Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 03:40:18 UTC

Update Date

2021-09-23 03:40:18 UTC

HMDB ID

HMDB0301921

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Hydroxyethyl glucosinolate

Description

2-hydroxyethyl glucosinolate is a member of the class of compounds known as alkylglucosinolates. Alkylglucosinolates are organic compounds containing a glucosinolate moiety that carries an alkyl chain. 2-hydroxyethyl glucosinolate is soluble (in water) and an extremely strong acidic compound (based on its pKa). 2-hydroxyethyl glucosinolate can be found in capers, which makes 2-hydroxyethyl glucosinolate a potential biomarker for the consumption of this food product.

Structure

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

HMDB0301921
     RDKit          3D
2-Hydroxyethyl glucosinolate
 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.9657    3.5569   -0.9227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4139    3.2842   -0.6312 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.7526    3.9304    0.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3139    4.0442   -1.8271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7682    1.6337   -0.6567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5909    0.7941    0.4154 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915    0.0747    0.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3754   -0.8037    1.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4642   -2.2670    1.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7121   -2.5555    0.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2958    0.2799   -0.7000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2415   -0.6399   -0.4647 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8523   -0.1083    0.6570 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1242   -0.5420    0.8968 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6497    0.3111    2.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5947    1.6371    1.5837 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0787   -0.3106   -0.2469 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2462   -1.0495   -0.0103 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982   -0.6655   -1.5799 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1720    0.1044   -2.5435 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0495   -0.4226   -1.7241 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5487   -1.3523   -2.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2009    3.5645   -2.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4056   -0.6151    2.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2086   -0.5680    2.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6300   -2.7254    0.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5227   -2.7718    2.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6789   -2.3244   -0.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0591   -1.7203   -0.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1811   -1.6024    1.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6886    0.0395    2.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9900    0.2337    2.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4959    2.0365    1.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3604    0.7630   -0.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9959   -0.7082   -0.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7901   -1.7331   -1.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108    0.8954   -2.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8318    0.5801   -2.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7317   -2.2776   -2.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 12  1  0
  4 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  1
 14 30  1  1
 15 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  6
 18 35  1  0
 19 36  1  6
 20 37  1  0
 21 38  1  6
 22 39  1  0
M  END


  Mrv0541 02241212142D          

 22 22  0  0  0  0            999 V2000
   -3.4977   -2.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2121   -1.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9266   -2.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6411   -1.7462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4977   -2.9837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7832   -3.3962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7832   -4.2212    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9587   -4.2200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6082   -4.2212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7832   -5.0462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0687   -2.9837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3543   -3.3962    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6398   -2.9837    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6398   -2.1587    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3542   -1.7462    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0687   -2.1587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7832   -1.7462    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3543   -0.9212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3543   -4.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0747   -3.3962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0747   -1.7462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6398   -4.6337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 17  1  1  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  1  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 15 18  1  6  0  0  0
 12 19  1  1  0  0  0
 13 20  1  6  0  0  0
 14 21  1  1  0  0  0
 19 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301921

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC\C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C9H17NO10S2/c11-2-1-5(10-20-22(16,17)18)21-9-8(15)7(14)6(13)4(3-12)19-9/h4,6-9,11-15H,1-3H2,(H,16,17,18)/b10-5-/t4-,6-,7+,8-,9+/m1/s1

> <INCHI_KEY>
RFCSADBEYPEEKD-XLKLPJSCSA-N

> <FORMULA>
C9H17NO10S2

> <MOLECULAR_WEIGHT>
363.362

> <EXACT_MASS>
363.029387149

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
31.417217130411732

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(Z)-(3-hydroxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}propylidene)amino]oxy}sulfonic acid

> <ALOGPS_LOGP>
-2.02

> <JCHEM_LOGP>
-4.697231992505085

> <ALOGPS_LOGS>
-0.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.447253214821284

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.6951044684335246

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5494304238247766

> <JCHEM_POLAR_SURFACE_AREA>
186.34

> <JCHEM_REFRACTIVITY>
71.8267

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.64e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(Z)-(3-hydroxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}propylidene)amino]oxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301921
     RDKit          3D
2-Hydroxyethyl glucosinolate
 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.9657    3.5569   -0.9227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4139    3.2842   -0.6312 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.7526    3.9304    0.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3139    4.0442   -1.8271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7682    1.6337   -0.6567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5909    0.7941    0.4154 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915    0.0747    0.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3754   -0.8037    1.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4642   -2.2670    1.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7121   -2.5555    0.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2958    0.2799   -0.7000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2415   -0.6399   -0.4647 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8523   -0.1083    0.6570 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1242   -0.5420    0.8968 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6497    0.3111    2.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5947    1.6371    1.5837 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0787   -0.3106   -0.2469 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2462   -1.0495   -0.0103 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982   -0.6655   -1.5799 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1720    0.1044   -2.5435 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0495   -0.4226   -1.7241 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5487   -1.3523   -2.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2009    3.5645   -2.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4056   -0.6151    2.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2086   -0.5680    2.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6300   -2.7254    0.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5227   -2.7718    2.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6789   -2.3244   -0.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0591   -1.7203   -0.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1811   -1.6024    1.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6886    0.0395    2.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9900    0.2337    2.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4959    2.0365    1.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3604    0.7630   -0.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9959   -0.7082   -0.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7901   -1.7331   -1.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108    0.8954   -2.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8318    0.5801   -2.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7317   -2.2776   -2.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 12  1  0
  4 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  1
 14 30  1  1
 15 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  6
 18 35  1  0
 19 36  1  6
 20 37  1  0
 21 38  1  6
 22 39  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  C   UNK     0      -6.529  -4.030   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.863  -3.260   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.196  -4.030   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0     -10.530  -3.260   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      -6.529  -5.570   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0      -5.195  -6.340   0.000  0.00  0.00           O+0
HETATM    7  S   UNK     0      -5.195  -7.880   0.000  0.00  0.00           S+0
HETATM    8  O   UNK     0      -3.656  -7.877   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -6.735  -7.880   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -5.195  -9.420   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -3.862  -5.570   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.528  -6.340   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.194  -5.570   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.194  -4.030   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.528  -3.260   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.862  -4.030   0.000  0.00  0.00           C+0
HETATM   17  S   UNK     0      -5.195  -3.260   0.000  0.00  0.00           S+0
HETATM   18  O   UNK     0      -2.528  -1.720   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.528  -7.880   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.139  -6.340   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.139  -3.260   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.194  -8.650   0.000  0.00  0.00           O+0
CONECT    1   17    2    5                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11   12   16                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16   18                                                  
CONECT   16   11   15   17                                                  
CONECT   17    1   16                                                       
CONECT   18   15                                                            
CONECT   19   12   22                                                       
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0301921
HETATM    1  O1  UNL     1      -1.966   3.557  -0.923  1.00  0.00           O  
HETATM    2  S1  UNL     1      -3.414   3.284  -0.631  1.00  0.00           S  
HETATM    3  O2  UNL     1      -3.753   3.930   0.687  1.00  0.00           O  
HETATM    4  O3  UNL     1      -4.314   4.044  -1.827  1.00  0.00           O  
HETATM    5  O4  UNL     1      -3.768   1.634  -0.657  1.00  0.00           O  
HETATM    6  N1  UNL     1      -3.591   0.794   0.415  1.00  0.00           N  
HETATM    7  C1  UNL     1      -2.492   0.075   0.566  1.00  0.00           C  
HETATM    8  C2  UNL     1      -2.375  -0.804   1.744  1.00  0.00           C  
HETATM    9  C3  UNL     1      -2.464  -2.267   1.462  1.00  0.00           C  
HETATM   10  O5  UNL     1      -3.712  -2.555   0.863  1.00  0.00           O  
HETATM   11  S2  UNL     1      -1.296   0.280  -0.700  1.00  0.00           S  
HETATM   12  C4  UNL     1       0.241  -0.640  -0.465  1.00  0.00           C  
HETATM   13  O6  UNL     1       0.852  -0.108   0.657  1.00  0.00           O  
HETATM   14  C5  UNL     1       2.124  -0.542   0.897  1.00  0.00           C  
HETATM   15  C6  UNL     1       2.650   0.311   2.058  1.00  0.00           C  
HETATM   16  O7  UNL     1       2.595   1.637   1.584  1.00  0.00           O  
HETATM   17  C7  UNL     1       3.079  -0.311  -0.247  1.00  0.00           C  
HETATM   18  O8  UNL     1       4.246  -1.050  -0.010  1.00  0.00           O  
HETATM   19  C8  UNL     1       2.498  -0.665  -1.580  1.00  0.00           C  
HETATM   20  O9  UNL     1       3.172   0.104  -2.544  1.00  0.00           O  
HETATM   21  C9  UNL     1       1.050  -0.423  -1.724  1.00  0.00           C  
HETATM   22  O10 UNL     1       0.549  -1.352  -2.666  1.00  0.00           O  
HETATM   23  H1  UNL     1      -4.201   3.564  -2.682  1.00  0.00           H  
HETATM   24  H2  UNL     1      -1.406  -0.615   2.258  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.209  -0.568   2.465  1.00  0.00           H  
HETATM   26  H4  UNL     1      -1.630  -2.725   0.946  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.523  -2.772   2.463  1.00  0.00           H  
HETATM   28  H6  UNL     1      -3.679  -2.324  -0.093  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.059  -1.720  -0.321  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.181  -1.602   1.274  1.00  0.00           H  
HETATM   31  H9  UNL     1       3.689   0.039   2.324  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.990   0.234   2.934  1.00  0.00           H  
HETATM   33  H11 UNL     1       3.496   2.036   1.520  1.00  0.00           H  
HETATM   34  H12 UNL     1       3.360   0.763  -0.239  1.00  0.00           H  
HETATM   35  H13 UNL     1       4.996  -0.708  -0.579  1.00  0.00           H  
HETATM   36  H14 UNL     1       2.790  -1.733  -1.805  1.00  0.00           H  
HETATM   37  H15 UNL     1       2.611   0.895  -2.768  1.00  0.00           H  
HETATM   38  H16 UNL     1       0.832   0.580  -2.160  1.00  0.00           H  
HETATM   39  H17 UNL     1       0.732  -2.278  -2.367  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3    4    5
CONECT    4   23
CONECT    5    6
CONECT    6    7    7
CONECT    7    8   11
CONECT    8    9   24   25
CONECT    9   10   26   27
CONECT   10   28
CONECT   11   12
CONECT   12   13   21   29
CONECT   13   14
CONECT   14   15   17   30
CONECT   15   16   31   32
CONECT   16   33
CONECT   17   18   19   34
CONECT   18   35
CONECT   19   20   21   36
CONECT   20   37
CONECT   21   22   38
CONECT   22   39
END

HMDB0301921
     RDKit          3D
2-Hydroxyethyl glucosinolate
 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.9657    3.5569   -0.9227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4139    3.2842   -0.6312 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.7526    3.9304    0.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3139    4.0442   -1.8271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7682    1.6337   -0.6567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5909    0.7941    0.4154 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915    0.0747    0.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3754   -0.8037    1.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4642   -2.2670    1.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7121   -2.5555    0.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2958    0.2799   -0.7000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2415   -0.6399   -0.4647 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8523   -0.1083    0.6570 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1242   -0.5420    0.8968 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6497    0.3111    2.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5947    1.6371    1.5837 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0787   -0.3106   -0.2469 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2462   -1.0495   -0.0103 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982   -0.6655   -1.5799 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1720    0.1044   -2.5435 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0495   -0.4226   -1.7241 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5487   -1.3523   -2.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2009    3.5645   -2.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4056   -0.6151    2.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2086   -0.5680    2.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6300   -2.7254    0.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5227   -2.7718    2.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6789   -2.3244   -0.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0591   -1.7203   -0.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1811   -1.6024    1.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6886    0.0395    2.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9900    0.2337    2.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4959    2.0365    1.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3604    0.7630   -0.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9959   -0.7082   -0.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7901   -1.7331   -1.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108    0.8954   -2.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8318    0.5801   -2.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7317   -2.2776   -2.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 12  1  0
  4 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  1
 14 30  1  1
 15 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  6
 18 35  1  0
 19 36  1  6
 20 37  1  0
 21 38  1  6
 22 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
{[(Z)-(3-hydroxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}propylidene)amino]oxy}sulfonate	Generator
{[(Z)-(3-hydroxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl}propylidene)amino]oxy}sulphonate	Generator
{[(Z)-(3-hydroxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl}propylidene)amino]oxy}sulphonic acid	Generator
2-Hydroxyethyl glucosinolic acid	Generator

Chemical Formula

C₉H₁₇NO₁₀S₂

Average Molecular Weight

363.362

Monoisotopic Molecular Weight

363.029387149

IUPAC Name

{[(Z)-(3-hydroxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}propylidene)amino]oxy}sulfonic acid

Traditional Name

[(Z)-(3-hydroxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}propylidene)amino]oxysulfonic acid

CAS Registry Number

Not Available

SMILES

OCC\C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C9H17NO10S2/c11-2-1-5(10-20-22(16,17)18)21-9-8(15)7(14)6(13)4(3-12)19-9/h4,6-9,11-15H,1-3H2,(H,16,17,18)/b10-5-/t4-,6-,7+,8-,9+/m1/s1

InChI Key

RFCSADBEYPEEKD-XLKLPJSCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Alkylglucosinolates

Alternative Parents

Substituents

Alkylglucosinolate
Glycosyl compound
S-glycosyl compound
Oxane
Monothioacetal
Organic sulfuric acid or derivatives
Secondary alcohol
Polyol
Oxacycle
Organoheterocyclic compound
Sulfenyl compound
Alcohol
Hydrocarbon derivative
Organosulfur compound
Organonitrogen compound
Organic oxide
Primary alcohol
Organic nitrogen compound
Organopnictogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0301921)

Food

Herb and spice

Spice

Capers (FooDB: FOOD00039)

Process

Not Available

Role

Not Available

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
logP	-2	ALOGPS
logP	-4.7	ChemAxon
logS	-0.89	ALOGPS
pKa (Strongest Acidic)	-3.7	ChemAxon
pKa (Strongest Basic)	-0.55	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	186.34 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	71.83 m³·mol⁻¹	ChemAxon
Polarizability	31.42 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	175.325	32859911
AllCCS	[M+H-H2O]+	172.65	32859911
AllCCS	[M+Na]+	178.496	32859911
AllCCS	[M+NH4]+	177.79	32859911
AllCCS	[M-H]-	169.721	32859911
AllCCS	[M+Na-2H]-	169.903	32859911
AllCCS	[M+HCOO]-	170.227	32859911
DeepCCS	[M+H]+	173.094	30932474
DeepCCS	[M-H]-	170.698	30932474
DeepCCS	[M-2H]-	204.193	30932474
DeepCCS	[M+Na]+	179.564	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxyethyl glucosinolate,6TMS,isomer #1	C[Si](C)(C)OCC/C(=N/OS(=O)(=O)O[Si](C)(C)C)S[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2756.5	Semi standard non polar	33892256
2-Hydroxyethyl glucosinolate,6TMS,isomer #1	C[Si](C)(C)OCC/C(=N/OS(=O)(=O)O[Si](C)(C)C)S[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3369.9	Standard non polar	33892256
2-Hydroxyethyl glucosinolate,6TMS,isomer #1	C[Si](C)(C)OCC/C(=N/OS(=O)(=O)O[Si](C)(C)C)S[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3669.7	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyethyl glucosinolate 10V, Positive-QTOF	splash10-0002-2729000000-9e73dd472f63d8a83f00	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyethyl glucosinolate 20V, Positive-QTOF	splash10-0f89-3691000000-928b839734b442802c8c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyethyl glucosinolate 40V, Positive-QTOF	splash10-052b-9200000000-dd14b3867915134cb994	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyethyl glucosinolate 10V, Negative-QTOF	splash10-0002-2911000000-822b2581ace658afdf38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyethyl glucosinolate 20V, Negative-QTOF	splash10-0300-7900000000-d48a31e720545d8152b1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyethyl glucosinolate 40V, Negative-QTOF	splash10-030u-4900000000-1ec01587ffbb4c9ca2f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyethyl glucosinolate 10V, Positive-QTOF	splash10-03di-0009000000-27ff32637648107f5325	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyethyl glucosinolate 20V, Positive-QTOF	splash10-11or-0954000000-9f855c4671a8cda586fd	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyethyl glucosinolate 40V, Positive-QTOF	splash10-00di-9720000000-beee801b615434912d68	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyethyl glucosinolate 10V, Negative-QTOF	splash10-03di-0309000000-b7d12a2ae3c2a961584c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyethyl glucosinolate 20V, Negative-QTOF	splash10-05mt-4911000000-3f51a1d5d00065eb96b4	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyethyl glucosinolate 40V, Negative-QTOF	splash10-00lr-5900000000-1bcbc081777ecc8d34eb	2021-10-21	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

FDB001626

KNApSAcK ID

Not Available

Chemspider ID

59696205

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 2-Hydroxyethyl glucosinolate (HMDB0301921)

MOL for HMDB0301921 (2-Hydroxyethyl glucosinolate)

3D MOL for HMDB0301921 (2-Hydroxyethyl glucosinolate)

3D SDF for HMDB0301921 (2-Hydroxyethyl glucosinolate)

3D-SDF for HMDB0301921 (2-Hydroxyethyl glucosinolate)

PDB for HMDB0301921 (2-Hydroxyethyl glucosinolate)

3D PDB for HMDB0301921 (2-Hydroxyethyl glucosinolate)

SMILES for HMDB0301921 (2-Hydroxyethyl glucosinolate)

INCHI for HMDB0301921 (2-Hydroxyethyl glucosinolate)

Structure for HMDB0301921 (2-Hydroxyethyl glucosinolate)

3D Structure for HMDB0301921 (2-Hydroxyethyl glucosinolate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra