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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:51:57 UTC

Update Date

2022-03-07 02:54:17 UTC

HMDB ID

HMDB0034934

Secondary Accession Numbers

HMDB34934

Metabolite Identification

Common Name

Prunasin

Description

Prunasin, also known as (R)-prunasin or prulaurasin, belongs to the class of organic compounds known as cyanogenic glycosides. These are glycosides in which the aglycone moiety contains a cyanide group. Prunasin exists in all living organisms, ranging from bacteria to humans. Prunasin has been detected, but not quantified in, several different foods, such as herbs and spices, papayas (Carica papaya), sour cherries (Prunus cerasus), black elderberries (Sambucus nigra), and passion fruits (Passiflora edulis). This could make prunasin a potential biomarker for the consumption of these foods. Prunasin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Prunasin.

Structure

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

HMDB0034934
     RDKit          3D
Prunasin
 38 39  0  0  0  0  0  0  0  0999 V2000
   -2.1038   -1.7157    3.0466 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8935   -1.3366    1.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6137   -0.8458    0.6368 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6350    0.1433    0.7120 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5295   -0.1962    0.0654 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6182   -0.3131    0.9476 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7249   -0.6133    0.1536 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7983   -1.3330    0.9339 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2378   -0.5590    1.9854 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344    0.6750   -0.4260 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0195    0.4848   -1.5582 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0613    1.5729   -0.7000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8099    2.3353    0.4399 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7953    0.8101   -1.0120 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8306    0.2143   -2.2722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8357   -0.3453   -0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4724   -1.1057   -1.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6111   -0.6287   -1.6481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1198    0.6075   -1.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4804    1.3631   -0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3341    0.8782    0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1573   -1.6841    0.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4224   -1.2242   -0.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3663   -1.3213   -0.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6332   -1.5352    0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4122   -2.3145    1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5659   -1.1133    2.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8874    1.1490    0.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7335   -0.2663   -2.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2863    2.2993   -1.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9410    2.1353    0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0215    1.5796   -1.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2502    0.7686   -2.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0387   -2.0759   -1.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0925   -1.2459   -2.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0084    0.9448   -1.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8986    2.3341   -0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8416    1.4777    1.0228 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  6
  5 23  1  6
  7 24  1  6
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  1
 11 29  1  0
 12 30  1  6
 13 31  1  0
 14 32  1  6
 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 02241205522D          

 21 22  0  0  1  0            999 V2000
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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
  7  6  1  1  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>
HMDB0034934

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@H]1O[C@@H](O[C@@H](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+/m0/s1

> <INCHI_KEY>
ZKSZEJFBGODIJW-GMDXDWKASA-N

> <FORMULA>
C14H17NO6

> <MOLECULAR_WEIGHT>
295.2879

> <EXACT_MASS>
295.105587281

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
28.553994175619483

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-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>
(R)-prunasin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034934
     RDKit          3D
Prunasin
 38 39  0  0  0  0  0  0  0  0999 V2000
   -2.1038   -1.7157    3.0466 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8935   -1.3366    1.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6137   -0.8458    0.6368 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6350    0.1433    0.7120 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5295   -0.1962    0.0654 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6182   -0.3131    0.9476 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7249   -0.6133    0.1536 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7983   -1.3330    0.9339 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2378   -0.5590    1.9854 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344    0.6750   -0.4260 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0195    0.4848   -1.5582 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0613    1.5729   -0.7000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8099    2.3353    0.4399 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7953    0.8101   -1.0120 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8306    0.2143   -2.2722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8357   -0.3453   -0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4724   -1.1057   -1.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6111   -0.6287   -1.6481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1198    0.6075   -1.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4804    1.3631   -0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3341    0.8782    0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1573   -1.6841    0.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4224   -1.2242   -0.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3663   -1.3213   -0.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6332   -1.5352    0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4122   -2.3145    1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5659   -1.1133    2.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8874    1.1490    0.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7335   -0.2663   -2.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2863    2.2993   -1.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9410    2.1353    0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0215    1.5796   -1.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2502    0.7686   -2.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0387   -2.0759   -1.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0925   -1.2459   -2.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0084    0.9448   -1.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8986    2.3341   -0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8416    1.4777    1.0228 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  6
  5 23  1  6
  7 24  1  6
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  1
 11 29  1  0
 12 30  1  6
 13 31  1  0
 14 32  1  6
 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       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       6.668  -3.850   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.000  -4.620   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    HMDB0034934
HETATM    1  N1  UNL     1      -2.104  -1.716   3.047  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.894  -1.337   1.980  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.614  -0.846   0.637  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.635   0.143   0.712  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.529  -0.196   0.065  1.00  0.00           C  
HETATM    6  O2  UNL     1       1.618  -0.313   0.948  1.00  0.00           O  
HETATM    7  C4  UNL     1       2.725  -0.613   0.154  1.00  0.00           C  
HETATM    8  C5  UNL     1       3.798  -1.333   0.934  1.00  0.00           C  
HETATM    9  O3  UNL     1       4.238  -0.559   1.985  1.00  0.00           O  
HETATM   10  C6  UNL     1       3.234   0.675  -0.426  1.00  0.00           C  
HETATM   11  O4  UNL     1       4.020   0.485  -1.558  1.00  0.00           O  
HETATM   12  C7  UNL     1       2.061   1.573  -0.700  1.00  0.00           C  
HETATM   13  O5  UNL     1       1.810   2.335   0.440  1.00  0.00           O  
HETATM   14  C8  UNL     1       0.795   0.810  -1.012  1.00  0.00           C  
HETATM   15  O6  UNL     1       0.831   0.214  -2.272  1.00  0.00           O  
HETATM   16  C9  UNL     1      -2.836  -0.345  -0.051  1.00  0.00           C  
HETATM   17  C10 UNL     1      -3.472  -1.106  -1.013  1.00  0.00           C  
HETATM   18  C11 UNL     1      -4.611  -0.629  -1.648  1.00  0.00           C  
HETATM   19  C12 UNL     1      -5.120   0.608  -1.326  1.00  0.00           C  
HETATM   20  C13 UNL     1      -4.480   1.363  -0.364  1.00  0.00           C  
HETATM   21  C14 UNL     1      -3.334   0.878   0.272  1.00  0.00           C  
HETATM   22  H1  UNL     1      -1.157  -1.684   0.041  1.00  0.00           H  
HETATM   23  H2  UNL     1       0.422  -1.224  -0.389  1.00  0.00           H  
HETATM   24  H3  UNL     1       2.366  -1.321  -0.623  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.633  -1.535   0.237  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.412  -2.315   1.261  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.566  -1.113   2.732  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.887   1.149   0.350  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.733  -0.266  -2.112  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.286   2.299  -1.520  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.941   2.135   0.846  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.022   1.580  -1.065  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.250   0.769  -2.950  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.039  -2.076  -1.238  1.00  0.00           H  
HETATM   35  H14 UNL     1      -5.093  -1.246  -2.401  1.00  0.00           H  
HETATM   36  H15 UNL     1      -6.008   0.945  -1.842  1.00  0.00           H  
HETATM   37  H16 UNL     1      -4.899   2.334  -0.127  1.00  0.00           H  
HETATM   38  H17 UNL     1      -2.842   1.478   1.023  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

HMDB0034934
     RDKit          3D
Prunasin
 38 39  0  0  0  0  0  0  0  0999 V2000
   -2.1038   -1.7157    3.0466 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8935   -1.3366    1.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6137   -0.8458    0.6368 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6350    0.1433    0.7120 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5295   -0.1962    0.0654 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6182   -0.3131    0.9476 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7249   -0.6133    0.1536 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7983   -1.3330    0.9339 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2378   -0.5590    1.9854 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344    0.6750   -0.4260 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0195    0.4848   -1.5582 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0613    1.5729   -0.7000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8099    2.3353    0.4399 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7953    0.8101   -1.0120 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8306    0.2143   -2.2722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8357   -0.3453   -0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4724   -1.1057   -1.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6111   -0.6287   -1.6481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1198    0.6075   -1.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4804    1.3631   -0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3341    0.8782    0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1573   -1.6841    0.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4224   -1.2242   -0.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3663   -1.3213   -0.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6332   -1.5352    0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4122   -2.3145    1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5659   -1.1133    2.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8874    1.1490    0.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7335   -0.2663   -2.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2863    2.2993   -1.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9410    2.1353    0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0215    1.5796   -1.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2502    0.7686   -2.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0387   -2.0759   -1.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0925   -1.2459   -2.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0084    0.9448   -1.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8986    2.3341   -0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8416    1.4777    1.0228 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  6
  5 23  1  6
  7 24  1  6
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  1
 11 29  1  0
 12 30  1  6
 13 31  1  0
 14 32  1  6
 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
(R)-(beta-D-Glucopyranosyloxy)phenylacetonitrile	ChEBI
(R)-alpha-(beta-D-Glucopyranosyloxy)benzene-acetonitrile	ChEBI
(R)-Mandelonitrile beta-D-glucopyranoside	ChEBI
(R)-Mandelonitrile beta-D-glucoside	ChEBI
D-Prunasin	ChEBI
(R)-Prunasin	Kegg
(R)-(b-D-Glucopyranosyloxy)phenylacetonitrile	Generator
(R)-(Β-D-glucopyranosyloxy)phenylacetonitrile	Generator
(R)-a-(b-D-Glucopyranosyloxy)benzene-acetonitrile	Generator
(R)-Α-(β-D-glucopyranosyloxy)benzene-acetonitrile	Generator
(R)-Mandelonitrile b-D-glucopyranoside	Generator
(R)-Mandelonitrile β-D-glucopyranoside	Generator
(R)-Mandelonitrile b-D-glucoside	Generator
(R)-Mandelonitrile β-D-glucoside	Generator
Mandelonitrile-beta-glucoside	MeSH
Prulaurasin	MeSH
Prunasin, (R)-isomer	MeSH
Prunasine	MeSH
(-)-(2R)-Prunasin	HMDB
(-)-Prunasin	HMDB
(2R)-(beta-D-Glucopyranosyloxy)(phenyl)acetonitrile	HMDB
(2R)-Prunasin	HMDB
Prunasin	ChEBI

Chemical Formula

C₁₄H₁₇NO₆

Average Molecular Weight

295.2879

Monoisotopic Molecular Weight

295.105587281

IUPAC Name

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

Traditional Name

(R)-prunasin

CAS Registry Number

99-18-3

SMILES

OC[C@H]1O[C@@H](O[C@@H](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+/m0/s1

InChI Key

ZKSZEJFBGODIJW-GMDXDWKASA-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

prunasin (CHEBI:17396 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034934)
Cytoplasm (HMDB: HMDB0034934)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034934)

Source

Exogenous

Food

Food (HMDB: HMDB0034934)

Nut

Almond (FooDB: FOOD00148)

Fruit

Tropical fruit

Papaya (FooDB: FOOD00041)
Passion fruit (FooDB: FOOD00128)

Drupe

Peach (FooDB: FOOD00149)
Sour cherry (FooDB: FOOD00146)

Berry

Black elderberry (FooDB: FOOD00166)

Fruits (FooDB: FOOD00871)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0034934)

Not Available

EC 1.1.1.21 (aldehyde reductase) inhibitor (HMDB: HMDB0034934)

cyanogenic (HMDB: HMDB0034934)

Nutrient

Nutrient (HMDB: HMDB0034934)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	147 - 148 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	8.56 mg/L @ 25 °C (est)	The Good Scents Company Information System
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	28.55 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]+	166.797	31661259
DarkChem	[M-H]-	165.219	31661259
DeepCCS	[M+H]+	160.91	30932474
DeepCCS	[M-H]-	158.515	30932474
DeepCCS	[M-2H]-	192.504	30932474
DeepCCS	[M+Na]+	167.038	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 Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prunasin	OC[C@H]1O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O	2945.1	Standard polar	33892256
Prunasin	OC[C@H]1O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O	2606.7	Standard non polar	33892256
Prunasin	OC[C@H]1O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O	2508.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prunasin,1TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O	2246.2	Semi standard non polar	33892256
Prunasin,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H](C#N)C1=CC=CC=C1	2253.3	Semi standard non polar	33892256
Prunasin,1TMS,isomer #3	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@@H]1O	2259.1	Semi standard non polar	33892256
Prunasin,1TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O)[C@H]1O	2257.8	Semi standard non polar	33892256
Prunasin,2TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	2243.9	Semi standard non polar	33892256
Prunasin,2TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	2266.4	Semi standard non polar	33892256
Prunasin,2TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	2267.1	Semi standard non polar	33892256
Prunasin,2TMS,isomer #4	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@@H]1O[Si](C)(C)C	2269.4	Semi standard non polar	33892256
Prunasin,2TMS,isomer #5	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O[C@@H](C#N)C2=CC=CC=C2)O[C@@H]1CO	2269.0	Semi standard non polar	33892256
Prunasin,2TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O)[C@H]1O[Si](C)(C)C	2259.7	Semi standard non polar	33892256
Prunasin,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2280.5	Semi standard non polar	33892256
Prunasin,3TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2281.8	Semi standard non polar	33892256
Prunasin,3TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2286.7	Semi standard non polar	33892256
Prunasin,3TMS,isomer #4	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](CO)O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@@H]1O[Si](C)(C)C	2277.7	Semi standard non polar	33892256
Prunasin,4TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@@H](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	2301.9	Semi standard non polar	33892256
Prunasin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O	2491.4	Semi standard non polar	33892256
Prunasin,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]1O[C@@H](C#N)C1=CC=CC=C1	2489.6	Semi standard non polar	33892256
Prunasin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@@H]1O	2487.5	Semi standard non polar	33892256
Prunasin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O)[C@H]1O	2500.5	Semi standard non polar	33892256
Prunasin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2726.6	Semi standard non polar	33892256
Prunasin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2729.7	Semi standard non polar	33892256
Prunasin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2741.7	Semi standard non polar	33892256
Prunasin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	2722.0	Semi standard non polar	33892256
Prunasin,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](O[C@@H](C#N)C2=CC=CC=C2)O[C@@H]1CO	2723.1	Semi standard non polar	33892256
Prunasin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2715.5	Semi standard non polar	33892256
Prunasin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@@H](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	2924.2	Semi standard non polar	33892256
Prunasin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@@H](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	2914.5	Semi standard non polar	33892256
Prunasin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@@H](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	2925.5	Semi standard non polar	33892256
Prunasin,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](O[C@@H](C#N)C2=CC=CC=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	2916.4	Semi standard non polar	33892256
Prunasin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@@H](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	3108.6	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 - Prunasin GC-MS (Non-derivatized) - 70eV, Positive	splash10-02e9-5970000000-af7eea9783215b5077ec	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prunasin GC-MS (4 TMS) - 70eV, Positive	splash10-014i-2411490000-eb6d4c8c77d360144d24	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prunasin 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 - Prunasin 10V, Positive-QTOF	splash10-001j-0950000000-94af28ff3325aa91829f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunasin 20V, Positive-QTOF	splash10-00lr-0900000000-c209318aed53a776a604	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunasin 40V, Positive-QTOF	splash10-067i-3900000000-f46229fde33733da738a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunasin 10V, Negative-QTOF	splash10-000x-1890000000-a1a34454361f8a461a19	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunasin 20V, Negative-QTOF	splash10-001i-2910000000-9efa8331da9f7f35adb0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunasin 40V, Negative-QTOF	splash10-003r-9800000000-6551bbcd67cdb9809506	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunasin 10V, Positive-QTOF	splash10-014j-0930000000-b073c628b5ae90962ddb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunasin 20V, Positive-QTOF	splash10-0159-1930000000-0195cac2f79233b86e61	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunasin 40V, Positive-QTOF	splash10-014i-6900000000-14cef03a9110265ac2a2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunasin 10V, Negative-QTOF	splash10-0006-0950000000-911e901878111f3552da	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunasin 20V, Negative-QTOF	splash10-0gc0-1910000000-e65f091dbdc8f43dd35c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunasin 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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Prunasin

METLIN ID

Not Available

PubChem Compound

119033

PDB ID

Not Available

ChEBI ID

17396

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1592501

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

Prunasin + Water → Mandelonitrile + D-Glucose	details
Prunasin + D-Glucose → Amygdalin + Water	details

Showing metabocard for Prunasin (HMDB0034934)

MOL for HMDB0034934 (Prunasin)

3D MOL for HMDB0034934 (Prunasin)

3D SDF for HMDB0034934 (Prunasin)

3D-SDF for HMDB0034934 (Prunasin)

PDB for HMDB0034934 (Prunasin)

3D PDB for HMDB0034934 (Prunasin)

SMILES for HMDB0034934 (Prunasin)

INCHI for HMDB0034934 (Prunasin)

Structure for HMDB0034934 (Prunasin)

3D Structure for HMDB0034934 (Prunasin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions