Showing metabocard for L-2-Amino-3-oxobutanoic acid (MMDBc0029831)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:43:29 UTC
Update Date2022-08-31 17:19:10 UTC
Metabolite IDMMDBc0029831
Metabolite Identification
Common NameL-2-Amino-3-oxobutanoic acid
DescriptionL-2-Amino-3-oxobutanoic acid or L-2-amino acetic acid is involved in glycine/serine metabolism and is a breakdown product from glycine. It spontaneously decomposes to aminoacetone. Delta-aminolevuliinate synthase is the enzyme that catalyzes the interconversion between glycine and L-2-amino-3-oxobutanoic acid. Glycine C-acetyltransferase is also capable of catalyzing this reaction.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fdae2d772f0>


  Mrv0541 02231217162D          

  8  7  0  0  1  0            999 V2000
    1.2375    2.1434    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
    0.0000    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 N   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
    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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fdae2d772f0>

HMDB0006454
     RDKit          3D
L-2-Amino-3-oxobutanoic acid
 15 14  0  0  0  0  0  0  0  0999 V2000
    1.7374    0.6824   -0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7926   -0.4599   -0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959   -1.3330   -1.2031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3880   -0.5793    0.4942 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1132   -1.7954    0.1790 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3115    0.5612    0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4987    0.3384    0.0492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9428    1.8786    0.6119 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3876    1.5123   -0.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7640    0.3978   -0.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    1.0281    0.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0526   -0.5968    1.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4227   -2.5761    0.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5305   -1.6648   -0.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2885    2.6065    0.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  4 12  1  1
  5 13  1  0
  5 14  1  0
  8 15  1  0
M  END
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3D SDF for #<Metabolite:0x00007fdae2d772f0>


  Mrv0541 02231217162D          

  8  7  0  0  1  0            999 V2000
    1.2375    2.1434    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
    0.0000    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 N   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
    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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029831

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)[C@H](N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H7NO3/c1-2(6)3(5)4(7)8/h3H,5H2,1H3,(H,7,8)/t3-/m0/s1

> <INCHI_KEY>
SAUCHDKDCUROAO-VKHMYHEASA-N

> <FORMULA>
C4H7NO3

> <MOLECULAR_WEIGHT>
117.1033

> <EXACT_MASS>
117.042593095

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
10.47020466024506

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-3-oxobutanoic acid

> <ALOGPS_LOGP>
-2.63

> <JCHEM_LOGP>
-3.0602758377471853

> <ALOGPS_LOGS>
0.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.179862736987843

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8723113404422236

> <JCHEM_PKA_STRONGEST_BASIC>
7.249120732565084

> <JCHEM_POLAR_SURFACE_AREA>
80.39000000000001

> <JCHEM_REFRACTIVITY>
25.5346

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-3-ketobutyric acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007fdae2d772f0>

HMDB0006454
     RDKit          3D
L-2-Amino-3-oxobutanoic acid
 15 14  0  0  0  0  0  0  0  0999 V2000
    1.7374    0.6824   -0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7926   -0.4599   -0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959   -1.3330   -1.2031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3880   -0.5793    0.4942 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1132   -1.7954    0.1790 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3115    0.5612    0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4987    0.3384    0.0492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9428    1.8786    0.6119 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3876    1.5123   -0.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7640    0.3978   -0.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    1.0281    0.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0526   -0.5968    1.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4227   -2.5761    0.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5305   -1.6648   -0.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2885    2.6065    0.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  4 12  1  1
  5 13  1  0
  5 14  1  0
  8 15  1  0
M  END
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PDB for #<Metabolite:0x00007fdae2d772f0>

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       2.310   4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000   2.667   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       3.850   1.334   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for #<Metabolite:0x00007fdae2d772f0>

COMPND    HMDB0006454
HETATM    1  C1  UNL     1       1.737   0.682  -0.304  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.793  -0.460  -0.384  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.996  -1.333  -1.203  1.00  0.00           O  
HETATM    4  C3  UNL     1      -0.388  -0.579   0.494  1.00  0.00           C  
HETATM    5  N1  UNL     1      -1.113  -1.795   0.179  1.00  0.00           N  
HETATM    6  C4  UNL     1      -1.311   0.561   0.378  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.499   0.338   0.049  1.00  0.00           O  
HETATM    8  O3  UNL     1      -0.943   1.879   0.612  1.00  0.00           O  
HETATM    9  H1  UNL     1       1.388   1.512  -0.936  1.00  0.00           H  
HETATM   10  H2  UNL     1       2.764   0.398  -0.647  1.00  0.00           H  
HETATM   11  H3  UNL     1       1.871   1.028   0.757  1.00  0.00           H  
HETATM   12  H4  UNL     1      -0.053  -0.597   1.576  1.00  0.00           H  
HETATM   13  H5  UNL     1      -0.423  -2.576   0.199  1.00  0.00           H  
HETATM   14  H6  UNL     1      -1.531  -1.665  -0.772  1.00  0.00           H  
HETATM   15  H7  UNL     1      -1.289   2.607   0.001  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    3    4
CONECT    4    5    6   12
CONECT    5   13   14
CONECT    6    7    7    8
CONECT    8   15
END
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SMILES for #<Metabolite:0x00007fdae2d772f0>

CC(=O)[C@H](N)C(O)=O
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INCHI for #<Metabolite:0x00007fdae2d772f0>

InChI=1S/C4H7NO3/c1-2(6)3(5)4(7)8/h3H,5H2,1H3,(H,7,8)/t3-/m0/s1
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Synonyms
ValueSource
(S)-2-Amino-3-oxobutanoic acidChEBI
2-AMINO-3-ketobutyrIC ACIDChEBI
L-2-Amino-3-oxobutanoateChEBI
L-2-Amino-acetoacetateChEBI
(S)-2-Amino-3-oxobutanoateGenerator
2-AMINO-3-ketobutyrateGenerator
L-2-Amino-acetoacetic acidGenerator
(2S)-2-amino-3-OxobutanoateHMDB
(2S)-2-amino-3-Oxobutanoic acidHMDB
2-amino-3-OxobutanoateHMDB
2-amino-3-Oxobutanoic acidHMDB
L-2-amino Acetic acidHMDB
Molecular FormulaC4H7NO3
Average Mass117.1033
Monoisotopic Mass117.042593095
IUPAC Name(2S)-2-amino-3-oxobutanoic acid
Traditional Name2-amino-3-ketobutyric acid
CAS Registry NumberNot Available
SMILES
CC(=O)[C@H](N)C(O)=O
InChI Identifier
InChI=1S/C4H7NO3/c1-2(6)3(5)4(7)8/h3H,5H2,1H3,(H,7,8)/t3-/m0/s1
InChI KeySAUCHDKDCUROAO-VKHMYHEASA-N