MiMeDB: Showing metabocard for 6-Phosphogluconic acid (MMDBc0029615)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:34:39 UTC

Update Date

2024-10-15 17:52:28 UTC

Metabolite ID

MMDBc0029615

Metabolite Identification

Common Name

6-Phosphogluconic acid

Description

6-Phosphogluconic acid is an intermediate in the Pentose phosphate pathway (KEGG)

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0001316
     RDKit          3D
6-Phosphogluconic acid
 30 29  0  0  0  0  0  0  0  0999 V2000
    2.4761   -1.9317    0.8332 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2730   -1.1125    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5593   -1.0592    0.8145 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8313   -0.2256   -0.7411 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9267    0.5752   -1.1150 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7360    0.7297   -0.3663 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4807    1.5015   -1.5150 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4733    0.0387    0.0870 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0464   -0.7858   -0.9534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6433    1.0747    0.2675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3615    1.9683    1.2715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297    0.3464    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2507   -0.5727   -0.4264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6734   -1.3906   -0.1061 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.3969   -2.8145    0.3417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5259   -0.6030    1.1162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6367   -1.4421   -1.5017 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3890   -1.3241    0.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5781   -0.8157   -1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0063    1.2583   -0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0783    1.4159    0.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4974    0.8632   -2.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6063   -0.5552    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2605   -0.1572   -1.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7515    1.5823   -0.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0593    2.8197    0.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8706   -0.1516    1.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7458    1.0956    0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0275    0.1776    0.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8249   -0.5057   -1.7938 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
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 14 17  1  0
  3 18  1  0
  4 19  1  6
  5 20  1  0
  6 21  1  1
  7 22  1  0
  8 23  1  1
  9 24  1  0
 10 25  1  6
 11 26  1  0
 12 27  1  0
 12 28  1  0
 16 29  1  0
 17 30  1  0
M  END


  Mrv1652309042000212D          

 17 16  0  0  1  0            999 V2000
   11.2220   -9.2159    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.5075   -9.6285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6345   -9.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9365   -8.8034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3640   -8.3909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6496  -10.4535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0786  -10.4535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9351   -8.3909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5061   -9.2159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8095   -8.5015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2206  -10.4535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3640   -9.2159    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6496   -9.6285    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0786   -9.6285    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9351   -9.2159    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7930   -9.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2206   -9.6285    0.0000 C   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 10  2  0  0  0  0
  2 16  1  0  0  0  0
 12  5  1  6  0  0  0
 13  6  1  6  0  0  0
 14  7  1  1  0  0  0
 15  8  1  6  0  0  0
  9 17  1  0  0  0  0
 11 17  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029615

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H13O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-5,7-10H,1H2,(H,11,12)(H2,13,14,15)/t2-,3-,4+,5-/m1/s1

> <INCHI_KEY>
BIRSGZKFKXLSJQ-SQOUGZDYSA-N

> <FORMULA>
C6H13O10P

> <MOLECULAR_WEIGHT>
276.1352

> <EXACT_MASS>
276.024633148

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
21.604298093643212

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)hexanoic acid

> <ALOGPS_LOGP>
-2.27

> <JCHEM_LOGP>
-3.533310342

> <ALOGPS_LOGS>
-1.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.4439499496677928

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4859275426968526

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5395749600526454

> <JCHEM_POLAR_SURFACE_AREA>
184.98

> <JCHEM_REFRACTIVITY>
49.14390000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.07e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-phosphogluconic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001316
     RDKit          3D
6-Phosphogluconic acid
 30 29  0  0  0  0  0  0  0  0999 V2000
    2.4761   -1.9317    0.8332 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2730   -1.1125    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5593   -1.0592    0.8145 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8313   -0.2256   -0.7411 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9267    0.5752   -1.1150 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7360    0.7297   -0.3663 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4807    1.5015   -1.5150 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4733    0.0387    0.0870 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0464   -0.7858   -0.9534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6433    1.0747    0.2675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3615    1.9683    1.2715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297    0.3464    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2507   -0.5727   -0.4264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6734   -1.3906   -0.1061 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.3969   -2.8145    0.3417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5259   -0.6030    1.1162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6367   -1.4421   -1.5017 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3890   -1.3241    0.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5781   -0.8157   -1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0063    1.2583   -0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0783    1.4159    0.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4974    0.8632   -2.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6063   -0.5552    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2605   -0.1572   -1.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7515    1.5823   -0.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0593    2.8197    0.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8706   -0.1516    1.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7458    1.0956    0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0275    0.1776    0.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8249   -0.5057   -1.7938 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
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 14 17  1  0
  3 18  1  0
  4 19  1  6
  5 20  1  0
  6 21  1  1
  7 22  1  0
  8 23  1  1
  9 24  1  0
 10 25  1  6
 11 26  1  0
 12 27  1  0
 12 28  1  0
 16 29  1  0
 17 30  1  0
M  END

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      20.948 -17.203   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      19.614 -17.973   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      21.718 -18.537   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      22.281 -16.433   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      15.613 -15.663   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      14.279 -19.513   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      16.947 -19.513   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      12.946 -15.663   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      10.278 -17.203   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      20.178 -15.869   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      11.612 -19.513   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      15.613 -17.203   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.279 -17.973   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.947 -17.973   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.946 -17.203   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.280 -17.203   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.612 -17.973   0.000  0.00  0.00           C+0
CONECT    1    2    3    4   10                                             
CONECT    2    1   16                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5   12                                                            
CONECT    6   13                                                            
CONECT    7   14                                                            
CONECT    8   15                                                            
CONECT    9   17                                                            
CONECT   10    1                                                            
CONECT   11   17                                                            
CONECT   12    5   13   14                                                  
CONECT   13    6   12   15                                                  
CONECT   14    7   12   16                                                  
CONECT   15    8   13   17                                                  
CONECT   16    2   14                                                       
CONECT   17    9   11   15                                                  
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0001316
HETATM    1  O1  UNL     1       2.476  -1.932   0.833  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.273  -1.112   0.336  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.559  -1.059   0.815  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.831  -0.226  -0.741  1.00  0.00           C  
HETATM    5  O3  UNL     1       3.927   0.575  -1.115  1.00  0.00           O  
HETATM    6  C3  UNL     1       1.736   0.730  -0.366  1.00  0.00           C  
HETATM    7  O4  UNL     1       1.481   1.502  -1.515  1.00  0.00           O  
HETATM    8  C4  UNL     1       0.473   0.039   0.087  1.00  0.00           C  
HETATM    9  O5  UNL     1       0.046  -0.786  -0.953  1.00  0.00           O  
HETATM   10  C5  UNL     1      -0.643   1.075   0.267  1.00  0.00           C  
HETATM   11  O6  UNL     1      -0.362   1.968   1.271  1.00  0.00           O  
HETATM   12  C6  UNL     1      -1.930   0.346   0.573  1.00  0.00           C  
HETATM   13  O7  UNL     1      -2.251  -0.573  -0.426  1.00  0.00           O  
HETATM   14  P1  UNL     1      -3.673  -1.391  -0.106  1.00  0.00           P  
HETATM   15  O8  UNL     1      -3.397  -2.815   0.342  1.00  0.00           O  
HETATM   16  O9  UNL     1      -4.526  -0.603   1.116  1.00  0.00           O  
HETATM   17  O10 UNL     1      -4.637  -1.442  -1.502  1.00  0.00           O  
HETATM   18  H1  UNL     1       5.389  -1.324   0.308  1.00  0.00           H  
HETATM   19  H2  UNL     1       2.578  -0.816  -1.659  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.006   1.258  -0.398  1.00  0.00           H  
HETATM   21  H4  UNL     1       2.078   1.416   0.414  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.497   0.863  -2.277  1.00  0.00           H  
HETATM   23  H6  UNL     1       0.606  -0.555   0.990  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.261  -0.157  -1.683  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.752   1.582  -0.711  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.059   2.820   0.867  1.00  0.00           H  
HETATM   27  H10 UNL     1      -1.871  -0.152   1.565  1.00  0.00           H  
HETATM   28  H11 UNL     1      -2.746   1.096   0.609  1.00  0.00           H  
HETATM   29  H12 UNL     1      -5.028   0.178   0.726  1.00  0.00           H  
HETATM   30  H13 UNL     1      -4.825  -0.506  -1.794  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   18
CONECT    4    5    6   19
CONECT    5   20
CONECT    6    7    8   21
CONECT    7   22
CONECT    8    9   10   23
CONECT    9   24
CONECT   10   11   12   25
CONECT   11   26
CONECT   12   13   27   28
CONECT   13   14
CONECT   14   15   15   16   17
CONECT   16   29
CONECT   17   30
END

HMDB0001316
     RDKit          3D
6-Phosphogluconic acid
 30 29  0  0  0  0  0  0  0  0999 V2000
    2.4761   -1.9317    0.8332 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2730   -1.1125    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5593   -1.0592    0.8145 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8313   -0.2256   -0.7411 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9267    0.5752   -1.1150 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7360    0.7297   -0.3663 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4807    1.5015   -1.5150 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4733    0.0387    0.0870 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0464   -0.7858   -0.9534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6433    1.0747    0.2675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3615    1.9683    1.2715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297    0.3464    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2507   -0.5727   -0.4264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6734   -1.3906   -0.1061 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.3969   -2.8145    0.3417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5259   -0.6030    1.1162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6367   -1.4421   -1.5017 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3890   -1.3241    0.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5781   -0.8157   -1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0063    1.2583   -0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0783    1.4159    0.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4974    0.8632   -2.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6063   -0.5552    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2605   -0.1572   -1.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7515    1.5823   -0.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0593    2.8197    0.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8706   -0.1516    1.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7458    1.0956    0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0275    0.1776    0.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8249   -0.5057   -1.7938 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
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 14 17  1  0
  3 18  1  0
  4 19  1  6
  5 20  1  0
  6 21  1  1
  7 22  1  0
  8 23  1  1
  9 24  1  0
 10 25  1  6
 11 26  1  0
 12 27  1  0
 12 28  1  0
 16 29  1  0
 17 30  1  0
M  END

Synonyms

Value	Source
6-Phospho-D-gluconate	ChEBI
6-Phospho-D-gluconic acid	Generator
6-Phosphogluconate	Generator
6-O-Phosphono-D-gluconic acid	HMDB
6-p-Gluconate	HMDB
D-Gluconic acid 6-(dihydrogen phosphate)	HMDB
D-Gluconic acid 6-phosphate	HMDB
Gluconic acid-6-phosphate	HMDB
Gluconate 6-phosphate	HMDB

Molecular Formula

C₆H₁₃O₁₀P

Average Mass

276.1352

Monoisotopic Mass

276.024633148

IUPAC Name

(2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)hexanoic acid

Traditional Name

6-phosphogluconic acid

CAS Registry Number

921-62-0

SMILES

O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O

InChI Identifier

InChI=1S/C6H13O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-5,7-10H,1H2,(H,11,12)(H2,13,14,15)/t2-,3-,4+,5-/m1/s1

InChI Key

BIRSGZKFKXLSJQ-SQOUGZDYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharide phosphates

Alternative Parents

Substituents

Gluconic_acid
Hexose monosaccharide
Monosaccharide phosphate
Medium-chain hydroxy acid
Medium-chain fatty acid
Monoalkyl phosphate
Beta-hydroxy acid
Hydroxy fatty acid
Alkyl phosphate
Fatty acid
Alpha-hydroxy acid
Phosphoric acid ester
Organic phosphoric acid derivative
Fatty acyl
Hydroxy acid
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Carbonyl group
Alcohol
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

gluconic acid phosphate (CHEBI:48928 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	20.7 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-3.5	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	184.98 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	49.14 m³·mol⁻¹	ChemAxon
Polarizability	21.6 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Endoplasmic reticulum

Biospecimen Locations

Adipose Tissue
Cellular Cytoplasm
Epidermis
Feces
Fibroblasts
Placenta
Prostate
Saliva

Tissue Locations

Adipose Tissue
Epidermis
Fibroblasts
Placenta
Prostate

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191996	6-phosphogluconolactonase	Enzyme	O95336	Homo sapiens
MMDBp0191998	GDH/6PGL endoplasmic bifunctional protein	Unknown	O95479	Homo sapiens
MMDBp0192650	6-phosphogluconate dehydrogenase, decarboxylating	Enzyme	P52209	Homo sapiens
MMDBp0194180	Putative uncharacterized protein PGD	Enzyme	A9Z1X1	Homo sapiens
MMDBp0195922	Probable gluconokinase	Enzyme	Q5T6J7	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018469	6-Phosphonoglucono-D-lactone	6-Phosphogluconic acid	6-phosphogluconolactonase	Hydrolysis	PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	11	Human feces; Human sputum; Human ; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; Human subgingival plaque; Human saliva	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	271	Human feces; Human ; Human sputum; Human saliva; Human urine; Human supragingival plaque; Pig ; Cattle ; Human subgingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	212	Human feces; Human sputum; Human ; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; Human subgingival plaque; Human saliva	Unknown; Metabolic reconstruction
Bacteria	Actinobacteria	13	Human feces; Human pleural fluid plaque; Human dental plaque; Human sputum; Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque; Cattle	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	100	Human feces; Human pleural fluid plaque; Human dental plaque; Human sputum; Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque; Cattle	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	80	Human feces; Human ; Human stool; Human saliva	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	2	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Bacteria	Firmicutes	14	Human feces; Human ; Human sputum; Human saliva; Human urine; Human supragingival plaque; Pig ; Cattle ; Human subgingival plaque	Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	9	Human feces; Human saliva; Human supragingival plaque	Unknown
Bacteria/Eubacteria	Chlamydiae	3	Human
Eukaryota/Fungi	Mucoromycota	1
Bacteria/Eubacteria	Cyanobacteria	2
Bacteria	nah	1
Bacteria/Eubacteria	Spirochaetes	2	Human
Bacteria/Eubacteria	Thermotogae	1
Archaea/Archaea	Euryarchaeota	1		Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
Drugs - Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human Cellular cytoplasm	Detected and Quantified	2720		uM	Adult (>18 years old)	Both	Normal	HMDB	15882454
Human Saliva	Detected and Quantified	0.117	0.228	uM	Adult (>18 years old)	Not Specified	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	0.171	0.231	uM	Adult (>18 years old)	Female	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	0.253	0.218	uM	Adult (>18 years old)	Not Specified	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	0.557	0.537	uM	Adult (>18 years old)	Male	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Adipose tissue	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Epidermis	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Prostate	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0001316

DrugBank ID

DB02076

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

6-Phosphogluconic_acid

METLIN ID

367

PubChem Compound

91493

PDB ID

Not Available

ChEBI ID

48928

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Harada S: Isoelectrofocusing in acetate membrane: the method and application. Clin Chim Acta. 1975 Sep 16;63(3):275-83. doi: 10.1016/0009-8981(75)90048-0. [PubMed:240520 ]
Schwerd W, Fehrer HD: [The detection of inherited enzyme polymorphism in semen (author's transl)]. Z Rechtsmed. 1979 Jul 17;83(2):129-38. doi: 10.1007/BF02092269. [PubMed:494813 ]
Moghetti P, Bonora E, Cigolini M, Querena M, Cacciatori V, Muggeo M: Enzymatic activities related to intermediary metabolism of glucose in circulating mononuclear cells from obese humans: relationship to enzyme activity in adipose tissue. Enzyme. 1990;43(1):26-32. doi: 10.1159/000468702. [PubMed:2141817 ]
Harmon CS, Phizackerley PJ: Glycogen metabolism in psoriatic epidermis and in regenerating epidermis. Clin Sci (Lond). 1984 Sep;67(3):291-8. doi: 10.1042/cs0670291. [PubMed:6432401 ]
Chen SH, Karp LE, Scott CR, Chen W: Use of genetic markers to certify fetal origin of cultured amniotic fluid cells. Hum Genet. 1981;57(3):323-4. doi: 10.1007/BF00278954. [PubMed:6454643 ]
Ahmed N, Weidemann MJ: Purine metabolism in promyelocytic HL60 and dimethylsulphoxide-differentiated HL60 cells. Leuk Res. 1994 Jun;18(6):441-51. doi: 10.1016/0145-2126(94)90080-9. [PubMed:8207962 ]
Swierczynski J, Goyke E, Wach L, Pankiewicz A, Kochan Z, Adamonis W, Sledzinski Z, Aleksandrowicz Z: Comparative study of the lipogenic potential of human and rat adipose tissue. Metabolism. 2000 May;49(5):594-9. doi: 10.1016/s0026-0495(00)80033-5. [PubMed:10831168 ]
Nakayama Y, Kinoshita A, Tomita M: Dynamic simulation of red blood cell metabolism and its application to the analysis of a pathological condition. Theor Biol Med Model. 2005 May 9;2:18. doi: 10.1186/1742-4682-2-18. [PubMed:15882454 ]
Wamelink MM, Struys EA, Huck JH, Roos B, van der Knaap MS, Jakobs C, Verhoeven NM: Quantification of sugar phosphate intermediates of the pentose phosphate pathway by LC-MS/MS: application to two new inherited defects of metabolism. J Chromatogr B Analyt Technol Biomed Life Sci. 2005 Aug 25;823(1):18-25. doi: 10.1016/j.jchromb.2005.01.001. Epub 2005 Jan 23. [PubMed:16055050 ]
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for 6-Phosphogluconic acid (MMDBc0029615)

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