Showing metabocard for (2S)-2-phospholactic acid (MMDBc0054858)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 19:36:31 UTC
Update Date2022-08-12 20:09:06 UTC
Metabolite IDMMDBc0054858
Metabolite Identification
Common Name(2S)-2-phospholactic acid
Description2-phosphonato-L-lactate(3-), also known as (2S)-2-phospholactate or 2-phosphonato-L-lactate trianion, belongs to the class of organic compounds known as alkyl phosphates. These are organic compounds containing a phosphate group that is linked to one or more alkyl chains. Based on a literature review very few articles have been published on 2-phosphonato-L-lactate(3-).
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fdb4ca7e9f8>


  Mrv1652306172221362D          

 11 10  0  0  1  0            999 V2000
    0.8250   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  9  2  1  0  0  0  0
 10  6  1  0  0  0  0
 10  7  1  0  0  0  0
 10  8  2  0  0  0  0
 10  9  1  0  0  0  0
  2 11  1  1  0  0  0
M  CHG  3   5  -1   6  -1   7  -1
M  END
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3D MOL for #<Metabolite:0x00007fdb4ca7e9f8>

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3D SDF for #<Metabolite:0x00007fdb4ca7e9f8>

  Mrv1652306172221362D          

 11 10  0  0  1  0            999 V2000
    0.8250   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  9  2  1  0  0  0  0
 10  6  1  0  0  0  0
 10  7  1  0  0  0  0
 10  8  2  0  0  0  0
 10  9  1  0  0  0  0
  2 11  1  1  0  0  0
M  CHG  3   5  -1   6  -1   7  -1
M  END
> <DATABASE_ID>
MMDBc0054858

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C3H7O6P/c1-2(3(4)5)9-10(6,7)8/h2H,1H3,(H,4,5)(H2,6,7,8)/p-3/t2-/m0/s1

> <INCHI_KEY>
CSZRNWHGZPKNKY-REOHCLBHSA-K

> <FORMULA>
C3H4O6P

> <MOLECULAR_WEIGHT>
167.034

> <EXACT_MASS>
166.976195587

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
11.548557599758086

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-3

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-(phosphonooxy)propanoate

> <JCHEM_LOGP>
-0.5953955493333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.704771924198286

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1274173781244752

> <JCHEM_POLAR_SURFACE_AREA>
112.55000000000001

> <JCHEM_REFRACTIVITY>
38.306400000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-(phosphonooxy)propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fdb4ca7e9f8>
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PDB for #<Metabolite:0x00007fdb4ca7e9f8>
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       1.540  -2.667   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       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.620  -2.667   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       4.620  -0.000   0.000  0.00  0.00           O-1
HETATM    6  O   UNK     0      -1.540   0.000   0.000  0.00  0.00           O-1
HETATM    7  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O-1
HETATM    8  O   UNK     0       0.000  -1.540   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       1.540   0.000   0.000  0.00  0.00           O+0
HETATM   10  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   11  H   UNK     0       3.080  -2.667   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    9   11                                             
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6   10                                                            
CONECT    7   10                                                            
CONECT    8   10                                                            
CONECT    9    2   10                                                       
CONECT   10    6    7    8    9                                             
CONECT   11    2                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

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3D PDB for #<Metabolite:0x00007fdb4ca7e9f8>
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SMILES for #<Metabolite:0x00007fdb4ca7e9f8>
[H][C@@](C)(OP([O-])([O-])=O)C([O-])=O
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INCHI for #<Metabolite:0x00007fdb4ca7e9f8>
InChI=1S/C3H7O6P/c1-2(3(4)5)9-10(6,7)8/h2H,1H3,(H,4,5)(H2,6,7,8)/p-3/t2-/m0/s1
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Synonyms
ValueSource
(2S)-2-(Phosphonatooxy)propionateChEBI
(2S)-2-PhospholactateChEBI
2-Phosphonato-L-lactate trianionChEBI
(2S)-2-(Phosphonatooxy)propionic acidGenerator
(2S)-2-Phospholactic acidGenerator
2-Phosphonato-L-lactic acid trianionGenerator
2-Phosphonato-L-lactic acid(3-)Generator
Molecular FormulaC3H4O6P
Average Mass167.034
Monoisotopic Mass166.976195587
IUPAC Name(2S)-2-(phosphonooxy)propanoate
Traditional Name(2S)-2-(phosphonooxy)propanoate
CAS Registry NumberNot Available
SMILES
[H][C@@](C)(OP([O-])([O-])=O)C([O-])=O
InChI Identifier
InChI=1S/C3H7O6P/c1-2(3(4)5)9-10(6,7)8/h2H,1H3,(H,4,5)(H2,6,7,8)/p-3/t2-/m0/s1
InChI KeyCSZRNWHGZPKNKY-REOHCLBHSA-K