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Showing metabocard for 4-Oxo-5-phosphononorvaline (HMDB0250780)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 07:53:10 UTC
Update Date2021-09-26 23:02:26 UTC
HMDB IDHMDB0250780
Secondary Accession NumbersNone
Metabolite Identification
Common Name4-Oxo-5-phosphononorvaline
Description4-Oxo-5-phosphononorvaline, also known as 2-AOPA, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Based on a literature review a small amount of articles have been published on 4-Oxo-5-phosphononorvaline. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-oxo-5-phosphononorvaline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Oxo-5-phosphononorvaline is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0250780 (4-Oxo-5-phosphononorvaline)

  Mrv1652309112109532D          

 13 12  0  0  0  0            999 V2000
    0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    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  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  2  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
M  END
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3D MOL for HMDB0250780 (4-Oxo-5-phosphononorvaline)

HMDB0250781
     RDKit          3D
(2S)-2-Amino-4-oxo-5-phosphonopentanoic acid
 23 22  0  0  0  0  0  0  0  0999 V2000
   -3.0780   -0.9409   -0.9151 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9650   -0.6419    0.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271   -0.3395   -0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4801   -0.0501   -0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4562   -0.1360    1.1802 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7045    0.3418   -0.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0938    0.6680    0.3427 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.5260    2.1285    0.2440 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7955    0.3122    1.9591 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139   -0.2595   -0.2045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4309    0.5390    0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7491    1.0130    1.6968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6281    1.1462    0.4649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9069   -0.3077   -1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9226   -1.9215   -1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7569   -1.4999    0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040   -1.2102   -1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9795    0.5147   -1.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4691    1.2690   -1.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9294   -0.4532   -1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6223   -0.6597    2.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0534   -1.0851   -0.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7962    1.5727   -0.4334 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
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  7 10  1  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  6 19  1  0
  6 20  1  0
  9 21  1  0
 10 22  1  0
 13 23  1  0
M  END
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3D SDF for HMDB0250780 (4-Oxo-5-phosphononorvaline)

  Mrv1652309112109532D          

 13 12  0  0  0  0            999 V2000
    0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    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  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  2  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250780

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CC(=O)CP(O)(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H10NO6P/c6-4(5(8)9)1-3(7)2-13(10,11)12/h4H,1-2,6H2,(H,8,9)(H2,10,11,12)

> <INCHI_KEY>
OLCWOBHEVRCMLO-UHFFFAOYSA-N

> <FORMULA>
C5H10NO6P

> <MOLECULAR_WEIGHT>
211.11

> <EXACT_MASS>
211.024574044

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
16.804132520215596

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-oxo-5-phosphonopentanoic acid

> <ALOGPS_LOGP>
-2.20

> <JCHEM_LOGP>
-3.7941836288046624

> <ALOGPS_LOGS>
-1.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.2175428255516247

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4695478478480903

> <JCHEM_PKA_STRONGEST_BASIC>
9.061815280751308

> <JCHEM_POLAR_SURFACE_AREA>
137.92

> <JCHEM_REFRACTIVITY>
41.0741

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.07e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-oxo-5-phosphonopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0250780 (4-Oxo-5-phosphononorvaline)

HMDB0250781
     RDKit          3D
(2S)-2-Amino-4-oxo-5-phosphonopentanoic acid
 23 22  0  0  0  0  0  0  0  0999 V2000
   -3.0780   -0.9409   -0.9151 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9650   -0.6419    0.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271   -0.3395   -0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4801   -0.0501   -0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4562   -0.1360    1.1802 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7045    0.3418   -0.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0938    0.6680    0.3427 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.5260    2.1285    0.2440 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7955    0.3122    1.9591 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139   -0.2595   -0.2045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4309    0.5390    0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7491    1.0130    1.6968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6281    1.1462    0.4649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9069   -0.3077   -1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9226   -1.9215   -1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7569   -1.4999    0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040   -1.2102   -1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9795    0.5147   -1.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4691    1.2690   -1.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9294   -0.4532   -1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6223   -0.6597    2.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0534   -1.0851   -0.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7962    1.5727   -0.4334 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
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  7 10  1  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  6 19  1  0
  6 20  1  0
  9 21  1  0
 10 22  1  0
 13 23  1  0
M  END
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PDB for HMDB0250780 (4-Oxo-5-phosphononorvaline)

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       0.206  -3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.127  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.127  -6.160   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.461  -6.930   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       0.206  -6.930   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      -2.461  -3.850   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       0.206  -2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.127  -1.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.540  -1.540   0.000  0.00  0.00           C+0
HETATM   10  P   UNK     0       1.540   0.000   0.000  0.00  0.00           P+0
HETATM   11  O   UNK     0       1.540   1.540   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.080  -0.000   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2                                                            
CONECT    7    1    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END
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3D PDB for HMDB0250780 (4-Oxo-5-phosphononorvaline)

COMPND    HMDB0250781
HETATM    1  N1  UNL     1      -3.078  -0.941  -0.915  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.965  -0.642   0.025  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.727  -0.339  -0.806  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.480  -0.050  -0.025  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.456  -0.136   1.180  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.704   0.342  -0.728  1.00  0.00           C  
HETATM    7  P1  UNL     1       3.094   0.668   0.343  1.00  0.00           P  
HETATM    8  O2  UNL     1       3.526   2.129   0.244  1.00  0.00           O  
HETATM    9  O3  UNL     1       2.796   0.312   1.959  1.00  0.00           O  
HETATM   10  O4  UNL     1       4.414  -0.259  -0.205  1.00  0.00           O  
HETATM   11  C5  UNL     1      -2.431   0.539   0.771  1.00  0.00           C  
HETATM   12  O5  UNL     1      -1.749   1.013   1.697  1.00  0.00           O  
HETATM   13  O6  UNL     1      -3.628   1.146   0.465  1.00  0.00           O  
HETATM   14  H1  UNL     1      -2.907  -0.308  -1.730  1.00  0.00           H  
HETATM   15  H2  UNL     1      -2.923  -1.922  -1.222  1.00  0.00           H  
HETATM   16  H3  UNL     1      -1.757  -1.500   0.673  1.00  0.00           H  
HETATM   17  H4  UNL     1      -0.604  -1.210  -1.498  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.979   0.515  -1.503  1.00  0.00           H  
HETATM   19  H6  UNL     1       1.469   1.269  -1.321  1.00  0.00           H  
HETATM   20  H7  UNL     1       1.929  -0.453  -1.482  1.00  0.00           H  
HETATM   21  H8  UNL     1       2.622  -0.660   2.042  1.00  0.00           H  
HETATM   22  H9  UNL     1       4.053  -1.085  -0.634  1.00  0.00           H  
HETATM   23  H10 UNL     1      -3.796   1.573  -0.433  1.00  0.00           H  
CONECT    1    2   14   15
CONECT    2    3   11   16
CONECT    3    4   17   18
CONECT    4    5    5    6
CONECT    6    7   19   20
CONECT    7    8    8    9   10
CONECT    9   21
CONECT   10   22
CONECT   11   12   12   13
CONECT   13   23
END
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SMILES for HMDB0250780 (4-Oxo-5-phosphononorvaline)

NC(CC(=O)CP(O)(O)=O)C(O)=O
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INCHI for HMDB0250780 (4-Oxo-5-phosphononorvaline)

InChI=1S/C5H10NO6P/c6-4(5(8)9)1-3(7)2-13(10,11)12/h4H,1-2,6H2,(H,8,9)(H2,10,11,12)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2-AOPAHMDB
Chemical FormulaC5H10NO6P
Average Molecular Weight211.11
Monoisotopic Molecular Weight211.024574044
IUPAC Name2-amino-4-oxo-5-phosphonopentanoic acid
Traditional Name2-amino-4-oxo-5-phosphonopentanoic acid
CAS Registry NumberNot Available
SMILES
NC(CC(=O)CP(O)(O)=O)C(O)=O
InChI Identifier
InChI=1S/C5H10NO6P/c6-4(5(8)9)1-3(7)2-13(10,11)12/h4H,1-2,6H2,(H,8,9)(H2,10,11,12)
InChI KeyOLCWOBHEVRCMLO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • Gamma-keto acid
  • Short-chain keto acid
  • Beta-aminoketone
  • Keto acid
  • Organophosphonic acid
  • Organophosphonic acid derivative
  • Amino acid
  • Ketone
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organophosphorus compound
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Primary amine
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organic oxygen compound
  • Amine
  • Organooxygen compound
  • Organonitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID2291488
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3025834
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]