MiMeDB: Showing metabocard for Glucose 6-phosphate (MMDBc0029643)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:35:49 UTC

Update Date

2022-08-31 14:16:16 UTC

Metabolite ID

MMDBc0029643

Metabolite Identification

Common Name

Glucose 6-phosphate

Description

Glucose 6 phosphate (alpha-D-glucose 6 phosphate or G6P) is the alpha-anomer of glucose-6-phosphate. There are two anomers of glucose 6 phosphate, the alpha anomer and the beta anomer Glucose-6-phosphate is a phosphorylated glucose molecule on carbon 6. When glucose enters a cell, it is immediately phosphorylated to G6P. This is catalyzed with hexokinase enzymes, thus consuming one ATP. A major reason for immediate phosphorylation of the glucose is so that it cannot diffuse out of the cell. The phosphorylation adds a charged group so the G6P cannot easily cross cell membranes. G6P can travel down two metabolic pathways, glycolysis and the pentose phosphate pathway. Note, the molecule now has 2 phosphoryl groups attached. The addition of the 2nd phosphoryl group is an irreversible step, so once this happens G6P will enter glycolysis and be turned into pyruvate (ATP production occurs). After being converted to G6P, phosphoglucose mutase (isomerase) can turn the molecule into glucose-1-phosphate. Glucose-1-phosphate can then be combined with uridine triphosphate (UTP) to form UDP-glucose. This reaction is driven by the hydrolysis of pyrophosphate that is released in the reaction. (Wikipedia )

Structure

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

HMDB0001401
     RDKit          3D
Glucose 6-phosphate
 29 29  0  0  0  0  0  0  0  0999 V2000
    4.7621   -0.8900   -1.2314 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7664   -0.5530   -0.1389 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.5887    1.1337   -0.0092 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449   -1.1940    1.3564 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2442   -1.2043   -0.5292 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3219   -0.5737    0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185   -0.0543   -0.4876 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6994   -1.1139   -0.8297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0091   -0.7023   -1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0752    0.3912   -1.9324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6382   -0.4421    0.2649 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9015    0.1105    0.1409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559    0.4130    1.1214 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2828   -0.3243    2.2103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5554    0.9618    0.4031 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8594    2.1059   -0.3521 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5793    1.3914    0.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2273   -1.0770    1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9171   -1.2361    1.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7511    0.3310    0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4487    0.4088   -1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5713   -1.5202   -1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9345    0.8575   -1.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7587   -1.4466    0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0866    0.6124    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3191    1.2636    1.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6149   -1.2536    2.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1425    1.3274    1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0509    2.2770   -0.9155 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  7  1  0
  3 17  1  0
  4 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  6
  9 22  1  0
 10 23  1  0
 11 24  1  1
 12 25  1  0
 13 26  1  1
 14 27  1  0
 15 28  1  1
 16 29  1  0
M  END


  Mrv1652309042000222D          

 16 16  0  0  1  0            999 V2000
   -1.8588    1.2102    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0330    1.2102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6845    1.2162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8708    0.3904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8708    2.0359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7116    0.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381   -0.0030    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1472   -0.8198    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8498    0.4144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8648   -1.2281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5555   -1.2432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5705    0.0120    0.0000 C   0  0  3  0  0  0  0  0  0  0  0  0
    1.5764   -0.8107    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8708   -2.0509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2791    0.4294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2942   -1.2191    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
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  6  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 10 14  1  1  0  0  0
 12 15  1  4  0  0  0
 13 16  1  6  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029643

> <DATABASE_NAME>
MIME

> <SMILES>
OC1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6?/m1/s1

> <INCHI_KEY>
NBSCHQHZLSJFNQ-GASJEMHNSA-N

> <FORMULA>
C6H13O9P

> <MOLECULAR_WEIGHT>
260.1358

> <EXACT_MASS>
260.029718526

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
21.0042642444784

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-2.06

> <JCHEM_LOGP>
-3.056105249333333

> <ALOGPS_LOGS>
-0.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.248752256962443

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.222936327751123

> <JCHEM_PKA_STRONGEST_BASIC>
-3.64935696086094

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
46.796299999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.14e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glucose 6-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001401
     RDKit          3D
Glucose 6-phosphate
 29 29  0  0  0  0  0  0  0  0999 V2000
    4.7621   -0.8900   -1.2314 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7664   -0.5530   -0.1389 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.5887    1.1337   -0.0092 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449   -1.1940    1.3564 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2442   -1.2043   -0.5292 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3219   -0.5737    0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185   -0.0543   -0.4876 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6994   -1.1139   -0.8297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0091   -0.7023   -1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0752    0.3912   -1.9324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6382   -0.4421    0.2649 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9015    0.1105    0.1409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559    0.4130    1.1214 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2828   -0.3243    2.2103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5554    0.9618    0.4031 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8594    2.1059   -0.3521 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5793    1.3914    0.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2273   -1.0770    1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9171   -1.2361    1.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7511    0.3310    0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4487    0.4088   -1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5713   -1.5202   -1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9345    0.8575   -1.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7587   -1.4466    0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0866    0.6124    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3191    1.2636    1.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6149   -1.2536    2.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1425    1.3274    1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0509    2.2770   -0.9155 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  7  1  0
  3 17  1  0
  4 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  6
  9 22  1  0
 10 23  1  0
 11 24  1  1
 12 25  1  0
 13 26  1  1
 14 27  1  0
 15 28  1  1
 16 29  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      -3.470   2.259   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      -1.928   2.259   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      -5.011   2.270   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -3.492   0.729   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -3.492   3.800   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.328   0.852   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.258  -0.006   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.275  -1.530   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.586   0.774   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.614  -2.292   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.037  -2.321   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.932   0.022   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.943  -1.513   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.625  -3.828   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       4.254   0.802   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.283  -2.276   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   12                                                       
CONECT   10    8   13   14                                                  
CONECT   11    8                                                            
CONECT   12    9   15   13                                                  
CONECT   13   10   16   12                                                  
CONECT   14   10                                                            
CONECT   15   12                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0001401
HETATM    1  O1  UNL     1       4.762  -0.890  -1.231  1.00  0.00           O  
HETATM    2  P1  UNL     1       3.766  -0.553  -0.139  1.00  0.00           P  
HETATM    3  O2  UNL     1       3.589   1.134  -0.009  1.00  0.00           O  
HETATM    4  O3  UNL     1       4.245  -1.194   1.356  1.00  0.00           O  
HETATM    5  O4  UNL     1       2.244  -1.204  -0.529  1.00  0.00           O  
HETATM    6  C1  UNL     1       1.322  -0.574   0.292  1.00  0.00           C  
HETATM    7  C2  UNL     1       0.118  -0.054  -0.488  1.00  0.00           C  
HETATM    8  O5  UNL     1      -0.699  -1.114  -0.830  1.00  0.00           O  
HETATM    9  C3  UNL     1      -2.009  -0.702  -1.086  1.00  0.00           C  
HETATM   10  O6  UNL     1      -2.075   0.391  -1.932  1.00  0.00           O  
HETATM   11  C4  UNL     1      -2.638  -0.442   0.265  1.00  0.00           C  
HETATM   12  O7  UNL     1      -3.901   0.110   0.141  1.00  0.00           O  
HETATM   13  C5  UNL     1      -1.756   0.413   1.121  1.00  0.00           C  
HETATM   14  O8  UNL     1      -1.283  -0.324   2.210  1.00  0.00           O  
HETATM   15  C6  UNL     1      -0.555   0.962   0.403  1.00  0.00           C  
HETATM   16  O9  UNL     1      -0.859   2.106  -0.352  1.00  0.00           O  
HETATM   17  H1  UNL     1       3.579   1.391   0.948  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.227  -1.077   1.481  1.00  0.00           H  
HETATM   19  H3  UNL     1       0.917  -1.236   1.083  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.751   0.331   0.793  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.449   0.409  -1.452  1.00  0.00           H  
HETATM   22  H6  UNL     1      -2.571  -1.520  -1.563  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.934   0.857  -1.760  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.759  -1.447   0.744  1.00  0.00           H  
HETATM   25  H9  UNL     1      -4.087   0.612   0.968  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.319   1.264   1.537  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.615  -1.254   2.215  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.142   1.327   1.199  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.051   2.277  -0.916  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4    5
CONECT    3   17
CONECT    4   18
CONECT    5    6
CONECT    6    7   19   20
CONECT    7    8   15   21
CONECT    8    9
CONECT    9   10   11   22
CONECT   10   23
CONECT   11   12   13   24
CONECT   12   25
CONECT   13   14   15   26
CONECT   14   27
CONECT   15   16   28
CONECT   16   29
END

HMDB0001401
     RDKit          3D
Glucose 6-phosphate
 29 29  0  0  0  0  0  0  0  0999 V2000
    4.7621   -0.8900   -1.2314 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7664   -0.5530   -0.1389 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.5887    1.1337   -0.0092 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449   -1.1940    1.3564 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2442   -1.2043   -0.5292 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3219   -0.5737    0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185   -0.0543   -0.4876 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6994   -1.1139   -0.8297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0091   -0.7023   -1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0752    0.3912   -1.9324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6382   -0.4421    0.2649 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9015    0.1105    0.1409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559    0.4130    1.1214 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2828   -0.3243    2.2103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5554    0.9618    0.4031 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8594    2.1059   -0.3521 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5793    1.3914    0.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2273   -1.0770    1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9171   -1.2361    1.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7511    0.3310    0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4487    0.4088   -1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5713   -1.5202   -1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9345    0.8575   -1.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7587   -1.4466    0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0866    0.6124    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3191    1.2636    1.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6149   -1.2536    2.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1425    1.3274    1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0509    2.2770   -0.9155 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  7  1  0
  3 17  1  0
  4 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  6
  9 22  1  0
 10 23  1  0
 11 24  1  1
 12 25  1  0
 13 26  1  1
 14 27  1  0
 15 28  1  1
 16 29  1  0
M  END

Synonyms

Value	Source
6-O-Phosphono-D-glucopyranose	ChEBI
D-Glucose 6-phosphate	ChEBI
GLC6p	ChEBI
Robison ester	ChEBI
D-Glucose 6-phosphoric acid	Generator
Glucose 6-phosphoric acid	Generator
a-D-Glucose 6- phosphate	HMDB
alpha-D-Glucose 6- phosphate	HMDB
alpha-D-Glucose 6-phosphate	HMDB
alpha-D-Hexose 6-phosphate	HMDB
D(+)-Glucopyranose 6-phosphate	HMDB
D-Glucose-6-dihydrogen phosphate	HMDB
D-Hexose 6-phosphate	HMDB
Glucose-6-phosphate	HMDB
Glucose 6-phosphate	KEGG
D-Glucopyranose 6-phosphoric acid	Generator

Molecular Formula

C₆H₁₃O₉P

Average Mass

260.1358

Monoisotopic Mass

260.029718526

IUPAC Name

{[(2R,3S,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}phosphonic acid

Traditional Name

glucose 6-phosphate

CAS Registry Number

56-73-5

SMILES

OC1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6?/m1/s1

InChI Key

NBSCHQHZLSJFNQ-GASJEMHNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexose phosphates

Alternative Parents

Substituents

Hexose phosphate
Monosaccharide phosphate
Monoalkyl phosphate
Organic phosphoric acid derivative
Alkyl phosphate
Oxane
Phosphoric acid ester
Hemiacetal
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Alcohol
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-hexopyranose 6-phosphate (CHEBI:4170 )
D-glucose 6-phosphate (CHEBI:4170 )

Functional Ontology

Not Available

Physical Properties

State

Liquid

Predicted Properties

Property	Value	Source
Water Solubility	31.4 g/L	ALOGPS
logP	-2.1	ALOGPS
logP	-3.1	ChemAxon
logS	-0.92	ALOGPS
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	46.8 m³·mol⁻¹	ChemAxon
Polarizability	21 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (6 TMS)	splash10-000b-1932000000-59f4881b86595037d013	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (6 TMS)	splash10-0f7t-1933000000-4894135f21c21c369428	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (6 TMS; 1 MEOX)	splash10-00di-9522000000-81266970683faa1f2aaf	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (6 TMS; 1 MEOX)	splash10-00di-9412000000-2f2a0e772025b48bf6f3	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (1 MEOX; 6 TMS)	splash10-000j-1956000000-692b4df2b9c16f6a780c	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (1 MEOX; 6 TMS)	splash10-000i-1957000000-bd94955ffc1474153a48	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (6 TMS)	splash10-0v0a-0596000000-676527ddfc1d596e78f8	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-000b-1932000000-59f4881b86595037d013	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0f7t-1933000000-4894135f21c21c369428	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-9522000000-81266970683faa1f2aaf	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-9412000000-2f2a0e772025b48bf6f3	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-000j-1956000000-692b4df2b9c16f6a780c	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-000i-1957000000-bd94955ffc1474153a48	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0v0a-0596000000-676527ddfc1d596e78f8	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-9740000000-a6e81224fb97751dc2e6	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-001i-6252790000-ef5662fb1886367e07f2	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)	splash10-03di-0090000000-5653def80d1b5ff0eebb	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)	splash10-000b-9200000000-66741d773ac31b347625	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)	splash10-000t-9000000000-068809fcfaff0d387e6b	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-0a4i-1090000000-d6e539d78b38c01dafea	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-0002-9210000000-8b9ff1c5095f48a81fef	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-0002-9000000000-f6e1147852f75db4c0a4	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-002b-9000000000-1c52fd659f8a2b795e51	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-004i-9000000000-d3f6a05e18ea6d56c56d	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-0006-0890000000-5f3047c92c970dfe6927	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-004i-0900000000-b84eb7685667fa7ee85e	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-004i-2900000000-d4a0d51bb6e2da28533a	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-004i-6900000000-dfb5bcbd9a7439c32352	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-03gi-9600000000-a0922c82e185f6b5aa67	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive	splash10-0006-0290000000-7ac7b397c52f29cd3822	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive	splash10-052b-6590000000-5cdbc23378480ac55c4f	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive	splash10-004i-1900000000-b74270f21c6086362227	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-002b-9000000000-bc69e8fa215a3b82dcf2	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0a4i-0090000000-d6e539d78b38c01dafea	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0002-9210000000-10019f92fd1eca143bab	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0490000000-94ea79ec673f4688b7a0	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dm-5940000000-c649262446626dcb8d6e	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uka-9800000000-aae2cb792906d2dec6cd	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6r-8290000000-8e20219f94b3fe964e38	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-b19b64f5cb4124047baf	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-ecb75a44e3d25affdf31	2016-09-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, H₂O, experimental)		2012-12-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)		2012-12-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
2D NMR	[¹H, ¹H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)		2012-12-04	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Endoplasmic reticulum

Biospecimen Locations

Adipose Tissue
Adrenal Gland
Blood
Cellular Cytoplasm
Feces
Fibroblasts
Kidney
Liver
Placenta
Saliva
Skeletal Muscle
Urine

Tissue Locations

Adipose Tissue
Adrenal Gland
Fibroblasts
Kidney
Liver
Placenta
Skeletal Muscle

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191880	Glucokinase	Enzyme	P35557	Homo sapiens
MMDBp0191882	Hexokinase-3	Enzyme	P52790	Homo sapiens
MMDBp0191883	Hexokinase-2	Enzyme	P52789	Homo sapiens
MMDBp0191885	Hexokinase-1	Enzyme	P19367	Homo sapiens
MMDBp0191997	Glucose-6-phosphate 1-dehydrogenase	Enzyme	P11413	Homo sapiens
MMDBp0191998	GDH/6PGL endoplasmic bifunctional protein	Unknown	O95479	Homo sapiens
MMDBp0192036	ADP-dependent glucokinase	Unknown	Q9BRR6	Homo sapiens
MMDBp0192037	Glycogen phosphorylase, liver form	Enzyme	P06737	Homo sapiens
MMDBp0192040	Glycogen phosphorylase, muscle form	Enzyme	P11217	Homo sapiens
MMDBp0192042	Glycogen phosphorylase, brain form	Enzyme	P11216	Homo sapiens
MMDBp0192043	Glucose-6-phosphatase	Enzyme	P35575	Homo sapiens
MMDBp0192426	Glucose-6-phosphate isomerase	Enzyme	P06744	Homo sapiens
MMDBp0191639	Phosphoglucomutase-1	Enzyme	P36871	Escherichia coli
MMDBp0193314	Glucose-6-phosphate translocase	Enzyme	O43826	Homo sapiens
MMDBp0193724	Glucokinase regulatory protein	Enzyme	Q14397	Homo sapiens
MMDBp0193931	Phosphoglucomutase-2	Unknown	Q96G03	Homo sapiens
MMDBp0193991	Glucose-6-phosphatase 3	Enzyme	Q9BUM1	Homo sapiens
MMDBp0193992	Glucose-6-phosphatase 2	Enzyme	Q9NQR9	Homo sapiens
MMDBp0194020	Inositol-3-phosphate synthase 1	Unknown	Q9NPH2	Homo sapiens
MMDBp0196842	Putative hexokinase HKDC1	Unknown	Q2TB90

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000452	Carbamoylphosphate	Carbon dioxide	Glucose-6-phosphatase, catalytic subunit	Carbamoyl Phosphate Phosphotransferase, Endoplasmic Reticulum	VMH	11946414 8384451
MMDBr0001258	Glucose 6-phosphate	6-Phosphonoglucono-D-lactone	Hexose-6-phosphate dehydrogenase (glucose 1-dehydrogenase)	Glucose-6-Phosphate Dehydrogenase, Endoplasmic Reticulum	VMH	10349511 12831846 2156506
MMDBr0001259	Glucose 6-phosphate	6-Phosphonoglucono-D-lactone	Glucose-6-phosphate dehydrogenase	Glucose 6-Phosphate Dehydrogenase, Endoplasmic Reticulum	VMH	10349511 12831846 2156506
MMDBr0001260	Glucose 6-phosphate	D-Glucose	Glucose-6-phosphatase, catalytic subunit	Glucose-6-Phosphate Phosphatase, Edoplasmic Reticular	VMH	10078553 11297555 12370122 12965222 13129915 15044018 8211187 8407995 9497333
MMDBr0001261	Glucose 6-phosphate	Glucose 6-phosphate	Solute carrier family 37 (glucose-6-phosphate transporter), member 4	Glucose 6-Phosphate Endoplasmic Reticular Transport via Diffusion	VMH	11032333 11140953 11879177 9428641
MMDBr0001674	Glucose 6-phosphate	myo-Inositol 6-phosphate	Inositol-3-phosphate synthase 1	Myo-Inositol-1-Phosphate Synthase	VMH	12941308
MMDBr0002515	D-Glucose	Glucose 6-phosphate	Glucokinase (hexokinase 4)	Hexokinase	VMH	30371894
MMDBr0002516	Deoxyadenosine triphosphate	dADP	Glucokinase (hexokinase 4)	Hexokinase	VMH	30371894
MMDBr0003784	Glucose 6-phosphate	Glucose 6-phosphate	Solute carrier family 37 (glucose-6-phosphate transporter), member 4	Major Facilitator (Mfs) Tcdb:2.A.1.4.5	VMH	12811562
MMDBr0005478	Glucose 6-phosphate	6-Phosphonoglucono-D-lactone	Glucose-6-phosphate dehydrogenase	Glucose 6-Phosphate Dehydrogenase	VMH	30371894
MMDBr0006941	D-Glucose	Glucose 6-phosphate	Not Available	D-glucose transport via PEP:Pyr PTS	VMH	30371894
MMDBr0007418	Glucose 6-phosphate	6-Phosphonoglucono-D-lactone	Not Available	Glucose 6-Phosphate Dehydrogenase	VMH	30371894
MMDBr0007419	Glucose 6-phosphate	beta-D-Glucose 6-phosphate	Not Available	Alpha-D-Glucose 6-phosphate ketol-isomerase	VMH	30371894
MMDBr0007464	Adenosine triphosphate	ADP	Not Available	Hexokinase (D-Glucose:ATP)	VMH	30371894
MMDBr0007521	Glucose 6-phosphate	Fructose 6-phosphate	Not Available	Glucose-6-Phosphate Isomerase	VMH	30371894
MMDBr0007525	Glucose 1-phosphate	Glucose 6-phosphate	Not Available	Phosphoglucomutase	VMH	30371894
MMDBr0007686	Water	2-(Hydroxymethyl)phenol	Not Available	6-phospho-beta-glucosidase	VMH	30371894
MMDBr0007688	Arbutin 6-phosphate	Glucose 6-phosphate	Not Available	Arbutin 6-phosphate glucohydrolase	VMH	30371894
MMDBr0007731	6-Phospho-beta-D-glucosyl-(1,4)-D-glucose	Glucose 6-phosphate	Not Available	6-phospho-beta-glucosidase	VMH	30371894
MMDBr0007820	Glucose 6-phosphate	Glucose 6-phosphate	Not Available	Glucose-6-phosphate transport via phosphate antiport	VMH	30371894
MMDBr0007981	Water	Glucose 6-phosphate	Not Available	Trehalose-6-phosphate hydrolase	VMH	30371894
MMDBr0007983	Glucose 6-phosphate	Hydrogen Ion	Not Available	Alpha,alpha-trehalose-phosphate synthase (UDP-forming)	VMH	30371894
MMDBr0008112	Phosphate	Glucose 1-phosphate	Not Available	Trehalose 6-phosphate:phosphate b-D-glucosyltransferase	VMH	30371894
MMDBr0008266	myo-Inositol 6-phosphate	Glucose 6-phosphate	Not Available	Myo-inositol-1-phosphate isomerase	VMH	30371894
MMDBr0008514	Glucose 6-phosphate	6-Phosphonoglucono-D-lactone	Not Available	Glucose 6-phosphate dehydrogenase	VMH	30371894
MMDBr0010383	Glucose 6-phosphate	Myo-inositol 1-phosphate	Inositol-3-phosphate synthase 1	1D-Myo-Inositol-3-Phosphate Lyase (Isomerizing)	VMH	30371894
MMDBr0010597	beta-D-Glucose 6-phosphate	Glucose 6-phosphate	Glucose-6-phosphate isomerase	Alpha-D-Glucose 6-Phosphate Ketol-Isomerase	VMH	30371894
MMDBr0010894	D-Glucose	Glucose 6-phosphate	Not Available	Polyphosphate glucokinase (EC 2.7.1.63)	VMH	30371894
MMDBr0018466	Glucose 6-phosphate	Glucose 1-phosphate	Phosphoglucomutase-1	Intramolecular transfer of functional group	PathBank	31602464
MMDBr0018597	Glucose 6-phosphate	Glucose 1-phosphate	Phosphoglucomutase-1	Intramolecular transfer of functional group	PathBank	31602464
MMDBr0018600	Glucose 6-phosphate	Hydrogen Ion	Trehalose-6-phosphate synthase	Synthesis	PathBank	31602464
MMDBr0018631	Glucose 6-phosphate	Glucose 1-phosphate	Phosphoglucomutase-1	Intramolecular transfer of functional group	PathBank	31602464
MMDBr0019337	Glucose 6-phosphate	Hydrogen Ion	Trehalose-6-phosphate synthase	Synthesis	PathBank	31602464
MMDBr0019361	Adenosine triphosphate	Hydrogen Ion	Glucokinase	Phosphorylation	PathBank	31602464
MMDBr0019455	D-Glucose	Glucose 6-phosphate	Putative glucokinase-2	Phosphorylation	PathBank	31602464
MMDBr0019456	Adenosine triphosphate	Glucose 6-phosphate	Putative glucokinase-2	Phosphorylation	PathBank	31602464
MMDBr0019459	Fructose 6-phosphate	Glucose 6-phosphate	Glucose-6-phosphate isomerase	Isomerization	PathBank	31602464
MMDBr0019479	Adenosine triphosphate	Hydrogen Ion	Putative glucokinase-2	Phosphorylation	PathBank	31602464
MMDBr0019480	Glucose 6-phosphate	beta-D-Fructofuranose 6-phosphate	Glucose-6-phosphate isomerase	Isomerization	PathBank	31602464
MMDBr0019492	Glucose 1-phosphate	Glucose 6-phosphate	Phosphoglucomutase 1	Intramolecular transfer of functional group	PathBank	31602464
MMDBr0019882	beta-D-Fructose 6-phosphate	Glucose 6-phosphate	Glucose-6-phosphate isomerase	Isomerization	PathBank	31602464
MMDBr0019883	Adenosine triphosphate	Glucose 6-phosphate	Putative glucokinase-2	Phosphorylation	PathBank	31602464
MMDBr0019896	Water	D-Fructose	Invertase		PathBank	31602464
MMDBr0019899	Glucose 6-phosphate	Uridine 5'-diphosphate	Trehalose-phosphatase	Dephosphorylation	PathBank	31602464
MMDBr0020006	Glucose 6-phosphate	1D-myo-inositol 3-phosphate	Not Available		PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Evidence Type	Host and Biospecimen	Data Source	Reference
Alzheimer's disease	Association	Human Saliva	HMDB	23857558
Frontotemporal dementia	Association	Human Saliva	HMDB	23857558
Eosinophilic esophagitis	Association	Human Urine	HMDB	Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	223	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	395	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle ; Human stool	Metabolic reconstruction
Bacteria	Actinobacteria	129	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	126	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human urine; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	4	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Saliva	Detected and Quantified	4.06	0.96			uM	Adult (>18 years old)	Male	Alzheimer's disease	HMDB	23857558
Human Saliva	Detected and Quantified	5.51	3.94			uM	Adult (>18 years old)	Male	Frontotemporal lobe dementia	HMDB	23857558
Human Saliva	Detected and Quantified	7.79	8.06			uM	Adult (>18 years old)	Both	Lewy body disease	HMDB	23857558
Human Cellular cytoplasm	Detected and Quantified	38.0		26.0	50.0	uM	Adult (>18 years old)	Both	Normal	HMDB	15882454
Human Saliva	Detected and Quantified	6.88	3.72			uM	Adult (>18 years old)	Female	Normal	HMDB	23857558
Human Urine	Detected and Quantified	44.163				umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human Blood	Detected and Quantified	29.1	6.8			uM	Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Blood	Detected and Quantified	4.52	8.7			uM	Newborn (0-30 days old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Saliva	Detected and Quantified	1.60	1.19			uM	Adult (>18 years old)	Both	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	1.73	1.28			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	2.23	5.59			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	2.42	1.55			uM	Adult (>18 years old)	Both	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 Adrenal gland	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 Kidney	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	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 Skeletal muscle	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0001401

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

D-glucose-6-phosphate

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

4170

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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Vaag A, Damsbo P, Hother-Nielsen O, Beck-Nielsen H: Hyperglycaemia compensates for the defects in insulin-mediated glucose metabolism and in the activation of glycogen synthase in the skeletal muscle of patients with type 2 (non-insulin-dependent) diabetes mellitus. Diabetologia. 1992 Jan;35(1):80-8. doi: 10.1007/BF00400856. [PubMed:1541385 ]
Schalin-Jantti C, Harkonen M, Groop LC: Impaired activation of glycogen synthase in people at increased risk for developing NIDDM. Diabetes. 1992 May;41(5):598-604. doi: 10.2337/diab.41.5.598. [PubMed:1568529 ]
Boden G, Jadali F, White J, Liang Y, Mozzoli M, Chen X, Coleman E, Smith C: Effects of fat on insulin-stimulated carbohydrate metabolism in normal men. J Clin Invest. 1991 Sep;88(3):960-6. doi: 10.1172/JCI115399. [PubMed:1885781 ]
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Boden G, Chen X, Ruiz J, White JV, Rossetti L: Mechanisms of fatty acid-induced inhibition of glucose uptake. J Clin Invest. 1994 Jun;93(6):2438-46. doi: 10.1172/JCI117252. [PubMed:8200979 ]
Lehto M, Xiang K, Stoffel M, Espinosa R 3rd, Groop LC, Le Beau MM, Bell GI: Human hexokinase II: localization of the polymorphic gene to chromosome 2. Diabetologia. 1993 Dec;36(12):1299-302. doi: 10.1007/BF00400809. [PubMed:8307259 ]
Chang PY, Jensen J, Printz RL, Granner DK, Ivy JL, Moller DE: Overexpression of hexokinase II in transgenic mice. Evidence that increased phosphorylation augments muscle glucose uptake. J Biol Chem. 1996 Jun 21;271(25):14834-9. [PubMed:8662926 ]
Vestergaard H, Bjorbaek C, Hansen T, Larsen FS, Granner DK, Pedersen O: Impaired activity and gene expression of hexokinase II in muscle from non-insulin-dependent diabetes mellitus patients. J Clin Invest. 1995 Dec;96(6):2639-45. doi: 10.1172/JCI118329. [PubMed:8675629 ]
Roussel R, Carlier PG, Wary C, Velho G, Bloch G: Evidence for 100% 13C NMR visibility of glucose in human skeletal muscle. Magn Reson Med. 1997 Jun;37(6):821-4. doi: 10.1002/mrm.1910370604. [PubMed:9178231 ]
Villar-Palasi C, Guinovart JJ: The role of glucose 6-phosphate in the control of glycogen synthase. FASEB J. 1997 Jun;11(7):544-58. [PubMed:9212078 ]
Foster JD, Pederson BA, Nordlie RC: Glucose-6-phosphatase structure, regulation, and function: an update. Proc Soc Exp Biol Med. 1997 Sep;215(4):314-32. doi: 10.3181/00379727-215-44142. [PubMed:9270716 ]
Petersen KF, Hendler R, Price T, Perseghin G, Rothman DL, Held N, Amatruda JM, Shulman GI: 13C/31P NMR studies on the mechanism of insulin resistance in obesity. Diabetes. 1998 Mar;47(3):381-6. doi: 10.2337/diabetes.47.3.381. [PubMed:9519743 ]
Cline GW, Petersen KF, Krssak M, Shen J, Hundal RS, Trajanoski Z, Inzucchi S, Dresner A, Rothman DL, Shulman GI: Impaired glucose transport as a cause of decreased insulin-stimulated muscle glycogen synthesis in type 2 diabetes. N Engl J Med. 1999 Jul 22;341(4):240-6. doi: 10.1056/NEJM199907223410404. [PubMed:10413736 ]
Price TB, Laurent D, Petersen KF: 13C/31P NMR studies on the role of glucose transport/phosphorylation in human glycogen supercompensation. Int J Sports Med. 2003 May;24(4):238-44. doi: 10.1055/s-2003-39501. [PubMed:12784164 ]
Roden M: How free fatty acids inhibit glucose utilization in human skeletal muscle. News Physiol Sci. 2004 Jun;19:92-6. doi: 10.1152/nips.01459.2003. [PubMed:15143200 ]
Turvey EA, Heigenhauser GJ, Parolin M, Peters SJ: Elevated n-3 fatty acids in a high-fat diet attenuate the increase in PDH kinase activity but not PDH activity in human skeletal muscle. J Appl Physiol (1985). 2005 Jan;98(1):350-5. doi: 10.1152/japplphysiol.00604.2004. [PubMed:15591305 ]
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 ]
Brehm A, Krssak M, Schmid AI, Nowotny P, Waldhausl W, Roden M: Increased lipid availability impairs insulin-stimulated ATP synthesis in human skeletal muscle. Diabetes. 2006 Jan;55(1):136-40. [PubMed:16380486 ]
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Showing metabocard for Glucose 6-phosphate (MMDBc0029643)

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