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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 10:34:00 UTC

Update Date

2021-09-24 10:34:00 UTC

HMDB ID

HMDB0304539

Secondary Accession Numbers

None

Metabolite Identification

Common Name

beta-D-fructose 2,6-bisphosphate

Description

[3,4-dihydroxy-5-(hydroxymethyl)-5-(phosphonatooxy)oxolan-2-yl]methyl phosphate 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-(hydroxymethyl)-5-(phosphonatooxy)oxolan-2-yl]methyl phosphate.

Structure

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

HMDB0304539
     RDKit          3D
beta-D-fructose 2,6-bisphosphate
 30 30  0  0  0  0  0  0  0  0999 V2000
    4.9579    0.0138    0.0980 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0772    0.8142    1.0075 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.8741    2.3418    0.2891 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.6994    1.0276    2.5438 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.5471    0.0663    1.0219 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9387    0.4568   -0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5740   -0.0362   -0.3848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4311    0.5621    0.3500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5619   -0.0918   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7135    0.0403    0.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2717   -0.4476    2.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8277    0.5570   -1.3826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4693    2.1921   -1.3313 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.9437    2.6364    0.0209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3196    2.6421   -2.4941 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.8972    3.0544   -1.6412 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1600   -1.5353   -0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8448   -2.4213    0.4176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313   -1.4839   -0.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0666   -2.3548   -0.8531 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9138    1.5754   -0.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5746    0.1812   -1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3155    0.1109   -1.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5438   -0.5785    0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9611    1.1171    0.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0043   -0.6491    2.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2869   -1.7381   -1.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2451   -3.1029   -0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153   -1.7094    1.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0963   -3.2405   -0.3944 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
  9 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
  9 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19  7  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 17 27  1  0
 18 28  1  0
 19 29  1  0
 20 30  1  0
M  CHG  4   3  -1   4  -1  15  -1  16  -1
M  END


  Mrv1533005141521492D          

 20 20  0  0  0  0            999 V2000
   -0.3297   -0.8227    0.0000 C   0  0  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
   -0.0997    0.6294    0.0000 O   0  0  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 C   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
    2.0198    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9728    1.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5528    2.5432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1628    1.8330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6622    1.8417    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4871    1.8503    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.6708    1.0167    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.6536    2.6666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1501   -0.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6351   -1.4039    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3025   -0.9190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9676   -1.8888    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.1200   -2.0713    0.0000 O   0  5  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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  2  0  0  0  0
  1 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
M  CHG  4  13  -1  14  -1  19  -1  20  -1
M  END
> <DATABASE_ID>
HMDB0304539

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1(OP([O-])([O-])=O)OC(COP([O-])([O-])=O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C6H14O12P2/c7-2-6(18-20(13,14)15)5(9)4(8)3(17-6)1-16-19(10,11)12/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/p-4

> <INCHI_KEY>
YXWOAJXNVLXPMU-UHFFFAOYSA-J

> <FORMULA>
C6H10O12P2

> <MOLECULAR_WEIGHT>
336.084

> <EXACT_MASS>
335.966944078

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
24.135560555163142

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4-dihydroxy-2-(hydroxymethyl)-5-[(phosphonatooxy)methyl]oxolan-2-yl phosphate

> <ALOGPS_LOGP>
-1.31

> <JCHEM_LOGP>
-3.0051313806666666

> <ALOGPS_LOGS>
-0.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.3703815262407373

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.6839676218192321

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4678657648404636

> <JCHEM_POLAR_SURFACE_AREA>
214.76

> <JCHEM_REFRACTIVITY>
53.619800000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.83e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4-dihydroxy-2-(hydroxymethyl)-5-[(phosphonatooxy)methyl]oxolan-2-yl phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304539
     RDKit          3D
beta-D-fructose 2,6-bisphosphate
 30 30  0  0  0  0  0  0  0  0999 V2000
    4.9579    0.0138    0.0980 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0772    0.8142    1.0075 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.8741    2.3418    0.2891 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.6994    1.0276    2.5438 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.5471    0.0663    1.0219 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9387    0.4568   -0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5740   -0.0362   -0.3848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4311    0.5621    0.3500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5619   -0.0918   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7135    0.0403    0.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2717   -0.4476    2.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8277    0.5570   -1.3826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4693    2.1921   -1.3313 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.9437    2.6364    0.0209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3196    2.6421   -2.4941 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.8972    3.0544   -1.6412 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1600   -1.5353   -0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8448   -2.4213    0.4176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313   -1.4839   -0.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0666   -2.3548   -0.8531 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9138    1.5754   -0.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5746    0.1812   -1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3155    0.1109   -1.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5438   -0.5785    0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9611    1.1171    0.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0043   -0.6491    2.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2869   -1.7381   -1.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2451   -3.1029   -0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153   -1.7094    1.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0963   -3.2405   -0.3944 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
  9 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
  9 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19  7  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 17 27  1  0
 18 28  1  0
 19 29  1  0
 20 30  1  0
M  CHG  4   3  -1   4  -1  15  -1  16  -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      -0.615  -1.536   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.735  -1.536   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       3.770   1.651   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.816   3.422   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.032   4.747   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.304   3.422   0.000  0.00  0.00           O+0
HETATM   12  P   UNK     0      -1.236   3.438   0.000  0.00  0.00           P+0
HETATM   13  O   UNK     0      -2.776   3.454   0.000  0.00  0.00           O-1
HETATM   14  O   UNK     0      -1.252   1.898   0.000  0.00  0.00           O-1
HETATM   15  O   UNK     0      -1.220   4.978   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -2.147  -1.375   0.000  0.00  0.00           O+0
HETATM   17  P   UNK     0      -3.052  -2.621   0.000  0.00  0.00           P+0
HETATM   18  O   UNK     0      -4.298  -1.715   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.806  -3.526   0.000  0.00  0.00           O-1
HETATM   20  O   UNK     0      -3.957  -3.866   0.000  0.00  0.00           O-1
CONECT    1    2   16                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9   11                                             
CONECT    5    4    6    8                                                  
CONECT    6    5    2    7                                                  
CONECT    7    6                                                            
CONECT    8    5                                                            
CONECT    9    4   10                                                       
CONECT   10    9                                                            
CONECT   11    4   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16    1   17                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0304539
HETATM    1  O1  UNL     1       4.958   0.014   0.098  1.00  0.00           O  
HETATM    2  P1  UNL     1       4.077   0.814   1.008  1.00  0.00           P  
HETATM    3  O2  UNL     1       3.874   2.342   0.289  1.00  0.00           O1-
HETATM    4  O3  UNL     1       4.699   1.028   2.544  1.00  0.00           O1-
HETATM    5  O4  UNL     1       2.547   0.066   1.022  1.00  0.00           O  
HETATM    6  C1  UNL     1       1.939   0.457  -0.151  1.00  0.00           C  
HETATM    7  C2  UNL     1       0.574  -0.036  -0.385  1.00  0.00           C  
HETATM    8  O5  UNL     1      -0.431   0.562   0.350  1.00  0.00           O  
HETATM    9  C3  UNL     1      -1.562  -0.092  -0.166  1.00  0.00           C  
HETATM   10  C4  UNL     1      -2.713   0.040   0.802  1.00  0.00           C  
HETATM   11  O6  UNL     1      -2.272  -0.448   2.029  1.00  0.00           O  
HETATM   12  O7  UNL     1      -1.828   0.557  -1.383  1.00  0.00           O  
HETATM   13  P2  UNL     1      -1.469   2.192  -1.331  1.00  0.00           P  
HETATM   14  O8  UNL     1      -0.944   2.636   0.021  1.00  0.00           O  
HETATM   15  O9  UNL     1      -0.320   2.642  -2.494  1.00  0.00           O1-
HETATM   16  O10 UNL     1      -2.897   3.054  -1.641  1.00  0.00           O1-
HETATM   17  C5  UNL     1      -1.160  -1.535  -0.386  1.00  0.00           C  
HETATM   18  O11 UNL     1      -1.845  -2.421   0.418  1.00  0.00           O  
HETATM   19  C6  UNL     1       0.331  -1.484  -0.065  1.00  0.00           C  
HETATM   20  O12 UNL     1       1.067  -2.355  -0.853  1.00  0.00           O  
HETATM   21  H1  UNL     1       1.914   1.575  -0.140  1.00  0.00           H  
HETATM   22  H2  UNL     1       2.575   0.181  -1.013  1.00  0.00           H  
HETATM   23  H3  UNL     1       0.315   0.111  -1.457  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.544  -0.579   0.425  1.00  0.00           H  
HETATM   25  H5  UNL     1      -2.961   1.117   0.871  1.00  0.00           H  
HETATM   26  H6  UNL     1      -3.004  -0.649   2.647  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.287  -1.738  -1.479  1.00  0.00           H  
HETATM   28  H8  UNL     1      -2.245  -3.103  -0.196  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.515  -1.709   1.012  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.096  -3.241  -0.394  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4    5
CONECT    5    6
CONECT    6    7   21   22
CONECT    7    8   19   23
CONECT    8    9
CONECT    9   10   12   17
CONECT   10   11   24   25
CONECT   11   26
CONECT   12   13
CONECT   13   14   14   15   16
CONECT   17   18   19   27
CONECT   18   28
CONECT   19   20   29
CONECT   20   30
END

HMDB0304539
     RDKit          3D
beta-D-fructose 2,6-bisphosphate
 30 30  0  0  0  0  0  0  0  0999 V2000
    4.9579    0.0138    0.0980 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0772    0.8142    1.0075 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.8741    2.3418    0.2891 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.6994    1.0276    2.5438 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.5471    0.0663    1.0219 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9387    0.4568   -0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5740   -0.0362   -0.3848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4311    0.5621    0.3500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5619   -0.0918   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7135    0.0403    0.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2717   -0.4476    2.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8277    0.5570   -1.3826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4693    2.1921   -1.3313 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.9437    2.6364    0.0209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3196    2.6421   -2.4941 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.8972    3.0544   -1.6412 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1600   -1.5353   -0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8448   -2.4213    0.4176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313   -1.4839   -0.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0666   -2.3548   -0.8531 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9138    1.5754   -0.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5746    0.1812   -1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3155    0.1109   -1.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5438   -0.5785    0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9611    1.1171    0.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0043   -0.6491    2.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2869   -1.7381   -1.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2451   -3.1029   -0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153   -1.7094    1.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0963   -3.2405   -0.3944 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
  9 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
  9 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19  7  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 17 27  1  0
 18 28  1  0
 19 29  1  0
 20 30  1  0
M  CHG  4   3  -1   4  -1  15  -1  16  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
[3,4-Dihydroxy-5-(hydroxymethyl)-5-(phosphonatooxy)oxolan-2-yl]methyl phosphoric acid	Generator
Β-D-fructose 2,6-bisphosphoric acid	Generator

Chemical Formula

C₆H₁₀O₁₂P₂

Average Molecular Weight

336.084

Monoisotopic Molecular Weight

335.966944078

IUPAC Name

3,4-dihydroxy-2-(hydroxymethyl)-5-[(phosphonatooxy)methyl]oxolan-2-yl phosphate

Traditional Name

3,4-dihydroxy-2-(hydroxymethyl)-5-[(phosphonatooxy)methyl]oxolan-2-yl phosphate

CAS Registry Number

Not Available

SMILES

OCC1(OP([O-])([O-])=O)OC(COP([O-])([O-])=O)C(O)C1O

InChI Identifier

InChI=1S/C6H14O12P2/c7-2-6(18-20(13,14)15)5(9)4(8)3(17-6)1-16-19(10,11)12/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/p-4

InChI Key

YXWOAJXNVLXPMU-UHFFFAOYSA-J

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-5-phosphate
Pentose phosphate
C-glycosyl compound
Glycosyl compound
Monosaccharide phosphate
Alkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Tetrahydrofuran
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Alcohol
Organic oxide
Primary alcohol
Hydrocarbon derivative
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

a small molecule (CPD-535 )

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	-1.3	ALOGPS
logP	-3	ChemAxon
logS	-0.67	ALOGPS
pKa (Strongest Acidic)	0.68	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	214.76 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	53.62 m³·mol⁻¹	ChemAxon
Polarizability	24.14 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	166.498	32859911
AllCCS	[M+H-H2O]+	163.293	32859911
AllCCS	[M+Na]+	170.316	32859911
AllCCS	[M+NH4]+	169.465	32859911
AllCCS	[M-H]-	145.541	32859911
AllCCS	[M+Na-2H]-	144.611	32859911
AllCCS	[M+HCOO]-	143.708	32859911
DeepCCS	[M+H]+	152.667	30932474
DeepCCS	[M-H]-	149.006	30932474
DeepCCS	[M-2H]-	185.364	30932474
DeepCCS	[M+Na]+	161.197	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

FDB031287

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73743762

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 beta-D-fructose 2,6-bisphosphate (HMDB0304539)

MOL for HMDB0304539 (beta-D-fructose 2,6-bisphosphate)

3D MOL for HMDB0304539 (beta-D-fructose 2,6-bisphosphate)

3D SDF for HMDB0304539 (beta-D-fructose 2,6-bisphosphate)

3D-SDF for HMDB0304539 (beta-D-fructose 2,6-bisphosphate)

PDB for HMDB0304539 (beta-D-fructose 2,6-bisphosphate)

3D PDB for HMDB0304539 (beta-D-fructose 2,6-bisphosphate)

SMILES for HMDB0304539 (beta-D-fructose 2,6-bisphosphate)

INCHI for HMDB0304539 (beta-D-fructose 2,6-bisphosphate)

Structure for HMDB0304539 (beta-D-fructose 2,6-bisphosphate)

3D Structure for HMDB0304539 (beta-D-fructose 2,6-bisphosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices