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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:44:36 UTC

Update Date

2022-03-07 02:55:46 UTC

HMDB ID

HMDB0038427

Secondary Accession Numbers

HMDB38427

Metabolite Identification

Common Name

Gluconapin

Description

Gluconapin, also known as 3-butenyl glucosinolate, belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Gluconapin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, gluconapin has been detected, but not quantified in, several different foods, such as horseradish, swedes, cabbages, and Chinese mustards. This could make gluconapin a potential biomarker for the consumption of these foods. Gluconapin is isolated from rapeseeds and many other Brassica species.

Structure

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

HMDB0038427
     RDKit          3D
Gluconapin
 42 42  0  0  0  0  0  0  0  0999 V2000
   -3.7040   -3.7447    0.8345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0040   -2.6123    0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7172   -1.3411    0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3077   -0.5255   -0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8833   -0.1519   -0.4020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154    1.1188   -0.2642 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6560    1.9914   -0.1534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131    3.2483   -1.2087 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.5185    3.3483   -1.3122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3707    3.1327   -2.5378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5018    4.6879   -0.4699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596   -1.3387   -0.5609 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9964   -0.5027   -0.4343 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1062   -1.3325   -0.6214 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1692   -0.5415   -0.9537 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4248   -1.4123   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5179   -1.8511    0.5432 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3757    0.7072   -0.2107 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6686    1.7314   -1.1438 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2880    1.1896    0.6705 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7582    1.7151    1.8764 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721    0.0991    0.9512 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1538    0.5251    1.6025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7796   -3.7543    0.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1803   -4.6808    0.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9437   -2.6528    1.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -0.7413    1.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8265   -1.4774    0.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9772    0.3549   -0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4489   -1.1571   -1.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1386    4.9782    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606    0.2772   -1.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1063   -0.3674   -2.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2961   -0.7754   -0.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3928   -2.2669   -1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7726   -2.4307    0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3109    0.6681    0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8349    1.3473   -2.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298    2.0064    0.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2667    2.5331    1.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8229   -0.6558    1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3833    0.6544    2.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  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
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
 11 31  1  0
 13 32  1  6
 15 33  1  6
 16 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  1
 19 38  1  0
 20 39  1  6
 21 40  1  0
 22 41  1  1
 23 42  1  0
M  END


  Mrv1652305122020092D          

 23 23  0  0  0  0            999 V2000
10013.950910014.0652    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10013.235310014.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.521810014.0652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10013.235310015.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.807310014.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10012.521810015.7153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.521810013.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10011.092910014.0652    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10011.807310015.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10015.380310011.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.521810011.5901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.681310013.3516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10011.506410013.3516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.376310014.4797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10011.092910015.7153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10016.094010012.0037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10013.950910010.7650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10013.950210013.2419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10013.234810012.8289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10013.234810012.0027    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10013.950210011.5897    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10014.665710012.0027    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10014.665710012.8289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  8 12  2  0  0  0  0
  8 13  2  0  0  0  0
  8 14  1  0  0  0  0
  9 15  2  0  0  0  0
 10 16  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 23  1  0  0  0  0
 22 23  1  0  0  0  0
 18  1  1  6  0  0  0
 19  7  1  1  0  0  0
 22 10  1  6  0  0  0
 20 11  1  6  0  0  0
 21 17  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0038427

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H19NO9S2/c1-2-3-4-7(12-21-23(17,18)19)22-11-10(16)9(15)8(14)6(5-13)20-11/h2,6,8-11,13-16H,1,3-5H2,(H,17,18,19)/b12-7+/t6-,8-,9+,10-,11+/m1/s1

> <INCHI_KEY>
PLYQBXHVYUJNQB-BZVDQRPCSA-N

> <FORMULA>
C11H19NO9S2

> <MOLECULAR_WEIGHT>
373.39

> <EXACT_MASS>
373.050123544

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
33.91487160757817

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.64

> <JCHEM_LOGP>
-2.7265483352338484

> <ALOGPS_LOGS>
-1.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.44764244534068

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.5510889028244472

> <JCHEM_PKA_STRONGEST_BASIC>
-0.33385638510876026

> <JCHEM_POLAR_SURFACE_AREA>
166.10999999999999

> <JCHEM_REFRACTIVITY>
79.29809999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.49e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038427
     RDKit          3D
Gluconapin
 42 42  0  0  0  0  0  0  0  0999 V2000
   -3.7040   -3.7447    0.8345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0040   -2.6123    0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7172   -1.3411    0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3077   -0.5255   -0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8833   -0.1519   -0.4020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154    1.1188   -0.2642 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6560    1.9914   -0.1534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131    3.2483   -1.2087 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.5185    3.3483   -1.3122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3707    3.1327   -2.5378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5018    4.6879   -0.4699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596   -1.3387   -0.5609 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9964   -0.5027   -0.4343 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1062   -1.3325   -0.6214 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1692   -0.5415   -0.9537 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4248   -1.4123   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5179   -1.8511    0.5432 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3757    0.7072   -0.2107 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6686    1.7314   -1.1438 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2880    1.1896    0.6705 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7582    1.7151    1.8764 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721    0.0991    0.9512 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1538    0.5251    1.6025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7796   -3.7543    0.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1803   -4.6808    0.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9437   -2.6528    1.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -0.7413    1.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8265   -1.4774    0.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9772    0.3549   -0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4489   -1.1571   -1.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1386    4.9782    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606    0.2772   -1.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1063   -0.3674   -2.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2961   -0.7754   -0.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3928   -2.2669   -1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7726   -2.4307    0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3109    0.6681    0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8349    1.3473   -2.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298    2.0064    0.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2667    2.5331    1.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8229   -0.6558    1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3833    0.6544    2.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  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
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
 11 31  1  0
 13 32  1  6
 15 33  1  6
 16 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  1
 19 38  1  0
 20 39  1  6
 21 40  1  0
 22 41  1  1
 23 42  1  0
M  END

HEADER    PROTEIN                                 12-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-MAY-20         0                                  
HETATM    1  S   UNK     0    8692.7088692.922   0.000  0.00  0.00           S+0
HETATM    2  C   UNK     0    8691.3738693.692   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    8690.0418692.922   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    8691.3738695.232   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8688.7078693.692   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8690.0418696.002   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8690.0418691.382   0.000  0.00  0.00           O+0
HETATM    8  S   UNK     0    8687.3738692.922   0.000  0.00  0.00           S+0
HETATM    9  C   UNK     0    8688.7078695.232   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8695.3778688.302   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8690.0418688.302   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8686.6058691.590   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8688.1458691.590   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8686.0368693.696   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0    8687.3738696.002   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8696.7098689.074   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8692.7088686.761   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0    8692.7078691.385   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8691.3728690.614   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8691.3728689.072   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8692.7078688.301   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8694.0438689.072   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8694.0438690.614   0.000  0.00  0.00           O+0
CONECT    1    2   18                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    8                                                       
CONECT    6    4    9                                                       
CONECT    7   19                                                            
CONECT    8    5   12   13   14                                             
CONECT    9    6   15                                                       
CONECT   10   16   22                                                       
CONECT   11   20                                                            
CONECT   12    8                                                            
CONECT   13    8                                                            
CONECT   14    8                                                            
CONECT   15    9                                                            
CONECT   16   10                                                            
CONECT   17   21                                                            
CONECT   18   19   23    1                                                  
CONECT   19   18   20    7                                                  
CONECT   20   19   21   11                                                  
CONECT   21   20   22   17                                                  
CONECT   22   21   23   10                                                  
CONECT   23   18   22                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

COMPND    HMDB0038427
HETATM    1  C1  UNL     1      -3.704  -3.745   0.834  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.004  -2.612   0.889  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.717  -1.341   0.759  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.308  -0.526  -0.425  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.883  -0.152  -0.402  1.00  0.00           C  
HETATM    6  N1  UNL     1      -1.615   1.119  -0.264  1.00  0.00           N  
HETATM    7  O1  UNL     1      -2.656   1.991  -0.153  1.00  0.00           O  
HETATM    8  S1  UNL     1      -3.013   3.248  -1.209  1.00  0.00           S  
HETATM    9  O2  UNL     1      -4.519   3.348  -1.312  1.00  0.00           O  
HETATM   10  O3  UNL     1      -2.371   3.133  -2.538  1.00  0.00           O  
HETATM   11  O4  UNL     1      -2.502   4.688  -0.470  1.00  0.00           O  
HETATM   12  S2  UNL     1      -0.560  -1.339  -0.561  1.00  0.00           S  
HETATM   13  C6  UNL     1       0.996  -0.503  -0.434  1.00  0.00           C  
HETATM   14  O5  UNL     1       2.106  -1.333  -0.621  1.00  0.00           O  
HETATM   15  C7  UNL     1       3.169  -0.542  -0.954  1.00  0.00           C  
HETATM   16  C8  UNL     1       4.425  -1.412  -0.792  1.00  0.00           C  
HETATM   17  O6  UNL     1       4.518  -1.851   0.543  1.00  0.00           O  
HETATM   18  C9  UNL     1       3.376   0.707  -0.211  1.00  0.00           C  
HETATM   19  O7  UNL     1       3.669   1.731  -1.144  1.00  0.00           O  
HETATM   20  C10 UNL     1       2.288   1.190   0.671  1.00  0.00           C  
HETATM   21  O8  UNL     1       2.758   1.715   1.876  1.00  0.00           O  
HETATM   22  C11 UNL     1       1.272   0.099   0.951  1.00  0.00           C  
HETATM   23  O9  UNL     1       0.154   0.525   1.603  1.00  0.00           O  
HETATM   24  H1  UNL     1      -4.780  -3.754   0.697  1.00  0.00           H  
HETATM   25  H2  UNL     1      -3.180  -4.681   0.930  1.00  0.00           H  
HETATM   26  H3  UNL     1      -1.944  -2.653   1.035  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.562  -0.741   1.693  1.00  0.00           H  
HETATM   28  H5  UNL     1      -4.827  -1.477   0.713  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.977   0.355  -0.554  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.449  -1.157  -1.352  1.00  0.00           H  
HETATM   31  H8  UNL     1      -3.139   4.978   0.232  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.061   0.277  -1.222  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.106  -0.367  -2.067  1.00  0.00           H  
HETATM   34  H11 UNL     1       5.296  -0.775  -0.983  1.00  0.00           H  
HETATM   35  H12 UNL     1       4.393  -2.267  -1.468  1.00  0.00           H  
HETATM   36  H13 UNL     1       3.773  -2.431   0.800  1.00  0.00           H  
HETATM   37  H14 UNL     1       4.311   0.668   0.425  1.00  0.00           H  
HETATM   38  H15 UNL     1       3.835   1.347  -2.051  1.00  0.00           H  
HETATM   39  H16 UNL     1       1.730   2.006   0.170  1.00  0.00           H  
HETATM   40  H17 UNL     1       3.267   2.533   1.682  1.00  0.00           H  
HETATM   41  H18 UNL     1       1.823  -0.656   1.588  1.00  0.00           H  
HETATM   42  H19 UNL     1       0.383   0.654   2.551  1.00  0.00           H  
CONECT    1    2    2   24   25
CONECT    2    3   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6    6   12
CONECT    6    7
CONECT    7    8
CONECT    8    9    9   10   10
CONECT    8   11
CONECT   11   31
CONECT   12   13
CONECT   13   14   22   32
CONECT   14   15
CONECT   15   16   18   33
CONECT   16   17   34   35
CONECT   17   36
CONECT   18   19   20   37
CONECT   19   38
CONECT   20   21   22   39
CONECT   21   40
CONECT   22   23   41
CONECT   23   42
END

HMDB0038427
     RDKit          3D
Gluconapin
 42 42  0  0  0  0  0  0  0  0999 V2000
   -3.7040   -3.7447    0.8345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0040   -2.6123    0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7172   -1.3411    0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3077   -0.5255   -0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8833   -0.1519   -0.4020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154    1.1188   -0.2642 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6560    1.9914   -0.1534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131    3.2483   -1.2087 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.5185    3.3483   -1.3122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3707    3.1327   -2.5378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5018    4.6879   -0.4699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596   -1.3387   -0.5609 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9964   -0.5027   -0.4343 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1062   -1.3325   -0.6214 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1692   -0.5415   -0.9537 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4248   -1.4123   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5179   -1.8511    0.5432 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3757    0.7072   -0.2107 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6686    1.7314   -1.1438 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2880    1.1896    0.6705 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7582    1.7151    1.8764 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721    0.0991    0.9512 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1538    0.5251    1.6025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7796   -3.7543    0.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1803   -4.6808    0.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9437   -2.6528    1.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -0.7413    1.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8265   -1.4774    0.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9772    0.3549   -0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4489   -1.1571   -1.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1386    4.9782    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606    0.2772   -1.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1063   -0.3674   -2.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2961   -0.7754   -0.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3928   -2.2669   -1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7726   -2.4307    0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3109    0.6681    0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8349    1.3473   -2.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298    2.0064    0.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2667    2.5331    1.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8229   -0.6558    1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3833    0.6544    2.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  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
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
 11 31  1  0
 13 32  1  6
 15 33  1  6
 16 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  1
 19 38  1  0
 20 39  1  6
 21 40  1  0
 22 41  1  1
 23 42  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
But-3-enylglucosinolic acid	HMDB
3-Butenyl glucosinolate	HMDB
3-Butenyl isothiocyanate glucosinolate	HMDB
3-Butenylglucosinolate	HMDB
4-Isothiocyanato-1-butene glucosinolate	HMDB
Gluconapin	HMDB

Chemical Formula

C₁₁H₁₉NO₉S₂

Average Molecular Weight

373.39

Monoisotopic Molecular Weight

373.050123544

IUPAC Name

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

Traditional Name

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

CAS Registry Number

19041-09-9

SMILES

OC[C@H]1O[C@@H](S\C(CCC=C)=N\OS(O)(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C11H19NO9S2/c1-2-3-4-7(12-21-23(17,18)19)22-11-10(16)9(15)8(14)6(5-13)20-11/h2,6,8-11,13-16H,1,3-5H2,(H,17,18,19)/b12-7+/t6-,8-,9+,10-,11+/m1/s1

InChI Key

PLYQBXHVYUJNQB-BZVDQRPCSA-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

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038427)
Cytoplasm (HMDB: HMDB0038427)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038427)

Source

Exogenous

Exogenous (HMDB: HMDB0038427)

Food

Food (HMDB: HMDB0038427)

Vegetable

Cabbage

Root vegetable

Swede (FooDB: FOOD00028)

Brassica

Brassicas (FooDB: FOOD00857)

Herb and spice

Spice

Herb

Turnip (FooDB: FOOD00036)

Baking good

Condiment

Mustard (FooDB: FOOD00654)

Endogenous

Plant

Plant (HMDB: HMDB0038427)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038427)
Quinone-reductase inducer (HMDB: HMDB0038427)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	125 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1000000 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	14.9 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-2.7	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	-3.6	ChemAxon
pKa (Strongest Basic)	-0.33	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	8	ChemAxon
Refractivity	79.3 m³·mol⁻¹	ChemAxon
Polarizability	33.91 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
DeepCCS	[M+H]+	175.272	30932474
DeepCCS	[M-H]-	172.914	30932474
DeepCCS	[M-2H]-	206.274	30932474
DeepCCS	[M+Na]+	182.106	30932474
AllCCS	[M+H]+	181.5	32859911
AllCCS	[M+H-H2O]+	179.0	32859911
AllCCS	[M+NH4]+	183.9	32859911
AllCCS	[M+Na]+	184.6	32859911
AllCCS	[M-H]-	173.8	32859911
AllCCS	[M+Na-2H]-	174.2	32859911
AllCCS	[M+HCOO]-	174.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.48 minutes	32390414
Predicted by Siyang on May 30, 2022	12.1348 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.27 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	135.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1556.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	233.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	84.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	82.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	372.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	434.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	165.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	760.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	306.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1303.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	229.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	247.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	493.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	250.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	175.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gluconapin	OC[C@H]1O[C@@H](S\C(CCC=C)=N\OS(O)(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O	4474.4	Standard polar	33892256
Gluconapin	OC[C@H]1O[C@@H](S\C(CCC=C)=N\OS(O)(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O	2352.2	Standard non polar	33892256
Gluconapin	OC[C@H]1O[C@@H](S\C(CCC=C)=N\OS(O)(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O	2925.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gluconapin,1TMS,isomer #1	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	2742.8	Semi standard non polar	33892256
Gluconapin,1TMS,isomer #2	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	2761.3	Semi standard non polar	33892256
Gluconapin,1TMS,isomer #3	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	2761.4	Semi standard non polar	33892256
Gluconapin,1TMS,isomer #4	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	2730.4	Semi standard non polar	33892256
Gluconapin,1TMS,isomer #5	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	2782.4	Semi standard non polar	33892256
Gluconapin,2TMS,isomer #1	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	2662.2	Semi standard non polar	33892256
Gluconapin,2TMS,isomer #10	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C)S[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	2688.4	Semi standard non polar	33892256
Gluconapin,2TMS,isomer #2	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	2686.1	Semi standard non polar	33892256
Gluconapin,2TMS,isomer #3	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	2682.1	Semi standard non polar	33892256
Gluconapin,2TMS,isomer #4	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C)S[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	2698.3	Semi standard non polar	33892256
Gluconapin,2TMS,isomer #5	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	2678.0	Semi standard non polar	33892256
Gluconapin,2TMS,isomer #6	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2709.1	Semi standard non polar	33892256
Gluconapin,2TMS,isomer #7	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	2712.3	Semi standard non polar	33892256
Gluconapin,2TMS,isomer #8	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	2688.9	Semi standard non polar	33892256
Gluconapin,2TMS,isomer #9	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	2702.5	Semi standard non polar	33892256
Gluconapin,3TMS,isomer #1	C=CCC/C(=N\OS(=O)(=O)O)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	2666.8	Semi standard non polar	33892256
Gluconapin,3TMS,isomer #10	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C)S[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	2669.3	Semi standard non polar	33892256
Gluconapin,3TMS,isomer #2	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	2653.4	Semi standard non polar	33892256
Gluconapin,3TMS,isomer #3	C=CCC/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)[C@H]1O	2638.3	Semi standard non polar	33892256
Gluconapin,3TMS,isomer #4	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2674.0	Semi standard non polar	33892256
Gluconapin,3TMS,isomer #5	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C)S[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	2669.1	Semi standard non polar	33892256
Gluconapin,3TMS,isomer #6	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C)S[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	2648.9	Semi standard non polar	33892256
Gluconapin,3TMS,isomer #7	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2684.1	Semi standard non polar	33892256
Gluconapin,3TMS,isomer #8	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C)S[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	2666.3	Semi standard non polar	33892256
Gluconapin,3TMS,isomer #9	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2689.8	Semi standard non polar	33892256
Gluconapin,4TMS,isomer #1	C=CCC/C(=N\OS(=O)(=O)O)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	2665.3	Semi standard non polar	33892256
Gluconapin,4TMS,isomer #2	C=CCC/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	2666.8	Semi standard non polar	33892256
Gluconapin,4TMS,isomer #3	C=CCC/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)[C@H]1O[Si](C)(C)C	2650.2	Semi standard non polar	33892256
Gluconapin,4TMS,isomer #4	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C)S[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2672.0	Semi standard non polar	33892256
Gluconapin,4TMS,isomer #5	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C)S[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2672.6	Semi standard non polar	33892256
Gluconapin,5TMS,isomer #1	C=CCC/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	2674.9	Semi standard non polar	33892256
Gluconapin,5TMS,isomer #1	C=CCC/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	3276.6	Standard non polar	33892256
Gluconapin,1TBDMS,isomer #1	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	2979.3	Semi standard non polar	33892256
Gluconapin,1TBDMS,isomer #2	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2984.9	Semi standard non polar	33892256
Gluconapin,1TBDMS,isomer #3	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	2980.4	Semi standard non polar	33892256
Gluconapin,1TBDMS,isomer #4	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	2961.7	Semi standard non polar	33892256
Gluconapin,1TBDMS,isomer #5	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C(C)(C)C)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	3015.1	Semi standard non polar	33892256
Gluconapin,2TBDMS,isomer #1	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3126.5	Semi standard non polar	33892256
Gluconapin,2TBDMS,isomer #10	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C(C)(C)C)S[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3150.6	Semi standard non polar	33892256
Gluconapin,2TBDMS,isomer #2	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3146.4	Semi standard non polar	33892256
Gluconapin,2TBDMS,isomer #3	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3153.6	Semi standard non polar	33892256
Gluconapin,2TBDMS,isomer #4	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C(C)(C)C)S[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	3177.5	Semi standard non polar	33892256
Gluconapin,2TBDMS,isomer #5	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3128.0	Semi standard non polar	33892256
Gluconapin,2TBDMS,isomer #6	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3145.9	Semi standard non polar	33892256
Gluconapin,2TBDMS,isomer #7	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C(C)(C)C)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3182.1	Semi standard non polar	33892256
Gluconapin,2TBDMS,isomer #8	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[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]1O	3129.3	Semi standard non polar	33892256
Gluconapin,2TBDMS,isomer #9	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C(C)(C)C)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3171.1	Semi standard non polar	33892256
Gluconapin,3TBDMS,isomer #1	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3272.7	Semi standard non polar	33892256
Gluconapin,3TBDMS,isomer #10	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C(C)(C)C)S[C@@H]1O[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]1O	3278.9	Semi standard non polar	33892256
Gluconapin,3TBDMS,isomer #2	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3253.7	Semi standard non polar	33892256
Gluconapin,3TBDMS,isomer #3	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C(C)(C)C)S[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3295.0	Semi standard non polar	33892256
Gluconapin,3TBDMS,isomer #4	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3283.2	Semi standard non polar	33892256
Gluconapin,3TBDMS,isomer #5	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C(C)(C)C)S[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3310.1	Semi standard non polar	33892256
Gluconapin,3TBDMS,isomer #6	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C(C)(C)C)S[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3324.2	Semi standard non polar	33892256
Gluconapin,3TBDMS,isomer #7	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[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]1O[Si](C)(C)C(C)(C)C	3261.5	Semi standard non polar	33892256
Gluconapin,3TBDMS,isomer #8	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C(C)(C)C)S[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3287.5	Semi standard non polar	33892256
Gluconapin,3TBDMS,isomer #9	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C(C)(C)C)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3302.8	Semi standard non polar	33892256
Gluconapin,4TBDMS,isomer #1	C=CCC/C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[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	3407.5	Semi standard non polar	33892256
Gluconapin,4TBDMS,isomer #2	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C(C)(C)C)S[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3457.9	Semi standard non polar	33892256
Gluconapin,4TBDMS,isomer #3	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C(C)(C)C)S[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3446.7	Semi standard non polar	33892256
Gluconapin,4TBDMS,isomer #4	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C(C)(C)C)S[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3472.5	Semi standard non polar	33892256
Gluconapin,4TBDMS,isomer #5	C=CCC/C(=N\OS(=O)(=O)O[Si](C)(C)C(C)(C)C)S[C@@H]1O[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]1O[Si](C)(C)C(C)(C)C	3434.4	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 - Gluconapin 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 - Gluconapin 10V, Positive-QTOF	splash10-00di-0009000000-f30a2967e57b014782d2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gluconapin 20V, Positive-QTOF	splash10-05fr-1249000000-67827d4a361a52cb3b23	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gluconapin 40V, Positive-QTOF	splash10-03e9-9730000000-529717777ebf585fb47f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gluconapin 10V, Negative-QTOF	splash10-00di-0019000000-462bda7574f2b33dd45c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gluconapin 20V, Negative-QTOF	splash10-0a4i-3592000000-7ca318d0bc78aa27bac4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gluconapin 40V, Negative-QTOF	splash10-03ea-7900000000-19127b9bce8fdef0c956	2021-09-22	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

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9548620

PDB ID

Not Available

ChEBI ID

79319

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1868291

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Gluconapin (HMDB0038427)

MOL for HMDB0038427 (Gluconapin)

3D MOL for HMDB0038427 (Gluconapin)

3D SDF for HMDB0038427 (Gluconapin)

3D-SDF for HMDB0038427 (Gluconapin)

PDB for HMDB0038427 (Gluconapin)

3D PDB for HMDB0038427 (Gluconapin)

SMILES for HMDB0038427 (Gluconapin)

INCHI for HMDB0038427 (Gluconapin)

Structure for HMDB0038427 (Gluconapin)

3D Structure for HMDB0038427 (Gluconapin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra