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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:52:25 UTC

Update Date

2022-03-07 02:53:58 UTC

HMDB ID

HMDB0034085

Secondary Accession Numbers

HMDB34085

Metabolite Identification

Common Name

(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside

Description

(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside belongs to the class of organic compounds known as glycosylglycerols. These are glycerolipids structurally characterized by the presence of one or more sugar residues attached to glycerol via a glycosidic linkage. Based on a literature review a small amount of articles have been published on (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside.

Structure

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

HMDB0034085
     RDKit          3D
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside
 39 39  0  0  0  0  0  0  0  0999 V2000
    3.3071    2.7037    0.9614 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1378    1.5776    1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8983    0.1414    1.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9172   -0.5571    0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6933   -1.9295    0.2452 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2429   -0.3611   -0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2337   -0.8829    0.2074 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7724   -0.0120   -0.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824   -0.2213   -0.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5236    0.2654   -0.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1813    1.2707   -0.0843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1063    0.9258    0.8343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9114    2.1589    1.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5512    2.6785    0.0717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1253   -0.0902    0.3299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0493   -0.3758    1.2992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916   -1.3364    0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0702   -2.3945   -0.3650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3752   -0.9110   -1.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888   -0.6470   -2.2743 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950   -0.2994    2.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9127   -0.0396    1.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3486   -2.2627   -0.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3953    0.7442   -0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2726   -0.8829   -1.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8730   -1.5158    0.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007    1.0832   -0.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7307   -0.4854   -1.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1331    0.6989   -1.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6766    0.5059    1.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2437    2.9836    1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6240    1.9535    2.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9000    2.5276   -0.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5741    0.2415   -0.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2584   -1.3608    1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6835   -1.6200    0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288   -2.3106   -1.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7019   -1.7830   -1.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5155   -0.1815   -2.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 10  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
M  END

  Mrv0541 05061307342D          

 20 20  0  0  0  0            999 V2000
   -0.8250   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -1.7605    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
    0.8250   -2.4750    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
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.0461    0.0000 N   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
    1.2375   -3.1895    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
    0.0000   -3.3000    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
  2  1  1  0  0  0  0
  6  3  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  9  1  0  0  0  0
 11  1  1  0  0  0  0
 11  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  2  3  0  0  0  0
 13  3  1  0  0  0  0
 14  4  1  0  0  0  0
 15  7  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 18 11  1  0  0  0  0
 19  5  1  0  0  0  0
 19 10  1  0  0  0  0
 20  6  1  0  0  0  0
 20 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034085

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OCC(O)(CO)CC#N)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C11H19NO8/c12-2-1-11(18,4-14)5-19-10-9(17)8(16)7(15)6(3-13)20-10/h6-10,13-18H,1,3-5H2

> <INCHI_KEY>
NYBBODHIFBLFMJ-UHFFFAOYSA-N

> <FORMULA>
C11H19NO8

> <MOLECULAR_WEIGHT>
293.2705

> <EXACT_MASS>
293.111066589

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
27.71185198608019

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4-dihydroxy-3-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)butanenitrile

> <ALOGPS_LOGP>
-1.89

> <JCHEM_LOGP>
-3.913136043333333

> <ALOGPS_LOGS>
-0.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.676628380621619

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.076072454116067

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810834236809383

> <JCHEM_POLAR_SURFACE_AREA>
163.63

> <JCHEM_REFRACTIVITY>
62.582300000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.29e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4-dihydroxy-3-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)butanenitrile

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034085
     RDKit          3D
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside
 39 39  0  0  0  0  0  0  0  0999 V2000
    3.3071    2.7037    0.9614 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1378    1.5776    1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8983    0.1414    1.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9172   -0.5571    0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6933   -1.9295    0.2452 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2429   -0.3611   -0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2337   -0.8829    0.2074 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7724   -0.0120   -0.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824   -0.2213   -0.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5236    0.2654   -0.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1813    1.2707   -0.0843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1063    0.9258    0.8343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9114    2.1589    1.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5512    2.6785    0.0717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1253   -0.0902    0.3299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0493   -0.3758    1.2992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916   -1.3364    0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0702   -2.3945   -0.3650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3752   -0.9110   -1.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888   -0.6470   -2.2743 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950   -0.2994    2.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9127   -0.0396    1.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3486   -2.2627   -0.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3953    0.7442   -0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2726   -0.8829   -1.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8730   -1.5158    0.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007    1.0832   -0.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7307   -0.4854   -1.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1331    0.6989   -1.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6766    0.5059    1.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2437    2.9836    1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6240    1.9535    2.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9000    2.5276   -0.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5741    0.2415   -0.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2584   -1.3608    1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6835   -1.6200    0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288   -2.3106   -1.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7019   -1.7830   -1.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5155   -0.1815   -2.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 10  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.540  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.310  -3.286   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       1.540  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   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  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -3.080  -1.953   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.310  -5.954   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000  -6.160   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    2   11                                                       
CONECT    2    1   12                                                       
CONECT    3    6   13                                                       
CONECT    4   11   14                                                       
CONECT    5   11   19                                                       
CONECT    6    3    7   20                                                  
CONECT    7    6    8   15                                                  
CONECT    8    7    9   16                                                  
CONECT    9    8   10   17                                                  
CONECT   10    9   19   20                                                  
CONECT   11    1    4    5   18                                             
CONECT   12    2                                                            
CONECT   13    3                                                            
CONECT   14    4                                                            
CONECT   15    7                                                            
CONECT   16    8                                                            
CONECT   17    9                                                            
CONECT   18   11                                                            
CONECT   19    5   10                                                       
CONECT   20    6   10                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0034085
HETATM    1  N1  UNL     1       3.307   2.704   0.961  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.138   1.578   1.164  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.898   0.141   1.414  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.917  -0.557   0.060  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.693  -1.930   0.245  1.00  0.00           O  
HETATM    6  C4  UNL     1       4.243  -0.361  -0.589  1.00  0.00           C  
HETATM    7  O2  UNL     1       5.234  -0.883   0.207  1.00  0.00           O  
HETATM    8  C5  UNL     1       1.772  -0.012  -0.741  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.582  -0.221  -0.045  1.00  0.00           O  
HETATM   10  C6  UNL     1      -0.524   0.265  -0.740  1.00  0.00           C  
HETATM   11  O4  UNL     1      -1.181   1.271  -0.084  1.00  0.00           O  
HETATM   12  C7  UNL     1      -2.106   0.926   0.834  1.00  0.00           C  
HETATM   13  C8  UNL     1      -2.911   2.159   1.213  1.00  0.00           C  
HETATM   14  O5  UNL     1      -3.551   2.678   0.072  1.00  0.00           O  
HETATM   15  C9  UNL     1      -3.125  -0.090   0.330  1.00  0.00           C  
HETATM   16  O6  UNL     1      -4.049  -0.376   1.299  1.00  0.00           O  
HETATM   17  C10 UNL     1      -2.292  -1.336   0.006  1.00  0.00           C  
HETATM   18  O7  UNL     1      -3.070  -2.394  -0.365  1.00  0.00           O  
HETATM   19  C11 UNL     1      -1.375  -0.911  -1.113  1.00  0.00           C  
HETATM   20  O8  UNL     1      -2.089  -0.647  -2.274  1.00  0.00           O  
HETATM   21  H1  UNL     1       3.695  -0.299   2.047  1.00  0.00           H  
HETATM   22  H2  UNL     1       1.913  -0.040   1.851  1.00  0.00           H  
HETATM   23  H3  UNL     1       2.349  -2.263  -0.641  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.395   0.744  -0.729  1.00  0.00           H  
HETATM   25  H5  UNL     1       4.273  -0.883  -1.567  1.00  0.00           H  
HETATM   26  H6  UNL     1       4.873  -1.516   0.878  1.00  0.00           H  
HETATM   27  H7  UNL     1       1.901   1.083  -0.895  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.731  -0.485  -1.754  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.133   0.699  -1.686  1.00  0.00           H  
HETATM   30  H10 UNL     1      -1.677   0.506   1.761  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.244   2.984   1.576  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.624   1.954   2.019  1.00  0.00           H  
HETATM   33  H13 UNL     1      -2.900   2.528  -0.678  1.00  0.00           H  
HETATM   34  H14 UNL     1      -3.574   0.241  -0.638  1.00  0.00           H  
HETATM   35  H15 UNL     1      -4.258  -1.361   1.291  1.00  0.00           H  
HETATM   36  H16 UNL     1      -1.684  -1.620   0.879  1.00  0.00           H  
HETATM   37  H17 UNL     1      -3.329  -2.311  -1.317  1.00  0.00           H  
HETATM   38  H18 UNL     1      -0.702  -1.783  -1.323  1.00  0.00           H  
HETATM   39  H19 UNL     1      -1.516  -0.181  -2.928  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4   21   22
CONECT    4    5    6    8
CONECT    5   23
CONECT    6    7   24   25
CONECT    7   26
CONECT    8    9   27   28
CONECT    9   10
CONECT   10   11   19   29
CONECT   11   12
CONECT   12   13   15   30
CONECT   13   14   31   32
CONECT   14   33
CONECT   15   16   17   34
CONECT   16   35
CONECT   17   18   19   36
CONECT   18   37
CONECT   19   20   38
CONECT   20   39
END

HMDB0034085
     RDKit          3D
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside
 39 39  0  0  0  0  0  0  0  0999 V2000
    3.3071    2.7037    0.9614 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1378    1.5776    1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8983    0.1414    1.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9172   -0.5571    0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6933   -1.9295    0.2452 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2429   -0.3611   -0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2337   -0.8829    0.2074 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7724   -0.0120   -0.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824   -0.2213   -0.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5236    0.2654   -0.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1813    1.2707   -0.0843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1063    0.9258    0.8343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9114    2.1589    1.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5512    2.6785    0.0717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1253   -0.0902    0.3299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0493   -0.3758    1.2992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916   -1.3364    0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0702   -2.3945   -0.3650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3752   -0.9110   -1.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888   -0.6470   -2.2743 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950   -0.2994    2.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9127   -0.0396    1.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3486   -2.2627   -0.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3953    0.7442   -0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2726   -0.8829   -1.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8730   -1.5158    0.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007    1.0832   -0.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7307   -0.4854   -1.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1331    0.6989   -1.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6766    0.5059    1.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2437    2.9836    1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6240    1.9535    2.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9000    2.5276   -0.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5741    0.2415   -0.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2584   -1.3608    1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6835   -1.6200    0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288   -2.3106   -1.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7019   -1.7830   -1.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5155   -0.1815   -2.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 10  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₁H₁₉NO₈

Average Molecular Weight

293.2705

Monoisotopic Molecular Weight

293.111066589

IUPAC Name

3,4-dihydroxy-3-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)butanenitrile

Traditional Name

3,4-dihydroxy-3-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)butanenitrile

CAS Registry Number

148965-97-3

SMILES

OCC1OC(OCC(O)(CO)CC#N)C(O)C(O)C1O

InChI Identifier

InChI=1S/C11H19NO8/c12-2-1-11(18,4-14)5-19-10-9(17)8(16)7(15)6(3-13)20-10/h6-10,13-18H,1,3-5H2

InChI Key

NYBBODHIFBLFMJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycosylglycerols. These are glycerolipids structurally characterized by the presence of one or more sugar residues attached to glycerol via a glycosidic linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Glycosylglycerols

Direct Parent

Glycosylglycerols

Alternative Parents

Substituents

Glycosylglycerol
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Fatty acyl
Monosaccharide
Oxane
Tertiary alcohol
Secondary alcohol
Nitrile
Carbonitrile
Acetal
Organoheterocyclic compound
Oxacycle
Polyol
Primary alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034085)

Source

Endogenous

Endogenous (HMDB: HMDB0034085)

Plant

Poaceae (HMDB: HMDB0034085)

Animal

Animal (HMDB: HMDB0034085)

Exogenous

Food

Food (HMDB: HMDB0034085)

Cereal and cereal product

Cereal

Barley (FooDB: FOOD00088)

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Exogenous (HMDB: HMDB0034085)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0034085)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0034085)

Lipid metabolism pathway (HMDB: HMDB0034085)

Biochemical process

Lipid transport (HMDB: HMDB0034085)

Role

Biological role

Energy source (HMDB: HMDB0034085)

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
Water Solubility	62.9 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-3.9	ChemAxon
logS	-0.67	ALOGPS
pKa (Strongest Acidic)	12.08	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	163.63 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	62.58 m³·mol⁻¹	ChemAxon
Polarizability	27.71 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	169.097	31661259
DarkChem	[M-H]-	161.901	31661259
DeepCCS	[M+H]+	159.019	30932474
DeepCCS	[M-H]-	156.661	30932474
DeepCCS	[M-2H]-	189.546	30932474
DeepCCS	[M+Na]+	165.112	30932474
AllCCS	[M+H]+	164.0	32859911
AllCCS	[M+H-H2O]+	160.8	32859911
AllCCS	[M+NH4]+	166.9	32859911
AllCCS	[M+Na]+	167.7	32859911
AllCCS	[M-H]-	164.3	32859911
AllCCS	[M+Na-2H]-	164.3	32859911
AllCCS	[M+HCOO]-	164.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside	OCC1OC(OCC(O)(CO)CC#N)C(O)C(O)C1O	2600.2	Standard polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside	OCC1OC(OCC(O)(CO)CC#N)C(O)C(O)C1O	2748.6	Standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside	OCC1OC(OCC(O)(CO)CC#N)C(O)C(O)C1O	2643.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,1TMS,isomer #1	C[Si](C)(C)OCC1OC(OCC(O)(CO)CC#N)C(O)C(O)C1O	2640.5	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,1TMS,isomer #2	C[Si](C)(C)OC(CO)(CC#N)COC1OC(CO)C(O)C(O)C1O	2642.3	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,1TMS,isomer #3	C[Si](C)(C)OCC(O)(CC#N)COC1OC(CO)C(O)C(O)C1O	2634.7	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,1TMS,isomer #4	C[Si](C)(C)OC1C(OCC(O)(CO)CC#N)OC(CO)C(O)C1O	2613.6	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,1TMS,isomer #5	C[Si](C)(C)OC1C(O)C(CO)OC(OCC(O)(CO)CC#N)C1O	2594.1	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,1TMS,isomer #6	C[Si](C)(C)OC1C(CO)OC(OCC(O)(CO)CC#N)C(O)C1O	2614.9	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TMS,isomer #1	C[Si](C)(C)OCC1OC(OCC(CO)(CC#N)O[Si](C)(C)C)C(O)C(O)C1O	2667.1	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TMS,isomer #10	C[Si](C)(C)OCC(O)(CC#N)COC1OC(CO)C(O[Si](C)(C)C)C(O)C1O	2620.3	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TMS,isomer #11	C[Si](C)(C)OCC(O)(CC#N)COC1OC(CO)C(O)C(O[Si](C)(C)C)C1O	2615.0	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TMS,isomer #12	C[Si](C)(C)OCC(O)(CC#N)COC1OC(CO)C(O)C(O)C1O[Si](C)(C)C	2627.5	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TMS,isomer #13	C[Si](C)(C)OC1C(CO)OC(OCC(O)(CO)CC#N)C(O[Si](C)(C)C)C1O	2606.1	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TMS,isomer #14	C[Si](C)(C)OC1C(OCC(O)(CO)CC#N)OC(CO)C(O)C1O[Si](C)(C)C	2613.8	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TMS,isomer #15	C[Si](C)(C)OC1C(CO)OC(OCC(O)(CO)CC#N)C(O)C1O[Si](C)(C)C	2605.4	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TMS,isomer #2	C[Si](C)(C)OCC1OC(OCC(O)(CC#N)CO[Si](C)(C)C)C(O)C(O)C1O	2646.1	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TMS,isomer #3	C[Si](C)(C)OCC1OC(OCC(O)(CO)CC#N)C(O[Si](C)(C)C)C(O)C1O	2632.3	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TMS,isomer #4	C[Si](C)(C)OCC1OC(OCC(O)(CO)CC#N)C(O)C(O[Si](C)(C)C)C1O	2620.6	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TMS,isomer #5	C[Si](C)(C)OCC1OC(OCC(O)(CO)CC#N)C(O)C(O)C1O[Si](C)(C)C	2641.0	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TMS,isomer #6	C[Si](C)(C)OCC(CC#N)(COC1OC(CO)C(O)C(O)C1O)O[Si](C)(C)C	2669.5	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TMS,isomer #7	C[Si](C)(C)OC1C(CO)OC(OCC(CO)(CC#N)O[Si](C)(C)C)C(O)C1O	2641.8	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TMS,isomer #8	C[Si](C)(C)OC1C(O)C(CO)OC(OCC(CO)(CC#N)O[Si](C)(C)C)C1O	2630.6	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TMS,isomer #9	C[Si](C)(C)OC1C(OCC(CO)(CC#N)O[Si](C)(C)C)OC(CO)C(O)C1O	2647.6	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #1	C[Si](C)(C)OCC1OC(OCC(CC#N)(CO[Si](C)(C)C)O[Si](C)(C)C)C(O)C(O)C1O	2612.6	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #10	C[Si](C)(C)OCC1OC(OCC(O)(CO)CC#N)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2609.4	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #11	C[Si](C)(C)OCC(CC#N)(COC1OC(CO)C(O[Si](C)(C)C)C(O)C1O)O[Si](C)(C)C	2601.1	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #12	C[Si](C)(C)OCC(CC#N)(COC1OC(CO)C(O)C(O[Si](C)(C)C)C1O)O[Si](C)(C)C	2589.0	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #13	C[Si](C)(C)OCC(CC#N)(COC1OC(CO)C(O)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	2610.9	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #14	C[Si](C)(C)OC1C(CO)OC(OCC(CO)(CC#N)O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2618.3	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #15	C[Si](C)(C)OC1C(CO)OC(OCC(CO)(CC#N)O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2611.6	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #16	C[Si](C)(C)OC1C(OCC(CO)(CC#N)O[Si](C)(C)C)OC(CO)C(O)C1O[Si](C)(C)C	2617.9	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #17	C[Si](C)(C)OCC(O)(CC#N)COC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2584.0	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #18	C[Si](C)(C)OCC(O)(CC#N)COC1OC(CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2588.4	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #19	C[Si](C)(C)OCC(O)(CC#N)COC1OC(CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2585.8	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #2	C[Si](C)(C)OCC1OC(OCC(CO)(CC#N)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O	2622.3	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #20	C[Si](C)(C)OC1C(CO)OC(OCC(O)(CO)CC#N)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2626.1	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #3	C[Si](C)(C)OCC1OC(OCC(CO)(CC#N)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	2608.9	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #4	C[Si](C)(C)OCC1OC(OCC(CO)(CC#N)O[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C	2623.2	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #5	C[Si](C)(C)OCC1OC(OCC(O)(CC#N)CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O	2587.5	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #6	C[Si](C)(C)OCC1OC(OCC(O)(CC#N)CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	2582.6	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #7	C[Si](C)(C)OCC1OC(OCC(O)(CC#N)CO[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C	2585.1	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #8	C[Si](C)(C)OCC1OC(OCC(O)(CO)CC#N)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2612.1	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TMS,isomer #9	C[Si](C)(C)OCC1OC(OCC(O)(CO)CC#N)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2609.3	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TMS,isomer #1	C[Si](C)(C)OCC1OC(OCC(CC#N)(CO[Si](C)(C)C)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O	2573.7	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TMS,isomer #10	C[Si](C)(C)OCC1OC(OCC(O)(CO)CC#N)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2608.1	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TMS,isomer #11	C[Si](C)(C)OCC(CC#N)(COC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O)O[Si](C)(C)C	2558.9	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TMS,isomer #12	C[Si](C)(C)OCC(CC#N)(COC1OC(CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	2570.2	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TMS,isomer #13	C[Si](C)(C)OCC(CC#N)(COC1OC(CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C)O[Si](C)(C)C	2555.6	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TMS,isomer #14	C[Si](C)(C)OC1C(CO)OC(OCC(CO)(CC#N)O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2596.0	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TMS,isomer #15	C[Si](C)(C)OCC(O)(CC#N)COC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2545.0	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TMS,isomer #2	C[Si](C)(C)OCC1OC(OCC(CC#N)(CO[Si](C)(C)C)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	2562.9	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TMS,isomer #3	C[Si](C)(C)OCC1OC(OCC(CC#N)(CO[Si](C)(C)C)O[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C	2575.1	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TMS,isomer #4	C[Si](C)(C)OCC1OC(OCC(CO)(CC#N)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2597.5	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TMS,isomer #5	C[Si](C)(C)OCC1OC(OCC(CO)(CC#N)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2611.1	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TMS,isomer #6	C[Si](C)(C)OCC1OC(OCC(CO)(CC#N)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2597.6	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TMS,isomer #7	C[Si](C)(C)OCC1OC(OCC(O)(CC#N)CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2555.3	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TMS,isomer #8	C[Si](C)(C)OCC1OC(OCC(O)(CC#N)CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2572.9	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TMS,isomer #9	C[Si](C)(C)OCC1OC(OCC(O)(CC#N)CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2559.1	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,5TMS,isomer #1	C[Si](C)(C)OCC1OC(OCC(CC#N)(CO[Si](C)(C)C)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2542.8	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,5TMS,isomer #2	C[Si](C)(C)OCC1OC(OCC(CC#N)(CO[Si](C)(C)C)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2571.1	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,5TMS,isomer #3	C[Si](C)(C)OCC1OC(OCC(CC#N)(CO[Si](C)(C)C)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2552.2	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,5TMS,isomer #4	C[Si](C)(C)OCC1OC(OCC(CO)(CC#N)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2603.4	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,5TMS,isomer #5	C[Si](C)(C)OCC1OC(OCC(O)(CC#N)CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2550.4	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,5TMS,isomer #6	C[Si](C)(C)OCC(CC#N)(COC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C)O[Si](C)(C)C	2531.5	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,6TMS,isomer #1	C[Si](C)(C)OCC1OC(OCC(CC#N)(CO[Si](C)(C)C)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2569.2	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OCC(O)(CO)CC#N)C(O)C(O)C1O	2849.9	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(CO)(CC#N)COC1OC(CO)C(O)C(O)C1O	2855.9	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC(O)(CC#N)COC1OC(CO)C(O)C(O)C1O	2843.5	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(OCC(O)(CO)CC#N)OC(CO)C(O)C1O	2848.0	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OCC(O)(CO)CC#N)C1O	2844.2	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,1TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OCC(O)(CO)CC#N)C(O)C1O	2845.5	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OCC(CO)(CC#N)O[Si](C)(C)C(C)(C)C)C(O)C(O)C1O	3055.7	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OCC(O)(CC#N)COC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3042.8	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OCC(O)(CC#N)COC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3042.7	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OCC(O)(CC#N)COC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3036.0	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OCC(O)(CO)CC#N)C(O[Si](C)(C)C(C)(C)C)C1O	3034.9	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1C(OCC(O)(CO)CC#N)OC(CO)C(O)C1O[Si](C)(C)C(C)(C)C	3047.2	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OCC(O)(CO)CC#N)C(O)C1O[Si](C)(C)C(C)(C)C	3043.1	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OCC(O)(CC#N)CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O	3040.7	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OCC(O)(CO)CC#N)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3024.5	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OCC(O)(CO)CC#N)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3042.7	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OCC(O)(CO)CC#N)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3041.4	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC(CC#N)(COC1OC(CO)C(O)C(O)C1O)O[Si](C)(C)C(C)(C)C	3054.3	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OCC(CO)(CC#N)O[Si](C)(C)C(C)(C)C)C(O)C1O	3052.8	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OCC(CO)(CC#N)O[Si](C)(C)C(C)(C)C)C1O	3049.4	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1C(OCC(CO)(CC#N)O[Si](C)(C)C(C)(C)C)OC(CO)C(O)C1O	3043.6	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OCC(CC#N)(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(O)C(O)C1O	3218.2	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OCC1OC(OCC(O)(CO)CC#N)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3210.8	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OCC(CC#N)(COC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O)O[Si](C)(C)C(C)(C)C	3226.6	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OCC(CC#N)(COC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O)O[Si](C)(C)C(C)(C)C	3220.0	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OCC(CC#N)(COC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3216.1	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OCC(CO)(CC#N)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3227.2	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OCC(CO)(CC#N)O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3241.2	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #16	CC(C)(C)[Si](C)(C)OC1C(OCC(CO)(CC#N)O[Si](C)(C)C(C)(C)C)OC(CO)C(O)C1O[Si](C)(C)C(C)(C)C	3243.4	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #17	CC(C)(C)[Si](C)(C)OCC(O)(CC#N)COC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3230.0	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #18	CC(C)(C)[Si](C)(C)OCC(O)(CC#N)COC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3218.4	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #19	CC(C)(C)[Si](C)(C)OCC(O)(CC#N)COC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3231.4	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OCC(CO)(CC#N)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3229.3	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #20	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OCC(O)(CO)CC#N)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3210.8	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OCC(CO)(CC#N)O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3241.7	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OCC(CO)(CC#N)O[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3240.1	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OCC(O)(CC#N)CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3209.5	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC1OC(OCC(O)(CC#N)CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3220.3	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OCC1OC(OCC(O)(CC#N)CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3219.5	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OCC1OC(OCC(O)(CO)CC#N)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3210.9	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OCC1OC(OCC(O)(CO)CC#N)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3198.6	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OCC(CC#N)(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3374.9	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OCC1OC(OCC(O)(CO)CC#N)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	3377.1	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OCC(CC#N)(COC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O)O[Si](C)(C)C(C)(C)C	3394.7	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OCC(CC#N)(COC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3385.0	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OCC(CC#N)(COC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3389.3	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OCC(CO)(CC#N)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	3401.4	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OCC(O)(CC#N)COC1OC(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	3380.4	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OCC(CC#N)(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3393.0	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OCC(CC#N)(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3389.4	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OCC(CO)(CC#N)O[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	3414.3	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OCC(CO)(CC#N)O[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	3421.6	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC1OC(OCC(CO)(CC#N)O[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	3417.6	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OCC1OC(OCC(O)(CC#N)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	3392.9	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OCC1OC(OCC(O)(CC#N)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	3400.7	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OCC1OC(OCC(O)(CC#N)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	3392.2	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OCC(CC#N)(CO[Si](C)(C)C(C)(C)C)O[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	3553.4	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OCC(CC#N)(CO[Si](C)(C)C(C)(C)C)O[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	3569.9	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OCC(CC#N)(CO[Si](C)(C)C(C)(C)C)O[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	3552.6	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OCC(CO)(CC#N)O[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	3582.9	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OCC(O)(CC#N)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	3558.2	Semi standard non polar	33892256
(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside,5TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC(CC#N)(COC1OC(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)O[Si](C)(C)C(C)(C)C	3524.2	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 - (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside GC-MS (Non-derivatized) - 70eV, Positive	splash10-08i0-6490000000-ff8c3f61f47dddbeb71f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside GC-MS (5 TMS) - 70eV, Positive	splash10-000i-1231039000-3b7930a14880a3c5626d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-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 - (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside 10V, Positive-QTOF	splash10-01tc-1390000000-94aada39a91a85a8f8b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside 20V, Positive-QTOF	splash10-03dl-3930000000-e2096e58b4742d027fbe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside 40V, Positive-QTOF	splash10-03dm-9800000000-d156848eda02249208c3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside 10V, Negative-QTOF	splash10-01ox-2790000000-b645c838d5fdf60e8b63	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside 20V, Negative-QTOF	splash10-03kc-6950000000-92b0855e4082c8aaaeef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside 40V, Negative-QTOF	splash10-0006-9300000000-0e5d109a1519441a9b6a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside 10V, Negative-QTOF	splash10-01ox-1790000000-53189ffc47cb3152e8fd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside 20V, Negative-QTOF	splash10-055f-3940000000-a7e189fea8422907a542	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside 40V, Negative-QTOF	splash10-0a5c-9200000000-5de95052d0a3c37612b9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside 10V, Positive-QTOF	splash10-01ox-0690000000-48ae3b7209d8f3210859	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside 20V, Positive-QTOF	splash10-03ka-9600000000-e57c2df815db5808ba82	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside 40V, Positive-QTOF	splash10-0006-9200000000-a798793dcbcf46a072a8	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹³C 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

FDB012344

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751525

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Ghosh S, Strum JC, Bell RM: Lipid biochemistry: functions of glycerolipids and sphingolipids in cellular signaling. FASEB J. 1997 Jan;11(1):45-50. [PubMed:9034165 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for (3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside (HMDB0034085)

MOL for HMDB0034085 ((3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside)

3D MOL for HMDB0034085 ((3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside)

3D SDF for HMDB0034085 ((3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside)

3D-SDF for HMDB0034085 ((3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside)

PDB for HMDB0034085 ((3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside)

3D PDB for HMDB0034085 ((3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside)

SMILES for HMDB0034085 ((3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside)

INCHI for HMDB0034085 ((3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside)

Structure for HMDB0034085 ((3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside)

3D Structure for HMDB0034085 ((3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra