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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:39:27 UTC

Update Date

2021-09-23 18:39:27 UTC

HMDB ID

HMDB0302552

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Heptulose

Description

Heptulose-2-phosphate, also known as 1-deoxygluco-heptulose 2-phosphate, is a member of the class of compounds known as monosaccharide phosphates. Monosaccharide phosphates are monosaccharides comprising a phosphated group linked to the carbohydrate unit. Heptulose-2-phosphate is soluble (in water) and a moderately acidic compound (based on its pKa). Heptulose-2-phosphate can be found in garden tomato (variety) and sweet orange, which makes heptulose-2-phosphate a potential biomarker for the consumption of these food products. .

Structure

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

HMDB0302552
     RDKit          3D
Heptulose
 32 32  0  0  0  0  0  0  0  0999 V2000
    1.0318   -0.1819    1.7371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7980   -0.5365    0.2853 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0280   -0.8927   -0.3001 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1689    0.2967   -0.2633 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.9948    0.1918    0.9956 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5506    1.8504   -0.4830 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2512    0.0203   -1.5632 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    0.4391   -0.4490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0688    0.5466   -0.6063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4499    2.0003   -0.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    2.1916   -0.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9931   -0.3455    0.1019 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0417   -0.7815   -0.7478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4184   -1.5651    0.7361 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4410   -1.4914    2.1490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0330   -1.8035    0.2202 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1475   -2.1546   -1.1272 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529    0.5612    1.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1283    0.2955    2.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3343   -1.0888    2.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1734    2.4292   -1.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1105    0.4260   -1.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2890    0.4765   -1.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8922    2.6451   -0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0895    2.2290    0.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0230    3.0451    0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5454    0.2033    0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8599   -0.4931   -1.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0042   -2.4962    0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0468   -0.7727    2.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4885   -2.6371    0.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0102   -2.6072   -1.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  6
  3  4  1  0
  4  5  2  0
  4  6  1  0
  4  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16  2  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  6 21  1  0
  7 22  1  0
  9 23  1  6
 10 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  1
 13 28  1  0
 14 29  1  1
 15 30  1  0
 16 31  1  1
 17 32  1  0
M  END


  Mrv0541 02231217302D          

 17 17  0  0  1  0            999 V2000
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9626    2.6447    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804    3.4200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7379    2.9269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1874    2.3626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  1  0  0  0
  2 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302552

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H15O9P/c1-7(16-17(12,13)14)6(11)5(10)4(9)3(2-8)15-7/h3-6,8-11H,2H2,1H3,(H2,12,13,14)/t3-,4-,5+,6-,7-/m1/s1

> <INCHI_KEY>
QZBAZODTRUGOQS-XUUWZHRGSA-N

> <FORMULA>
C7H15O9P

> <MOLECULAR_WEIGHT>
274.1624

> <EXACT_MASS>
274.04536859

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
22.393891513066464

> <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)-2-methyloxan-2-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-2.08

> <JCHEM_LOGP>
-2.8080425236666673

> <ALOGPS_LOGS>
-0.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.21169935588465

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1455150914412342

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9813195457862927

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
51.818099999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.18e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
heptulose-2-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302552
     RDKit          3D
Heptulose
 32 32  0  0  0  0  0  0  0  0999 V2000
    1.0318   -0.1819    1.7371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7980   -0.5365    0.2853 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0280   -0.8927   -0.3001 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1689    0.2967   -0.2633 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.9948    0.1918    0.9956 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5506    1.8504   -0.4830 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2512    0.0203   -1.5632 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    0.4391   -0.4490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0688    0.5466   -0.6063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4499    2.0003   -0.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    2.1916   -0.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9931   -0.3455    0.1019 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0417   -0.7815   -0.7478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4184   -1.5651    0.7361 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4410   -1.4914    2.1490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0330   -1.8035    0.2202 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1475   -2.1546   -1.1272 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529    0.5612    1.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1283    0.2955    2.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3343   -1.0888    2.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1734    2.4292   -1.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1105    0.4260   -1.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2890    0.4765   -1.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8922    2.6451   -0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0895    2.2290    0.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0230    3.0451    0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5454    0.2033    0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8599   -0.4931   -1.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0042   -2.4962    0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0468   -0.7727    2.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4885   -2.6371    0.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0102   -2.6072   -1.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  6
  3  4  1  0
  4  5  2  0
  4  6  1  0
  4  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16  2  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  6 21  1  0
  7 22  1  0
  9 23  1  6
 10 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  1
 13 28  1  0
 14 29  1  1
 15 30  1  0
 16 31  1  1
 17 32  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       2.324   3.490   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0       1.797   4.937   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0       1.270   6.384   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.244   5.464   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.350   4.410   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11   13                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    2   12                                                  
CONECT   12   11                                                            
CONECT   13    2   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0302552
HETATM    1  C1  UNL     1       1.032  -0.182   1.737  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.798  -0.537   0.285  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.028  -0.893  -0.300  1.00  0.00           O  
HETATM    4  P1  UNL     1       3.169   0.297  -0.263  1.00  0.00           P  
HETATM    5  O2  UNL     1       3.995   0.192   0.996  1.00  0.00           O  
HETATM    6  O3  UNL     1       2.551   1.850  -0.483  1.00  0.00           O  
HETATM    7  O4  UNL     1       4.251   0.020  -1.563  1.00  0.00           O  
HETATM    8  O5  UNL     1       0.250   0.439  -0.449  1.00  0.00           O  
HETATM    9  C3  UNL     1      -1.069   0.547  -0.606  1.00  0.00           C  
HETATM   10  C4  UNL     1      -1.450   2.000  -0.270  1.00  0.00           C  
HETATM   11  O6  UNL     1      -2.807   2.192  -0.411  1.00  0.00           O  
HETATM   12  C5  UNL     1      -1.993  -0.346   0.102  1.00  0.00           C  
HETATM   13  O7  UNL     1      -3.042  -0.781  -0.748  1.00  0.00           O  
HETATM   14  C6  UNL     1      -1.418  -1.565   0.736  1.00  0.00           C  
HETATM   15  O8  UNL     1      -1.441  -1.491   2.149  1.00  0.00           O  
HETATM   16  C7  UNL     1      -0.033  -1.803   0.220  1.00  0.00           C  
HETATM   17  O9  UNL     1      -0.147  -2.155  -1.127  1.00  0.00           O  
HETATM   18  H1  UNL     1       1.853   0.561   1.856  1.00  0.00           H  
HETATM   19  H2  UNL     1       0.128   0.295   2.163  1.00  0.00           H  
HETATM   20  H3  UNL     1       1.334  -1.089   2.280  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.173   2.429  -1.017  1.00  0.00           H  
HETATM   22  H5  UNL     1       5.111   0.426  -1.325  1.00  0.00           H  
HETATM   23  H6  UNL     1      -1.289   0.476  -1.716  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.892   2.645  -0.973  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.090   2.229   0.756  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.023   3.045   0.083  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.545   0.203   0.924  1.00  0.00           H  
HETATM   28  H11 UNL     1      -2.860  -0.493  -1.687  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.004  -2.496   0.508  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.047  -0.773   2.445  1.00  0.00           H  
HETATM   31  H14 UNL     1       0.488  -2.637   0.727  1.00  0.00           H  
HETATM   32  H15 UNL     1      -1.010  -2.607  -1.314  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    8   16
CONECT    3    4
CONECT    4    5    5    6    7
CONECT    6   21
CONECT    7   22
CONECT    8    9
CONECT    9   10   12   23
CONECT   10   11   24   25
CONECT   11   26
CONECT   12   13   14   27
CONECT   13   28
CONECT   14   15   16   29
CONECT   15   30
CONECT   16   17   31
CONECT   17   32
END

HMDB0302552
     RDKit          3D
Heptulose
 32 32  0  0  0  0  0  0  0  0999 V2000
    1.0318   -0.1819    1.7371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7980   -0.5365    0.2853 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0280   -0.8927   -0.3001 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1689    0.2967   -0.2633 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.9948    0.1918    0.9956 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5506    1.8504   -0.4830 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2512    0.0203   -1.5632 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    0.4391   -0.4490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0688    0.5466   -0.6063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4499    2.0003   -0.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    2.1916   -0.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9931   -0.3455    0.1019 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0417   -0.7815   -0.7478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4184   -1.5651    0.7361 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4410   -1.4914    2.1490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0330   -1.8035    0.2202 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1475   -2.1546   -1.1272 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529    0.5612    1.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1283    0.2955    2.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3343   -1.0888    2.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1734    2.4292   -1.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1105    0.4260   -1.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2890    0.4765   -1.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8922    2.6451   -0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0895    2.2290    0.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0230    3.0451    0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5454    0.2033    0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8599   -0.4931   -1.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0042   -2.4962    0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0468   -0.7727    2.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4885   -2.6371    0.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0102   -2.6072   -1.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  6
  3  4  1  0
  4  5  2  0
  4  6  1  0
  4  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16  2  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  6 21  1  0
  7 22  1  0
  9 23  1  6
 10 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  1
 13 28  1  0
 14 29  1  1
 15 30  1  0
 16 31  1  1
 17 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Heptulose-2-phosphoric acid	Generator
1-Deoxy-D-gluco-heptulose 2-phosphate	MeSH
1-deoxygluco-Heptulose 2-phosphate	MeSH
Heptulose 2-phosphate	MeSH
Heptulose-2-P	MeSH

Chemical Formula

C₇H₁₅O₉P

Average Molecular Weight

274.1624

Monoisotopic Molecular Weight

274.04536859

IUPAC Name

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

Traditional Name

heptulose-2-phosphate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C7H15O9P/c1-7(16-17(12,13)14)6(11)5(10)4(9)3(2-8)15-7/h3-6,8-11H,2H2,1H3,(H2,12,13,14)/t3-,4-,5+,6-,7-/m1/s1

InChI Key

QZBAZODTRUGOQS-XUUWZHRGSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharide phosphates

Alternative Parents

Substituents

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

Not Available

Ontology

Not Available

Sweet orange (FooDB: FOOD00057)

Vegetable

Fruit vegetable

Garden tomato (var.) (FooDB: FOOD00173)

Process

Not Available

Role

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	-2.1	ALOGPS
logP	-2.8	ChemAxon
logS	-0.94	ALOGPS
pKa (Strongest Acidic)	1.15	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	51.82 m³·mol⁻¹	ChemAxon
Polarizability	22.39 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	160.374	32859911
AllCCS	[M+H-H2O]+	156.86	32859911
AllCCS	[M+Na]+	164.57	32859911
AllCCS	[M+NH4]+	163.633	32859911
AllCCS	[M-H]-	151.297	32859911
AllCCS	[M+Na-2H]-	151.583	32859911
AllCCS	[M+HCOO]-	152.0	32859911
DeepCCS	[M+H]+	146.271	30932474
DeepCCS	[M-H]-	143.922	30932474
DeepCCS	[M-2H]-	178.661	30932474
DeepCCS	[M+Na]+	152.93	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Heptulose,5TMS,isomer #1	C[C@]1(OP(=O)(O)O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2207.5	Semi standard non polar	33892256
Heptulose,5TMS,isomer #1	C[C@]1(OP(=O)(O)O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2217.2	Standard non polar	33892256
Heptulose,5TMS,isomer #1	C[C@]1(OP(=O)(O)O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2519.6	Standard polar	33892256
Heptulose,5TMS,isomer #2	C[C@]1(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	2201.9	Semi standard non polar	33892256
Heptulose,5TMS,isomer #2	C[C@]1(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	2250.1	Standard non polar	33892256
Heptulose,5TMS,isomer #2	C[C@]1(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	2521.1	Standard polar	33892256
Heptulose,5TMS,isomer #3	C[C@]1(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	2215.4	Semi standard non polar	33892256
Heptulose,5TMS,isomer #3	C[C@]1(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	2280.7	Standard non polar	33892256
Heptulose,5TMS,isomer #3	C[C@]1(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	2460.0	Standard polar	33892256
Heptulose,5TMS,isomer #4	C[C@]1(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2211.1	Semi standard non polar	33892256
Heptulose,5TMS,isomer #4	C[C@]1(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2258.8	Standard non polar	33892256
Heptulose,5TMS,isomer #4	C[C@]1(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2451.0	Standard polar	33892256
Heptulose,5TMS,isomer #5	C[C@]1(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2228.6	Semi standard non polar	33892256
Heptulose,5TMS,isomer #5	C[C@]1(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2231.8	Standard non polar	33892256
Heptulose,5TMS,isomer #5	C[C@]1(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2413.4	Standard polar	33892256
Heptulose,6TMS,isomer #1	C[C@]1(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2256.1	Semi standard non polar	33892256
Heptulose,6TMS,isomer #1	C[C@]1(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2291.4	Standard non polar	33892256
Heptulose,6TMS,isomer #1	C[C@]1(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2391.3	Standard polar	33892256
Heptulose,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@](C)(OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3194.7	Semi standard non polar	33892256
Heptulose,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@](C)(OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3115.6	Standard non polar	33892256
Heptulose,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@](C)(OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2973.7	Standard polar	33892256
Heptulose,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@](C)(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3192.5	Semi standard non polar	33892256
Heptulose,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@](C)(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3125.0	Standard non polar	33892256
Heptulose,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@](C)(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2922.5	Standard polar	33892256
Heptulose,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@](C)(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3184.1	Semi standard non polar	33892256
Heptulose,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@](C)(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3134.9	Standard non polar	33892256
Heptulose,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@](C)(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2936.7	Standard polar	33892256
Heptulose,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@](C)(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3175.8	Semi standard non polar	33892256
Heptulose,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@](C)(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3116.0	Standard non polar	33892256
Heptulose,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@](C)(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2991.2	Standard polar	33892256
Heptulose,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[C@](C)(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3178.5	Semi standard non polar	33892256
Heptulose,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[C@](C)(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3098.2	Standard non polar	33892256
Heptulose,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[C@](C)(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2892.9	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptulose 10V, Positive-QTOF	splash10-0002-9310000000-ca0c1dd7111a6508db43	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptulose 20V, Positive-QTOF	splash10-0002-9100000000-a38ac299274c723e0f6a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptulose 40V, Positive-QTOF	splash10-0pc1-9400000000-ea9025f32867874b9f59	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptulose 10V, Negative-QTOF	splash10-00di-9440000000-cb557c9a450a30fc8c0c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptulose 20V, Negative-QTOF	splash10-004i-9310000000-0058e7c5bb36c2df3655	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptulose 40V, Negative-QTOF	splash10-004i-9000000000-9bb47f2b3dd0353cd3b8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptulose 10V, Positive-QTOF	splash10-004i-0390000000-f9141aec196297337957	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptulose 20V, Positive-QTOF	splash10-056r-3920000000-2d3ba0e7874d5ad2f229	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptulose 40V, Positive-QTOF	splash10-001j-9000000000-42281f9a190d37dc7fe7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptulose 10V, Negative-QTOF	splash10-00di-7090000000-8f0ba2fd8f2f2aae0665	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptulose 20V, Negative-QTOF	splash10-004i-9020000000-ad99e620cb59b78e5ca1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptulose 40V, Negative-QTOF	splash10-004i-9000000000-e5ae44d04fcc61ba1d70	2021-10-21	Wishart Lab	View Spectrum

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

DB04195

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005118

KNApSAcK ID

Not Available

Chemspider ID

111136

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124823

PDB ID

H2P

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

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Showing metabocard for Heptulose (HMDB0302552)

MOL for HMDB0302552 (Heptulose)

3D MOL for HMDB0302552 (Heptulose)

3D SDF for HMDB0302552 (Heptulose)

3D-SDF for HMDB0302552 (Heptulose)

PDB for HMDB0302552 (Heptulose)

3D PDB for HMDB0302552 (Heptulose)

SMILES for HMDB0302552 (Heptulose)

INCHI for HMDB0302552 (Heptulose)

Structure for HMDB0302552 (Heptulose)

3D Structure for HMDB0302552 (Heptulose)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra