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Showing metabocard for 2-Propenyl propyl disulfide (HMDB0033912)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:41:14 UTC
Update Date2023-02-21 17:23:45 UTC
HMDB IDHMDB0033912
Secondary Accession Numbers
  • HMDB33912
Metabolite Identification
Common Name2-Propenyl propyl disulfide
Description2-Propenyl propyl disulfide, also known as 4,5-dithia-1-octene or APDS, belongs to the class of organic compounds known as allyl sulfur compounds. Allyl sulfur compounds are compounds containing an allylsulfur group, with the general structure H2C(=CH2)CS. 2-Propenyl propyl disulfide has been detected, but not quantified in, chives (Allium schoenoprasum) and garden onions (Allium cepa). This could make 2-propenyl 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 propyl disulfide.
Structure
Data?1677000225
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0033912 (2-Propenyl propyl disulfide)


  Mrv0541 02241212372D          

  8  7  0  0  0  0            999 V2000
   -4.0220    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3075    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5930    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8785    2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1641    2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4496    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2649    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2649    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
M  END
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3D MOL for HMDB0033912 (2-Propenyl propyl disulfide)

HMDB0033912
     RDKit          3D
2-Propenyl propyl disulfide
 20 19  0  0  0  0  0  0  0  0999 V2000
    4.4768   -0.4178   -0.1493 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2396   -0.1895   -0.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2198    0.1700    0.4523 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8920   -1.0941    0.3855 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.9655   -1.4755 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5471    0.2029   -1.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5697   -0.4027   -0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7016    0.5860   -0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7828   -0.3536    0.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2092   -0.6816   -0.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9446   -0.2559   -1.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7052    1.1280    0.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6187    0.2674    1.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9328    0.4974   -2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1020    1.0771   -0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1663   -0.6434    0.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9854   -1.3473   -0.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5379    1.1809    0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7624    1.1932   -1.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6399    0.0485   -0.1535 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
  1  9  1  0
  1 10  1  0
  2 11  1  0
  3 12  1  0
  3 13  1  0
  6 14  1  0
  6 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
  8 19  1  0
  8 20  1  0
M  END
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3D SDF for HMDB0033912 (2-Propenyl propyl disulfide)


  Mrv0541 02241212372D          

  8  7  0  0  0  0            999 V2000
   -4.0220    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3075    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5930    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8785    2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1641    2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4496    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2649    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2649    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033912

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCSSCC=C

> <INCHI_IDENTIFIER>
InChI=1S/C6H12S2/c1-3-5-7-8-6-4-2/h3H,1,4-6H2,2H3

> <INCHI_KEY>
FCSSPCOFDUKHPV-UHFFFAOYSA-N

> <FORMULA>
C6H12S2

> <MOLECULAR_WEIGHT>
148.289

> <EXACT_MASS>
148.038041764

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
17.306052466526598

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(propyldisulfanyl)prop-1-ene

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
2.909187369666667

> <ALOGPS_LOGS>
-3.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
45.5269

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.72e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
allyl propyl disulfide

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0033912 (2-Propenyl propyl disulfide)

HMDB0033912
     RDKit          3D
2-Propenyl propyl disulfide
 20 19  0  0  0  0  0  0  0  0999 V2000
    4.4768   -0.4178   -0.1493 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2396   -0.1895   -0.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2198    0.1700    0.4523 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8920   -1.0941    0.3855 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.9655   -1.4755 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5471    0.2029   -1.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5697   -0.4027   -0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7016    0.5860   -0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7828   -0.3536    0.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2092   -0.6816   -0.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9446   -0.2559   -1.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7052    1.1280    0.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6187    0.2674    1.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9328    0.4974   -2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1020    1.0771   -0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1663   -0.6434    0.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9854   -1.3473   -0.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5379    1.1809    0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7624    1.1932   -1.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6399    0.0485   -0.1535 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
  1  9  1  0
  1 10  1  0
  2 11  1  0
  3 12  1  0
  3 13  1  0
  6 14  1  0
  6 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
  8 19  1  0
  8 20  1  0
M  END
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PDB for HMDB0033912 (2-Propenyl propyl disulfide)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -7.508   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.174   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.840   3.850   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0      -3.507   4.620   0.000  0.00  0.00           S+0
HETATM    5  S   UNK     0      -2.173   3.850   0.000  0.00  0.00           S+0
HETATM    6  C   UNK     0      -0.839   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.494   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.494   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for HMDB0033912 (2-Propenyl propyl disulfide)

