Showing metabocard for (2R)-2-amino-4-oxopentanoic acid (MMDBc0054818)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 19:35:36 UTC
Update Date2022-08-12 20:09:05 UTC
Metabolite IDMMDBc0054818
Metabolite Identification
Common Name(2R)-2-amino-4-oxopentanoic acid
Description4-Oxo-D-norvaline belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom. 4-Oxo-D-norvaline is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 4-Oxo-D-norvaline.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fece8998d38>


  Mrv1652306172221352D          

 10  9  0  0  1  0            999 V2000
   -0.1914    0.7145    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
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    0.3020    0.0000 H   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  4  1  0  0  0  0
  4  6  1  6  0  0  0
  7  3  2  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
  4 10  1  6  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fece8998d38>

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3D SDF for #<Metabolite:0x00007fece8998d38>

  Mrv1652306172221352D          

 10  9  0  0  1  0            999 V2000
   -0.1914    0.7145    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
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    0.3020    0.0000 H   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  4  1  0  0  0  0
  4  6  1  6  0  0  0
  7  3  2  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
  4 10  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054818

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H9NO3/c1-3(7)2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)/t4-/m1/s1

> <INCHI_KEY>
QUCHWTCTBHQQDU-SCSAIBSYSA-N

> <FORMULA>
C5H9NO3

> <MOLECULAR_WEIGHT>
131.131

> <EXACT_MASS>
131.058243154

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
12.464943441709552

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-amino-4-oxopentanoic acid

> <JCHEM_LOGP>
-3.1529416427057093

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.681025656060925

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.1132483123042833

> <JCHEM_PKA_STRONGEST_BASIC>
8.976039550297013

> <JCHEM_POLAR_SURFACE_AREA>
80.39

> <JCHEM_REFRACTIVITY>
30.083800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-amino-4-oxopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fece8998d38>
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PDB for #<Metabolite:0x00007fece8998d38>
HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -0.357   1.334   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       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.644   3.644   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0       0.976   3.644   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       6.311   2.104   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       4.977  -0.206   0.000  0.00  0.00           O+0
HETATM   10  H   UNK     0       3.644   0.564   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    3    4                                                       
CONECT    3    1    2    7                                                  
CONECT    4    2    5    6   10                                             
CONECT    5    4    8    9                                                  
CONECT    6    4                                                            
CONECT    7    3                                                            
CONECT    8    5                                                            
CONECT    9    5                                                            
CONECT   10    4                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for #<Metabolite:0x00007fece8998d38>
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SMILES for #<Metabolite:0x00007fece8998d38>
[H][C@@](N)(CC(C)=O)C(O)=O
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INCHI for #<Metabolite:0x00007fece8998d38>
InChI=1S/C5H9NO3/c1-3(7)2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)/t4-/m1/s1
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Synonyms
ValueSource
(2R)-2-Amino-4-oxopentanoateChEBI
3-Acetyl-D-alanine zwitterionChEBI
4-oxo-D-Norvaline zwitterionChEBI
beta-Acetyl-D-alanine  zwitterionChEBI
2-Amino-4-oxopentanoateKegg
(2R)-2-Amino-4-oxopentanoic acidGenerator
b-Acetyl-D-alanine  zwitterionGenerator
Β-acetyl-D-alanine  zwitterionGenerator
2-Amino-4-oxopentanoic acidGenerator
2-Amino-4-ketopentanoateMeSH
Molecular FormulaC5H9NO3
Average Mass131.131
Monoisotopic Mass131.058243154
IUPAC Name(2R)-2-amino-4-oxopentanoic acid
Traditional Name(2R)-2-amino-4-oxopentanoic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](N)(CC(C)=O)C(O)=O
InChI Identifier
InChI=1S/C5H9NO3/c1-3(7)2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)/t4-/m1/s1
InChI KeyQUCHWTCTBHQQDU-SCSAIBSYSA-N