Showing metabocard for 2-Phosphoglyceric acid (MMDBc0030365)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:05:25 UTC
Update Date2024-04-30 19:45:58 UTC
Metabolite IDMMDBc0030365
Metabolite Identification
Common Name2-Phosphoglyceric acid
Description2-Phosphoglyceric acid (2PGA) is a glyceric acid which serves as the substrate in the ninth step of glycolysis. It is catalyzed by enolase into phosphoenolpyruvate (PEP), the penultimate step in the conversion of glucose to pyruvate. Enolase catalyzes the beta-elimination reaction in a stepwise manner wherein OH- is eliminated from C3 of a discrete carbanion (enolate) intermediate. This intermediate is created by removal of the proton from C2 of 2PGA by a base in the active site. (PMID: 8994873 , Wikipedia )
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f920c16c5b0>


  Mrv1652309042000002D          

 11 10  0  0  0  0            999 V2000
10018.432810018.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10018.432810017.9700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.148210017.5560    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10018.735210016.8407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.864610017.9700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.561210016.8407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.717410019.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10017.000810018.7965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.717410020.0333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.148010019.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10019.863210018.7965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 10  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
  3  6  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 10 11  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f920c16c5b0>

HMDB0000362
     RDKit          3D
2-Phosphoglyceric acid
 18 17  0  0  0  0  0  0  0  0999 V2000
   -1.8335    0.2379   -2.1274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3673   -0.3783   -1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7764   -1.6735   -0.8517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3728    0.2923   -0.2543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1040    1.4905    0.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4623    2.3775   -0.6621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0207   -0.5783    0.7520 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6086   -0.9087    0.8416 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.1839   -0.1729    2.0338 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4653   -0.4579   -0.5274 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8445   -2.5714    1.1363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2738   -1.8738    0.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4738    0.6460   -0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269    1.1597    0.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4827    2.0192    1.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8373    3.1454   -0.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0357    0.3267   -0.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9459   -3.0804    0.2982 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  1  0
  5  6  1  0
  4  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
  3 12  1  0
  4 13  1  0
  5 14  1  0
  5 15  1  0
  6 16  1  0
 10 17  1  0
 11 18  1  0
M  END
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3D SDF for #<Metabolite:0x00007f920c16c5b0>


  Mrv1652309042000002D          

 11 10  0  0  0  0            999 V2000
10018.432810018.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10018.432810017.9700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.148210017.5560    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10018.735210016.8407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.864610017.9700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.561210016.8407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.717410019.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10017.000810018.7965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.717410020.0333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.148010019.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10019.863210018.7965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 10  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
  3  6  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 10 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030365

> <DATABASE_NAME>
MIME

> <SMILES>
OCC(OP(O)(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H7O7P/c4-1-2(3(5)6)10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)

> <INCHI_KEY>
GXIURPTVHJPJLF-UHFFFAOYSA-N

> <FORMULA>
C3H7O7P

> <MOLECULAR_WEIGHT>
186.0572

> <EXACT_MASS>
185.99293909

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
13.367617096601714

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxy-2-(phosphonooxy)propanoic acid

> <ALOGPS_LOGP>
-2.24

> <JCHEM_LOGP>
-1.642305516

> <ALOGPS_LOGS>
-0.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.483549412336347

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8080623457428864

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0640832510433764

> <JCHEM_POLAR_SURFACE_AREA>
124.28999999999999

> <JCHEM_REFRACTIVITY>
31.256400000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.03e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-phosphoglyceric acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f920c16c5b0>

HMDB0000362
     RDKit          3D
2-Phosphoglyceric acid
 18 17  0  0  0  0  0  0  0  0999 V2000
   -1.8335    0.2379   -2.1274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3673   -0.3783   -1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7764   -1.6735   -0.8517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3728    0.2923   -0.2543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1040    1.4905    0.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4623    2.3775   -0.6621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0207   -0.5783    0.7520 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6086   -0.9087    0.8416 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.1839   -0.1729    2.0338 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4653   -0.4579   -0.5274 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8445   -2.5714    1.1363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2738   -1.8738    0.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4738    0.6460   -0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269    1.1597    0.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4827    2.0192    1.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8373    3.1454   -0.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0357    0.3267   -0.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9459   -3.0804    0.2982 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  1  0
  5  6  1  0
  4  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
  3 12  1  0
  4 13  1  0
  5 14  1  0
  5 15  1  0
  6 16  1  0
 10 17  1  0
 11 18  1  0
M  END
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PDB for #<Metabolite:0x00007f920c16c5b0>

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  C   UNK     0    8701.0758701.753   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8701.0758700.211   0.000  0.00  0.00           O+0
HETATM    3  P   UNK     0    8702.4108699.438   0.000  0.00  0.00           P+0
HETATM    4  O   UNK     0    8701.6398698.103   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8703.7478700.211   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8703.1818698.103   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8699.7398702.520   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8698.4018701.753   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8699.7398704.062   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8702.4108702.520   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8703.7458701.753   0.000  0.00  0.00           O+0
CONECT    1    2    7   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3                                                            
CONECT    7    1    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    1   11                                                       
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for #<Metabolite:0x00007f920c16c5b0>

COMPND    HMDB0000362
HETATM    1  O1  UNL     1      -1.834   0.238  -2.127  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.367  -0.378  -1.131  1.00  0.00           C  
HETATM    3  O2  UNL     1      -1.776  -1.673  -0.852  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.373   0.292  -0.254  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.104   1.490   0.365  1.00  0.00           C  
HETATM    6  O3  UNL     1      -1.462   2.378  -0.662  1.00  0.00           O  
HETATM    7  O4  UNL     1      -0.021  -0.578   0.752  1.00  0.00           O  
HETATM    8  P1  UNL     1       1.609  -0.909   0.842  1.00  0.00           P  
HETATM    9  O5  UNL     1       2.184  -0.173   2.034  1.00  0.00           O  
HETATM   10  O6  UNL     1       2.465  -0.458  -0.527  1.00  0.00           O  
HETATM   11  O7  UNL     1       1.845  -2.571   1.136  1.00  0.00           O  
HETATM   12  H1  UNL     1      -2.274  -1.874   0.000  1.00  0.00           H  
HETATM   13  H2  UNL     1       0.474   0.646  -0.857  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.027   1.160   0.882  1.00  0.00           H  
HETATM   15  H4  UNL     1      -0.483   2.019   1.097  1.00  0.00           H  
HETATM   16  H5  UNL     1      -0.837   3.145  -0.636  1.00  0.00           H  
HETATM   17  H6  UNL     1       3.036   0.327  -0.359  1.00  0.00           H  
HETATM   18  H7  UNL     1       1.946  -3.080   0.298  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   12
CONECT    4    5    7   13
CONECT    5    6   14   15
CONECT    6   16
CONECT    7    8
CONECT    8    9    9   10   11
CONECT   10   17
CONECT   11   18
END
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SMILES for #<Metabolite:0x00007f920c16c5b0>

OCC(OP(O)(O)=O)C(O)=O
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INCHI for #<Metabolite:0x00007f920c16c5b0>

InChI=1S/C3H7O7P/c4-1-2(3(5)6)10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)
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Synonyms
ValueSource
3-Hydroxy-2-(phosphonooxy)propanoic acidChEBI
3-Hydroxy-2-(phosphonooxy)propanoateGenerator
2-PhosphoglycerateGenerator
2-(Dihydrogen phosphate)glycerateHMDB
2-(Dihydrogen phosphate)glyceric acidHMDB
2-P-D-GlycerateHMDB
2-P-D-Glyceric acidHMDB
2-P-GlycerateHMDB
2-P-Glyceric acidHMDB
2-phospho-D-GlycerateHMDB
2-phospho-DL-Glyceric acidHMDB
3-Hydroxy-2-phosphonooxypropanoateHMDB
3-Hydroxy-2-phosphonooxypropanoic acidHMDB
DL-2-PhosphoglycerateHMDB
Glycerate 2-phosphateHMDB
Glyceric acid 2-phosphateHMDB
PhosphoglycerateHMDB
2-Phosphoglycerate, (+-)-isomerMeSH, HMDB
2-Phosphoglycerate, (R)-isomerMeSH, HMDB
2-Phosphoglycerate, (S)-isomerMeSH, HMDB
2-Phosphoglycerate, monosodium saltMeSH, HMDB
2-Phospho-DL-glyceric acidHMDB
2-Phosphoglyceric acidHMDB
Molecular FormulaC3H7O7P
Average Mass186.0572
Monoisotopic Mass185.99293909
IUPAC Name3-hydroxy-2-(phosphonooxy)propanoic acid
Traditional Name2-phosphoglyceric acid
CAS Registry Number2553-59-5
SMILES
OCC(OP(O)(O)=O)C(O)=O
InChI Identifier
InChI=1S/C3H7O7P/c4-1-2(3(5)6)10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)
InChI KeyGXIURPTVHJPJLF-UHFFFAOYSA-N