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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-07 08:06:28 UTC

Update Date

2021-09-26 22:50:27 UTC

HMDB ID

HMDB0242729

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1,2-O-Isopropylidene-D-glucofuranose

Description

1,2-O-Isopropylidene-D-glucofuranose belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals. Based on a literature review very few articles have been published on 1,2-O-Isopropylidene-D-glucofuranose. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1,2-o-isopropylidene-d-glucofuranose is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1,2-O-Isopropylidene-D-glucofuranose is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0242729
     RDKit          3D
1,2-O-Isopropylidene-D-glucofuranose
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.2237   -1.0756   -0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4733    0.2258   -0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589    1.3525   -0.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6331    0.1534   -1.2120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7088   -0.8068   -0.7812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5095   -0.5028   -1.3309 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4711   -0.5941   -0.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5809    0.3602   -0.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0575    1.6487   -0.8098 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7390    0.2910    0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2072   -1.0046    0.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7866   -0.1719    0.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9133    1.1670    1.2233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6381   -0.5848    0.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5578    0.4028    0.9290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5741   -1.9437    0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9415   -0.9906    0.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7030   -1.2579   -0.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9627    2.3223   -0.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0025    1.4401    0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1929    1.0643   -0.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9899   -1.8248   -1.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8515   -1.6222   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8933    0.0774   -1.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5144    2.2108   -0.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5230    0.9833   -0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3971    0.6766    1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1425   -1.3650   -0.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2386   -0.7505    1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0881    1.5974    1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8536   -1.4783    1.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
  7 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15  2  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
M  END

  Mrv1652309072110162D          

 15 16  0  0  0  0            999 V2000
    0.1715   -0.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5612   -0.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3862   -0.9694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5612    0.4595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937    1.1971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1715    0.2971    0.0000 C   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  0  0  0
  5 14  1  0  0  0  0
  2 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242729

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)OC2OC(C(O)CO)C(O)C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C9H16O6/c1-9(2)14-7-5(12)6(4(11)3-10)13-8(7)15-9/h4-8,10-12H,3H2,1-2H3

> <INCHI_KEY>
BGGCXQKYCBBHAH-UHFFFAOYSA-N

> <FORMULA>
C9H16O6

> <MOLECULAR_WEIGHT>
220.221

> <EXACT_MASS>
220.094688235

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
21.572801467921852

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{6-hydroxy-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl}ethane-1,2-diol

> <ALOGPS_LOGP>
-0.94

> <JCHEM_LOGP>
-1.2301146023333336

> <ALOGPS_LOGS>
0.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.567430094525115

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.800015946765111

> <JCHEM_PKA_STRONGEST_BASIC>
-2.974507086148077

> <JCHEM_POLAR_SURFACE_AREA>
88.38000000000001

> <JCHEM_REFRACTIVITY>
48.130399999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.61e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{6-hydroxy-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl}ethane-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242729
     RDKit          3D
1,2-O-Isopropylidene-D-glucofuranose
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.2237   -1.0756   -0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4733    0.2258   -0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589    1.3525   -0.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6331    0.1534   -1.2120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7088   -0.8068   -0.7812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5095   -0.5028   -1.3309 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4711   -0.5941   -0.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5809    0.3602   -0.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0575    1.6487   -0.8098 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7390    0.2910    0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2072   -1.0046    0.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7866   -0.1719    0.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9133    1.1670    1.2233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6381   -0.5848    0.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5578    0.4028    0.9290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5741   -1.9437    0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9415   -0.9906    0.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7030   -1.2579   -0.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9627    2.3223   -0.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0025    1.4401    0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1929    1.0643   -0.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9899   -1.8248   -1.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8515   -1.6222   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8933    0.0774   -1.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5144    2.2108   -0.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5230    0.9833   -0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3971    0.6766    1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1425   -1.3650   -0.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2386   -0.7505    1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0881    1.5974    1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8536   -1.4783    1.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
  7 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15  2  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
M  END

HEADER    PROTEIN                                 07-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-21         0                                  
HETATM    1  C   UNK     0       0.320  -1.506   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.370   0.770   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       3.834   0.294   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.299   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.204  -0.476   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.299  -1.722   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.370  -1.722   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.744  -0.476   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.514  -1.810   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      10.054  -1.810   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       8.514   0.858   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       5.775   2.235   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.320   0.555   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    9   15                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6   14                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    4    9                                                  
CONECT    9    8    2                                                       
CONECT   10    6   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10                                                            
CONECT   14    5                                                            
CONECT   15    2                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0242729
HETATM    1  C1  UNL     1      -3.224  -1.076  -0.006  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.473   0.226  -0.094  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.459   1.352  -0.200  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.633   0.153  -1.212  1.00  0.00           O  
HETATM    5  C4  UNL     1      -0.709  -0.807  -0.781  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.510  -0.503  -1.331  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.471  -0.594  -0.328  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.581   0.360  -0.723  1.00  0.00           C  
HETATM    9  O3  UNL     1       2.057   1.649  -0.810  1.00  0.00           O  
HETATM   10  C7  UNL     1       3.739   0.291   0.252  1.00  0.00           C  
HETATM   11  O4  UNL     1       4.207  -1.005   0.290  1.00  0.00           O  
HETATM   12  C8  UNL     1       0.787  -0.172   0.953  1.00  0.00           C  
HETATM   13  O5  UNL     1       0.913   1.167   1.223  1.00  0.00           O  
HETATM   14  C9  UNL     1      -0.638  -0.585   0.698  1.00  0.00           C  
HETATM   15  O6  UNL     1      -1.558   0.403   0.929  1.00  0.00           O  
HETATM   16  H1  UNL     1      -2.574  -1.944   0.218  1.00  0.00           H  
HETATM   17  H2  UNL     1      -3.942  -0.991   0.824  1.00  0.00           H  
HETATM   18  H3  UNL     1      -3.703  -1.258  -0.984  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.963   2.322  -0.434  1.00  0.00           H  
HETATM   20  H5  UNL     1      -4.003   1.440   0.741  1.00  0.00           H  
HETATM   21  H6  UNL     1      -4.193   1.064  -0.996  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.990  -1.825  -1.065  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.852  -1.622  -0.238  1.00  0.00           H  
HETATM   24  H9  UNL     1       2.893   0.077  -1.745  1.00  0.00           H  
HETATM   25  H10 UNL     1       2.514   2.211  -0.129  1.00  0.00           H  
HETATM   26  H11 UNL     1       4.523   0.983  -0.165  1.00  0.00           H  
HETATM   27  H12 UNL     1       3.397   0.677   1.233  1.00  0.00           H  
HETATM   28  H13 UNL     1       4.143  -1.365  -0.642  1.00  0.00           H  
HETATM   29  H14 UNL     1       1.239  -0.750   1.790  1.00  0.00           H  
HETATM   30  H15 UNL     1       0.088   1.597   1.566  1.00  0.00           H  
HETATM   31  H16 UNL     1      -0.854  -1.478   1.299  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4   15
CONECT    3   19   20   21
CONECT    4    5
CONECT    5    6   14   22
CONECT    6    7
CONECT    7    8   12   23
CONECT    8    9   10   24
CONECT    9   25
CONECT   10   11   26   27
CONECT   11   28
CONECT   12   13   14   29
CONECT   13   30
CONECT   14   15   31
END

HMDB0242729
     RDKit          3D
1,2-O-Isopropylidene-D-glucofuranose
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.2237   -1.0756   -0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4733    0.2258   -0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589    1.3525   -0.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6331    0.1534   -1.2120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7088   -0.8068   -0.7812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5095   -0.5028   -1.3309 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4711   -0.5941   -0.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5809    0.3602   -0.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0575    1.6487   -0.8098 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7390    0.2910    0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2072   -1.0046    0.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7866   -0.1719    0.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9133    1.1670    1.2233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6381   -0.5848    0.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5578    0.4028    0.9290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5741   -1.9437    0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9415   -0.9906    0.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7030   -1.2579   -0.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9627    2.3223   -0.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0025    1.4401    0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1929    1.0643   -0.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9899   -1.8248   -1.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8515   -1.6222   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8933    0.0774   -1.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5144    2.2108   -0.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5230    0.9833   -0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3971    0.6766    1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1425   -1.3650   -0.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2386   -0.7505    1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0881    1.5974    1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8536   -1.4783    1.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
  7 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15  2  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₉H₁₆O₆

Average Molecular Weight

220.221

Monoisotopic Molecular Weight

220.094688235

IUPAC Name

1-{6-hydroxy-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl}ethane-1,2-diol

Traditional Name

1-{6-hydroxy-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl}ethane-1,2-diol

CAS Registry Number

Not Available

SMILES

CC1(C)OC2OC(C(O)CO)C(O)C2O1

InChI Identifier

InChI=1S/C9H16O6/c1-9(2)14-7-5(12)6(4(11)3-10)13-8(7)15-9/h4-8,10-12H,3H2,1-2H3

InChI Key

BGGCXQKYCBBHAH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Ketals

Alternative Parents

Substituents

Ketal
Monosaccharide
Tetrahydrofuran
Meta-dioxolane
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	-0.94	ALOGPS
logP	-1.2	ChemAxon
logS	0.48	ALOGPS
pKa (Strongest Acidic)	12.8	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	88.38 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	48.13 m³·mol⁻¹	ChemAxon
Polarizability	21.57 Å³	ChemAxon
Number of Rings	2	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
DeepCCS	[M+H]+	144.392	30932474
DeepCCS	[M-H]-	141.915	30932474
DeepCCS	[M-2H]-	177.652	30932474
DeepCCS	[M+Na]+	153.19	30932474
AllCCS	[M+H]+	150.7	32859911
AllCCS	[M+H-H2O]+	146.9	32859911
AllCCS	[M+NH4]+	154.3	32859911
AllCCS	[M+Na]+	155.3	32859911
AllCCS	[M-H]-	149.4	32859911
AllCCS	[M+Na-2H]-	149.7	32859911
AllCCS	[M+HCOO]-	150.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,2-O-Isopropylidene-D-glucofuranose	CC1(C)OC2OC(C(O)CO)C(O)C2O1	3015.6	Standard polar	33892256
1,2-O-Isopropylidene-D-glucofuranose	CC1(C)OC2OC(C(O)CO)C(O)C2O1	1634.7	Standard non polar	33892256
1,2-O-Isopropylidene-D-glucofuranose	CC1(C)OC2OC(C(O)CO)C(O)C2O1	1690.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fr-9510000000-8ca17065ae989f48a48f	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose 10V, Positive-QTOF	splash10-00dj-0890000000-ad0fdeb47d71d700acfb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose 20V, Positive-QTOF	splash10-00ds-9740000000-938e18bbc8ec6e2d30ad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose 40V, Positive-QTOF	splash10-0006-9100000000-e6146d54e38f30c668fe	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose 10V, Negative-QTOF	splash10-014i-0190000000-aee63f21fb2bbdb6359b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose 20V, Negative-QTOF	splash10-0a4l-9710000000-af6e498caa2beda1f495	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-O-Isopropylidene-D-glucofuranose 40V, Negative-QTOF	splash10-0a4l-9100000000-096996b88f5b63983939	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

190653

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

219905

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 1,2-O-Isopropylidene-D-glucofuranose (HMDB0242729)

MOL for HMDB0242729 (1,2-O-Isopropylidene-D-glucofuranose)

3D MOL for HMDB0242729 (1,2-O-Isopropylidene-D-glucofuranose)

3D SDF for HMDB0242729 (1,2-O-Isopropylidene-D-glucofuranose)

3D-SDF for HMDB0242729 (1,2-O-Isopropylidene-D-glucofuranose)

PDB for HMDB0242729 (1,2-O-Isopropylidene-D-glucofuranose)

3D PDB for HMDB0242729 (1,2-O-Isopropylidene-D-glucofuranose)

SMILES for HMDB0242729 (1,2-O-Isopropylidene-D-glucofuranose)

INCHI for HMDB0242729 (1,2-O-Isopropylidene-D-glucofuranose)

Structure for HMDB0242729 (1,2-O-Isopropylidene-D-glucofuranose)

3D Structure for HMDB0242729 (1,2-O-Isopropylidene-D-glucofuranose)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra