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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:18 UTC

Update Date

2022-03-07 02:53:26 UTC

HMDB ID

HMDB0032705

Secondary Accession Numbers

HMDB32705

Metabolite Identification

Common Name

Isopropyl beta-D-glucoside

Description

Isopropyl beta-D-glucoside belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Isopropyl beta-D-glucoside has been detected, but not quantified in, herbs and spices and milk (cow). This could make isopropyl beta-D-glucoside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Isopropyl beta-D-glucoside.

Structure

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

HMDB0032705
     RDKit          3D
Isopropyl beta-D-glucoside
 33 33  0  0  0  0  0  0  0  0999 V2000
    3.1558   -0.8062   -1.6148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4922   -0.1144   -0.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5329    0.1688    0.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4704   -0.8184    0.1135 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2485   -0.1255    0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1742   -0.0553    1.4056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4870    0.2376    1.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8071    1.7170    1.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0831    2.4786    2.4091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4562   -0.5212    0.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7263    0.0237    0.8982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0410   -0.3515   -0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8908   -1.1087   -1.5074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6617   -0.9308   -0.7925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1419   -0.8996   -2.0823 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1819   -1.9261   -1.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2228   -0.4879   -1.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430   -0.5193   -2.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1530    0.8929   -0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0919    0.0405    1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8834    1.2214    0.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4073   -0.5079    0.4964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3598    0.8707   -0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7276   -0.0281    2.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6989    2.0910    0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8797    1.8267    1.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9748    3.3842    2.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4069   -1.5967    0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0997    0.3230    0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0826    0.7194   -1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3532   -1.5421   -2.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6967   -1.9659   -0.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4464   -1.6896   -2.1739 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
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END

  Mrv1652307171819252D          

 15 15  0  0  0  0            999 V2000
   -0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  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
   -0.7145   -0.4125    0.0000 O   0  0  0  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
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  3  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14  4  1  0  0  0  0
 14  9  1  0  0  0  0
 15  5  1  0  0  0  0
 15  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032705

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C9H18O6/c1-4(2)14-9-8(13)7(12)6(11)5(3-10)15-9/h4-13H,3H2,1-2H3

> <INCHI_KEY>
UOEFDXYUEPHESS-UHFFFAOYSA-N

> <FORMULA>
C9H18O6

> <MOLECULAR_WEIGHT>
222.2356

> <EXACT_MASS>
222.110338308

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
22.232433321955654

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(hydroxymethyl)-6-(propan-2-yloxy)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-1.74

> <JCHEM_LOGP>
-1.516029735

> <ALOGPS_LOGS>
0.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200106450895632

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.21060358273626

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083539032001

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
49.842000000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.18e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(hydroxymethyl)-6-isopropoxyoxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032705
     RDKit          3D
Isopropyl beta-D-glucoside
 33 33  0  0  0  0  0  0  0  0999 V2000
    3.1558   -0.8062   -1.6148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4922   -0.1144   -0.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5329    0.1688    0.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4704   -0.8184    0.1135 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2485   -0.1255    0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1742   -0.0553    1.4056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4870    0.2376    1.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8071    1.7170    1.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0831    2.4786    2.4091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4562   -0.5212    0.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7263    0.0237    0.8982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0410   -0.3515   -0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8908   -1.1087   -1.5074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6617   -0.9308   -0.7925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1419   -0.8996   -2.0823 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1819   -1.9261   -1.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2228   -0.4879   -1.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430   -0.5193   -2.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1530    0.8929   -0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0919    0.0405    1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8834    1.2214    0.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4073   -0.5079    0.4964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3598    0.8707   -0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7276   -0.0281    2.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6989    2.0910    0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8797    1.8267    1.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9748    3.3842    2.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4069   -1.5967    0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0997    0.3230    0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0826    0.7194   -1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3532   -1.5421   -2.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6967   -1.9659   -0.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4464   -1.6896   -2.1739 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
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END

HEADER    PROTEIN                                 17-JUL-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUL-18         0                                  
HETATM    1  C   UNK     0      -0.000  -4.620   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  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    4                                                            
CONECT    3    5   10                                                       
CONECT    4    1    2   14                                                  
CONECT    5    3    6   15                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   14   15                                                  
CONECT   10    3                                                            
CONECT   11    6                                                            
CONECT   12    7                                                            
CONECT   13    8                                                            
CONECT   14    4    9                                                       
CONECT   15    5    9                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0032705
HETATM    1  C1  UNL     1       3.156  -0.806  -1.615  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.492  -0.114  -0.474  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.533   0.169   0.590  1.00  0.00           C  
HETATM    4  O1  UNL     1       1.470  -0.818   0.113  1.00  0.00           O  
HETATM    5  C4  UNL     1       0.249  -0.126   0.107  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.174  -0.055   1.406  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.487   0.238   1.622  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.807   1.717   1.495  1.00  0.00           C  
HETATM    9  O3  UNL     1      -1.083   2.479   2.409  1.00  0.00           O  
HETATM   10  C7  UNL     1      -2.456  -0.521   0.756  1.00  0.00           C  
HETATM   11  O4  UNL     1      -3.726   0.024   0.898  1.00  0.00           O  
HETATM   12  C8  UNL     1      -2.041  -0.351  -0.709  1.00  0.00           C  
HETATM   13  O5  UNL     1      -2.891  -1.109  -1.507  1.00  0.00           O  
HETATM   14  C9  UNL     1      -0.662  -0.931  -0.793  1.00  0.00           C  
HETATM   15  O6  UNL     1      -0.142  -0.900  -2.082  1.00  0.00           O  
HETATM   16  H1  UNL     1       3.182  -1.926  -1.501  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.223  -0.488  -1.634  1.00  0.00           H  
HETATM   18  H3  UNL     1       2.743  -0.519  -2.608  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.153   0.893  -0.853  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.092   0.040   1.622  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.883   1.221   0.557  1.00  0.00           H  
HETATM   22  H7  UNL     1       4.407  -0.508   0.496  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.360   0.871  -0.382  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.728  -0.028   2.674  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.699   2.091   0.465  1.00  0.00           H  
HETATM   26  H11 UNL     1      -2.880   1.827   1.761  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.975   3.384   2.020  1.00  0.00           H  
HETATM   28  H13 UNL     1      -2.407  -1.597   0.961  1.00  0.00           H  
HETATM   29  H14 UNL     1      -4.100   0.323   0.034  1.00  0.00           H  
HETATM   30  H15 UNL     1      -2.083   0.719  -1.002  1.00  0.00           H  
HETATM   31  H16 UNL     1      -2.353  -1.542  -2.217  1.00  0.00           H  
HETATM   32  H17 UNL     1      -0.697  -1.966  -0.436  1.00  0.00           H  
HETATM   33  H18 UNL     1       0.446  -1.690  -2.174  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4   19
CONECT    3   20   21   22
CONECT    4    5
CONECT    5    6   14   23
CONECT    6    7
CONECT    7    8   10   24
CONECT    8    9   25   26
CONECT    9   27
CONECT   10   11   12   28
CONECT   11   29
CONECT   12   13   14   30
CONECT   13   31
CONECT   14   15   32
CONECT   15   33
END

HMDB0032705
     RDKit          3D
Isopropyl beta-D-glucoside
 33 33  0  0  0  0  0  0  0  0999 V2000
    3.1558   -0.8062   -1.6148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4922   -0.1144   -0.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5329    0.1688    0.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4704   -0.8184    0.1135 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2485   -0.1255    0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1742   -0.0553    1.4056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4870    0.2376    1.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8071    1.7170    1.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0831    2.4786    2.4091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4562   -0.5212    0.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7263    0.0237    0.8982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0410   -0.3515   -0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8908   -1.1087   -1.5074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6617   -0.9308   -0.7925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1419   -0.8996   -2.0823 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1819   -1.9261   -1.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2228   -0.4879   -1.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430   -0.5193   -2.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1530    0.8929   -0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0919    0.0405    1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8834    1.2214    0.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4073   -0.5079    0.4964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3598    0.8707   -0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7276   -0.0281    2.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6989    2.0910    0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8797    1.8267    1.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9748    3.3842    2.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4069   -1.5967    0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0997    0.3230    0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0826    0.7194   -1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3532   -1.5421   -2.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6967   -1.9659   -0.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4464   -1.6896   -2.1739 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
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Isopropyl b-D-glucoside	Generator
Isopropyl β-D-glucoside	Generator
Isopropyl beta-D-glucopyranoside	HMDB

Chemical Formula

C₉H₁₈O₆

Average Molecular Weight

222.2356

Monoisotopic Molecular Weight

222.110338308

IUPAC Name

2-(hydroxymethyl)-6-(propan-2-yloxy)oxane-3,4,5-triol

Traditional Name

2-(hydroxymethyl)-6-isopropoxyoxane-3,4,5-triol

CAS Registry Number

5391-17-3

SMILES

CC(C)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C9H18O6/c1-4(2)14-9-8(13)7(12)6(11)5(3-10)15-9/h4-13H,3H2,1-2H3

InChI Key

UOEFDXYUEPHESS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Hexose monosaccharide
O-glycosyl compound
Oxane
Monosaccharide
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-galactose (CPD0-1293 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032705)
Cytoplasm (HMDB: HMDB0032705)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032705)

Source

Endogenous

Endogenous (HMDB: HMDB0032705)

Plant

Plant (HMDB: HMDB0032705)

Exogenous

Food

Food (HMDB: HMDB0032705)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0032705)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	129 - 131 °C	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
Water Solubility	418 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-1.5	ChemAxon
logS	0.27	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	49.84 m³·mol⁻¹	ChemAxon
Polarizability	22.23 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	152.665	31661259
DarkChem	[M-H]-	145.647	31661259
DeepCCS	[M+H]+	151.648	30932474
DeepCCS	[M-H]-	149.274	30932474
DeepCCS	[M-2H]-	184.766	30932474
DeepCCS	[M+Na]+	160.424	30932474
AllCCS	[M+H]+	151.8	32859911
AllCCS	[M+H-H2O]+	148.0	32859911
AllCCS	[M+NH4]+	155.3	32859911
AllCCS	[M+Na]+	156.3	32859911
AllCCS	[M-H]-	148.5	32859911
AllCCS	[M+Na-2H]-	149.2	32859911
AllCCS	[M+HCOO]-	150.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isopropyl beta-D-glucoside	CC(C)OC1OC(CO)C(O)C(O)C1O	3682.7	Standard polar	33892256
Isopropyl beta-D-glucoside	CC(C)OC1OC(CO)C(O)C(O)C1O	1838.9	Standard non polar	33892256
Isopropyl beta-D-glucoside	CC(C)OC1OC(CO)C(O)C(O)C1O	1762.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isopropyl beta-D-glucoside,1TMS,isomer #1	CC(C)OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O	1874.9	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,1TMS,isomer #2	CC(C)OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O	1847.4	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,1TMS,isomer #3	CC(C)OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O	1837.8	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,1TMS,isomer #4	CC(C)OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C	1855.2	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,2TMS,isomer #1	CC(C)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O	1866.1	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,2TMS,isomer #2	CC(C)OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	1873.2	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,2TMS,isomer #3	CC(C)OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C	1867.8	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,2TMS,isomer #4	CC(C)OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	1853.2	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,2TMS,isomer #5	CC(C)OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	1846.4	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,2TMS,isomer #6	CC(C)OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	1860.0	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,3TMS,isomer #1	CC(C)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	1833.6	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,3TMS,isomer #2	CC(C)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	1850.7	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,3TMS,isomer #3	CC(C)OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	1831.9	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,3TMS,isomer #4	CC(C)OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	1842.2	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,4TMS,isomer #1	CC(C)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	1852.4	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,1TBDMS,isomer #1	CC(C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O	2099.8	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,1TBDMS,isomer #2	CC(C)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	2066.3	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,1TBDMS,isomer #3	CC(C)OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	2067.0	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,1TBDMS,isomer #4	CC(C)OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	2089.2	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,2TBDMS,isomer #1	CC(C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	2301.7	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,2TBDMS,isomer #2	CC(C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	2290.6	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,2TBDMS,isomer #3	CC(C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	2298.8	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,2TBDMS,isomer #4	CC(C)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	2287.8	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,2TBDMS,isomer #5	CC(C)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	2297.1	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,2TBDMS,isomer #6	CC(C)OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	2297.0	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,3TBDMS,isomer #1	CC(C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	2522.2	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,3TBDMS,isomer #2	CC(C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	2536.2	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,3TBDMS,isomer #3	CC(C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	2507.8	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,3TBDMS,isomer #4	CC(C)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	2494.5	Semi standard non polar	33892256
Isopropyl beta-D-glucoside,4TBDMS,isomer #1	CC(C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	2727.9	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 - Isopropyl beta-D-glucoside GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uec-7920000000-dec3fc10ed98d3e9d49b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl beta-D-glucoside GC-MS (4 TMS) - 70eV, Positive	splash10-0002-5111900000-f44c1d3de9ae784154e7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl beta-D-glucoside GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl beta-D-glucoside GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Isopropyl beta-D-glucoside 10V, Positive-QTOF	splash10-03di-9460000000-0dabdfd68d33485f2700	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl beta-D-glucoside 20V, Positive-QTOF	splash10-03di-9200000000-1728edfbd441802b33e6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl beta-D-glucoside 40V, Positive-QTOF	splash10-01ox-9100000000-bb225d81713d9e2f310a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl beta-D-glucoside 10V, Negative-QTOF	splash10-05fr-8390000000-60bea990c06e6c2d33da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl beta-D-glucoside 20V, Negative-QTOF	splash10-0a4i-9210000000-c3f9bc2a4ac687306472	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl beta-D-glucoside 40V, Negative-QTOF	splash10-0a4i-9000000000-8fe97efe6187bdaff400	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl beta-D-glucoside 10V, Positive-QTOF	splash10-00di-0390000000-77b9ee57d9fe24df7e37	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl beta-D-glucoside 20V, Positive-QTOF	splash10-0h2e-7930000000-67270b8445ca486d1164	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl beta-D-glucoside 40V, Positive-QTOF	splash10-03dl-9000000000-e6062f43632169a78231	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl beta-D-glucoside 10V, Negative-QTOF	splash10-00di-0190000000-1dcaeb8ef26c9bd46d44	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl beta-D-glucoside 20V, Negative-QTOF	splash10-0ab9-9240000000-7afece314d205144976f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl beta-D-glucoside 40V, Negative-QTOF	splash10-0a4i-9000000000-ee4d1a99365f01aff408	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010666

KNApSAcK ID

C00030543

Chemspider ID

10645543

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15613266

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Isopropyl beta-D-glucoside (HMDB0032705)

MOL for HMDB0032705 (Isopropyl beta-D-glucoside)

3D MOL for HMDB0032705 (Isopropyl beta-D-glucoside)

3D SDF for HMDB0032705 (Isopropyl beta-D-glucoside)

3D-SDF for HMDB0032705 (Isopropyl beta-D-glucoside)

PDB for HMDB0032705 (Isopropyl beta-D-glucoside)

3D PDB for HMDB0032705 (Isopropyl beta-D-glucoside)

SMILES for HMDB0032705 (Isopropyl beta-D-glucoside)

INCHI for HMDB0032705 (Isopropyl beta-D-glucoside)

Structure for HMDB0032705 (Isopropyl beta-D-glucoside)

3D Structure for HMDB0032705 (Isopropyl beta-D-glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra