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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 16:55:32 UTC

Update Date

2021-09-23 16:55:32 UTC

HMDB ID

HMDB0302326

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Glucocochlearin

Description

Glucocochlearin, also known as 1-methylpropyl 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. Glucocochlearin is soluble (in water) and an extremely strong acidic compound (based on its pKa). Glucocochlearin can be found in a number of food items such as horseradish tree, horseradish, wasabi, and white mustard, which makes glucocochlearin a potential biomarker for the consumption of these food products.

Structure

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

HMDB0302326
     RDKit          3D
Glucocochlearin
 44 44  0  0  0  0  0  0  0  0999 V2000
   -3.1616   -0.8515   -2.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6857   -0.9827   -1.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4484   -1.5471   -0.4390 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0257   -2.9056   -0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8872   -0.6764    0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0346   -0.8827    1.2645 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3900   -0.0529    2.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0117    1.4967    2.1415 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.5106    1.5333    2.3594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6951    2.1582    0.8284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3547    2.4818    3.3592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8466    0.6601    1.2224 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141    0.5801    0.3943 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4885   -0.5326    0.7069 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5229   -0.6190   -0.1793 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6028   -1.4611    0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7218   -1.6238   -0.2880 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1494    0.6090   -0.6784 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1081    0.5826   -2.0949 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6010    1.9050   -0.2343 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5687    2.8390    0.1717 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5963    1.7580    0.8683 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7913    2.8728    1.0310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474   -0.9096   -3.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5220    0.1768   -1.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7803   -1.6457   -1.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2385   -1.6721   -2.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2458   -0.0001   -1.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3214   -1.6855   -0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1218   -2.9013   -0.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5660   -3.3446    0.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7410   -3.5595   -1.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5391    2.0193    4.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6324    0.6091   -0.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738   -1.2955   -1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2153   -2.4303    0.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577   -0.8828    1.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5213   -2.1826   -1.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2610    0.6344   -0.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6089    1.3384   -2.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0522    2.4223   -1.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0653    3.7094    0.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1045    1.4677    1.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0819    2.7909    0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  3
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  2  0
  8 11  1  0
  5 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  1
  4 30  1  0
  4 31  1  0
  4 32  1  0
 11 33  1  0
 13 34  1  6
 15 35  1  6
 16 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  6
 19 40  1  0
 20 41  1  6
 21 42  1  0
 22 43  1  1
 23 44  1  0
M  END

 
  Mrv0541 02241221452D          
 
 23 23  0  0  1  0            999 V2000
   12.6553  -10.4101    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.6445   -9.5276    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.9385  -10.8245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3615  -10.8281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.6518   -8.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9385  -11.6421    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.3578  -11.6459    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.0711  -10.4174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3543   -8.2919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8701   -8.2559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.6518  -12.0566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2324  -12.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0675  -12.0637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0639   -7.8778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0848   -8.7063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8773   -7.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6445  -12.8779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5155  -11.6603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8312   -8.4541    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.2994   -8.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4977   -7.7049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1468   -9.1638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6310   -8.9549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  1  6  0  0  0
  5  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 12  1  1  0  0  0
  7 13  1  1  0  0  0
  9 14  1  0  0  0  0
 10 15  1  0  0  0  0
 10 16  1  6  0  0  0
 11 17  1  6  0  0  0
 12 18  1  0  0  0  0
 14 19  1  0  0  0  0
 15 20  1  0  0  0  0
 19 21  2  0  0  0  0
 19 22  2  0  0  0  0
 19 23  1  0  0  0  0
  7 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302326

> <DATABASE_NAME>
hmdb

> <SMILES>
CC[C@H](C)C(S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=NOS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H21NO9S2/c1-3-5(2)10(12-21-23(17,18)19)22-11-9(16)8(15)7(14)6(4-13)20-11/h5-9,11,13-16H,3-4H2,1-2H3,(H,17,18,19)/t5-,6+,7+,8-,9+,11-/m0/s1

> <INCHI_KEY>
TUSWQPFNQXCPGB-WKWISIMFSA-N

> <FORMULA>
C11H21NO9S2

> <MOLECULAR_WEIGHT>
375.416

> <EXACT_MASS>
375.065772655

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
34.88609550309063

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.40

> <JCHEM_LOGP>
-2.322148994735674

> <ALOGPS_LOGS>
-1.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.447319909044676

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.5222007675772593

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3614781064250715

> <JCHEM_POLAR_SURFACE_AREA>
166.10999999999999

> <JCHEM_REFRACTIVITY>
79.22749999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302326
     RDKit          3D
Glucocochlearin
 44 44  0  0  0  0  0  0  0  0999 V2000
   -3.1616   -0.8515   -2.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6857   -0.9827   -1.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4484   -1.5471   -0.4390 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0257   -2.9056   -0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8872   -0.6764    0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0346   -0.8827    1.2645 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3900   -0.0529    2.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0117    1.4967    2.1415 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.5106    1.5333    2.3594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6951    2.1582    0.8284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3547    2.4818    3.3592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8466    0.6601    1.2224 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141    0.5801    0.3943 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4885   -0.5326    0.7069 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5229   -0.6190   -0.1793 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6028   -1.4611    0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7218   -1.6238   -0.2880 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1494    0.6090   -0.6784 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1081    0.5826   -2.0949 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6010    1.9050   -0.2343 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5687    2.8390    0.1717 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5963    1.7580    0.8683 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7913    2.8728    1.0310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474   -0.9096   -3.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5220    0.1768   -1.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7803   -1.6457   -1.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2385   -1.6721   -2.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2458   -0.0001   -1.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3214   -1.6855   -0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1218   -2.9013   -0.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5660   -3.3446    0.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7410   -3.5595   -1.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5391    2.0193    4.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6324    0.6091   -0.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738   -1.2955   -1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2153   -2.4303    0.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577   -0.8828    1.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5213   -2.1826   -1.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2610    0.6344   -0.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6089    1.3384   -2.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0522    2.4223   -1.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0653    3.7094    0.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1045    1.4677    1.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0819    2.7909    0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  3
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  2  0
  8 11  1  0
  5 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  1
  4 30  1  0
  4 31  1  0
  4 32  1  0
 11 33  1  0
 13 34  1  6
 15 35  1  6
 16 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  6
 19 40  1  0
 20 41  1  6
 21 42  1  0
 22 43  1  1
 23 44  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      23.623 -19.432   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      23.603 -17.785   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0      22.285 -20.206   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      24.941 -20.212   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.617 -16.258   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.285 -21.732   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.935 -21.739   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      26.266 -19.446   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      24.928 -15.478   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      22.158 -15.411   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.617 -22.506   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.967 -22.526   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      26.259 -22.519   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      26.253 -14.705   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      20.692 -16.252   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.171 -13.723   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      23.603 -24.039   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      19.629 -21.766   0.000  0.00  0.00           O+0
HETATM   19  S   UNK     0      27.685 -15.781   0.000  0.00  0.00           S+0
HETATM   20  C   UNK     0      19.225 -15.404   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      28.929 -14.382   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      26.407 -17.106   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      29.178 -16.716   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1    7    8                                                  
CONECT    5    2    9   10                                                  
CONECT    6    3   11   12                                                  
CONECT    7    4   13   11                                                  
CONECT    8    4                                                            
CONECT    9    5   14                                                       
CONECT   10    5   15   16                                                  
CONECT   11    6   17    7                                                  
CONECT   12    6   18                                                       
CONECT   13    7                                                            
CONECT   14    9   19                                                       
CONECT   15   10   20                                                       
CONECT   16   10                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19   14   21   22   23                                             
CONECT   20   15                                                            
CONECT   21   19                                                            
CONECT   22   19                                                            
CONECT   23   19                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

COMPND    HMDB0302326
HETATM    1  C1  UNL     1      -3.162  -0.852  -2.129  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.686  -0.983  -1.803  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.448  -1.547  -0.439  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.026  -2.906  -0.232  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.887  -0.676   0.677  1.00  0.00           C  
HETATM    6  N1  UNL     1      -3.035  -0.883   1.264  1.00  0.00           N  
HETATM    7  O1  UNL     1      -3.390  -0.053   2.286  1.00  0.00           O  
HETATM    8  S1  UNL     1      -4.012   1.497   2.142  1.00  0.00           S  
HETATM    9  O2  UNL     1      -5.511   1.533   2.359  1.00  0.00           O  
HETATM   10  O3  UNL     1      -3.695   2.158   0.828  1.00  0.00           O  
HETATM   11  O4  UNL     1      -3.355   2.482   3.359  1.00  0.00           O  
HETATM   12  S2  UNL     1      -0.847   0.660   1.222  1.00  0.00           S  
HETATM   13  C6  UNL     1       0.714   0.580   0.394  1.00  0.00           C  
HETATM   14  O5  UNL     1       1.488  -0.533   0.707  1.00  0.00           O  
HETATM   15  C7  UNL     1       2.523  -0.619  -0.179  1.00  0.00           C  
HETATM   16  C8  UNL     1       3.603  -1.461   0.523  1.00  0.00           C  
HETATM   17  O6  UNL     1       4.722  -1.624  -0.288  1.00  0.00           O  
HETATM   18  C9  UNL     1       3.149   0.609  -0.678  1.00  0.00           C  
HETATM   19  O7  UNL     1       3.108   0.583  -2.095  1.00  0.00           O  
HETATM   20  C10 UNL     1       2.601   1.905  -0.234  1.00  0.00           C  
HETATM   21  O8  UNL     1       3.569   2.839   0.172  1.00  0.00           O  
HETATM   22  C11 UNL     1       1.596   1.758   0.868  1.00  0.00           C  
HETATM   23  O9  UNL     1       0.791   2.873   1.031  1.00  0.00           O  
HETATM   24  H1  UNL     1      -3.247  -0.910  -3.235  1.00  0.00           H  
HETATM   25  H2  UNL     1      -3.522   0.177  -1.851  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.780  -1.646  -1.714  1.00  0.00           H  
HETATM   27  H4  UNL     1      -1.239  -1.672  -2.539  1.00  0.00           H  
HETATM   28  H5  UNL     1      -1.246  -0.000  -1.921  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.321  -1.685  -0.383  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.122  -2.901  -0.057  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.566  -3.345   0.678  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.741  -3.560  -1.082  1.00  0.00           H  
HETATM   33  H10 UNL     1      -3.539   2.019   4.220  1.00  0.00           H  
HETATM   34  H11 UNL     1       0.632   0.609  -0.706  1.00  0.00           H  
HETATM   35  H12 UNL     1       2.174  -1.295  -1.017  1.00  0.00           H  
HETATM   36  H13 UNL     1       3.215  -2.430   0.840  1.00  0.00           H  
HETATM   37  H14 UNL     1       3.958  -0.883   1.421  1.00  0.00           H  
HETATM   38  H15 UNL     1       4.521  -2.183  -1.057  1.00  0.00           H  
HETATM   39  H16 UNL     1       4.261   0.634  -0.467  1.00  0.00           H  
HETATM   40  H17 UNL     1       3.609   1.338  -2.451  1.00  0.00           H  
HETATM   41  H18 UNL     1       2.052   2.422  -1.077  1.00  0.00           H  
HETATM   42  H19 UNL     1       3.065   3.709   0.251  1.00  0.00           H  
HETATM   43  H20 UNL     1       2.105   1.468   1.808  1.00  0.00           H  
HETATM   44  H21 UNL     1      -0.082   2.791   0.586  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4    5   29
CONECT    4   30   31   32
CONECT    5    6    6   12
CONECT    6    7
CONECT    7    8
CONECT    8    9    9   10   10
CONECT    8   11
CONECT   11   33
CONECT   12   13
CONECT   13   14   22   34
CONECT   14   15
CONECT   15   16   18   35
CONECT   16   17   36   37
CONECT   17   38
CONECT   18   19   20   39
CONECT   19   40
CONECT   20   21   22   41
CONECT   21   42
CONECT   22   23   43
CONECT   23   44
END

HMDB0302326
     RDKit          3D
Glucocochlearin
 44 44  0  0  0  0  0  0  0  0999 V2000
   -3.1616   -0.8515   -2.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6857   -0.9827   -1.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4484   -1.5471   -0.4390 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0257   -2.9056   -0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8872   -0.6764    0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0346   -0.8827    1.2645 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3900   -0.0529    2.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0117    1.4967    2.1415 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.5106    1.5333    2.3594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6951    2.1582    0.8284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3547    2.4818    3.3592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8466    0.6601    1.2224 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141    0.5801    0.3943 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4885   -0.5326    0.7069 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5229   -0.6190   -0.1793 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6028   -1.4611    0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7218   -1.6238   -0.2880 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1494    0.6090   -0.6784 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1081    0.5826   -2.0949 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6010    1.9050   -0.2343 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5687    2.8390    0.1717 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5963    1.7580    0.8683 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7913    2.8728    1.0310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474   -0.9096   -3.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5220    0.1768   -1.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7803   -1.6457   -1.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2385   -1.6721   -2.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2458   -0.0001   -1.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3214   -1.6855   -0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1218   -2.9013   -0.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5660   -3.3446    0.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7410   -3.5595   -1.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5391    2.0193    4.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6324    0.6091   -0.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738   -1.2955   -1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2153   -2.4303    0.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577   -0.8828    1.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5213   -2.1826   -1.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2610    0.6344   -0.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6089    1.3384   -2.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0522    2.4223   -1.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0653    3.7094    0.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1045    1.4677    1.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0819    2.7909    0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  3
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  2  0
  8 11  1  0
  5 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  1
  4 30  1  0
  4 31  1  0
  4 32  1  0
 11 33  1  0
 13 34  1  6
 15 35  1  6
 16 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  6
 19 40  1  0
 20 41  1  6
 21 42  1  0
 22 43  1  1
 23 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Methylpropyl glucosinolate	Kegg
1-Methylpropyl glucosinolic acid	Generator
({[(2S)-2-methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}butylidene]amino}oxy)sulfonate	Generator
({[(2S)-2-methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl}butylidene]amino}oxy)sulphonate	Generator
({[(2S)-2-methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl}butylidene]amino}oxy)sulphonic acid	Generator

Chemical Formula

C₁₁H₂₁NO₉S₂

Average Molecular Weight

375.416

Monoisotopic Molecular Weight

375.065772655

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC[C@H](C)C(S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=NOS(O)(=O)=O

InChI Identifier

InChI=1S/C11H21NO9S2/c1-3-5(2)10(12-21-23(17,18)19)22-11-9(16)8(15)7(14)6(4-13)20-11/h5-9,11,13-16H,3-4H2,1-2H3,(H,17,18,19)/t5-,6+,7+,8-,9+,11-/m0/s1

InChI Key

TUSWQPFNQXCPGB-WKWISIMFSA-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

Glucosinolates derived from isoleucine (C08407 )

Ontology

Not Available

Broccoli (FooDB: FOOD00034)

Other vegetable

Horseradish tree (FooDB: FOOD00379)

Leaf vegetable

Rocket salad (ssp.) (FooDB: FOOD00077)

Not Available

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	-1.4	ALOGPS
logP	-2.3	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	-3.5	ChemAxon
pKa (Strongest Basic)	-0.36	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	166.11 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	79.23 m³·mol⁻¹	ChemAxon
Polarizability	34.89 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	181.108	32859911
AllCCS	[M+H-H2O]+	178.565	32859911
AllCCS	[M+Na]+	184.118	32859911
AllCCS	[M+NH4]+	183.448	32859911
AllCCS	[M-H]-	176.483	32859911
AllCCS	[M+Na-2H]-	176.954	32859911
AllCCS	[M+HCOO]-	177.597	32859911
DeepCCS	[M+H]+	185.566	30932474
DeepCCS	[M-H]-	183.17	30932474
DeepCCS	[M-2H]-	216.33	30932474
DeepCCS	[M+Na]+	191.478	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glucocochlearin,5TMS,isomer #1	CC[C@H](C)C(=NOS(=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	2657.9	Semi standard non polar	33892256
Glucocochlearin,5TMS,isomer #1	CC[C@H](C)C(=NOS(=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	3183.7	Standard non polar	33892256
Glucocochlearin,5TMS,isomer #1	CC[C@H](C)C(=NOS(=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	3600.6	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 - Glucocochlearin 10V, Positive-QTOF	splash10-0a6r-5759000000-bdb9ed8c91bf132d4394	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucocochlearin 20V, Positive-QTOF	splash10-03di-3982000000-3023bc95312997084366	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucocochlearin 40V, Positive-QTOF	splash10-0a4i-9000000000-52f98183499c0874fe9c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucocochlearin 10V, Negative-QTOF	splash10-03di-3691000000-1941d0573643f908407a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucocochlearin 20V, Negative-QTOF	splash10-01q9-9710000000-3084bf608e143c150e36	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucocochlearin 40V, Negative-QTOF	splash10-03nc-4900000000-cf15ebf9b410bb312cb0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucocochlearin 10V, Positive-QTOF	splash10-004i-0109000000-eec65b2b9c53e4d4e38f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucocochlearin 20V, Positive-QTOF	splash10-0a6r-9553000000-2e29c6b9296845ab61f2	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucocochlearin 40V, Positive-QTOF	splash10-001i-9430000000-8195c30b23c35714d170	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucocochlearin 10V, Negative-QTOF	splash10-00di-0109000000-ea536970d557c29cbcf8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucocochlearin 20V, Negative-QTOF	splash10-03k9-4796000000-476a4b243a21d76b5a18	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucocochlearin 40V, Negative-QTOF	splash10-01pk-9300000000-0e6661b36c36560330b8	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

FDB004144

KNApSAcK ID

Not Available

Chemspider ID

4444579

KEGG Compound ID

C08407

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281135

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 Glucocochlearin (HMDB0302326)

MOL for HMDB0302326 (Glucocochlearin)

3D MOL for HMDB0302326 (Glucocochlearin)

3D SDF for HMDB0302326 (Glucocochlearin)

3D-SDF for HMDB0302326 (Glucocochlearin)

PDB for HMDB0302326 (Glucocochlearin)

3D PDB for HMDB0302326 (Glucocochlearin)

SMILES for HMDB0302326 (Glucocochlearin)

INCHI for HMDB0302326 (Glucocochlearin)

Structure for HMDB0302326 (Glucocochlearin)

3D Structure for HMDB0302326 (Glucocochlearin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra