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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 01:23:14 UTC

Update Date

2022-03-07 03:17:45 UTC

HMDB ID

HMDB0060471

Secondary Accession Numbers

HMDB60471

Metabolite Identification

Common Name

Dhurrin

Description

Dhurrin is a cyanogenic glycoside occurring in plants. Its biosynthesis has been elucidated. Dhurrin is hydrolyzed in the stomach of an insect into a carbohydrate and aglycone. The aglycone is unstable and releases hydrogen cyanide. (Wikipedia ) In biosynthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor, the UDP-glucosyltransferase UGT85B1 catalyzes the conversion of p-hydroxymandelonitrile into dhurrin. (PMID: 16169969 ) In Sorghum, the cyanogenic glucoside dhurrin is derived from l-tyrosine in a pathway involving the two cytochromes P450 (CYPs) CYP79A1 and CYP71E1, a glucosyltransferase (UGT85B1), and the redox partner NADPH-dependent cytochrome P450 reductase (CPR). (PMID: 21620426 ) Synthesis of the tyrosine derived cyanogenic glucoside dhurrin in Sorghum bicolor is catalyzed by two multifunctional, membrane bound cytochromes P450, CYP79A1 and CYP71E1, and a soluble UDPG-glucosyltransferase, UGT85B1. In the presence of CYP79A1 and CYP71E1, the localization of UGT85B1 shifted towards the surface of the ER membrane in the periphery of biosynthetic active cells, demonstrating in planta dhurrin metabolon formation. (PMID: 17706731 )

Structure

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

HMDB0060471
     RDKit          3D
Dhurrin
 39 40  0  0  0  0  0  0  0  0999 V2000
    2.5772   -0.1863    3.5695 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0984   -0.2485    2.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5168   -0.3249    1.1777 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5933    0.6964    0.9701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6257    0.1384    0.7021 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1649    0.4973   -0.5155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1677   -0.4095   -0.8213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5701   -0.3550   -2.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0441    0.8989   -2.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3256   -0.1577    0.1112 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4378   -0.9271   -0.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8274   -0.4728    1.5152 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8120   -0.3875    2.4630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6684    0.4855    1.7721 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1458    0.3039    3.0460 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5787   -0.2525    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1512    0.9441   -0.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1363    1.0315   -1.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5791   -0.0989   -1.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5743   -0.0070   -2.8255 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0010   -1.2962   -1.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0156   -1.3943   -0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0297   -1.3150    1.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5822   -0.9902    0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -1.4295   -0.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2738   -1.1689   -2.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6527   -0.5454   -2.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2576    1.4640   -1.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6192    0.9241    0.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7499   -0.7409   -1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3566   -1.4883    1.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9167   -1.2831    2.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0354    1.5062    1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7009   -0.3751    3.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8124    1.8404    0.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5928    1.9881   -1.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5319   -0.1007   -2.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3352   -2.1858   -1.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5965   -2.3699   -0.2926 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
 19 21  1  0
 21 22  2  0
 14  5  1  0
 22 16  1  0
  3 23  1  1
  5 24  1  6
  7 25  1  1
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  1
 11 30  1  0
 12 31  1  6
 13 32  1  0
 14 33  1  1
 15 34  1  0
 17 35  1  0
 18 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
M  END


  Mrv1652309182018432D          

 22 23  0  0  0  0            999 V2000
 9998.5907 9998.1138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3054 9998.5256    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.3054 9999.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1605 9997.2879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.160510000.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7301 9998.1138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.445310001.0031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7301 9999.7643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.1669 9996.8740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1605 9999.7637    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.4460 9999.3512    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.4460 9998.5262    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1605 9998.1139    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.8749 9998.5262    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8749 9999.3512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.4513 9998.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7369 9998.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0225 9998.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0225 9997.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7368 9996.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4513 9997.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0199 9999.7639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  6  0  0  0
  5  7  1  0  0  0  0
 10 11  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
 10 15  1  0  0  0  0
 14 15  1  0  0  0  0
 14  1  1  1  0  0  0
 13  4  1  6  0  0  0
 10  5  1  1  0  0  0
 12  6  1  1  0  0  0
 11  8  1  6  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 16  1  0  0  0  0
  2 18  1  0  0  0  0
 21  9  1  0  0  0  0
  3 22  3  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060471

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H17NO7/c15-5-9(7-1-3-8(17)4-2-7)21-14-13(20)12(19)11(18)10(6-16)22-14/h1-4,9-14,16-20H,6H2/t9-,10-,11-,12+,13-,14-/m1/s1

> <INCHI_KEY>
NVLTYOJHPBMILU-YOVYLDAJSA-N

> <FORMULA>
C14H17NO7

> <MOLECULAR_WEIGHT>
311.2873

> <EXACT_MASS>
311.100501903

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
30.312459960541155

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.77

> <JCHEM_LOGP>
-1.1206164559999992

> <ALOGPS_LOGS>
-1.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.208896083272556

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.456334194181542

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981084265018608

> <JCHEM_POLAR_SURFACE_AREA>
143.4

> <JCHEM_REFRACTIVITY>
72.07730000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.84e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dhurrin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060471
     RDKit          3D
Dhurrin
 39 40  0  0  0  0  0  0  0  0999 V2000
    2.5772   -0.1863    3.5695 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0984   -0.2485    2.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5168   -0.3249    1.1777 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5933    0.6964    0.9701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6257    0.1384    0.7021 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1649    0.4973   -0.5155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1677   -0.4095   -0.8213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5701   -0.3550   -2.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0441    0.8989   -2.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3256   -0.1577    0.1112 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4378   -0.9271   -0.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8274   -0.4728    1.5152 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8120   -0.3875    2.4630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6684    0.4855    1.7721 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1458    0.3039    3.0460 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5787   -0.2525    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1512    0.9441   -0.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1363    1.0315   -1.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5791   -0.0989   -1.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5743   -0.0070   -2.8255 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0010   -1.2962   -1.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0156   -1.3943   -0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0297   -1.3150    1.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5822   -0.9902    0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -1.4295   -0.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2738   -1.1689   -2.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6527   -0.5454   -2.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2576    1.4640   -1.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6192    0.9241    0.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7499   -0.7409   -1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3566   -1.4883    1.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9167   -1.2831    2.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0354    1.5062    1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7009   -0.3751    3.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8124    1.8404    0.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5928    1.9881   -1.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5319   -0.1007   -2.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3352   -2.1858   -1.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5965   -2.3699   -0.2926 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
 19 21  1  0
 21 22  2  0
 14  5  1  0
 22 16  1  0
  3 23  1  1
  5 24  1  6
  7 25  1  1
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  1
 11 30  1  0
 12 31  1  6
 13 32  1  0
 14 33  1  1
 15 34  1  0
 17 35  1  0
 18 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
M  END

HEADER    PROTEIN                                 18-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-SEP-20         0                                  
HETATM    1  O   UNK     0    8664.0368663.146   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8665.3708663.914   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8665.3708665.456   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8661.3668661.604   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8661.3668667.768   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8658.6968663.146   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8660.0318668.539   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8658.6968666.227   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8670.7128660.831   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8661.3668666.226   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8660.0338665.456   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8660.0338663.916   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8661.3668663.146   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8662.7008663.916   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0    8662.7008665.456   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0    8669.3768663.144   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8668.0428663.914   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8666.7098663.144   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8666.7098661.604   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8668.0428660.834   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8669.3768661.604   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0    8666.7048666.226   0.000  0.00  0.00           N+0
CONECT    1    2   14                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2   22                                                       
CONECT    4   13                                                            
CONECT    5    7   10                                                       
CONECT    6   12                                                            
CONECT    7    5                                                            
CONECT    8   11                                                            
CONECT    9   21                                                            
CONECT   10   11   15    5                                                  
CONECT   11   10   12    8                                                  
CONECT   12   11   13    6                                                  
CONECT   13   12   14    4                                                  
CONECT   14   13   15    1                                                  
CONECT   15   10   14                                                       
CONECT   16   17   21                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19    2                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16    9                                                  
CONECT   22    3                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0060471
HETATM    1  N1  UNL     1       2.577  -0.186   3.569  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.098  -0.248   2.517  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.517  -0.325   1.178  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.593   0.696   0.970  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.626   0.138   0.702  1.00  0.00           C  
HETATM    6  O2  UNL     1      -1.165   0.497  -0.515  1.00  0.00           O  
HETATM    7  C4  UNL     1      -2.168  -0.409  -0.821  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.570  -0.355  -2.272  1.00  0.00           C  
HETATM    9  O3  UNL     1      -3.044   0.899  -2.626  1.00  0.00           O  
HETATM   10  C6  UNL     1      -3.326  -0.158   0.111  1.00  0.00           C  
HETATM   11  O4  UNL     1      -4.438  -0.927  -0.178  1.00  0.00           O  
HETATM   12  C7  UNL     1      -2.827  -0.473   1.515  1.00  0.00           C  
HETATM   13  O5  UNL     1      -3.812  -0.388   2.463  1.00  0.00           O  
HETATM   14  C8  UNL     1      -1.668   0.485   1.772  1.00  0.00           C  
HETATM   15  O6  UNL     1      -1.146   0.304   3.046  1.00  0.00           O  
HETATM   16  C9  UNL     1       2.579  -0.252   0.128  1.00  0.00           C  
HETATM   17  C10 UNL     1       3.151   0.944  -0.218  1.00  0.00           C  
HETATM   18  C11 UNL     1       4.136   1.031  -1.188  1.00  0.00           C  
HETATM   19  C12 UNL     1       4.579  -0.099  -1.846  1.00  0.00           C  
HETATM   20  O7  UNL     1       5.574  -0.007  -2.825  1.00  0.00           O  
HETATM   21  C13 UNL     1       4.001  -1.296  -1.495  1.00  0.00           C  
HETATM   22  C14 UNL     1       3.016  -1.394  -0.527  1.00  0.00           C  
HETATM   23  H1  UNL     1       1.030  -1.315   1.073  1.00  0.00           H  
HETATM   24  H2  UNL     1      -0.582  -0.990   0.715  1.00  0.00           H  
HETATM   25  H3  UNL     1      -1.786  -1.429  -0.605  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.274  -1.169  -2.468  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.653  -0.545  -2.868  1.00  0.00           H  
HETATM   28  H6  UNL     1      -3.258   1.464  -1.843  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.619   0.924   0.130  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.750  -0.741  -1.088  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.357  -1.488   1.445  1.00  0.00           H  
HETATM   32  H10 UNL     1      -3.917  -1.283   2.903  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.035   1.506   1.595  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.701  -0.375   3.500  1.00  0.00           H  
HETATM   35  H13 UNL     1       2.812   1.840   0.292  1.00  0.00           H  
HETATM   36  H14 UNL     1       4.593   1.988  -1.463  1.00  0.00           H  
HETATM   37  H15 UNL     1       6.532  -0.101  -2.488  1.00  0.00           H  
HETATM   38  H16 UNL     1       4.335  -2.186  -1.999  1.00  0.00           H  
HETATM   39  H17 UNL     1       2.597  -2.370  -0.293  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4   16   23
CONECT    4    5
CONECT    5    6   14   24
CONECT    6    7
CONECT    7    8   10   25
CONECT    8    9   26   27
CONECT    9   28
CONECT   10   11   12   29
CONECT   11   30
CONECT   12   13   14   31
CONECT   13   32
CONECT   14   15   33
CONECT   15   34
CONECT   16   17   17   22
CONECT   17   18   35
CONECT   18   19   19   36
CONECT   19   20   21
CONECT   20   37
CONECT   21   22   22   38
CONECT   22   39
END

HMDB0060471
     RDKit          3D
Dhurrin
 39 40  0  0  0  0  0  0  0  0999 V2000
    2.5772   -0.1863    3.5695 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0984   -0.2485    2.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5168   -0.3249    1.1777 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5933    0.6964    0.9701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6257    0.1384    0.7021 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1649    0.4973   -0.5155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1677   -0.4095   -0.8213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5701   -0.3550   -2.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0441    0.8989   -2.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3256   -0.1577    0.1112 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4378   -0.9271   -0.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8274   -0.4728    1.5152 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8120   -0.3875    2.4630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6684    0.4855    1.7721 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1458    0.3039    3.0460 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5787   -0.2525    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1512    0.9441   -0.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1363    1.0315   -1.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5791   -0.0989   -1.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5743   -0.0070   -2.8255 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0010   -1.2962   -1.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0156   -1.3943   -0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0297   -1.3150    1.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5822   -0.9902    0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -1.4295   -0.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2738   -1.1689   -2.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6527   -0.5454   -2.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2576    1.4640   -1.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6192    0.9241    0.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7499   -0.7409   -1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3566   -1.4883    1.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9167   -1.2831    2.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0354    1.5062    1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7009   -0.3751    3.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8124    1.8404    0.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5928    1.9881   -1.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5319   -0.1007   -2.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3352   -2.1858   -1.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5965   -2.3699   -0.2926 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
 19 21  1  0
 21 22  2  0
 14  5  1  0
 22 16  1  0
  3 23  1  1
  5 24  1  6
  7 25  1  1
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  1
 11 30  1  0
 12 31  1  6
 13 32  1  0
 14 33  1  1
 15 34  1  0
 17 35  1  0
 18 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(AlphaS)-alpha-(beta-D-glucopyranosyloxy)-4-hydroxybenzeneacetonitrile	ChEBI
(S)-(beta-D-Glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile	ChEBI
(S)-4-Hydroxymandelonitrile beta-D-glucoside	Kegg
(AlphaS)-a-(b-D-glucopyranosyloxy)-4-hydroxybenzeneacetonitrile	Generator
(AlphaS)-α-(β-D-glucopyranosyloxy)-4-hydroxybenzeneacetonitrile	Generator
(S)-(b-D-Glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile	Generator
(S)-(Β-D-glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile	Generator
(S)-4-Hydroxymandelonitrile b-D-glucoside	Generator
(S)-4-Hydroxymandelonitrile β-D-glucoside	Generator
Dhurrin	ChEBI
(S)-alpha-Cyano-p-hydroxybenzyl glucoside	HMDB
(S)-α-Cyano-p-hydroxybenzyl glucoside	HMDB
(αS)-α-(β-D-Glucopyranosyloxy)-4-hydroxybenzeneacetonitrile	HMDB

Chemical Formula

C₁₄H₁₇NO₇

Average Molecular Weight

311.2873

Monoisotopic Molecular Weight

311.100501903

IUPAC Name

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

Traditional Name

dhurrin

CAS Registry Number

499-20-7

SMILES

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

InChI Identifier

InChI=1S/C14H17NO7/c15-5-9(7-1-3-8(17)4-2-7)21-14-13(20)12(19)11(18)10(6-16)22-14/h1-4,9-14,16-20H,6H2/t9-,10-,11-,12+,13-,14-/m1/s1

InChI Key

NVLTYOJHPBMILU-YOVYLDAJSA-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
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Secondary alcohol
Polyol
Oxacycle
Nitrile
Carbonitrile
Acetal
Organoheterocyclic compound
Organonitrogen compound
Hydrocarbon derivative
Alcohol
Organopnictogen compound
Organic nitrogen compound
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

beta-D-glucoside (CHEBI:27826 )
monosaccharide derivative (CHEBI:27826 )
nitrile (CHEBI:27826 )
cyanogenic glycoside (CHEBI:27826 )
Cyanogenic glucosides derived from thyrosine (C05143 )

Ontology

Not Available

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)

Process

Not Available

Role

Biological role

cyanogenic (HMDB: HMDB0060471)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	28.4 g/L	ALOGPS
logP	-0.77	ALOGPS
logP	-1.1	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	9.46	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	143.4 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	72.08 m³·mol⁻¹	ChemAxon
Polarizability	30.31 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]+	169.775	31661259
DarkChem	[M-H]-	167.355	31661259
DeepCCS	[M+H]+	167.476	30932474
DeepCCS	[M-H]-	165.081	30932474
DeepCCS	[M-2H]-	198.86	30932474
DeepCCS	[M+Na]+	173.483	30932474
AllCCS	[M+H]+	172.5	32859911
AllCCS	[M+H-H2O]+	169.3	32859911
AllCCS	[M+NH4]+	175.4	32859911
AllCCS	[M+Na]+	176.3	32859911
AllCCS	[M-H]-	169.1	32859911
AllCCS	[M+Na-2H]-	169.0	32859911
AllCCS	[M+HCOO]-	169.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dhurrin	OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	3194.4	Standard polar	33892256
Dhurrin	OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	2878.3	Standard non polar	33892256
Dhurrin	OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	2913.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dhurrin,1TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	2552.7	Semi standard non polar	33892256
Dhurrin,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C([C@@H](C#N)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1	2567.5	Semi standard non polar	33892256
Dhurrin,1TMS,isomer #3	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=C(O)C=C1	2516.0	Semi standard non polar	33892256
Dhurrin,1TMS,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=C(O)C=C2)[C@@H]1O	2521.9	Semi standard non polar	33892256
Dhurrin,1TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O)[C@H]1O	2524.7	Semi standard non polar	33892256
Dhurrin,2TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O[Si](C)(C)C)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	2590.9	Semi standard non polar	33892256
Dhurrin,2TMS,isomer #10	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O)[C@H]1O[Si](C)(C)C	2551.5	Semi standard non polar	33892256
Dhurrin,2TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	2557.0	Semi standard non polar	33892256
Dhurrin,2TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	2565.7	Semi standard non polar	33892256
Dhurrin,2TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	2571.3	Semi standard non polar	33892256
Dhurrin,2TMS,isomer #5	C[Si](C)(C)OC1=CC=C([C@@H](C#N)O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C1	2603.3	Semi standard non polar	33892256
Dhurrin,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C([C@@H](C#N)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C1	2585.2	Semi standard non polar	33892256
Dhurrin,2TMS,isomer #7	C[Si](C)(C)OC1=CC=C([C@@H](C#N)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C1	2584.9	Semi standard non polar	33892256
Dhurrin,2TMS,isomer #8	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@@H]1O[Si](C)(C)C	2561.8	Semi standard non polar	33892256
Dhurrin,2TMS,isomer #9	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=C(O)C=C2)O[C@@H]1CO	2554.9	Semi standard non polar	33892256
Dhurrin,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O[Si](C)(C)C)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	2599.7	Semi standard non polar	33892256
Dhurrin,3TMS,isomer #10	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=C(O)C=C2)[C@@H]1O[Si](C)(C)C	2555.0	Semi standard non polar	33892256
Dhurrin,3TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O[Si](C)(C)C)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	2613.9	Semi standard non polar	33892256
Dhurrin,3TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O[Si](C)(C)C)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	2622.8	Semi standard non polar	33892256
Dhurrin,3TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2562.5	Semi standard non polar	33892256
Dhurrin,3TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2567.9	Semi standard non polar	33892256
Dhurrin,3TMS,isomer #6	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2568.4	Semi standard non polar	33892256
Dhurrin,3TMS,isomer #7	C[Si](C)(C)OC1=CC=C([C@@H](C#N)O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C1	2605.2	Semi standard non polar	33892256
Dhurrin,3TMS,isomer #8	C[Si](C)(C)OC1=CC=C([C@@H](C#N)O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C1	2598.5	Semi standard non polar	33892256
Dhurrin,3TMS,isomer #9	C[Si](C)(C)OC1=CC=C([C@@H](C#N)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1	2602.8	Semi standard non polar	33892256
Dhurrin,4TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O[Si](C)(C)C)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2596.0	Semi standard non polar	33892256
Dhurrin,4TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O[Si](C)(C)C)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2605.4	Semi standard non polar	33892256
Dhurrin,4TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O[Si](C)(C)C)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2609.8	Semi standard non polar	33892256
Dhurrin,4TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2546.1	Semi standard non polar	33892256
Dhurrin,4TMS,isomer #5	C[Si](C)(C)OC1=CC=C([C@@H](C#N)O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1	2604.5	Semi standard non polar	33892256
Dhurrin,5TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O[Si](C)(C)C)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2608.7	Semi standard non polar	33892256
Dhurrin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	2763.5	Semi standard non polar	33892256
Dhurrin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H](C#N)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1	2824.4	Semi standard non polar	33892256
Dhurrin,1TBDMS,isomer #3	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=C(O)C=C1	2744.5	Semi standard non polar	33892256
Dhurrin,1TBDMS,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=C(O)C=C2)[C@@H]1O	2748.3	Semi standard non polar	33892256
Dhurrin,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O)[C@H]1O	2753.8	Semi standard non polar	33892256
Dhurrin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	3078.7	Semi standard non polar	33892256
Dhurrin,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2980.2	Semi standard non polar	33892256
Dhurrin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2974.1	Semi standard non polar	33892256
Dhurrin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2981.8	Semi standard non polar	33892256
Dhurrin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2992.3	Semi standard non polar	33892256
Dhurrin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H](C#N)O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C1	3078.8	Semi standard non polar	33892256
Dhurrin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H](C#N)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1	3066.9	Semi standard non polar	33892256
Dhurrin,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H](C#N)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	3051.4	Semi standard non polar	33892256
Dhurrin,2TBDMS,isomer #8	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=C(O)C=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	2987.4	Semi standard non polar	33892256
Dhurrin,2TBDMS,isomer #9	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=C(O)C=C2)O[C@@H]1CO	2973.5	Semi standard non polar	33892256
Dhurrin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	3269.2	Semi standard non polar	33892256
Dhurrin,3TBDMS,isomer #10	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=C(O)C=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3193.7	Semi standard non polar	33892256
Dhurrin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3277.1	Semi standard non polar	33892256
Dhurrin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3283.3	Semi standard non polar	33892256
Dhurrin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3196.6	Semi standard non polar	33892256
Dhurrin,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3191.7	Semi standard non polar	33892256
Dhurrin,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3198.0	Semi standard non polar	33892256
Dhurrin,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H](C#N)O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1	3267.7	Semi standard non polar	33892256
Dhurrin,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H](C#N)O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	3263.5	Semi standard non polar	33892256
Dhurrin,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H](C#N)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	3270.0	Semi standard non polar	33892256
Dhurrin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3454.0	Semi standard non polar	33892256
Dhurrin,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3438.2	Semi standard non polar	33892256
Dhurrin,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3455.8	Semi standard non polar	33892256
Dhurrin,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=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	3386.9	Semi standard non polar	33892256
Dhurrin,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H](C#N)O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	3453.5	Semi standard non polar	33892256
Dhurrin,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=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	3622.9	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 - Dhurrin GC-MS (Non-derivatized) - 70eV, Positive	splash10-001l-6980000000-f80d5117e719acd7ea21	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dhurrin GC-MS (5 TMS) - 70eV, Positive	splash10-0a4i-2120139000-64b3d92eecffc4b7a926	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dhurrin 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 - Dhurrin 10V, Positive-QTOF	splash10-0w29-0923000000-cf26d31410f4a6bbf49b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dhurrin 20V, Positive-QTOF	splash10-0ue9-0900000000-b87d3729a9263154ed95	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dhurrin 40V, Positive-QTOF	splash10-0ul1-2900000000-f33010875c02895c0fb1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dhurrin 10V, Negative-QTOF	splash10-03dj-0829000000-ebfe73bcd41e6a182465	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dhurrin 20V, Negative-QTOF	splash10-0002-2910000000-36f398a6b58bb479e425	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dhurrin 40V, Negative-QTOF	splash10-0005-8900000000-aff50f1ad716828a3472	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dhurrin 10V, Positive-QTOF	splash10-03di-0916000000-37b4ac284188fd96ab15	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dhurrin 20V, Positive-QTOF	splash10-001i-0911000000-2e031aa32e65d2a7b3bb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dhurrin 40V, Positive-QTOF	splash10-067i-2900000000-8756a0c265050c89a136	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dhurrin 10V, Negative-QTOF	splash10-03di-0904000000-baae4b1f1ed72ce9ee84	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dhurrin 20V, Negative-QTOF	splash10-001i-0900000000-2410a7a9ec6f40f45a16	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dhurrin 40V, Negative-QTOF	splash10-001j-2900000000-d3b6c4b5bde5be1cac82	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

Not Available

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Dhurrin

METLIN ID

Not Available

PubChem Compound

161355

PDB ID

Not Available

ChEBI ID

27826

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

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]
Thorsoe KS, Bak S, Olsen CE, Imberty A, Breton C, Lindberg Moller B: Determination of catalytic key amino acids and UDP sugar donor specificity of the cyanohydrin glycosyltransferase UGT85B1 from Sorghum bicolor. Molecular modeling substantiated by site-specific mutagenesis and biochemical analyses. Plant Physiol. 2005 Oct;139(2):664-73. Epub 2005 Sep 16. [PubMed:16169969 ]
Jensen K, Osmani SA, Hamann T, Naur P, Moller BL: Homology modeling of the three membrane proteins of the dhurrin metabolon: catalytic sites, membrane surface association and protein-protein interactions. Phytochemistry. 2011 Dec;72(17):2113-23. doi: 10.1016/j.phytochem.2011.05.001. Epub 2011 May 26. [PubMed:21620426 ]
Nielsen KA, Tattersall DB, Jones PR, Moller BL: Metabolon formation in dhurrin biosynthesis. Phytochemistry. 2008 Jan;69(1):88-98. Epub 2007 Aug 15. [PubMed:17706731 ]

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

Dhurrin + Water → (S)-4-Hydroxymandelonitrile + D-Glucose	details

Showing metabocard for Dhurrin (HMDB0060471)

MOL for HMDB0060471 (Dhurrin)

3D MOL for HMDB0060471 (Dhurrin)

3D SDF for HMDB0060471 (Dhurrin)

3D-SDF for HMDB0060471 (Dhurrin)

PDB for HMDB0060471 (Dhurrin)

3D PDB for HMDB0060471 (Dhurrin)

SMILES for HMDB0060471 (Dhurrin)

INCHI for HMDB0060471 (Dhurrin)

Structure for HMDB0060471 (Dhurrin)

3D Structure for HMDB0060471 (Dhurrin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions