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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 08:07:40 UTC

Update Date

2021-09-24 08:07:40 UTC

HMDB ID

HMDB0304220

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-phospho-alpha-D-ribose 1-diphosphate

Description

({3,4-dihydroxy-5-[(phosphonatooxy)methyl]oxolan-2-yl phosphonato}oxy)phosphonate belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. Based on a literature review very few articles have been published on ({3,4-dihydroxy-5-[(phosphonatooxy)methyl]oxolan-2-yl phosphonato}oxy)phosphonate.

Structure

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

HMDB0304220
     RDKit          3D
5-phospho-alpha-D-ribose 1-diphosphate
 30 30  0  0  0  0  0  0  0  0999 V2000
   -4.8306    1.4237   -1.9348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8274    1.3671   -0.4360 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.6707    0.0092    0.1034 O   0  0  0  0  0  1  0  0  0  0  0  0
   -5.5996    2.7353    0.1952 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.2563    1.3610    0.1707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7849    0.0786    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5449   -0.1465   -0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454    0.9670   -0.5653 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5835    0.5684   -0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800    0.7798    0.8305 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6428    0.9149    0.9949 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.1324   -0.0084    2.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0884    2.5188    1.3238 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.4465    0.4532   -0.4160 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0700    0.1846    0.0083 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.2205   -0.9589    0.9714 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8742   -0.2108   -1.4330 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.7177    1.5594    0.7339 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.5838   -0.9473   -0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -1.5311   -0.1795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6522   -1.2383    0.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1570   -2.5023   -0.0445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5554   -0.1212    1.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5455   -0.6795    0.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8079   -0.5026   -1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2370    1.0813   -1.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825   -1.1666   -1.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5265   -2.3430    0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3908   -1.0080    1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8403   -2.6377    0.6738 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
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
  9 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  7  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 19 27  1  0
 20 28  1  0
 21 29  1  0
 22 30  1  0
M  CHG  5   3  -1   4  -1  13  -1  17  -1  18  -1
M  END


  Mrv1533005141512332D          

 22 22  0  0  0  0            999 V2000
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    3.1768    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    4.0018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9717    3.1768    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.6783    3.1768    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.5764    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.3759   -1.2408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8833   -1.9119    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7941   -2.3300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2790   -2.9975    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.7639   -3.6649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6115   -3.4824    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.9464   -2.5126    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
  7 21  1  0  0  0  0
M  CHG  5   5  -1   6  -1  13  -1  17  -1  18  -1
M  END
> <DATABASE_ID>
HMDB0304220

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1C(O)C(OP([O-])(=O)OP([O-])([O-])=O)OC1COP([O-])([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H13O14P3/c6-3-2(1-16-20(8,9)10)17-5(4(3)7)18-22(14,15)19-21(11,12)13/h2-7H,1H2,(H,14,15)(H2,8,9,10)(H2,11,12,13)/p-5

> <INCHI_KEY>
PQGCEDQWHSBAJP-UHFFFAOYSA-I

> <FORMULA>
C5H8O14P3

> <MOLECULAR_WEIGHT>
385.029

> <EXACT_MASS>
384.915433831

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
25.709282871691514

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-5

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
({3,4-dihydroxy-5-[(phosphonatooxy)methyl]oxolan-2-yl phosphonato}oxy)phosphonate

> <ALOGPS_LOGP>
-0.78

> <JCHEM_LOGP>
-2.971134817666666

> <ALOGPS_LOGS>
-0.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.7946491011714985

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.0892767445547742

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6809081734732274

> <JCHEM_POLAR_SURFACE_AREA>
243.89

> <JCHEM_REFRACTIVITY>
56.97110000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.82e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{3,4-dihydroxy-5-[(phosphonatooxy)methyl]oxolan-2-yl phosphonato}oxyphosphonate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304220
     RDKit          3D
5-phospho-alpha-D-ribose 1-diphosphate
 30 30  0  0  0  0  0  0  0  0999 V2000
   -4.8306    1.4237   -1.9348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8274    1.3671   -0.4360 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.6707    0.0092    0.1034 O   0  0  0  0  0  1  0  0  0  0  0  0
   -5.5996    2.7353    0.1952 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.2563    1.3610    0.1707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7849    0.0786    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5449   -0.1465   -0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454    0.9670   -0.5653 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5835    0.5684   -0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800    0.7798    0.8305 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6428    0.9149    0.9949 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.1324   -0.0084    2.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0884    2.5188    1.3238 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.4465    0.4532   -0.4160 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0700    0.1846    0.0083 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.2205   -0.9589    0.9714 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8742   -0.2108   -1.4330 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.7177    1.5594    0.7339 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.5838   -0.9473   -0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -1.5311   -0.1795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6522   -1.2383    0.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1570   -2.5023   -0.0445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5554   -0.1212    1.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5455   -0.6795    0.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8079   -0.5026   -1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2370    1.0813   -1.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825   -1.1666   -1.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5265   -2.3430    0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3908   -1.0080    1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8403   -2.6377    0.6738 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
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
  9 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  7  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 19 27  1  0
 20 28  1  0
 21 29  1  0
 22 30  1  0
M  CHG  5   3  -1   4  -1  13  -1  17  -1  18  -1
M  END

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.274   4.390   0.000  0.00  0.00           O+0
HETATM    3  P   UNK     0      -0.274   5.930   0.000  0.00  0.00           P+0
HETATM    4  O   UNK     0      -0.274   7.470   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -1.814   5.930   0.000  0.00  0.00           O-1
HETATM    6  O   UNK     0       1.266   5.930   0.000  0.00  0.00           O-1
HETATM    7  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.306   1.175   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.735  -1.536   0.000  0.00  0.00           O+0
HETATM   11  P   UNK     0       2.109  -2.943   0.000  0.00  0.00           P+0
HETATM   12  O   UNK     0       0.702  -2.316   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       3.515  -3.569   0.000  0.00  0.00           O-1
HETATM   14  O   UNK     0       1.482  -4.349   0.000  0.00  0.00           O+0
HETATM   15  P   UNK     0       2.387  -5.595   0.000  0.00  0.00           P+0
HETATM   16  O   UNK     0       3.293  -6.841   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.142  -6.500   0.000  0.00  0.00           O-1
HETATM   18  O   UNK     0       3.633  -4.690   0.000  0.00  0.00           O-1
HETATM   19  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.615  -1.536   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.651   1.651   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3                                                            
CONECT    7    1    8   21                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   19                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11   15                                                       
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19    9   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22    7                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0304220
HETATM    1  O1  UNL     1      -4.831   1.424  -1.935  1.00  0.00           O  
HETATM    2  P1  UNL     1      -4.827   1.367  -0.436  1.00  0.00           P  
HETATM    3  O2  UNL     1      -5.671   0.009   0.103  1.00  0.00           O1-
HETATM    4  O3  UNL     1      -5.600   2.735   0.195  1.00  0.00           O1-
HETATM    5  O4  UNL     1      -3.256   1.361   0.171  1.00  0.00           O  
HETATM    6  C1  UNL     1      -2.785   0.079   0.382  1.00  0.00           C  
HETATM    7  C2  UNL     1      -1.545  -0.147  -0.420  1.00  0.00           C  
HETATM    8  O5  UNL     1      -0.745   0.967  -0.565  1.00  0.00           O  
HETATM    9  C3  UNL     1       0.584   0.568  -0.501  1.00  0.00           C  
HETATM   10  O6  UNL     1       0.980   0.780   0.830  1.00  0.00           O  
HETATM   11  P2  UNL     1       2.643   0.915   0.995  1.00  0.00           P  
HETATM   12  O7  UNL     1       3.132  -0.008   2.101  1.00  0.00           O  
HETATM   13  O8  UNL     1       3.088   2.519   1.324  1.00  0.00           O1-
HETATM   14  O9  UNL     1       3.446   0.453  -0.416  1.00  0.00           O  
HETATM   15  P3  UNL     1       5.070   0.185   0.008  1.00  0.00           P  
HETATM   16  O10 UNL     1       5.221  -0.959   0.971  1.00  0.00           O  
HETATM   17  O11 UNL     1       5.874  -0.211  -1.433  1.00  0.00           O1-
HETATM   18  O12 UNL     1       5.718   1.559   0.734  1.00  0.00           O1-
HETATM   19  C4  UNL     1       0.584  -0.947  -0.686  1.00  0.00           C  
HETATM   20  O13 UNL     1       1.723  -1.531  -0.180  1.00  0.00           O  
HETATM   21  C5  UNL     1      -0.652  -1.238   0.161  1.00  0.00           C  
HETATM   22  O14 UNL     1      -1.157  -2.502  -0.045  1.00  0.00           O  
HETATM   23  H1  UNL     1      -2.555  -0.121   1.454  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.546  -0.679   0.065  1.00  0.00           H  
HETATM   25  H3  UNL     1      -1.808  -0.503  -1.443  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.237   1.081  -1.218  1.00  0.00           H  
HETATM   27  H5  UNL     1       0.382  -1.167  -1.745  1.00  0.00           H  
HETATM   28  H6  UNL     1       1.527  -2.343   0.336  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.391  -1.008   1.205  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.840  -2.638   0.674  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4    5
CONECT    5    6
CONECT    6    7   23   24
CONECT    7    8   21   25
CONECT    8    9
CONECT    9   10   19   26
CONECT   10   11
CONECT   11   12   12   13   14
CONECT   14   15
CONECT   15   16   16   17   18
CONECT   19   20   21   27
CONECT   20   28
CONECT   21   22   29
CONECT   22   30
END

HMDB0304220
     RDKit          3D
5-phospho-alpha-D-ribose 1-diphosphate
 30 30  0  0  0  0  0  0  0  0999 V2000
   -4.8306    1.4237   -1.9348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8274    1.3671   -0.4360 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.6707    0.0092    0.1034 O   0  0  0  0  0  1  0  0  0  0  0  0
   -5.5996    2.7353    0.1952 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.2563    1.3610    0.1707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7849    0.0786    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5449   -0.1465   -0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454    0.9670   -0.5653 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5835    0.5684   -0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800    0.7798    0.8305 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6428    0.9149    0.9949 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.1324   -0.0084    2.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0884    2.5188    1.3238 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.4465    0.4532   -0.4160 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0700    0.1846    0.0083 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.2205   -0.9589    0.9714 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8742   -0.2108   -1.4330 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.7177    1.5594    0.7339 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.5838   -0.9473   -0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -1.5311   -0.1795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6522   -1.2383    0.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1570   -2.5023   -0.0445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5554   -0.1212    1.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5455   -0.6795    0.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8079   -0.5026   -1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2370    1.0813   -1.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825   -1.1666   -1.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5265   -2.3430    0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3908   -1.0080    1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8403   -2.6377    0.6738 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
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
  9 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  7  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 19 27  1  0
 20 28  1  0
 21 29  1  0
 22 30  1  0
M  CHG  5   3  -1   4  -1  13  -1  17  -1  18  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
({3,4-dihydroxy-5-[(phosphonatooxy)methyl]oxolan-2-yl phosphonato}oxy)phosphonic acid	Generator
5-Phospho-α-D-ribose 1-diphosphoric acid	Generator

Chemical Formula

C₅H₈O₁₄P₃

Average Molecular Weight

385.029

Monoisotopic Molecular Weight

384.915433831

IUPAC Name

({3,4-dihydroxy-5-[(phosphonatooxy)methyl]oxolan-2-yl phosphonato}oxy)phosphonate

Traditional Name

{3,4-dihydroxy-5-[(phosphonatooxy)methyl]oxolan-2-yl phosphonato}oxyphosphonate

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OP([O-])(=O)OP([O-])([O-])=O)OC1COP([O-])([O-])=O

InChI Identifier

InChI=1S/C5H13O14P3/c6-3-2(1-16-20(8,9)10)17-5(4(3)7)18-22(14,15)19-21(11,12)13/h2-7H,1H2,(H,14,15)(H2,8,9,10)(H2,11,12,13)/p-5

InChI Key

PQGCEDQWHSBAJP-UHFFFAOYSA-I

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose 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

Pentose phosphates

Alternative Parents

Substituents

Pentose phosphate
Pentose-5-phosphate
Monosaccharide phosphate
Organic pyrophosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Tetrahydrofuran
Secondary alcohol
1,2-diol
Organoheterocyclic compound
Oxacycle
Alcohol
Hydrocarbon derivative
Organic oxide
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

a sugar phosphate (PRPP )

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.78	ALOGPS
logP	-3	ChemAxon
logS	-0.91	ALOGPS
pKa (Strongest Acidic)	1.09	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	243.89 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	56.97 m³·mol⁻¹	ChemAxon
Polarizability	25.71 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	172.878	32859911
AllCCS	[M+H-H2O]+	169.969	32859911
AllCCS	[M+Na]+	176.334	32859911
AllCCS	[M+NH4]+	175.564	32859911
AllCCS	[M-H]-	146.944	32859911
AllCCS	[M+Na-2H]-	145.701	32859911
AllCCS	[M+HCOO]-	144.463	32859911
DeepCCS	[M+H]+	155.671	30932474
DeepCCS	[M-H]-	153.275	30932474
DeepCCS	[M-2H]-	186.281	30932474
DeepCCS	[M+Na]+	161.584	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030583

KNApSAcK ID

Not Available

Chemspider ID

4314659

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5140916

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 5-phospho-alpha-D-ribose 1-diphosphate (HMDB0304220)

MOL for HMDB0304220 (5-phospho-alpha-D-ribose 1-diphosphate)

3D MOL for HMDB0304220 (5-phospho-alpha-D-ribose 1-diphosphate)

3D SDF for HMDB0304220 (5-phospho-alpha-D-ribose 1-diphosphate)

3D-SDF for HMDB0304220 (5-phospho-alpha-D-ribose 1-diphosphate)

PDB for HMDB0304220 (5-phospho-alpha-D-ribose 1-diphosphate)

3D PDB for HMDB0304220 (5-phospho-alpha-D-ribose 1-diphosphate)

SMILES for HMDB0304220 (5-phospho-alpha-D-ribose 1-diphosphate)

INCHI for HMDB0304220 (5-phospho-alpha-D-ribose 1-diphosphate)

Structure for HMDB0304220 (5-phospho-alpha-D-ribose 1-diphosphate)

3D Structure for HMDB0304220 (5-phospho-alpha-D-ribose 1-diphosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices