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Showing metabocard for 2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide (HMDB0036373)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:30:41 UTC
Update Date2022-03-07 02:54:53 UTC
HMDB IDHMDB0036373
Secondary Accession Numbers
  • HMDB36373
Metabolite Identification
Common Name2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide
Description2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide belongs to the class of organic compounds known as sulfoxides. Sulfoxides are compounds containing a sulfoxide functional group, with the structure RS(=O)R' (R,R' not H). 2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide has been detected, but not quantified in, several different foods, such as garden onion (var.), red onion, onion-family vegetables, welsh onions (Allium fistulosum), and garden onions (Allium cepa). This could make 2-propenyl 1-(1-propenylsulfinyl)propyl disulfide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0036373 (2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide)

  Mrv0541 05061309062D          

 13 12  0  0  0  0            999 V2000
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  2  0  0  0  0
M  END
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3D MOL for HMDB0036373 (2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide)

HMDB0036373
     RDKit          3D
2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide
 29 28  0  0  0  0  0  0  0  0999 V2000
    5.5557    0.1005    0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6831    0.4676    1.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466    0.5525    0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2452   -0.5555    1.9014 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1960   -0.4426    1.4580 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3226   -1.6062    0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2938   -1.2309   -1.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0982    0.1478   -1.5665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709   -1.8838    0.1571 S   0  0  0  0  0  4  0  0  0  0  0  0
   -2.3602   -3.0164   -0.8125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0515   -0.4700   -0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1526   -0.2577    0.5822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0378    0.9444    0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2525   -0.1453   -0.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5988    0.0392    0.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0312    0.7055    2.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1125    0.2120   -0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668    1.6016    0.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1308   -2.6036    0.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1287   -1.9970   -1.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3977   -1.2288   -0.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7399    0.6858   -2.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4423    0.8005   -0.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8964    0.0936   -2.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7716    0.2427   -0.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3983   -1.0018    1.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0535    0.6188    0.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6209    1.5754   -0.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2023    1.4802    1.3265 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  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
M  END
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3D SDF for HMDB0036373 (2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide)

  Mrv0541 05061309062D          

 13 12  0  0  0  0            999 V2000
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036373

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(SSCC=C)S(=O)\C=C\C

> <INCHI_IDENTIFIER>
InChI=1S/C9H16OS3/c1-4-7-11-12-9(6-3)13(10)8-5-2/h4-5,8-9H,1,6-7H2,2-3H3/b8-5+

> <INCHI_KEY>
ZNCVCGZAKFLEMH-VMPITWQZSA-N

> <FORMULA>
C9H16OS3

> <MOLECULAR_WEIGHT>
236.418

> <EXACT_MASS>
236.036327204

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.209693012330924

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-({1-[(1E)-prop-1-ene-1-sulfinyl]propyl}disulfanyl)prop-1-ene

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
2.721981254

> <ALOGPS_LOGS>
-2.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3395258758744126

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
68.54440000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-({1-[(1E)-prop-1-ene-1-sulfinyl]propyl}disulfanyl)prop-1-ene

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0036373 (2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide)

HMDB0036373
     RDKit          3D
2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide
 29 28  0  0  0  0  0  0  0  0999 V2000
    5.5557    0.1005    0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6831    0.4676    1.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466    0.5525    0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2452   -0.5555    1.9014 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1960   -0.4426    1.4580 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3226   -1.6062    0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2938   -1.2309   -1.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0982    0.1478   -1.5665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709   -1.8838    0.1571 S   0  0  0  0  0  4  0  0  0  0  0  0
   -2.3602   -3.0164   -0.8125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0515   -0.4700   -0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1526   -0.2577    0.5822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0378    0.9444    0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2525   -0.1453   -0.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5988    0.0392    0.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0312    0.7055    2.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1125    0.2120   -0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668    1.6016    0.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1308   -2.6036    0.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1287   -1.9970   -1.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3977   -1.2288   -0.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7399    0.6858   -2.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4423    0.8005   -0.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8964    0.0936   -2.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7716    0.2427   -0.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3983   -1.0018    1.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0535    0.6188    0.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6209    1.5754   -0.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2023    1.4802    1.3265 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  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
M  END
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PDB for HMDB0036373 (2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.953   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.956   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.955   5.747   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.622   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.621   4.977   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
HETATM   11  S   UNK     0       5.954   3.437   0.000  0.00  0.00           S+0
HETATM   12  S   UNK     0       7.287   2.667   0.000  0.00  0.00           S+0
HETATM   13  S   UNK     0       9.955   2.667   0.000  0.00  0.00           S+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3    6                                                            
CONECT    4    1    7                                                       
CONECT    5    2    8                                                       
CONECT    6    3    9                                                       
CONECT    7    4   11                                                       
CONECT    8    5   13                                                       
CONECT    9    6   12   13                                                  
CONECT   10   13                                                            
CONECT   11    7   12                                                       
CONECT   12    9   11                                                       
CONECT   13    8    9   10                                                  
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END
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3D PDB for HMDB0036373 (2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide)

COMPND    HMDB0036373
HETATM    1  C1  UNL     1       5.556   0.101   0.296  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.683   0.468   1.206  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.247   0.552   0.870  1.00  0.00           C  
HETATM    4  S1  UNL     1       2.245  -0.556   1.901  1.00  0.00           S  
HETATM    5  S2  UNL     1       0.196  -0.443   1.458  1.00  0.00           S  
HETATM    6  C4  UNL     1      -0.323  -1.606   0.187  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.294  -1.231  -1.120  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.098   0.148  -1.566  1.00  0.00           C  
HETATM    9  S3  UNL     1      -2.071  -1.884   0.157  1.00  0.00           S  
HETATM   10  O1  UNL     1      -2.360  -3.016  -0.812  1.00  0.00           O  
HETATM   11  C7  UNL     1      -3.051  -0.470  -0.130  1.00  0.00           C  
HETATM   12  C8  UNL     1      -4.153  -0.258   0.582  1.00  0.00           C  
HETATM   13  C9  UNL     1      -5.038   0.944   0.379  1.00  0.00           C  
HETATM   14  H1  UNL     1       5.252  -0.145  -0.708  1.00  0.00           H  
HETATM   15  H2  UNL     1       6.599   0.039   0.544  1.00  0.00           H  
HETATM   16  H3  UNL     1       5.031   0.705   2.203  1.00  0.00           H  
HETATM   17  H4  UNL     1       3.113   0.212  -0.177  1.00  0.00           H  
HETATM   18  H5  UNL     1       2.867   1.602   0.886  1.00  0.00           H  
HETATM   19  H6  UNL     1       0.131  -2.604   0.509  1.00  0.00           H  
HETATM   20  H7  UNL     1       0.129  -1.997  -1.911  1.00  0.00           H  
HETATM   21  H8  UNL     1       1.398  -1.229  -0.966  1.00  0.00           H  
HETATM   22  H9  UNL     1       0.740   0.686  -2.067  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.442   0.801  -0.751  1.00  0.00           H  
HETATM   24  H11 UNL     1      -0.896   0.094  -2.347  1.00  0.00           H  
HETATM   25  H12 UNL     1      -2.772   0.243  -0.886  1.00  0.00           H  
HETATM   26  H13 UNL     1      -4.398  -1.002   1.336  1.00  0.00           H  
HETATM   27  H14 UNL     1      -6.054   0.619   0.027  1.00  0.00           H  
HETATM   28  H15 UNL     1      -4.621   1.575  -0.427  1.00  0.00           H  
HETATM   29  H16 UNL     1      -5.202   1.480   1.327  1.00  0.00           H  
CONECT    1    2    2   14   15
CONECT    2    3   16
CONECT    3    4   17   18
CONECT    4    5
CONECT    5    6
CONECT    6    7    9   19
CONECT    7    8   20   21
CONECT    8   22   23   24
CONECT    9   10   10   11
CONECT   11   12   12   25
CONECT   12   13   26
CONECT   13   27   28   29
END
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SMILES for HMDB0036373 (2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide)

CCC(SSCC=C)S(=O)\C=C\C
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INCHI for HMDB0036373 (2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide)

InChI=1S/C9H16OS3/c1-4-7-11-12-9(6-3)13(10)8-5-2/h4-5,8-9H,1,6-7H2,2-3H3/b8-5+
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Synonyms
ValueSource
2-Propenyl 1-(1-propenylsulphinyl)propyl disulphideGenerator
3-({1-[(1E)-prop-1-ene-1-sulphinyl]propyl}disulphanyl)prop-1-eneHMDB
Chemical FormulaC9H16OS3
Average Molecular Weight236.418
Monoisotopic Molecular Weight236.036327204
IUPAC Name3-({1-[(1E)-prop-1-ene-1-sulfinyl]propyl}disulfanyl)prop-1-ene
Traditional Name3-({1-[(1E)-prop-1-ene-1-sulfinyl]propyl}disulfanyl)prop-1-ene
CAS Registry Number138898-92-7
SMILES
CCC(SSCC=C)S(=O)\C=C\C
InChI Identifier
InChI=1S/C9H16OS3/c1-4-7-11-12-9(6-3)13(10)8-5-2/h4-5,8-9H,1,6-7H2,2-3H3/b8-5+
InChI KeyZNCVCGZAKFLEMH-VMPITWQZSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sulfoxides. Sulfoxides are compounds containing a sulfoxide functional group, with the structure RS(=O)R' (R,R' not H).
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassSulfoxides
Sub ClassNot Available
Direct ParentSulfoxides
Alternative Parents
Substituents
  • Allyl sulfur compound
  • Dialkyldisulfide
  • Sulfoxide
  • Organic disulfide
  • Sulfenyl compound
  • Sulfinyl compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Biological role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB015251
KNApSAcK IDC00057045
Chemspider ID35014130
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131751979
PDB IDNot Available
ChEBI ID174207
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .