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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 18:38:20 UTC

Update Date

2022-09-22 18:34:58 UTC

HMDB ID

HMDB0033865

Secondary Accession Numbers

HMDB33865

Metabolite Identification

Common Name

Lotaustralin

Description

Lotaustralin belongs to the class of organic compounds known as cyanogenic glycosides. These are glycosides in which the aglycone moiety contains a cyanide group. Lotaustralin has been detected, but not quantified in, several different foods, such as pili nuts (Canarium ovatum), corn salads (Valerianella locusta), carrots (Daucus carota ssp. sativus), acorns (Quercus), and carobs (Ceratonia siliqua). This could make lotaustralin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Lotaustralin.

Structure

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

HMDB0033865
     RDKit          3D
Lotaustralin
 37 37  0  0  0  0  0  0  0  0999 V2000
   -3.6276    1.4100   -0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3600    0.6308   -0.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1971   -0.4336    0.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419   -1.2962    0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2532    0.2752    1.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2952    0.8208    2.5776 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0478   -1.1774    0.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1200   -0.4746    0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8808   -0.5878   -0.9902 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7813    0.4755   -0.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3865    0.6246   -2.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2951    1.6506   -2.4223 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8391    0.2755    0.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7237   -0.7047   -0.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2217   -0.0527    1.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1605   -0.6554    2.2462 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0308   -0.9639    1.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4835   -2.2579    1.0779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4249    2.5058   -0.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4923    1.0718   -1.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8607    1.3028    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4987    1.3080   -0.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5415    0.1834   -1.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3367   -0.6605    0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5003   -1.8403    1.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3498   -1.9594   -0.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0466    0.5856    0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1994    1.3792   -0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7989   -0.3424   -2.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5344    0.8518   -3.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8225    2.5267   -2.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3873    1.2348    0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6914   -1.5046    0.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8920    0.9013    1.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7677   -1.2074    2.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4906   -0.9681    2.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671   -2.9274    1.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  3  0
  3  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 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
M  END


  Mrv0541 02241219432D          

 18 18  0  0  0  0            999 V2000
   -0.2801   -3.0043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8826   -1.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8826   -0.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8857    0.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0404    0.0404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4819    0.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8826   -0.6005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838   -0.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0844   -1.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8857   -1.3217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4819    1.4819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8826    0.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838    0.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0844    0.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8857    0.0404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8826    1.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4049    3.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0844    1.4819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3 16  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 12  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033865

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C)(OC1OC(CO)C(O)C(O)C1O)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C11H19NO6/c1-3-11(2,5-12)18-10-9(16)8(15)7(14)6(4-13)17-10/h6-10,13-16H,3-4H2,1-2H3

> <INCHI_KEY>
WEWBWVMTOYUPHH-UHFFFAOYSA-N

> <FORMULA>
C11H19NO6

> <MOLECULAR_WEIGHT>
261.2717

> <EXACT_MASS>
261.121237345

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
25.890879259950943

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.88

> <JCHEM_LOGP>
-1.2294280160000004

> <ALOGPS_LOGS>
-0.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.199260364821779

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.208421962208211

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810842510256697

> <JCHEM_POLAR_SURFACE_AREA>
123.17000000000002

> <JCHEM_REFRACTIVITY>
59.469699999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.23e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033865
     RDKit          3D
Lotaustralin
 37 37  0  0  0  0  0  0  0  0999 V2000
   -3.6276    1.4100   -0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3600    0.6308   -0.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1971   -0.4336    0.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419   -1.2962    0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2532    0.2752    1.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2952    0.8208    2.5776 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0478   -1.1774    0.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1200   -0.4746    0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8808   -0.5878   -0.9902 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7813    0.4755   -0.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3865    0.6246   -2.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2951    1.6506   -2.4223 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8391    0.2755    0.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7237   -0.7047   -0.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2217   -0.0527    1.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1605   -0.6554    2.2462 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0308   -0.9639    1.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4835   -2.2579    1.0779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4249    2.5058   -0.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4923    1.0718   -1.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8607    1.3028    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4987    1.3080   -0.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5415    0.1834   -1.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3367   -0.6605    0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5003   -1.8403    1.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3498   -1.9594   -0.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0466    0.5856    0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1994    1.3792   -0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7989   -0.3424   -2.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5344    0.8518   -3.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8225    2.5267   -2.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3873    1.2348    0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6914   -1.5046    0.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8920    0.9013    1.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7677   -1.2074    2.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4906   -0.9681    2.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671   -2.9274    1.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  3  0
  3  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 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
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0      -0.523  -5.608   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -3.514  -3.664   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.514  -0.074   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.253   0.075   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.075   0.075   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.766   0.075   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.514  -1.121   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.010  -1.121   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.758  -2.467   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.253  -2.467   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.766   2.766   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.514   1.420   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.010   1.420   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.758   0.075   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.253   0.075   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.514   3.664   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.356   5.608   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.758   2.766   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5   16                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11   12                                                            
CONECT   12    6   11   13                                                  
CONECT   13   12   14   18                                                  
CONECT   14    8   13   15                                                  
CONECT   15   14                                                            
CONECT   16    3   17                                                       
CONECT   17   16                                                            
CONECT   18   13                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0033865
HETATM    1  C1  UNL     1      -3.628   1.410  -0.431  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.360   0.631  -0.804  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.197  -0.434   0.260  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.442  -1.296   0.209  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.253   0.275   1.557  1.00  0.00           C  
HETATM    6  N1  UNL     1      -2.295   0.821   2.578  1.00  0.00           N  
HETATM    7  O1  UNL     1      -1.048  -1.177   0.128  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.120  -0.475   0.197  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.881  -0.588  -0.990  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.781   0.476  -0.965  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.387   0.625  -2.333  1.00  0.00           C  
HETATM   12  O3  UNL     1       3.295   1.651  -2.422  1.00  0.00           O  
HETATM   13  C9  UNL     1       2.839   0.276   0.085  1.00  0.00           C  
HETATM   14  O4  UNL     1       3.724  -0.705  -0.349  1.00  0.00           O  
HETATM   15  C10 UNL     1       2.222  -0.053   1.414  1.00  0.00           C  
HETATM   16  O5  UNL     1       3.160  -0.655   2.246  1.00  0.00           O  
HETATM   17  C11 UNL     1       1.031  -0.964   1.310  1.00  0.00           C  
HETATM   18  O6  UNL     1       1.484  -2.258   1.078  1.00  0.00           O  
HETATM   19  H1  UNL     1      -3.425   2.506  -0.588  1.00  0.00           H  
HETATM   20  H2  UNL     1      -4.492   1.072  -1.007  1.00  0.00           H  
HETATM   21  H3  UNL     1      -3.861   1.303   0.648  1.00  0.00           H  
HETATM   22  H4  UNL     1      -1.499   1.308  -0.866  1.00  0.00           H  
HETATM   23  H5  UNL     1      -2.541   0.183  -1.806  1.00  0.00           H  
HETATM   24  H6  UNL     1      -4.337  -0.660   0.062  1.00  0.00           H  
HETATM   25  H7  UNL     1      -3.500  -1.840   1.170  1.00  0.00           H  
HETATM   26  H8  UNL     1      -3.350  -1.959  -0.666  1.00  0.00           H  
HETATM   27  H9  UNL     1      -0.047   0.586   0.353  1.00  0.00           H  
HETATM   28  H10 UNL     1       1.199   1.379  -0.691  1.00  0.00           H  
HETATM   29  H11 UNL     1       2.799  -0.342  -2.674  1.00  0.00           H  
HETATM   30  H12 UNL     1       1.534   0.852  -3.036  1.00  0.00           H  
HETATM   31  H13 UNL     1       2.823   2.527  -2.407  1.00  0.00           H  
HETATM   32  H14 UNL     1       3.387   1.235   0.196  1.00  0.00           H  
HETATM   33  H15 UNL     1       3.691  -1.505   0.219  1.00  0.00           H  
HETATM   34  H16 UNL     1       1.892   0.901   1.908  1.00  0.00           H  
HETATM   35  H17 UNL     1       2.768  -1.207   2.950  1.00  0.00           H  
HETATM   36  H18 UNL     1       0.491  -0.968   2.266  1.00  0.00           H  
HETATM   37  H19 UNL     1       0.767  -2.927   1.201  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4    5    7
CONECT    4   24   25   26
CONECT    5    6    6    6
CONECT    7    8
CONECT    8    9   17   27
CONECT    9   10
CONECT   10   11   13   28
CONECT   11   12   29   30
CONECT   12   31
CONECT   13   14   15   32
CONECT   14   33
CONECT   15   16   17   34
CONECT   16   35
CONECT   17   18   36
CONECT   18   37
END

HMDB0033865
     RDKit          3D
Lotaustralin
 37 37  0  0  0  0  0  0  0  0999 V2000
   -3.6276    1.4100   -0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3600    0.6308   -0.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1971   -0.4336    0.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419   -1.2962    0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2532    0.2752    1.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2952    0.8208    2.5776 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0478   -1.1774    0.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1200   -0.4746    0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8808   -0.5878   -0.9902 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7813    0.4755   -0.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3865    0.6246   -2.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2951    1.6506   -2.4223 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8391    0.2755    0.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7237   -0.7047   -0.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2217   -0.0527    1.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1605   -0.6554    2.2462 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0308   -0.9639    1.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4835   -2.2579    1.0779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4249    2.5058   -0.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4923    1.0718   -1.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8607    1.3028    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4987    1.3080   -0.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5415    0.1834   -1.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3367   -0.6605    0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5003   -1.8403    1.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3498   -1.9594   -0.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0466    0.5856    0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1994    1.3792   -0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7989   -0.3424   -2.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5344    0.8518   -3.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8225    2.5267   -2.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3873    1.2348    0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6914   -1.5046    0.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8920    0.9013    1.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7677   -1.2074    2.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4906   -0.9681    2.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671   -2.9274    1.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  3  0
  3  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 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
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2(R)-Hydroxy-2-methylbutyronitrile-beta-D-glucopyranoside	HMDB
2-(beta-D-Glucopyranosyloxy)-2-methyl-(R)-butanenitrile	HMDB
2(R)-Hydroxy-2-methylbutyronitrile-beta-D- glucopyranoside	MeSH
Lotaustralin, (S)-isomer	MeSH

Chemical Formula

C₁₁H₁₉NO₆

Average Molecular Weight

261.2717

Monoisotopic Molecular Weight

261.121237345

IUPAC Name

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

Traditional Name

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

CAS Registry Number

534-67-8

SMILES

CCC(C)(OC1OC(CO)C(O)C(O)C1O)C#N

InChI Identifier

InChI=1S/C11H19NO6/c1-3-11(2,5-12)18-10-9(16)8(15)7(14)6(4-13)17-10/h6-10,13-16H,3-4H2,1-2H3

InChI Key

WEWBWVMTOYUPHH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyanogenic glycosides. These are glycosides in which the aglycone moiety contains a cyanide group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Cyanogenic glycosides

Alternative Parents

Substituents

Cyanogenic glycoside
Hexose monosaccharide
O-glycosyl compound
Monosaccharide
Oxane
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Nitrile
Carbonitrile
Acetal
Primary alcohol
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

a nitrile (CPD-10277 )
a glucoside (CPD-10277 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033865)
Cytoplasm (HMDB: HMDB0033865)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033865)

Source

Exogenous

Food

Food (HMDB: HMDB0033865)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Endogenous

Plant

Poaceae (HMDB: HMDB0033865)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

anti-allergic agent (HMDB: HMDB0033865)

Biological role

cyanogenic (HMDB: HMDB0033865)

Nutrient

Nutrient (HMDB: HMDB0033865)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	139 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	62.3 g/L	ALOGPS
logP	-0.88	ALOGPS
logP	-1.2	ChemAxon
logS	-0.62	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	123.17 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	59.47 m³·mol⁻¹	ChemAxon
Polarizability	25.89 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	161.497	31661259
DarkChem	[M-H]-	155.785	31661259
DeepCCS	[M+H]+	162.165	30932474
DeepCCS	[M-H]-	159.808	30932474
DeepCCS	[M-2H]-	193.328	30932474
DeepCCS	[M+Na]+	168.777	30932474
AllCCS	[M+H]+	160.9	32859911
AllCCS	[M+H-H2O]+	157.5	32859911
AllCCS	[M+NH4]+	164.1	32859911
AllCCS	[M+Na]+	165.0	32859911
AllCCS	[M-H]-	159.0	32859911
AllCCS	[M+Na-2H]-	159.3	32859911
AllCCS	[M+HCOO]-	159.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lotaustralin	CCC(C)(OC1OC(CO)C(O)C(O)C1O)C#N	2345.0	Standard polar	33892256
Lotaustralin	CCC(C)(OC1OC(CO)C(O)C(O)C1O)C#N	2087.8	Standard non polar	33892256
Lotaustralin	CCC(C)(OC1OC(CO)C(O)C(O)C1O)C#N	2093.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lotaustralin,1TMS,isomer #1	CCC(C)(C#N)OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O	2124.5	Semi standard non polar	33892256
Lotaustralin,1TMS,isomer #2	CCC(C)(C#N)OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O	2088.4	Semi standard non polar	33892256
Lotaustralin,1TMS,isomer #3	CCC(C)(C#N)OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O	2087.8	Semi standard non polar	33892256
Lotaustralin,1TMS,isomer #4	CCC(C)(C#N)OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C	2095.6	Semi standard non polar	33892256
Lotaustralin,2TMS,isomer #1	CCC(C)(C#N)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O	2136.0	Semi standard non polar	33892256
Lotaustralin,2TMS,isomer #2	CCC(C)(C#N)OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	2140.4	Semi standard non polar	33892256
Lotaustralin,2TMS,isomer #3	CCC(C)(C#N)OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C	2133.5	Semi standard non polar	33892256
Lotaustralin,2TMS,isomer #4	CCC(C)(C#N)OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2110.3	Semi standard non polar	33892256
Lotaustralin,2TMS,isomer #5	CCC(C)(C#N)OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2117.2	Semi standard non polar	33892256
Lotaustralin,2TMS,isomer #6	CCC(C)(C#N)OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2121.6	Semi standard non polar	33892256
Lotaustralin,3TMS,isomer #1	CCC(C)(C#N)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2123.3	Semi standard non polar	33892256
Lotaustralin,3TMS,isomer #2	CCC(C)(C#N)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2122.1	Semi standard non polar	33892256
Lotaustralin,3TMS,isomer #3	CCC(C)(C#N)OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2119.2	Semi standard non polar	33892256
Lotaustralin,3TMS,isomer #4	CCC(C)(C#N)OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2112.3	Semi standard non polar	33892256
Lotaustralin,4TMS,isomer #1	CCC(C)(C#N)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2102.1	Semi standard non polar	33892256
Lotaustralin,1TBDMS,isomer #1	CCC(C)(C#N)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O	2349.6	Semi standard non polar	33892256
Lotaustralin,1TBDMS,isomer #2	CCC(C)(C#N)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	2317.2	Semi standard non polar	33892256
Lotaustralin,1TBDMS,isomer #3	CCC(C)(C#N)OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	2318.6	Semi standard non polar	33892256
Lotaustralin,1TBDMS,isomer #4	CCC(C)(C#N)OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	2329.1	Semi standard non polar	33892256
Lotaustralin,2TBDMS,isomer #1	CCC(C)(C#N)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	2565.5	Semi standard non polar	33892256
Lotaustralin,2TBDMS,isomer #2	CCC(C)(C#N)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	2565.2	Semi standard non polar	33892256
Lotaustralin,2TBDMS,isomer #3	CCC(C)(C#N)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	2567.1	Semi standard non polar	33892256
Lotaustralin,2TBDMS,isomer #4	CCC(C)(C#N)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	2548.7	Semi standard non polar	33892256
Lotaustralin,2TBDMS,isomer #5	CCC(C)(C#N)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	2551.2	Semi standard non polar	33892256
Lotaustralin,2TBDMS,isomer #6	CCC(C)(C#N)OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	2558.0	Semi standard non polar	33892256
Lotaustralin,3TBDMS,isomer #1	CCC(C)(C#N)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	2757.4	Semi standard non polar	33892256
Lotaustralin,3TBDMS,isomer #2	CCC(C)(C#N)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	2759.2	Semi standard non polar	33892256
Lotaustralin,3TBDMS,isomer #3	CCC(C)(C#N)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	2757.9	Semi standard non polar	33892256
Lotaustralin,3TBDMS,isomer #4	CCC(C)(C#N)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	2738.2	Semi standard non polar	33892256
Lotaustralin,4TBDMS,isomer #1	CCC(C)(C#N)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	2920.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lotaustralin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fef-8790000000-d454286498bdc1d9e13f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lotaustralin GC-MS (4 TMS) - 70eV, Positive	splash10-001r-4001590000-5e0039f60e7278697d85	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lotaustralin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lotaustralin 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 - Lotaustralin 10V, Positive-QTOF	splash10-0w30-7980000000-3a978648b67dd80be4fb	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lotaustralin 20V, Positive-QTOF	splash10-0f89-9500000000-3e356cb2d2384f50f2ef	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lotaustralin 40V, Positive-QTOF	splash10-001i-9200000000-afb8c395ff62b7b82250	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lotaustralin 10V, Negative-QTOF	splash10-03dj-9370000000-ada45f93e850699107ba	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lotaustralin 20V, Negative-QTOF	splash10-0002-9210000000-8466a5626668275341b0	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lotaustralin 40V, Negative-QTOF	splash10-00sj-9000000000-0527104530bbf9ac9fd4	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lotaustralin 10V, Positive-QTOF	splash10-03di-2190000000-a92ee2fbaaa09afe368f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lotaustralin 20V, Positive-QTOF	splash10-0a59-9100000000-3039433a4bbd413b8481	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lotaustralin 40V, Positive-QTOF	splash10-001i-9100000000-9382edde2cf9fde3c173	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lotaustralin 10V, Negative-QTOF	splash10-03di-0090000000-a1ae1ea792d89a4c1974	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lotaustralin 20V, Negative-QTOF	splash10-03di-5950000000-1d766a073aad7b5c983d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lotaustralin 40V, Negative-QTOF	splash10-05ai-9000000000-c6f23f2a0abdfb4311b8	2021-09-22	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

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Lotaustralin

METLIN ID

Not Available

PubChem Compound

4626626

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Enzymes

Enzyme Details

1. Cytosolic beta-glucosidase

General function:: Involved in hydrolase activity, hydrolyzing O-glycosyl compounds
Specific function:: Glycosidase probably involved in the intestinal absorption and metabolism of dietary flavonoid glycosides. Able to hydrolyze a broad variety of glycosides including phytoestrogens, flavonols, flavones, flavanones and cyanogens. Possesses beta-glycosylceramidase activity and may be involved in a nonlysosomal catabolic pathway of glycosylceramide.
Gene Name:: GBA3
Uniprot ID:: Q9H227
Molecular weight:: Not Available

Reactions

Lotaustralin + Water → (2R)-2-Hydroxy-2-methylbutanenitrile + D-Glucose	details

Showing metabocard for Lotaustralin (HMDB0033865)

MOL for HMDB0033865 (Lotaustralin)

3D MOL for HMDB0033865 (Lotaustralin)

3D SDF for HMDB0033865 (Lotaustralin)

3D-SDF for HMDB0033865 (Lotaustralin)

PDB for HMDB0033865 (Lotaustralin)

3D PDB for HMDB0033865 (Lotaustralin)

SMILES for HMDB0033865 (Lotaustralin)

INCHI for HMDB0033865 (Lotaustralin)

Structure for HMDB0033865 (Lotaustralin)

3D Structure for HMDB0033865 (Lotaustralin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions