NP-MRD: Showing NP-Card for alpha-D-Glucose-1-phosphate (NP0002613)

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Record Information

Version

2.0

Created at

2020-11-23 18:25:16 UTC

Updated at

2021-08-12 19:51:39 UTC

NP-MRD ID

NP0002613

Secondary Accession Numbers

None

Natural Product Identification

Common Name

alpha-D-Glucose-1-phosphate

Provided By

BMRB

Description

Glucose 1-phosphate, also known as cori ester, belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. In humans, glucose 1-phosphate is involved in the galactose metabolism pathway. Glucose 1-phosphate is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. alpha-D-Glucose-1-phosphate was first documented in 1989 (PMID: 2739343). Based on a literature review a small amount of articles have been published on Glucose 1-phosphate (PMID: 1464110) (PMID: 7781370) (PMID: 1385770).

Structure

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

HMDB0001586
     RDKit          3D
Glucose 1-phosphate
 29 29  0  0  0  0  0  0  0  0999 V2000
   -3.5555   -0.3068   -1.0394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285    0.6395   -0.0476 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.7478    0.4664    1.4411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1611    2.2535   -0.5172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3125    0.3472    0.2125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6828   -0.3676   -0.7686 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3519    0.4155   -1.2828 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0573    0.9245   -0.1967 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2006    1.7578   -0.7737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7446    2.7971   -1.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6710   -0.1327    0.6655 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1389    0.4810    1.8283 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7413   -1.2530    1.0180 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5111   -2.3520    1.3895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0175   -1.6333   -0.2382 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9024   -2.6637   -0.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8522   -0.4781    1.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2303    2.3527   -1.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3318   -0.6606   -1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4190    1.5820    0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7998    2.1531    0.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8116    1.0281   -1.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8564    2.6010   -1.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5611   -0.5258    0.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8621   -0.0046    2.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0336   -0.9789    1.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837   -3.0138    0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7482   -1.9112   -0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3695   -3.5176   -0.1158 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
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  6  1  0
  3 17  1  0
  4 18  1  0
  6 19  1  6
  8 20  1  1
  9 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  6
 12 25  1  0
 13 26  1  1
 14 27  1  0
 15 28  1  6
 16 29  1  0
M  END


  Mrv1652304222018242D          

 16 16  0  0  1  0            999 V2000
10039.459210045.7686    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10038.738910046.1780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10039.459210044.9458    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10038.022210045.7686    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10038.738910044.5288    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10040.172010044.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10038.022210044.9458    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10037.317210046.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10038.738910043.7062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10037.317210044.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10036.598610045.7655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10040.173810046.1780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10040.171810047.0066    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10040.999910047.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10039.457310047.4191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10040.586910047.7208    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
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  6  0  0  0
  4  7  1  0  0  0  0
  4  8  1  1  0  0  0
  5  9  1  1  0  0  0
  7 10  1  6  0  0  0
  5  7  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
  1 12  1  6  0  0  0
  8 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0002613

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H](O)[C@@H]1O

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

> <INCHI_KEY>
HXXFSFRBOHSIMQ-VFUOTHLCSA-N

> <FORMULA>
C6H13O9P

> <MOLECULAR_WEIGHT>
260.1358

> <EXACT_MASS>
260.029718526

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
20.724647975194152

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-2.00

> <JCHEM_LOGP>
-3.056105249333333

> <ALOGPS_LOGS>
-0.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.2188934582423325

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1553718480897146

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810995814615806

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
46.796299999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.23e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α-D-glucose 1-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001586
     RDKit          3D
Glucose 1-phosphate
 29 29  0  0  0  0  0  0  0  0999 V2000
   -3.5555   -0.3068   -1.0394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285    0.6395   -0.0476 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.7478    0.4664    1.4411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1611    2.2535   -0.5172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3125    0.3472    0.2125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6828   -0.3676   -0.7686 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3519    0.4155   -1.2828 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0573    0.9245   -0.1967 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2006    1.7578   -0.7737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7446    2.7971   -1.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6710   -0.1327    0.6655 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1389    0.4810    1.8283 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7413   -1.2530    1.0180 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5111   -2.3520    1.3895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0175   -1.6333   -0.2382 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9024   -2.6637   -0.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8522   -0.4781    1.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2303    2.3527   -1.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3318   -0.6606   -1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4190    1.5820    0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7998    2.1531    0.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8116    1.0281   -1.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8564    2.6010   -1.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5611   -0.5258    0.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8621   -0.0046    2.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0336   -0.9789    1.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837   -3.0138    0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7482   -1.9112   -0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3695   -3.5176   -0.1158 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
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  6  1  0
  3 17  1  0
  4 18  1  0
  6 19  1  6
  8 20  1  1
  9 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  6
 12 25  1  0
 13 26  1  1
 14 27  1  0
 15 28  1  6
 16 29  1  0
M  END

HEADER    PROTEIN                                 22-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-20         0                                  
HETATM    1  C   UNK     0    8740.3248752.101   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8738.9798752.866   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8740.3248750.566   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8737.6428752.101   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8738.9798749.787   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8741.6548749.787   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8737.6428750.566   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8736.3258752.866   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    8738.9798748.251   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8736.3258749.787   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8734.9848752.096   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8741.6588752.866   0.000  0.00  0.00           O+0
HETATM   13  P   UNK     0    8741.6548754.412   0.000  0.00  0.00           P+0
HETATM   14  O   UNK     0    8743.2008754.410   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8740.3208755.182   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8742.4298755.745   0.000  0.00  0.00           O+0
CONECT    1    2    3   12                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2    7    8                                                  
CONECT    5    3    9    7                                                  
CONECT    6    3                                                            
CONECT    7    4   10    5                                                  
CONECT    8    4   11                                                       
CONECT    9    5                                                            
CONECT   10    7                                                            
CONECT   11    8                                                            
CONECT   12   13    1                                                       
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0001586
HETATM    1  O1  UNL     1      -3.556  -0.307  -1.039  1.00  0.00           O  
HETATM    2  P1  UNL     1      -2.929   0.639  -0.048  1.00  0.00           P  
HETATM    3  O2  UNL     1      -3.748   0.466   1.441  1.00  0.00           O  
HETATM    4  O3  UNL     1      -3.161   2.254  -0.517  1.00  0.00           O  
HETATM    5  O4  UNL     1      -1.312   0.347   0.213  1.00  0.00           O  
HETATM    6  C1  UNL     1      -0.683  -0.368  -0.769  1.00  0.00           C  
HETATM    7  O5  UNL     1       0.352   0.416  -1.283  1.00  0.00           O  
HETATM    8  C2  UNL     1       1.057   0.924  -0.197  1.00  0.00           C  
HETATM    9  C3  UNL     1       2.201   1.758  -0.774  1.00  0.00           C  
HETATM   10  O6  UNL     1       1.745   2.797  -1.559  1.00  0.00           O  
HETATM   11  C4  UNL     1       1.671  -0.133   0.666  1.00  0.00           C  
HETATM   12  O7  UNL     1       2.139   0.481   1.828  1.00  0.00           O  
HETATM   13  C5  UNL     1       0.741  -1.253   1.018  1.00  0.00           C  
HETATM   14  O8  UNL     1       1.511  -2.352   1.389  1.00  0.00           O  
HETATM   15  C6  UNL     1      -0.018  -1.633  -0.238  1.00  0.00           C  
HETATM   16  O9  UNL     1      -0.902  -2.664  -0.051  1.00  0.00           O  
HETATM   17  H1  UNL     1      -3.852  -0.478   1.693  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.230   2.353  -1.498  1.00  0.00           H  
HETATM   19  H3  UNL     1      -1.332  -0.661  -1.613  1.00  0.00           H  
HETATM   20  H4  UNL     1       0.419   1.582   0.440  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.800   2.153   0.058  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.812   1.028  -1.377  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.856   2.601  -1.922  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.561  -0.526   0.137  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.862  -0.005   2.644  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.034  -0.979   1.822  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.584  -3.014   0.648  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.748  -1.911  -0.997  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.370  -3.518  -0.116  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   15   19
CONECT    7    8
CONECT    8    9   11   20
CONECT    9   10   21   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

HMDB0001586
     RDKit          3D
Glucose 1-phosphate
 29 29  0  0  0  0  0  0  0  0999 V2000
   -3.5555   -0.3068   -1.0394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285    0.6395   -0.0476 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.7478    0.4664    1.4411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1611    2.2535   -0.5172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3125    0.3472    0.2125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6828   -0.3676   -0.7686 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3519    0.4155   -1.2828 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0573    0.9245   -0.1967 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2006    1.7578   -0.7737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7446    2.7971   -1.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6710   -0.1327    0.6655 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1389    0.4810    1.8283 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7413   -1.2530    1.0180 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5111   -2.3520    1.3895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0175   -1.6333   -0.2382 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9024   -2.6637   -0.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8522   -0.4781    1.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2303    2.3527   -1.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3318   -0.6606   -1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4190    1.5820    0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7998    2.1531    0.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8116    1.0281   -1.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8564    2.6010   -1.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5611   -0.5258    0.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8621   -0.0046    2.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0336   -0.9789    1.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837   -3.0138    0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7482   -1.9112   -0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3695   -3.5176   -0.1158 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
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  6  1  0
  3 17  1  0
  4 18  1  0
  6 19  1  6
  8 20  1  1
  9 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  6
 12 25  1  0
 13 26  1  1
 14 27  1  0
 15 28  1  6
 16 29  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
1-O-Phosphono-alpha-D-glucopyranose	ChEBI
alpha-D-Glucopyranosyl phosphate	ChEBI
alpha-D-Glucose-1-phosphate	ChEBI
Cori ester	ChEBI
D-Glucose 1-phosphate	ChEBI
D-Glucose alpha-1-phosphate	ChEBI
alpha-D-Glucose 1-phosphate	Kegg
1-O-Phosphono-a-D-glucopyranose	Generator
1-O-Phosphono-α-D-glucopyranose	Generator
a-D-Glucopyranosyl phosphate	Generator
a-D-Glucopyranosyl phosphoric acid	Generator
alpha-D-Glucopyranosyl phosphoric acid	Generator
Α-D-glucopyranosyl phosphate	Generator
Α-D-glucopyranosyl phosphoric acid	Generator
a-D-Glucose-1-phosphate	Generator
a-D-Glucose-1-phosphoric acid	Generator
alpha-D-Glucose-1-phosphoric acid	Generator
Α-D-glucose-1-phosphate	Generator
Α-D-glucose-1-phosphoric acid	Generator
D-Glucose 1-phosphoric acid	Generator
D-Glucose a-1-phosphate	Generator
D-Glucose a-1-phosphoric acid	Generator
D-Glucose alpha-1-phosphoric acid	Generator
D-Glucose α-1-phosphate	Generator
D-Glucose α-1-phosphoric acid	Generator
a-D-Glucose 1-phosphate	Generator
a-D-Glucose 1-phosphoric acid	Generator
alpha-D-Glucose 1-phosphoric acid	Generator
Α-D-glucose 1-phosphate	Generator
Α-D-glucose 1-phosphoric acid	Generator
Glucose 1-phosphoric acid	Generator
alpha-Glucose-1-phosphate	HMDB
Glucose-1-phosphate	HMDB
Glucose monophosphate	HMDB
Glucose 1-phosphate	HMDB

Chemical Formula

C₆H₁₃O₉P

Average Mass

260.1358 Da

Monoisotopic Mass

260.02972 Da

IUPAC Name

{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid

Traditional Name

α-D-glucose 1-phosphate

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

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

InChI Key

HXXFSFRBOHSIMQ-VFUOTHLCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Arabidopsis thaliana	KNApSAcK Database	22123792

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

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

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-glucopyranose 1-phosphate (CHEBI:29042 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2	ALOGPS
logP	-3.1	ChemAxon
logS	-0.91	ALOGPS
pKa (Strongest Acidic)	1.16	ChemAxon
pKa (Strongest Basic)	-3	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	20.72 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

External Links

HMDB ID

HMDB0001586

DrugBank ID

DB02843

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Glucose-1-phosphate

METLIN ID

Not Available

PubChem Compound

65533

PDB ID

Not Available

ChEBI ID

29042

Good Scents ID

Not Available

References

General References

Kamei A: Glycation and insolubility of human lens protein. Chem Pharm Bull (Tokyo). 1992 Oct;40(10):2787-91. [PubMed:1464110 ]
Bollaert PE, Levy B, Nace L, Laterre PF, Larcan A: Hemodynamic and metabolic effects of rapid correction of hypophosphatemia in patients with septic shock. Chest. 1995 Jun;107(6):1698-701. [PubMed:7781370 ]
Reinken L, Obladen M, Dockx-Reinken F, Lindemann C: [The effect of osteopenia prevention in very small premature infants on hormonal parameters of calcium metabolism and bone mineralization]. Klin Padiatr. 1989 May-Jun;201(3):177-82. [PubMed:2739343 ]
Nakashima H, Suo H, Ochiai J, Sugie H, Kawamura Y: [A case of adult onset phosphoglucomutase deficiency]. Rinsho Shinkeigaku. 1992 Jan;32(1):42-7. [PubMed:1385770 ]

Showing NP-Card for alpha-D-Glucose-1-phosphate (NP0002613)

MOL for NP0002613 (alpha-D-Glucose-1-phosphate)

3D MOL for NP0002613 (alpha-D-Glucose-1-phosphate)

3D SDF for NP0002613 (alpha-D-Glucose-1-phosphate)

3D-SDF for NP0002613 (alpha-D-Glucose-1-phosphate)

PDB for NP0002613 (alpha-D-Glucose-1-phosphate)

3D PDB for NP0002613 (alpha-D-Glucose-1-phosphate)

SMILES for NP0002613 (alpha-D-Glucose-1-phosphate)

INCHI for NP0002613 (alpha-D-Glucose-1-phosphate)

Structure for NP0002613 (alpha-D-Glucose-1-phosphate)

3D Structure for NP0002613 (alpha-D-Glucose-1-phosphate)