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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:17:21 UTC

Update Date

2021-09-26 23:06:52 UTC

HMDB ID

HMDB0253575

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Isopropyl-beta-D-thiogalactopyranoside

Description

2-(hydroxymethyl)-6-(propan-2-ylsulfanyl)oxane-3,4,5-triol belongs to the class of organic compounds known as thioglycosides. These are glycoside in which a sugar group is bonded through one carbon to another group via a S-glycosidic bond. Based on a literature review very few articles have been published on 2-(hydroxymethyl)-6-(propan-2-ylsulfanyl)oxane-3,4,5-triol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Isopropyl-beta-d-thiogalactopyranoside is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Isopropyl-beta-D-thiogalactopyranoside 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

HMDB0253575
     RDKit          3D
Isopropyl-beta-D-thiogalactopyranoside
 33 33  0  0  0  0  0  0  0  0999 V2000
    3.6389    1.2631   -0.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9529    1.1074    0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1942   -0.3264    0.8806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2031    1.4711    0.2090 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1546    0.1255    0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495    0.5125    1.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9248    0.6151   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3588    0.8252    0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5408    2.1150    0.8355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9239   -0.6290   -0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2075   -1.1296   -1.1905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1470   -1.6739   -0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6909   -1.6467    1.1264 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2676   -1.1155   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6759   -0.7212   -1.3337 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4928    1.9538   -0.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9583    1.7113   -1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9338    0.2722   -1.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4220    1.7583    1.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449   -0.6356    1.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0962   -0.9461   -0.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2421   -0.4049    1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5650   -0.1738    1.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6681    1.5069   -0.7295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4993    0.1497    1.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1011    0.5120   -0.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9334    2.7347    0.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4657   -0.4889   -1.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0796   -1.9055   -1.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786   -2.6694   -0.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9549   -2.5345    1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9241   -1.8836    0.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5575    0.2508   -1.4915 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


  Mrv1652309112114172D          

 15 15  0  0  0  0            999 V2000
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 S   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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   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
   -0.7145   -1.2375    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
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 13  1  0  0  0  0
  7 14  1  0  0  0  0
  6 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253575

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)SC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C9H18O5S/c1-4(2)15-9-8(13)7(12)6(11)5(3-10)14-9/h4-13H,3H2,1-2H3

> <INCHI_KEY>
BPHPUYQFMNQIOC-UHFFFAOYSA-N

> <FORMULA>
C9H18O5S

> <MOLECULAR_WEIGHT>
238.3

> <EXACT_MASS>
238.087494854

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
24.302705339493045

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.11

> <JCHEM_LOGP>
-1.012594453

> <ALOGPS_LOGS>
-0.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.36209914952455

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.480838630779957

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9797530145636086

> <JCHEM_POLAR_SURFACE_AREA>
90.15

> <JCHEM_REFRACTIVITY>
56.0606

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thiogalactoside, isopropyl

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253575
     RDKit          3D
Isopropyl-beta-D-thiogalactopyranoside
 33 33  0  0  0  0  0  0  0  0999 V2000
    3.6389    1.2631   -0.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9529    1.1074    0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1942   -0.3264    0.8806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2031    1.4711    0.2090 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1546    0.1255    0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495    0.5125    1.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9248    0.6151   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3588    0.8252    0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5408    2.1150    0.8355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9239   -0.6290   -0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2075   -1.1296   -1.1905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1470   -1.6739   -0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6909   -1.6467    1.1264 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2676   -1.1155   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6759   -0.7212   -1.3337 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4928    1.9538   -0.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9583    1.7113   -1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9338    0.2722   -1.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4220    1.7583    1.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449   -0.6356    1.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0962   -0.9461   -0.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2421   -0.4049    1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5650   -0.1738    1.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6681    1.5069   -0.7295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4993    0.1497    1.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1011    0.5120   -0.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9334    2.7347    0.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4657   -0.4889   -1.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0796   -1.9055   -1.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786   -2.6694   -0.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9549   -2.5345    1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9241   -1.8836    0.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5575    0.2508   -1.4915 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                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0       1.334   3.850   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7   15                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    5                                                       
CONECT   11    9   12                                                       
CONECT   12   11                                                            
CONECT   13    8                                                            
CONECT   14    7                                                            
CONECT   15    6                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0253575
HETATM    1  C1  UNL     1       3.639   1.263  -0.912  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.953   1.107   0.441  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.194  -0.326   0.881  1.00  0.00           C  
HETATM    4  S1  UNL     1       1.203   1.471   0.209  1.00  0.00           S  
HETATM    5  C4  UNL     1       0.155   0.125   0.804  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.149   0.513   1.028  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.925   0.615  -0.113  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.359   0.825   0.364  1.00  0.00           C  
HETATM    9  O2  UNL     1      -3.541   2.115   0.835  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.924  -0.629  -0.960  1.00  0.00           C  
HETATM   11  O3  UNL     1      -3.207  -1.130  -1.190  1.00  0.00           O  
HETATM   12  C8  UNL     1      -1.147  -1.674  -0.166  1.00  0.00           C  
HETATM   13  O4  UNL     1      -1.691  -1.647   1.126  1.00  0.00           O  
HETATM   14  C9  UNL     1       0.268  -1.115  -0.060  1.00  0.00           C  
HETATM   15  O5  UNL     1       0.676  -0.721  -1.334  1.00  0.00           O  
HETATM   16  H1  UNL     1       4.493   1.954  -0.804  1.00  0.00           H  
HETATM   17  H2  UNL     1       2.958   1.711  -1.661  1.00  0.00           H  
HETATM   18  H3  UNL     1       3.934   0.272  -1.338  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.422   1.758   1.216  1.00  0.00           H  
HETATM   20  H5  UNL     1       2.545  -0.636   1.713  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.096  -0.946  -0.026  1.00  0.00           H  
HETATM   22  H7  UNL     1       4.242  -0.405   1.220  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.565  -0.174   1.803  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.668   1.507  -0.730  1.00  0.00           H  
HETATM   25  H10 UNL     1      -3.499   0.150   1.243  1.00  0.00           H  
HETATM   26  H11 UNL     1      -4.101   0.512  -0.384  1.00  0.00           H  
HETATM   27  H12 UNL     1      -3.933   2.735   0.179  1.00  0.00           H  
HETATM   28  H13 UNL     1      -1.466  -0.489  -1.950  1.00  0.00           H  
HETATM   29  H14 UNL     1      -3.080  -1.905  -1.806  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.179  -2.669  -0.624  1.00  0.00           H  
HETATM   31  H16 UNL     1      -1.955  -2.534   1.442  1.00  0.00           H  
HETATM   32  H17 UNL     1       0.924  -1.884   0.371  1.00  0.00           H  
HETATM   33  H18 UNL     1       0.558   0.251  -1.491  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

HMDB0253575
     RDKit          3D
Isopropyl-beta-D-thiogalactopyranoside
 33 33  0  0  0  0  0  0  0  0999 V2000
    3.6389    1.2631   -0.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9529    1.1074    0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1942   -0.3264    0.8806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2031    1.4711    0.2090 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1546    0.1255    0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495    0.5125    1.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9248    0.6151   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3588    0.8252    0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5408    2.1150    0.8355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9239   -0.6290   -0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2075   -1.1296   -1.1905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1470   -1.6739   -0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6909   -1.6467    1.1264 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2676   -1.1155   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6759   -0.7212   -1.3337 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4928    1.9538   -0.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9583    1.7113   -1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9338    0.2722   -1.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4220    1.7583    1.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449   -0.6356    1.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0962   -0.9461   -0.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2421   -0.4049    1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5650   -0.1738    1.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6681    1.5069   -0.7295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4993    0.1497    1.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1011    0.5120   -0.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9334    2.7347    0.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4657   -0.4889   -1.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0796   -1.9055   -1.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786   -2.6694   -0.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9549   -2.5345    1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9241   -1.8836    0.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5575    0.2508   -1.4915 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 Stereo Labels

Synonyms

Value	Source
2-(Hydroxymethyl)-6-(propan-2-ylsulphanyl)oxane-3,4,5-triol	Generator
Isopropyl-b-D-thiogalactopyranoside	Generator
Isopropyl-β-D-thiogalactopyranoside	Generator

Chemical Formula

C₉H₁₈O₅S

Average Molecular Weight

238.3

Monoisotopic Molecular Weight

238.087494854

IUPAC Name

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

Traditional Name

thiogalactoside, isopropyl

CAS Registry Number

Not Available

SMILES

CC(C)SC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C9H18O5S/c1-4(2)15-9-8(13)7(12)6(11)5(3-10)14-9/h4-13H,3H2,1-2H3

InChI Key

BPHPUYQFMNQIOC-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Thioglycosides

Alternative Parents

Substituents

S-glycosyl compound
Oxane
Monosaccharide
Monothioacetal
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Sulfenyl compound
Polyol
Hydrocarbon derivative
Primary alcohol
Organosulfur compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.1	ALOGPS
logP	-1	ChemAxon
logS	-0.27	ALOGPS
pKa (Strongest Acidic)	12.48	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	90.15 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	56.06 m³·mol⁻¹	ChemAxon
Polarizability	24.3 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
DeepCCS	[M+H]+	156.755	30932474
DeepCCS	[M-H]-	153.426	30932474
DeepCCS	[M-2H]-	190.088	30932474
DeepCCS	[M+Na]+	165.751	30932474
AllCCS	[M+H]+	153.1	32859911
AllCCS	[M+H-H2O]+	149.6	32859911
AllCCS	[M+NH4]+	156.4	32859911
AllCCS	[M+Na]+	157.3	32859911
AllCCS	[M-H]-	152.5	32859911
AllCCS	[M+Na-2H]-	153.3	32859911
AllCCS	[M+HCOO]-	154.3	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isopropyl-beta-D-thiogalactopyranoside,1TMS,isomer #2	CC(C)SC1OC(CO)C(O[Si](C)(C)C)C(O)C1O	2007.6	Semi standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,1TMS,isomer #2	CC(C)SC1OC(CO)C(O[Si](C)(C)C)C(O)C1O	1803.5	Standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,1TMS,isomer #2	CC(C)SC1OC(CO)C(O[Si](C)(C)C)C(O)C1O	3002.8	Standard polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,1TMS,isomer #3	CC(C)SC1OC(CO)C(O)C(O[Si](C)(C)C)C1O	2004.5	Semi standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,1TMS,isomer #3	CC(C)SC1OC(CO)C(O)C(O[Si](C)(C)C)C1O	1815.2	Standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,1TMS,isomer #3	CC(C)SC1OC(CO)C(O)C(O[Si](C)(C)C)C1O	3024.4	Standard polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,2TMS,isomer #2	CC(C)SC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	2002.0	Semi standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,2TMS,isomer #2	CC(C)SC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	1982.4	Standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,2TMS,isomer #2	CC(C)SC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	2637.7	Standard polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,2TMS,isomer #4	CC(C)SC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2002.8	Semi standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,2TMS,isomer #4	CC(C)SC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	1933.4	Standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,2TMS,isomer #4	CC(C)SC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2550.1	Standard polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,4TMS,isomer #1	CC(C)SC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	1993.8	Semi standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,4TMS,isomer #1	CC(C)SC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2104.0	Standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,4TMS,isomer #1	CC(C)SC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2014.5	Standard polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,1TBDMS,isomer #4	CC(C)SC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	2243.3	Semi standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,1TBDMS,isomer #4	CC(C)SC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	2077.3	Standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,1TBDMS,isomer #4	CC(C)SC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3058.3	Standard polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,2TBDMS,isomer #1	CC(C)SC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	2481.4	Semi standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,2TBDMS,isomer #1	CC(C)SC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	2442.0	Standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,2TBDMS,isomer #1	CC(C)SC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	2772.4	Standard polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,2TBDMS,isomer #2	CC(C)SC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	2473.0	Semi standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,2TBDMS,isomer #2	CC(C)SC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	2457.4	Standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,2TBDMS,isomer #2	CC(C)SC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	2804.8	Standard polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,3TBDMS,isomer #1	CC(C)SC1OC(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	2694.0	Semi standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,3TBDMS,isomer #1	CC(C)SC1OC(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	2680.4	Standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,3TBDMS,isomer #1	CC(C)SC1OC(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	2638.7	Standard polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,3TBDMS,isomer #3	CC(C)SC1OC(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	2695.4	Semi standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,3TBDMS,isomer #3	CC(C)SC1OC(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	2699.5	Standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,3TBDMS,isomer #3	CC(C)SC1OC(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	2632.2	Standard polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,4TBDMS,isomer #1	CC(C)SC1OC(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	2904.5	Semi standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,4TBDMS,isomer #1	CC(C)SC1OC(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	2856.3	Standard non polar	33892256
Isopropyl-beta-D-thiogalactopyranoside,4TBDMS,isomer #1	CC(C)SC1OC(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	2514.7	Standard 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-thiogalactopyranoside GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9630000000-c429dc9ddf72fe08eb70	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside 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-thiogalactopyranoside 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-thiogalactopyranoside GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TBDMS_3_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside GC-MS (TBDMS_3_4) - 70eV, Positive	Not Available	2021-11-04	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-thiogalactopyranoside 10V, Positive-QTOF	splash10-000i-0090000000-b063a5f153db0c3f78b2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside 20V, Positive-QTOF	splash10-004u-9220000000-38c95c1745edb7c056b5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside 40V, Positive-QTOF	splash10-002g-9000000000-968f8c97fad8d06160d6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside 10V, Negative-QTOF	splash10-000i-1090000000-d1811ce8a0ddfb8f1083	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside 20V, Negative-QTOF	splash10-056r-9000000000-f16f179c63bac6f1cb82	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl-beta-D-thiogalactopyranoside 40V, Negative-QTOF	splash10-0ae9-9200000000-d2c9431f79877d433818	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

480698

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

552632

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 Isopropyl-beta-D-thiogalactopyranoside (HMDB0253575)

MOL for HMDB0253575 (Isopropyl-beta-D-thiogalactopyranoside)

3D MOL for HMDB0253575 (Isopropyl-beta-D-thiogalactopyranoside)

3D SDF for HMDB0253575 (Isopropyl-beta-D-thiogalactopyranoside)

3D-SDF for HMDB0253575 (Isopropyl-beta-D-thiogalactopyranoside)

PDB for HMDB0253575 (Isopropyl-beta-D-thiogalactopyranoside)

3D PDB for HMDB0253575 (Isopropyl-beta-D-thiogalactopyranoside)

SMILES for HMDB0253575 (Isopropyl-beta-D-thiogalactopyranoside)

INCHI for HMDB0253575 (Isopropyl-beta-D-thiogalactopyranoside)

Structure for HMDB0253575 (Isopropyl-beta-D-thiogalactopyranoside)

3D Structure for HMDB0253575 (Isopropyl-beta-D-thiogalactopyranoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra