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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:57:41 UTC

Update Date

2022-03-07 02:54:19 UTC

HMDB ID

HMDB0035022

Secondary Accession Numbers

HMDB35022

Metabolite Identification

Common Name

Prulaurasin

Description

Prulaurasin, also known as (R)-prunasin, belongs to the class of organic compounds known as cyanogenic glycosides. These are glycosides in which the aglycone moiety contains a cyanide group. Prulaurasin has been detected, but not quantified in, fruits. This could make prulaurasin a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Prulaurasin.

Structure

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

HMDB0035022
     RDKit          3D
Prulaurasin
 38 39  0  0  0  0  0  0  0  0999 V2000
    2.4852    2.2647    2.8226 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1057    1.4152    2.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6123    0.3156    1.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7670    0.8947    0.3462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5441    0.4385    0.4356 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9651   -0.2252   -0.6898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2276   -0.7573   -0.4378 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5918   -1.8119   -1.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8470   -2.3502   -1.2253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2894    0.3269   -0.4026 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1781    0.1509    0.6517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538    1.6633   -0.2816 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9129    1.8837   -1.4838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5073    1.5255    0.8067 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0836    1.3180    2.0476 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8406   -0.2559    0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3288   -1.5086    0.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4568   -2.0331    0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1172   -1.2858   -0.5940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -0.0351   -0.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5141    0.4790   -0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1305   -0.4098    1.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5500   -0.3086    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1909   -1.2221    0.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8548   -2.6265   -1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5965   -1.2944   -2.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5775   -1.6973   -1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8949    0.3553   -1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3513    0.9915    1.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2740    2.4589   -0.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5058    1.9209   -2.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835    2.5216    0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4383    1.6158    2.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8133   -2.1112    1.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8387   -3.0117    0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0206   -1.6515   -1.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1297    0.5947   -1.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1137    1.4616   -0.5691 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  3 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14  5  1  0
 21 16  1  0
  3 22  1  0
  5 23  1  1
  7 24  1  1
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  6
 11 29  1  0
 12 30  1  1
 13 31  1  0
 14 32  1  1
 15 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
M  END


  Mrv0541 02241219112D          

 21 22  0  0  0  0            999 V2000
   -4.9924   -4.4491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2779   -4.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5635   -4.4491    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8490   -4.0366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1345   -4.4491    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4201   -4.0366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201   -3.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1345   -2.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8490   -2.3866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7056   -2.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7056   -1.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0089   -1.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7233   -1.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7233   -2.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0089   -3.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1345   -5.2741    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4201   -5.6866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8490   -5.6866    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8490   -6.5116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5635   -5.2741    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2779   -5.6866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  3  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  5 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0035022

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C14H17NO6/c15-6-9(8-4-2-1-3-5-8)20-14-13(19)12(18)11(17)10(7-16)21-14/h1-5,9-14,16-19H,7H2/t9?,10-,11-,12+,13-,14-/m1/s1

> <INCHI_KEY>
ZKSZEJFBGODIJW-MXNNCRBYSA-N

> <FORMULA>
C14H17NO6

> <MOLECULAR_WEIGHT>
295.2879

> <EXACT_MASS>
295.105587281

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
29.085180853272266

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-phenyl-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}acetonitrile

> <ALOGPS_LOGP>
-0.56

> <JCHEM_LOGP>
-0.8170511343333331

> <ALOGPS_LOGS>
-1.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.193430953506976

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.207629178674306

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981084265018608

> <JCHEM_POLAR_SURFACE_AREA>
123.17

> <JCHEM_REFRACTIVITY>
70.0964

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.82e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prunasin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035022
     RDKit          3D
Prulaurasin
 38 39  0  0  0  0  0  0  0  0999 V2000
    2.4852    2.2647    2.8226 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1057    1.4152    2.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6123    0.3156    1.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7670    0.8947    0.3462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5441    0.4385    0.4356 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9651   -0.2252   -0.6898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2276   -0.7573   -0.4378 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5918   -1.8119   -1.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8470   -2.3502   -1.2253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2894    0.3269   -0.4026 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1781    0.1509    0.6517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538    1.6633   -0.2816 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9129    1.8837   -1.4838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5073    1.5255    0.8067 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0836    1.3180    2.0476 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8406   -0.2559    0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3288   -1.5086    0.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4568   -2.0331    0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1172   -1.2858   -0.5940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -0.0351   -0.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5141    0.4790   -0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1305   -0.4098    1.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5500   -0.3086    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1909   -1.2221    0.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8548   -2.6265   -1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5965   -1.2944   -2.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5775   -1.6973   -1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8949    0.3553   -1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3513    0.9915    1.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2740    2.4589   -0.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5058    1.9209   -2.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835    2.5216    0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4383    1.6158    2.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8133   -2.1112    1.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8387   -3.0117    0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0206   -1.6515   -1.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1297    0.5947   -1.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1137    1.4616   -0.5691 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  3 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14  5  1  0
 21 16  1  0
  3 22  1  0
  5 23  1  1
  7 24  1  1
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  6
 11 29  1  0
 12 30  1  1
 13 31  1  0
 14 32  1  1
 15 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  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  O   UNK     0      -9.319  -8.305   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -7.985  -7.535   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.652  -8.305   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -5.318  -7.535   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.984  -8.305   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.651  -7.535   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.651  -5.995   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.984  -5.225   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -5.318  -4.455   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -1.317  -5.225   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.317  -3.685   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.017  -2.915   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.350  -3.685   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.350  -5.225   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.017  -5.995   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.984  -9.845   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.651 -10.615   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -5.318 -10.615   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -5.318 -12.155   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -6.652  -9.845   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -7.985 -10.615   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    5   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    3   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0035022
HETATM    1  N1  UNL     1       2.485   2.265   2.823  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.106   1.415   2.134  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.612   0.316   1.273  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.767   0.895   0.346  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.544   0.439   0.436  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.965  -0.225  -0.690  1.00  0.00           O  
HETATM    7  C4  UNL     1      -2.228  -0.757  -0.438  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.592  -1.812  -1.464  1.00  0.00           C  
HETATM    9  O3  UNL     1      -3.847  -2.350  -1.225  1.00  0.00           O  
HETATM   10  C6  UNL     1      -3.289   0.327  -0.403  1.00  0.00           C  
HETATM   11  O4  UNL     1      -4.178   0.151   0.652  1.00  0.00           O  
HETATM   12  C7  UNL     1      -2.554   1.663  -0.282  1.00  0.00           C  
HETATM   13  O5  UNL     1      -1.913   1.884  -1.484  1.00  0.00           O  
HETATM   14  C8  UNL     1      -1.507   1.525   0.807  1.00  0.00           C  
HETATM   15  O6  UNL     1      -2.084   1.318   2.048  1.00  0.00           O  
HETATM   16  C9  UNL     1       2.841  -0.256   0.625  1.00  0.00           C  
HETATM   17  C10 UNL     1       3.329  -1.509   0.950  1.00  0.00           C  
HETATM   18  C11 UNL     1       4.457  -2.033   0.355  1.00  0.00           C  
HETATM   19  C12 UNL     1       5.117  -1.286  -0.594  1.00  0.00           C  
HETATM   20  C13 UNL     1       4.644  -0.035  -0.931  1.00  0.00           C  
HETATM   21  C14 UNL     1       3.514   0.479  -0.327  1.00  0.00           C  
HETATM   22  H1  UNL     1       1.130  -0.410   1.935  1.00  0.00           H  
HETATM   23  H2  UNL     1      -0.550  -0.309   1.276  1.00  0.00           H  
HETATM   24  H3  UNL     1      -2.191  -1.222   0.564  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.855  -2.626  -1.431  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.596  -1.294  -2.450  1.00  0.00           H  
HETATM   27  H6  UNL     1      -4.577  -1.697  -1.389  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.895   0.355  -1.332  1.00  0.00           H  
HETATM   29  H8  UNL     1      -4.351   0.991   1.133  1.00  0.00           H  
HETATM   30  H9  UNL     1      -3.274   2.459  -0.050  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.506   1.921  -2.257  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.983   2.522   0.862  1.00  0.00           H  
HETATM   33  H12 UNL     1      -1.438   1.616   2.753  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.813  -2.111   1.702  1.00  0.00           H  
HETATM   35  H14 UNL     1       4.839  -3.012   0.609  1.00  0.00           H  
HETATM   36  H15 UNL     1       6.021  -1.651  -1.102  1.00  0.00           H  
HETATM   37  H16 UNL     1       5.130   0.595  -1.674  1.00  0.00           H  
HETATM   38  H17 UNL     1       3.114   1.462  -0.569  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4   16   22
CONECT    4    5
CONECT    5    6   14   23
CONECT    6    7
CONECT    7    8   10   24
CONECT    8    9   25   26
CONECT    9   27
CONECT   10   11   12   28
CONECT   11   29
CONECT   12   13   14   30
CONECT   13   31
CONECT   14   15   32
CONECT   15   33
CONECT   16   17   17   21
CONECT   17   18   34
CONECT   18   19   19   35
CONECT   19   20   36
CONECT   20   21   21   37
CONECT   21   38
END

HMDB0035022
     RDKit          3D
Prulaurasin
 38 39  0  0  0  0  0  0  0  0999 V2000
    2.4852    2.2647    2.8226 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1057    1.4152    2.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6123    0.3156    1.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7670    0.8947    0.3462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5441    0.4385    0.4356 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9651   -0.2252   -0.6898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2276   -0.7573   -0.4378 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5918   -1.8119   -1.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8470   -2.3502   -1.2253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2894    0.3269   -0.4026 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1781    0.1509    0.6517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538    1.6633   -0.2816 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9129    1.8837   -1.4838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5073    1.5255    0.8067 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0836    1.3180    2.0476 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8406   -0.2559    0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3288   -1.5086    0.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4568   -2.0331    0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1172   -1.2858   -0.5940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -0.0351   -0.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5141    0.4790   -0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1305   -0.4098    1.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5500   -0.3086    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1909   -1.2221    0.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8548   -2.6265   -1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5965   -1.2944   -2.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5775   -1.6973   -1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8949    0.3553   -1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3513    0.9915    1.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2740    2.4589   -0.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5058    1.9209   -2.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835    2.5216    0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4383    1.6158    2.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8133   -2.1112    1.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8387   -3.0117    0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0206   -1.6515   -1.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1297    0.5947   -1.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1137    1.4616   -0.5691 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  3 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14  5  1  0
 21 16  1  0
  3 22  1  0
  5 23  1  1
  7 24  1  1
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  6
 11 29  1  0
 12 30  1  1
 13 31  1  0
 14 32  1  1
 15 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
alpha-(beta-D-Glucopyranosyloxy)benzeneacetonitrile	ChEBI
D,L-Mandelonitrile-beta-D-glucoside	ChEBI
Mandelonitrile beta-D-glucopyranoside	ChEBI
Mandelonitrile beta-D-glucoside	ChEBI
Mandelonitrile glucoside	ChEBI
a-(b-D-Glucopyranosyloxy)benzeneacetonitrile	Generator
Α-(β-D-glucopyranosyloxy)benzeneacetonitrile	Generator
D,L-Mandelonitrile-b-D-glucoside	Generator
D,L-Mandelonitrile-β-D-glucoside	Generator
Mandelonitrile b-D-glucopyranoside	Generator
Mandelonitrile β-D-glucopyranoside	Generator
Mandelonitrile b-D-glucoside	Generator
Mandelonitrile β-D-glucoside	Generator
(R)-Prunasin	MeSH
Mandelonitrile-beta-glucoside	MeSH
Prunasin	MeSH
Prunasin, (R)-isomer	MeSH
Prunasine	MeSH
(beta-D-Glucopyranosyloxy)(phenyl)acetonitrile	HMDB
(DL)-Prunasin	HMDB
alpha-(beta-D-Glucopyranosyloxy)-benzeneacetonitrile	HMDB
Prulaurasin	ChEBI

Chemical Formula

C₁₄H₁₇NO₆

Average Molecular Weight

295.2879

Monoisotopic Molecular Weight

295.105587281

IUPAC Name

2-phenyl-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}acetonitrile

Traditional Name

prunasin

CAS Registry Number

138-53-4

SMILES

OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C14H17NO6/c15-6-9(8-4-2-1-3-5-8)20-14-13(19)12(18)11(17)10(7-16)21-14/h1-5,9-14,16-19H,7H2/t9?,10-,11-,12+,13-,14-/m1/s1

InChI Key

ZKSZEJFBGODIJW-MXNNCRBYSA-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
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Secondary alcohol
Polyol
Nitrile
Carbonitrile
Acetal
Organoheterocyclic compound
Oxacycle
Primary alcohol
Organonitrogen compound
Hydrocarbon derivative
Alcohol
Organopnictogen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

beta-D-glucoside (CHEBI:25150 )
monosaccharide derivative (CHEBI:25150 )
nitrile (CHEBI:25150 )
cyanogenic glycoside (CHEBI:25150 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0035022)
Cytoplasm (HMDB: HMDB0035022)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035022)

Source

Exogenous

Exogenous (HMDB: HMDB0035022)

Food

Food (HMDB: HMDB0035022)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0035022)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0035022)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	122 - 123 °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	28.2 g/L	ALOGPS
logP	-0.56	ALOGPS
logP	-0.82	ChemAxon
logS	-1	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	70.1 m³·mol⁻¹	ChemAxon
Polarizability	29.09 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	167.734	31661259
DarkChem	[M-H]-	164.16	31661259
DeepCCS	[M+H]+	162.79	30932474
DeepCCS	[M-H]-	160.395	30932474
DeepCCS	[M-2H]-	194.455	30932474
DeepCCS	[M+Na]+	169.428	30932474
AllCCS	[M+H]+	169.6	32859911
AllCCS	[M+H-H2O]+	166.2	32859911
AllCCS	[M+NH4]+	172.7	32859911
AllCCS	[M+Na]+	173.6	32859911
AllCCS	[M-H]-	166.3	32859911
AllCCS	[M+Na-2H]-	166.2	32859911
AllCCS	[M+HCOO]-	166.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.41 minutes	32390414
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.12 minutes	32390414
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.6 minutes	32390414
Predicted by Siyang on May 30, 2022	10.1746 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.73 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	132.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1242.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	225.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	92.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	177.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	62.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	266.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	341.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	231.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	668.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	246.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	923.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	207.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	227.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	375.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	287.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	108.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prulaurasin	OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O	2988.9	Standard polar	33892256
Prulaurasin	OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O	2654.7	Standard non polar	33892256
Prulaurasin	OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O	2575.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prulaurasin,1TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O	2318.4	Semi standard non polar	33892256
Prulaurasin,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC(C#N)C1=CC=CC=C1	2334.1	Semi standard non polar	33892256
Prulaurasin,1TMS,isomer #3	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](OC(C#N)C2=CC=CC=C2)[C@@H]1O	2326.2	Semi standard non polar	33892256
Prulaurasin,1TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@H]1O	2342.0	Semi standard non polar	33892256
Prulaurasin,2TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	2306.7	Semi standard non polar	33892256
Prulaurasin,2TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	2319.4	Semi standard non polar	33892256
Prulaurasin,2TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	2326.5	Semi standard non polar	33892256
Prulaurasin,2TMS,isomer #4	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](OC(C#N)C2=CC=CC=C2)[C@@H]1O[Si](C)(C)C	2323.5	Semi standard non polar	33892256
Prulaurasin,2TMS,isomer #5	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](OC(C#N)C2=CC=CC=C2)O[C@@H]1CO	2319.3	Semi standard non polar	33892256
Prulaurasin,2TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@H]1O[Si](C)(C)C	2314.9	Semi standard non polar	33892256
Prulaurasin,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2312.0	Semi standard non polar	33892256
Prulaurasin,3TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2306.6	Semi standard non polar	33892256
Prulaurasin,3TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2310.6	Semi standard non polar	33892256
Prulaurasin,3TMS,isomer #4	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](CO)O[C@@H](OC(C#N)C2=CC=CC=C2)[C@@H]1O[Si](C)(C)C	2309.6	Semi standard non polar	33892256
Prulaurasin,4TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2321.5	Semi standard non polar	33892256
Prulaurasin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O	2582.6	Semi standard non polar	33892256
Prulaurasin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC(C#N)C1=CC=CC=C1	2587.1	Semi standard non polar	33892256
Prulaurasin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](OC(C#N)C2=CC=CC=C2)[C@@H]1O	2584.9	Semi standard non polar	33892256
Prulaurasin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@H]1O	2602.0	Semi standard non polar	33892256
Prulaurasin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2805.0	Semi standard non polar	33892256
Prulaurasin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2796.9	Semi standard non polar	33892256
Prulaurasin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2817.6	Semi standard non polar	33892256
Prulaurasin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](OC(C#N)C2=CC=CC=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	2800.0	Semi standard non polar	33892256
Prulaurasin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC(C#N)C2=CC=CC=C2)O[C@@H]1CO	2799.9	Semi standard non polar	33892256
Prulaurasin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2788.3	Semi standard non polar	33892256
Prulaurasin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2973.0	Semi standard non polar	33892256
Prulaurasin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2976.9	Semi standard non polar	33892256
Prulaurasin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2977.7	Semi standard non polar	33892256
Prulaurasin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[C@@H](OC(C#N)C2=CC=CC=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	2959.7	Semi standard non polar	33892256
Prulaurasin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3154.6	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 - Prulaurasin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0929-9660000000-f8ac6d396b383923bb6d	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prulaurasin GC-MS (4 TMS) - 70eV, Positive	splash10-014i-2411490000-eb6d4c8c77d360144d24	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prulaurasin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prulaurasin 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 - Prulaurasin 10V, Positive-QTOF	splash10-001j-0950000000-94af28ff3325aa91829f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prulaurasin 20V, Positive-QTOF	splash10-00lr-0900000000-c209318aed53a776a604	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prulaurasin 40V, Positive-QTOF	splash10-067i-3900000000-f46229fde33733da738a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prulaurasin 10V, Negative-QTOF	splash10-000x-1890000000-a1a34454361f8a461a19	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prulaurasin 20V, Negative-QTOF	splash10-001i-2910000000-9efa8331da9f7f35adb0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prulaurasin 40V, Negative-QTOF	splash10-003r-9800000000-6551bbcd67cdb9809506	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prulaurasin 10V, Positive-QTOF	splash10-014j-0930000000-b073c628b5ae90962ddb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prulaurasin 20V, Positive-QTOF	splash10-0159-1930000000-0195cac2f79233b86e61	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prulaurasin 40V, Positive-QTOF	splash10-014i-6900000000-14cef03a9110265ac2a2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prulaurasin 10V, Negative-QTOF	splash10-0006-0950000000-911e901878111f3552da	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prulaurasin 20V, Negative-QTOF	splash10-0gc0-1910000000-e65f091dbdc8f43dd35c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prulaurasin 40V, Negative-QTOF	splash10-00lr-2900000000-ae791f613076bd282606	2021-09-24	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

FDB013627

KNApSAcK ID

C00057042

Chemspider ID

107701

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

120639

PDB ID

Not Available

ChEBI ID

25150

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Prulaurasin (HMDB0035022)

MOL for HMDB0035022 (Prulaurasin)

3D MOL for HMDB0035022 (Prulaurasin)

3D SDF for HMDB0035022 (Prulaurasin)

3D-SDF for HMDB0035022 (Prulaurasin)

PDB for HMDB0035022 (Prulaurasin)

3D PDB for HMDB0035022 (Prulaurasin)

SMILES for HMDB0035022 (Prulaurasin)

INCHI for HMDB0035022 (Prulaurasin)

Structure for HMDB0035022 (Prulaurasin)

3D Structure for HMDB0035022 (Prulaurasin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra