MiMeDB: Showing metabocard for Sedoheptulose 1,7-bisphosphate (MMDBc0030095)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:53:43 UTC

Update Date

2022-08-31 17:39:41 UTC

Metabolite ID

MMDBc0030095

Metabolite Identification

Common Name

Sedoheptulose 1,7-bisphosphate

Description

Sedoheptulose 1,7-bisphosphate is a member of the chemical class known as Organophosphate Esters. These are organic compounds containing phosphoric acid ester functional group. Sedoheptulose-1,7-bisphosphate is invovled in the photosynthetic Calvin cycle. Sedoheptulose-1,7-bisphosphatase (SBPase) is an enzyme unique to photosynthetic organisms and has a key role in regulating the photosynthetic Calvin cycle through which nearly all carbon enters the biosphere. (PMID 9758762 )

Structure

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

HMDB0060274
     RDKit          3D
Sedoheptulose 1,7-bisphosphate
 38 37  0  0  0  0  0  0  0  0999 V2000
   -2.3644   -0.5906    1.9559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2999   -0.6447    0.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2286    0.0792   -0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1724    0.8188    0.5550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1540    1.5835   -0.5970 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.0518    0.4959   -1.1803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1411    2.7304    0.1484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2603    2.2335   -1.8544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2365   -1.4785    0.1168 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3023   -1.4314   -1.2733 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325   -0.9728    0.5402 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2480    0.3092    0.0813 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1299   -1.9644    0.0429 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8064   -3.2441    0.5812 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5192   -1.5887    0.4824 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5530   -1.5095    1.8618 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9659   -0.3395   -0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3128   -0.0402    0.0985 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6621    1.3940   -0.7387 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.3245    1.1853   -2.2064 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7801    2.6964   -0.1582 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3044    1.7655   -0.6265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6117    0.8375   -0.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6838   -0.6647   -0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8456    3.0154   -0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5219    2.8145   -1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3586   -2.5340    0.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3645   -0.5117   -1.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1071   -0.9584    1.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3136    0.4022   -0.8828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0921   -2.0006   -1.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3479   -3.7342   -0.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2102   -2.4563    0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2649   -0.6170    2.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4172    0.5244    0.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7779   -0.4204   -1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8190    2.5196   -0.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5090    2.2961    0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  2  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 19 22  1  0
  3 23  1  0
  3 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  1
 10 28  1  0
 11 29  1  1
 12 30  1  0
 13 31  1  6
 14 32  1  0
 15 33  1  6
 16 34  1  0
 17 35  1  0
 17 36  1  0
 21 37  1  0
 22 38  1  0
M  END


  Mrv1652309042000402D          

 22 21  0  0  1  0            999 V2000
   10.3733  -10.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0842  -11.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7949  -10.8218    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.5058  -11.2406    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.2165  -10.8345    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.9274  -11.2533    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.6382  -10.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6626  -11.2152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0842  -12.0530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7949   -9.9967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5058  -12.0656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2165  -10.0094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9147  -12.0561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3526  -11.2596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0671  -10.8471    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.9481  -10.8027    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.0671  -10.0221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7816  -11.2596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2806  -11.6440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9481   -9.9777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2336  -11.2152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7346  -11.5996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  2  1  1  0  0  0  0
  9  2  2  0  0  0  0
  3  2  1  0  0  0  0
  3 10  1  1  0  0  0
  4  3  1  0  0  0  0
  4 11  1  1  0  0  0
  5  4  1  0  0  0  0
  5 12  1  6  0  0  0
  6  5  1  0  0  0  0
  6 13  1  1  0  0  0
  7  6  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 16  1  0  0  0  0
 15 17  2  0  0  0  0
 15 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  2  0  0  0  0
 16 21  1  0  0  0  0
 16 22  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030095

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H16O13P2/c8-3(1-19-21(13,14)15)5(10)7(12)6(11)4(9)2-20-22(16,17)18/h3,5-8,10-12H,1-2H2,(H2,13,14,15)(H2,16,17,18)/t3-,5-,6-,7-/m1/s1

> <INCHI_KEY>
OKHXOUGRECCASI-SHUUEZRQSA-N

> <FORMULA>
C7H16O13P2

> <MOLECULAR_WEIGHT>
370.1417

> <EXACT_MASS>
370.006613622

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
28.034589633912134

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(3S,4R,5R,6R)-3,4,5,6-tetrahydroxy-2-oxo-7-(phosphonooxy)heptyl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-1.52

> <JCHEM_LOGP>
-4.144498896666667

> <ALOGPS_LOGS>
-1.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.6639331088172806

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.0065590425670043

> <JCHEM_PKA_STRONGEST_BASIC>
-3.539513696987668

> <JCHEM_POLAR_SURFACE_AREA>
231.50999999999996

> <JCHEM_REFRACTIVITY>
65.2701

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.43e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sedoheptulose 1,7-bisphosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060274
     RDKit          3D
Sedoheptulose 1,7-bisphosphate
 38 37  0  0  0  0  0  0  0  0999 V2000
   -2.3644   -0.5906    1.9559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2999   -0.6447    0.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2286    0.0792   -0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1724    0.8188    0.5550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1540    1.5835   -0.5970 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.0518    0.4959   -1.1803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1411    2.7304    0.1484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2603    2.2335   -1.8544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2365   -1.4785    0.1168 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3023   -1.4314   -1.2733 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325   -0.9728    0.5402 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2480    0.3092    0.0813 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1299   -1.9644    0.0429 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8064   -3.2441    0.5812 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5192   -1.5887    0.4824 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5530   -1.5095    1.8618 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9659   -0.3395   -0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3128   -0.0402    0.0985 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6621    1.3940   -0.7387 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.3245    1.1853   -2.2064 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7801    2.6964   -0.1582 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3044    1.7655   -0.6265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6117    0.8375   -0.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6838   -0.6647   -0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8456    3.0154   -0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5219    2.8145   -1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3586   -2.5340    0.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3645   -0.5117   -1.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1071   -0.9584    1.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3136    0.4022   -0.8828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0921   -2.0006   -1.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3479   -3.7342   -0.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2102   -2.4563    0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2649   -0.6170    2.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4172    0.5244    0.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7779   -0.4204   -1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8190    2.5196   -0.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5090    2.2961    0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  2  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 19 22  1  0
  3 23  1  0
  3 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  1
 10 28  1  0
 11 29  1  1
 12 30  1  0
 13 31  1  6
 14 32  1  0
 15 33  1  6
 16 34  1  0
 17 35  1  0
 17 36  1  0
 21 37  1  0
 22 38  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      19.363 -20.177   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.691 -20.959   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      22.017 -20.201   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      23.344 -20.982   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.671 -20.224   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.998 -21.006   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.325 -20.248   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      18.037 -20.935   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      20.691 -22.499   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      22.017 -18.661   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      23.344 -22.522   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      24.671 -18.684   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      25.974 -22.505   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      28.658 -21.018   0.000  0.00  0.00           O+0
HETATM   15  P   UNK     0      29.992 -20.248   0.000  0.00  0.00           P+0
HETATM   16  P   UNK     0      16.703 -20.165   0.000  0.00  0.00           P+0
HETATM   17  O   UNK     0      29.992 -18.708   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      31.326 -21.018   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      30.390 -21.735   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      16.703 -18.625   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      15.369 -20.935   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      16.305 -21.653   0.000  0.00  0.00           O+0
CONECT    1    8    2                                                       
CONECT    2    1    9    3                                                  
CONECT    3    2   10    4                                                  
CONECT    4    3   11    5                                                  
CONECT    5    4   12    6                                                  
CONECT    6    5   13    7                                                  
CONECT    7    6   14                                                       
CONECT    8    1   16                                                       
CONECT    9    2                                                            
CONECT   10    3                                                            
CONECT   11    4                                                            
CONECT   12    5                                                            
CONECT   13    6                                                            
CONECT   14    7   15                                                       
CONECT   15   14   17   18   19                                             
CONECT   16    8   20   21   22                                             
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   15                                                            
CONECT   20   16                                                            
CONECT   21   16                                                            
CONECT   22   16                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

COMPND    HMDB0060274
HETATM    1  O1  UNL     1      -2.364  -0.591   1.956  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.300  -0.645   0.740  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.229   0.079  -0.145  1.00  0.00           C  
HETATM    4  O2  UNL     1      -4.172   0.819   0.555  1.00  0.00           O  
HETATM    5  P1  UNL     1      -5.154   1.583  -0.597  1.00  0.00           P  
HETATM    6  O3  UNL     1      -6.052   0.496  -1.180  1.00  0.00           O  
HETATM    7  O4  UNL     1      -6.141   2.730   0.148  1.00  0.00           O  
HETATM    8  O5  UNL     1      -4.260   2.233  -1.854  1.00  0.00           O  
HETATM    9  C3  UNL     1      -1.236  -1.478   0.117  1.00  0.00           C  
HETATM   10  O6  UNL     1      -1.302  -1.431  -1.273  1.00  0.00           O  
HETATM   11  C4  UNL     1       0.133  -0.973   0.540  1.00  0.00           C  
HETATM   12  O7  UNL     1       0.248   0.309   0.081  1.00  0.00           O  
HETATM   13  C5  UNL     1       1.130  -1.964   0.043  1.00  0.00           C  
HETATM   14  O8  UNL     1       0.806  -3.244   0.581  1.00  0.00           O  
HETATM   15  C6  UNL     1       2.519  -1.589   0.482  1.00  0.00           C  
HETATM   16  O9  UNL     1       2.553  -1.510   1.862  1.00  0.00           O  
HETATM   17  C7  UNL     1       2.966  -0.340  -0.195  1.00  0.00           C  
HETATM   18  O10 UNL     1       4.313  -0.040   0.099  1.00  0.00           O  
HETATM   19  P2  UNL     1       4.662   1.394  -0.739  1.00  0.00           P  
HETATM   20  O11 UNL     1       4.325   1.185  -2.206  1.00  0.00           O  
HETATM   21  O12 UNL     1       3.780   2.696  -0.158  1.00  0.00           O  
HETATM   22  O13 UNL     1       6.304   1.766  -0.627  1.00  0.00           O  
HETATM   23  H1  UNL     1      -2.612   0.838  -0.711  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.684  -0.665  -0.834  1.00  0.00           H  
HETATM   25  H3  UNL     1      -6.846   3.015  -0.496  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.522   2.815  -1.555  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.359  -2.534   0.430  1.00  0.00           H  
HETATM   28  H6  UNL     1      -1.364  -0.512  -1.595  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.107  -0.958   1.666  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.314   0.402  -0.883  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.092  -2.001  -1.057  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.348  -3.734  -0.140  1.00  0.00           H  
HETATM   33  H11 UNL     1       3.210  -2.456   0.193  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.265  -0.617   2.196  1.00  0.00           H  
HETATM   35  H13 UNL     1       2.417   0.524   0.265  1.00  0.00           H  
HETATM   36  H14 UNL     1       2.778  -0.420  -1.275  1.00  0.00           H  
HETATM   37  H15 UNL     1       2.819   2.520  -0.066  1.00  0.00           H  
HETATM   38  H16 UNL     1       6.509   2.296   0.196  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    9
CONECT    3    4   23   24
CONECT    4    5
CONECT    5    6    6    7    8
CONECT    7   25
CONECT    8   26
CONECT    9   10   11   27
CONECT   10   28
CONECT   11   12   13   29
CONECT   12   30
CONECT   13   14   15   31
CONECT   14   32
CONECT   15   16   17   33
CONECT   16   34
CONECT   17   18   35   36
CONECT   18   19
CONECT   19   20   20   21   22
CONECT   21   37
CONECT   22   38
END

HMDB0060274
     RDKit          3D
Sedoheptulose 1,7-bisphosphate
 38 37  0  0  0  0  0  0  0  0999 V2000
   -2.3644   -0.5906    1.9559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2999   -0.6447    0.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2286    0.0792   -0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1724    0.8188    0.5550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1540    1.5835   -0.5970 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.0518    0.4959   -1.1803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1411    2.7304    0.1484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2603    2.2335   -1.8544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2365   -1.4785    0.1168 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3023   -1.4314   -1.2733 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325   -0.9728    0.5402 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2480    0.3092    0.0813 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1299   -1.9644    0.0429 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8064   -3.2441    0.5812 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5192   -1.5887    0.4824 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5530   -1.5095    1.8618 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9659   -0.3395   -0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3128   -0.0402    0.0985 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6621    1.3940   -0.7387 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.3245    1.1853   -2.2064 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7801    2.6964   -0.1582 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3044    1.7655   -0.6265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6117    0.8375   -0.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6838   -0.6647   -0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8456    3.0154   -0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5219    2.8145   -1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3586   -2.5340    0.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3645   -0.5117   -1.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1071   -0.9584    1.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3136    0.4022   -0.8828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0921   -2.0006   -1.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3479   -3.7342   -0.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2102   -2.4563    0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2649   -0.6170    2.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4172    0.5244    0.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7779   -0.4204   -1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8190    2.5196   -0.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5090    2.2961    0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  2  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 19 22  1  0
  3 23  1  0
  3 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  1
 10 28  1  0
 11 29  1  1
 12 30  1  0
 13 31  1  6
 14 32  1  0
 15 33  1  6
 16 34  1  0
 17 35  1  0
 17 36  1  0
 21 37  1  0
 22 38  1  0
M  END

Synonyms

Value	Source
altro-Heptulose 1,7-biphosphate	ChEBI, HMDB
D-altro-Heptulose 1,7-biphosphate	ChEBI, KEGG
D-Sedoheptulose 1,7-bisphosphate	ChEBI, KEGG
altro-Heptulose 1,7-biphosphoric acid	Generator, HMDB
Sedoheptulose 1,7-bisphosphoric acid	Generator
D-altro-Heptulose 1,7-biphosphoric acid	Generator
D-Sedoheptulose 1,7-bisphosphoric acid	Generator
altro Heptulose 1,7-Bisphosphate	MeSH
D-Sedoheptulose 1,7-diphosphate	HMDB
D-altro-Heptulose 1,7-bisphosphate	HMDB
Sedoheptulose 1,7-bisphosphate	HMDB

Molecular Formula

C₇H₁₆O₁₃P₂

Average Mass

370.1417

Monoisotopic Mass

370.006613622

IUPAC Name

{[(3S,4R,5R,6R)-3,4,5,6-tetrahydroxy-2-oxo-7-(phosphonooxy)heptyl]oxy}phosphonic acid

Traditional Name

sedoheptulose 1,7-bisphosphate

CAS Registry Number

815-91-8

SMILES

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

InChI Identifier

InChI=1S/C7H16O13P2/c8-3(1-19-21(13,14)15)5(10)7(12)6(11)4(9)2-20-22(16,17)18/h3,5-8,10-12H,1-2H2,(H2,13,14,15)(H2,16,17,18)/t3-,5-,6-,7-/m1/s1

InChI Key

OKHXOUGRECCASI-SHUUEZRQSA-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

Heptose monosaccharide
Monosaccharide phosphate
Glycerone phosphate
Monoalkyl phosphate
Acyloin
Beta-hydroxy ketone
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Alpha-hydroxy ketone
Ketone
Secondary alcohol
Polyol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

ketoheptose phosphate (CHEBI:17969 )
sedoheptulose derivative (CHEBI:17969 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	14.3 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-4.1	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	1.01	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	231.51 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	65.27 m³·mol⁻¹	ChemAxon
Polarizability	28.03 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9812000000-89e1f3c83fa5fb790408	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-0077-6924026000-72068c6e0e0bd236a3c3	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-1449000000-bdc810a6f38e6acfa267	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00dm-4911000000-75c70e044d501546322d	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000e-9800000000-37ddc2ef1990d4acc39b	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00os-6922000000-b6f948267750931218e4	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9300000000-0e8dfa987ccac2c50817	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-f5325e6f93a21599e5cf	2016-09-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192590	Fructose-bisphosphate aldolase A	Enzyme	P04075	Homo sapiens
MMDBp0192591	Fructose-bisphosphate aldolase C	Enzyme	P09972	Homo sapiens
MMDBp0192592	Fructose-bisphosphate aldolase B	Enzyme	P05062	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0002542	Sedoheptulose 1,7-bisphosphate	Dihydroxyacetone phosphate	Aldolase a, fructose-bisphosphate	Sedoheptulose 1, 7-Bisphosphate D-Glyceraldehyde-3-Phosphate-Lyase Carbon Fixation	VMH	10214945 2198022 4052378 4084320 6952783
MMDBr0002543	Adenosine triphosphate	ADP	Phosphofructokinase, liver	ATP:Sedoheptulose 7-Phosphate 1-Phosphotransferase	VMH	4084320 4272358
MMDBr0002544	D-Sedoheptulose 7-phosphate	Hydrogen Ion	Phosphofructokinase, liver	UTP:Sedoheptulose 7-Phosphate 1-Phosphotransferase	VMH	11945275
MMDBr0006966	Adenosine triphosphate	ADP	Not Available	ATPSedoheptulose 7-phosphate 1-phosphotransferase	VMH	30371894
MMDBr0007398	Sedoheptulose 1,7-bisphosphate	Dihydroxyacetone phosphate	Not Available	Sedoheptulose 1,7-bisphosphate D-glyceraldehyde-3-phosphate-lyase	VMH	30371894
MMDBr0008430	D-Sedoheptulose 7-phosphate	Hydrogen Ion	Not Available	Utp[c]:Sedoheptulose 7-phosphate 1-phosphotransferase	VMH	30371894
MMDBr0008504	Cytidine triphosphate	CDP	Not Available	CTP:Sedoheptulose 7-phosphate 1-phosphotransferase	VMH	30371894
MMDBr0010860	Water	Phosphate	Not Available	Sedoheptulose 1,7-bisphosphate 1-phosphohydrolase	VMH	30371894
MMDBr0013658	Water	D-Sedoheptulose 7-phosphate	D-fructose 1,6-bisphosphatase class 2/sedoheptulose 1,7-bisphosphatase	Dephosphorylation	RHEA	34755880
MMDBr0019362	Adenosine triphosphate	Hydrogen Ion	ATP-dependent 6-phosphofructokinase isozyme 2	Phosphorylation	PathBank	31602464
MMDBr0019363	Sedoheptulose 1,7-bisphosphate	D-Erythrose 4-phosphate	Fructose-bisphosphate aldolase class 2	Aldol addition (or reverse)	PathBank	31602464
MMDBr0020053	Water	D-Sedoheptulose 7-phosphate	Sedoheptulose 1,7-bisphosphatase	Dephosphorylation	PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	174	Pig ; Human feces; Human ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Human stool; Human sputum; Human unknown	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	362	Human feces; Human pleural fluid plaque; Pig ; Human ; Human stool; Human subgingival plaque; Cattle ; Human saliva	Metabolic reconstruction
Bacteria	Actinobacteria	116	Human feces; Human pleural fluid plaque; Human dental plaque; Human sputum; Human ; Human nasopharyngeal swab; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	116	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human urine; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	19	Human feces; Human	Metabolic reconstruction
Bacteria	Tenericutes	4	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Bacteria	Cyanobacteria	29	Human
Bacteria	nah	1
Eukaryota/Fungi	Ascomycota	2	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0060274

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

144412

KEGG Compound ID

C00447

BioCyc ID

D-SEDOHEPTULOSE-1-7-P2

BiGG ID

Not Available

Wikipedia Link

Sedoheptulose-bisphosphatase

METLIN ID

Not Available

PubChem Compound

164735

PDB ID

Not Available

ChEBI ID

17969

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]

Showing metabocard for Sedoheptulose 1,7-bisphosphate (MMDBc0030095)

MOL for #<Metabolite:0x000055d247eed698>

3D MOL for #<Metabolite:0x000055d247eed698>

3D SDF for #<Metabolite:0x000055d247eed698>

3D-SDF for #<Metabolite:0x000055d247eed698>

PDB for #<Metabolite:0x000055d247eed698>

3D PDB for #<Metabolite:0x000055d247eed698>

SMILES for #<Metabolite:0x000055d247eed698>

INCHI for #<Metabolite:0x000055d247eed698>

Structure for #<Metabolite:0x000055d247eed698>

3D Structure for #<Metabolite:0x000055d247eed698>