Showing metabocard for 2-Oxo-3-hydroxy-4-phosphobutanoic acid (MMDBc0029839)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:43:46 UTC
Update Date2022-08-31 17:19:14 UTC
Metabolite IDMMDBc0029839
Metabolite Identification
Common Name2-Oxo-3-hydroxy-4-phosphobutanoic acid
Description2-Oxo-3-hydroxy-4-phosphobutanoic acid is involved in the interconversion of O-phospho-4-hydroxy-L-threonine. This reaction is catalyzed by phosphoserine aminotransferase 1. These amino acid derivatives are sometimes considered to be part of the vitamin B6 pathway.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f91f94e4bb0>


  Mrv1652309042000322D          

 13 12  0  0  1  0            999 V2000
   14.8418   -9.3553    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.0130   -9.3553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6706   -9.3553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8381   -8.5265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8381  -10.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3017   -9.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5863   -9.3591    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8787   -9.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5826   -8.5304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1596   -9.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8750  -10.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4444   -9.7678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1559   -8.5304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  6  0  0  0
  8 10  1  0  0  0  0
  8 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  2  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f91f94e4bb0>

HMDB0006801
     RDKit          3D
2-Oxo-3-hydroxy-4-phosphobutanoic acid
 20 19  0  0  0  0  0  0  0  0999 V2000
    1.7106    1.7397    0.3646 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1679    0.9769   -0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223    1.6017   -1.5199 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9727   -0.4540   -0.5471 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5119   -1.1257   -1.4676 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1634   -1.1522    0.4637 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3359   -2.5450    0.3171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3349   -0.8386    0.3333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5078    0.4992    0.4848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0713    1.0424    0.3764 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.0388    2.5569    0.1912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9917    0.7427    1.7543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8027    0.3486   -0.9794 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552    2.3696   -1.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5019   -0.8848    1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406   -3.0566    0.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8471   -1.4699    1.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6508   -1.1611   -0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3208   -0.1898    1.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8165    0.9999   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
  3 14  1  0
  6 15  1  1
  7 16  1  0
  8 17  1  0
  8 18  1  0
 12 19  1  0
 13 20  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f91f94e4bb0>


  Mrv1652309042000322D          

 13 12  0  0  1  0            999 V2000
   14.8418   -9.3553    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.0130   -9.3553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6706   -9.3553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8381   -8.5265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8381  -10.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3017   -9.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5863   -9.3591    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8787   -9.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5826   -8.5304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1596   -9.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8750  -10.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4444   -9.7678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1559   -8.5304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  6  0  0  0
  8 10  1  0  0  0  0
  8 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029839

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H7O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2,5H,1H2,(H,7,8)(H2,9,10,11)/t2-/m1/s1

> <INCHI_KEY>
MZJFVXDTNBHTKZ-UWTATZPHSA-N

> <FORMULA>
C4H7O8P

> <MOLECULAR_WEIGHT>
214.0673

> <EXACT_MASS>
213.987853712

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
15.260088660826515

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R)-3-hydroxy-2-oxo-4-(phosphonooxy)butanoic acid

> <ALOGPS_LOGP>
-2.01

> <JCHEM_LOGP>
-1.3530858483333335

> <ALOGPS_LOGS>
-1.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.775362844628003

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3366600113332643

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9601866599060154

> <JCHEM_POLAR_SURFACE_AREA>
141.36

> <JCHEM_REFRACTIVITY>
36.602399999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.62e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-3-hydroxy-2-oxo-4-(phosphonooxy)butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f91f94e4bb0>

HMDB0006801
     RDKit          3D
2-Oxo-3-hydroxy-4-phosphobutanoic acid
 20 19  0  0  0  0  0  0  0  0999 V2000
    1.7106    1.7397    0.3646 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1679    0.9769   -0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223    1.6017   -1.5199 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9727   -0.4540   -0.5471 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5119   -1.1257   -1.4676 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1634   -1.1522    0.4637 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3359   -2.5450    0.3171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3349   -0.8386    0.3333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5078    0.4992    0.4848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0713    1.0424    0.3764 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.0388    2.5569    0.1912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9917    0.7427    1.7543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8027    0.3486   -0.9794 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552    2.3696   -1.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5019   -0.8848    1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406   -3.0566    0.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8471   -1.4699    1.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6508   -1.1611   -0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3208   -0.1898    1.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8165    0.9999   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
  3 14  1  0
  6 15  1  1
  7 16  1  0
  8 17  1  0
  8 18  1  0
 12 19  1  0
 13 20  1  0
M  END
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PDB for #<Metabolite:0x00007f91f94e4bb0>

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  P   UNK     0      27.705 -17.463   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      26.158 -17.463   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      29.252 -17.463   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      27.698 -15.916   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      27.698 -19.010   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      24.830 -18.233   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.494 -17.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.174 -18.240   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      23.488 -15.923   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      20.831 -17.470   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      22.167 -19.780   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      19.496 -18.233   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      20.824 -15.923   0.000  0.00  0.00           O+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7   10   11                                                  
CONECT    9    7                                                            
CONECT   10    8   12   13                                                  
CONECT   11    8                                                            
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 #<Metabolite:0x00007f91f94e4bb0>

COMPND    HMDB0006801
HETATM    1  O1  UNL     1       1.711   1.740   0.365  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.168   0.977  -0.512  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.922   1.602  -1.520  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.973  -0.454  -0.547  1.00  0.00           C  
HETATM    5  O3  UNL     1       2.512  -1.126  -1.468  1.00  0.00           O  
HETATM    6  C3  UNL     1       1.163  -1.152   0.464  1.00  0.00           C  
HETATM    7  O4  UNL     1       1.336  -2.545   0.317  1.00  0.00           O  
HETATM    8  C4  UNL     1      -0.335  -0.839   0.333  1.00  0.00           C  
HETATM    9  O5  UNL     1      -0.508   0.499   0.485  1.00  0.00           O  
HETATM   10  P1  UNL     1      -2.071   1.042   0.376  1.00  0.00           P  
HETATM   11  O6  UNL     1      -2.039   2.557   0.191  1.00  0.00           O  
HETATM   12  O7  UNL     1      -2.992   0.743   1.754  1.00  0.00           O  
HETATM   13  O8  UNL     1      -2.803   0.349  -0.979  1.00  0.00           O  
HETATM   14  H1  UNL     1       2.455   2.370  -1.986  1.00  0.00           H  
HETATM   15  H2  UNL     1       1.502  -0.885   1.465  1.00  0.00           H  
HETATM   16  H3  UNL     1       0.641  -3.057   0.773  1.00  0.00           H  
HETATM   17  H4  UNL     1      -0.847  -1.470   1.086  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.651  -1.161  -0.695  1.00  0.00           H  
HETATM   19  H6  UNL     1      -3.321  -0.190   1.804  1.00  0.00           H  
HETATM   20  H7  UNL     1      -2.817   1.000  -1.707  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5    5    6
CONECT    6    7    8   15
CONECT    7   16
CONECT    8    9   17   18
CONECT    9   10
CONECT   10   11   11   12   13
CONECT   12   19
CONECT   13   20
END
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SMILES for #<Metabolite:0x00007f91f94e4bb0>

O[C@H](COP(O)(O)=O)C(=O)C(O)=O
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INCHI for #<Metabolite:0x00007f91f94e4bb0>

InChI=1S/C4H7O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2,5H,1H2,(H,7,8)(H2,9,10,11)/t2-/m1/s1
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Synonyms
ValueSource
(3R)-3-Hydroxy-2-oxo-4-phosphonooxybutanoateChEBI
2-oxo-3-Hydroxy-4-phosphobutanoateChEBI
alpha-Keto-3-hydroxy-4-phosphobutyrateChEBI
(3R)-3-Hydroxy-2-oxo-4-phosphooxybutanoateKegg
(3R)-3-Hydroxy-2-oxo-4-phosphonooxybutanoic acidGenerator
a-Keto-3-hydroxy-4-phosphobutyrateGenerator
a-Keto-3-hydroxy-4-phosphobutyric acidGenerator
alpha-Keto-3-hydroxy-4-phosphobutyric acidGenerator
Α-keto-3-hydroxy-4-phosphobutyrateGenerator
Α-keto-3-hydroxy-4-phosphobutyric acidGenerator
(3R)-3-Hydroxy-2-oxo-4-phosphooxybutanoic acidGenerator
Molecular FormulaC4H7O8P
Average Mass214.0673
Monoisotopic Mass213.987853712
IUPAC Name(3R)-3-hydroxy-2-oxo-4-(phosphonooxy)butanoic acid
Traditional Name(3R)-3-hydroxy-2-oxo-4-(phosphonooxy)butanoic acid
CAS Registry NumberNot Available
SMILES
O[C@H](COP(O)(O)=O)C(=O)C(O)=O
InChI Identifier
InChI=1S/C4H7O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2,5H,1H2,(H,7,8)(H2,9,10,11)/t2-/m1/s1
InChI KeyMZJFVXDTNBHTKZ-UWTATZPHSA-N