potentially toxic compound.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fb7e0c27500>

  Mrv1652305261923562D          

  7  6  0  0  0  0            999 V2000
   13.9949   -9.3080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2805   -8.0704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1370   -9.3080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5659   -9.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8515   -8.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5659  -10.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2805   -8.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2  7  2  0  0  0  0
  3  5  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fb7e0c27500>

HMDB0003911
     RDKit          3D
3-Aminoisobutanoic acid
 16 15  0  0  0  0  0  0  0  0999 V2000
   -0.1808   -1.7640    0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1930   -0.3497    0.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9016    0.2866   -0.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3191    1.6374   -0.4467 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0820    0.3977    0.7309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3226    0.8973    1.8502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9823    0.5073   -0.3304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0393   -1.6849   -0.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3980   -2.4121    0.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6722   -2.1717   -0.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8016   -0.3386    1.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8150   -0.3175   -0.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2617    0.1873   -1.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1891    1.6594    0.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5756    2.2697   -0.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7239    1.1959   -0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  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 #<Metabolite:0x00007fb7e0c27500>

  Mrv1652305261923562D          

  7  6  0  0  0  0            999 V2000
   13.9949   -9.3080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2805   -8.0704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1370   -9.3080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5659   -9.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8515   -8.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5659  -10.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2805   -8.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2  7  2  0  0  0  0
  3  5  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000429

> <DATABASE_NAME>
MIME

> <SMILES>
CC(CN)C(O)=O

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

> <INCHI_KEY>
QCHPKSFMDHPSNR-UHFFFAOYSA-N

> <FORMULA>
C4H9NO2

> <MOLECULAR_WEIGHT>
103.1198

> <EXACT_MASS>
103.063328537

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
10.42014399884362

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-amino-2-methylpropanoic acid

> <ALOGPS_LOGP>
-2.97

> <JCHEM_LOGP>
-2.6306785728873137

> <ALOGPS_LOGS>
0.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.17495406481514

> <JCHEM_PKA_STRONGEST_BASIC>
10.324199994995906

> <JCHEM_POLAR_SURFACE_AREA>
63.31999999999999

> <JCHEM_REFRACTIVITY>
25.2773

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.67e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+)-β-aminoisobutyric acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007fb7e0c27500>

HMDB0003911
     RDKit          3D
3-Aminoisobutanoic acid
 16 15  0  0  0  0  0  0  0  0999 V2000
   -0.1808   -1.7640    0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1930   -0.3497    0.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9016    0.2866   -0.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3191    1.6374   -0.4467 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0820    0.3977    0.7309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3226    0.8973    1.8502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9823    0.5073   -0.3304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0393   -1.6849   -0.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3980   -2.4121    0.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6722   -2.1717   -0.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8016   -0.3386    1.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8150   -0.3175   -0.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2617    0.1873   -1.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1891    1.6594    0.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5756    2.2697   -0.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7239    1.1959   -0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  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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PDB for #<Metabolite:0x00007fb7e0c27500>

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0      26.124 -17.375   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      24.790 -15.065   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      20.789 -17.375   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      23.456 -17.375   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.123 -16.605   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.456 -18.915   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.790 -16.605   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2    7                                                            
CONECT    3    5                                                            
CONECT    4    5    6    7                                                  
CONECT    5    3    4                                                       
CONECT    6    4                                                            
CONECT    7    1    2    4                                                  
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for #<Metabolite:0x00007fb7e0c27500>

COMPND    HMDB0003911
HETATM    1  C1  UNL     1      -0.181  -1.764   0.062  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.193  -0.350   0.467  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.902   0.287  -0.684  1.00  0.00           C  
HETATM    4  N1  UNL     1       1.319   1.637  -0.447  1.00  0.00           N  
HETATM    5  C4  UNL     1      -1.082   0.398   0.731  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.323   0.897   1.850  1.00  0.00           O  
HETATM    7  O2  UNL     1      -1.982   0.507  -0.330  1.00  0.00           O  
HETATM    8  H1  UNL     1      -1.039  -1.685  -0.645  1.00  0.00           H  
HETATM    9  H2  UNL     1      -0.398  -2.412   0.932  1.00  0.00           H  
HETATM   10  H3  UNL     1       0.672  -2.172  -0.554  1.00  0.00           H  
HETATM   11  H4  UNL     1       0.802  -0.339   1.378  1.00  0.00           H  
HETATM   12  H5  UNL     1       1.815  -0.317  -0.890  1.00  0.00           H  
HETATM   13  H6  UNL     1       0.262   0.187  -1.578  1.00  0.00           H  
HETATM   14  H7  UNL     1       2.189   1.659   0.123  1.00  0.00           H  
HETATM   15  H8  UNL     1       0.576   2.270  -0.120  1.00  0.00           H  
HETATM   16  H9  UNL     1      -2.724   1.196  -0.295  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3    5   11
CONECT    3    4   12   13
CONECT    4   14   15
CONECT    5    6    6    7
CONECT    7   16
END
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SMILES for #<Metabolite:0x00007fb7e0c27500>

CC(CN)C(O)=O
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INCHI for #<Metabolite:0x00007fb7e0c27500>

InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)
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Synonyms
Molecular FormulaC4H9NO2
Average Mass103.1198
Monoisotopic Mass103.063328537
IUPAC Name3-amino-2-methylpropanoic acid
Traditional Name(+)-β-aminoisobutyric acid
CAS Registry NumberNot Available
SMILES
CC(CN)C(O)=O
InChI Identifier
InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)
InChI KeyQCHPKSFMDHPSNR-UHFFFAOYSA-N