COMPND    HMDB0033912
HETATM    1  C1  UNL     1       4.477  -0.418  -0.149  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.240  -0.189  -0.561  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.220   0.170   0.452  1.00  0.00           C  
HETATM    4  S1  UNL     1       0.892  -1.094   0.385  1.00  0.00           S  
HETATM    5  S2  UNL     1      -0.144  -0.965  -1.476  1.00  0.00           S  
HETATM    6  C4  UNL     1      -1.547   0.203  -1.324  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.570  -0.403  -0.394  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.702   0.586  -0.280  1.00  0.00           C  
HETATM    9  H1  UNL     1       4.783  -0.354   0.899  1.00  0.00           H  
HETATM   10  H2  UNL     1       5.209  -0.682  -0.928  1.00  0.00           H  
HETATM   11  H3  UNL     1       2.945  -0.256  -1.589  1.00  0.00           H  
HETATM   12  H4  UNL     1       1.705   1.128   0.164  1.00  0.00           H  
HETATM   13  H5  UNL     1       2.619   0.267   1.469  1.00  0.00           H  
HETATM   14  H6  UNL     1      -1.933   0.497  -2.297  1.00  0.00           H  
HETATM   15  H7  UNL     1      -1.102   1.077  -0.757  1.00  0.00           H  
HETATM   16  H8  UNL     1      -2.166  -0.643   0.590  1.00  0.00           H  
HETATM   17  H9  UNL     1      -2.985  -1.347  -0.828  1.00  0.00           H  
HETATM   18  H10 UNL     1      -3.538   1.181   0.642  1.00  0.00           H  
HETATM   19  H11 UNL     1      -3.762   1.193  -1.189  1.00  0.00           H  
HETATM   20  H12 UNL     1      -4.640   0.048  -0.154  1.00  0.00           H  
CONECT    1    2    2    9   10
CONECT    2    3   11
CONECT    3    4   12   13
CONECT    4    5
CONECT    5    6
CONECT    6    7   14   15
CONECT    7    8   16   17
CONECT    8   18   19   20
END
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SMILES for HMDB0033912 (2-Propenyl propyl disulfide)

CCCSSCC=C
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INCHI for HMDB0033912 (2-Propenyl propyl disulfide)

InChI=1S/C6H12S2/c1-3-5-7-8-6-4-2/h3H,1,4-6H2,2H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2-Propenyl propyl disulphideGenerator
4,5-Dithia-1-octeneHMDB
Allyl propyl disulfideHMDB
APDSHMDB
Disulfide, 2-propenyl propylHMDB
Disulfide, allyl propylHMDB
Propyl 2-propenyl disulfideHMDB
Propyl allyl disulfideHMDB
3-(Propyldisulphanyl)prop-1-eneHMDB
cis-Propyl 2-propenyl disulphideHMDB
Chemical FormulaC6H12S2
Average Molecular Weight148.289
Monoisotopic Molecular Weight148.038041764
IUPAC Name3-(propyldisulfanyl)prop-1-ene
Traditional Nameallyl propyl disulfide
CAS Registry Number2179-59-1
SMILES
CCCSSCC=C
InChI Identifier
InChI=1S/C6H12S2/c1-3-5-7-8-6-4-2/h3H,1,4-6H2,2H3
InChI KeyFCSSPCOFDUKHPV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as allyl sulfur compounds. Allyl sulfur compounds are compounds containing an allylsulfur group, with the general structure H2C(=CH2)CS.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassAllyl sulfur compounds
Sub ClassNot Available
Direct ParentAllyl sulfur compounds
Alternative Parents
Substituents
  • Allyl sulfur compound
  • Dialkyldisulfide
  • Organic disulfide
  • Sulfenyl compound
  • 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 Point195.00 to 200.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility53.29 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.890 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.087 g/LALOGPS
logP3.05ALOGPS
logP2.91ChemAxon
logS-3.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity45.53 m³·mol⁻¹ChemAxon
Polarizability17.31 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+131.36231661259
DarkChem[M-H]-126.07331661259
DeepCCS[M+H]+135.95730932474
DeepCCS[M-H]-133.98530932474
DeepCCS[M-2H]-169.4130932474
DeepCCS[M+Na]+143.97830932474
AllCCS[M+H]+131.132859911
AllCCS[M+H-H2O]+127.232859911
AllCCS[M+NH4]+134.732859911
AllCCS[M+Na]+135.832859911
AllCCS[M-H]-138.132859911
AllCCS[M+Na-2H]-141.532859911
AllCCS[M+HCOO]-145.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Propenyl propyl disulfideCCCSSCC=C1405.5Standard polar33892256
2-Propenyl propyl disulfideCCCSSCC=C1061.8Standard non polar33892256
2-Propenyl propyl disulfideCCCSSCC=C1096.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Propenyl propyl disulfide GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-f73bd9744d0869c278d02017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Propenyl propyl disulfide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Propenyl propyl disulfide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenyl propyl disulfide 10V, Positive-QTOFsplash10-0002-4900000000-ed027fa8b1b632866f522016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenyl propyl disulfide 20V, Positive-QTOFsplash10-002f-9300000000-24bd12f75cf851a52ce22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenyl propyl disulfide 40V, Positive-QTOFsplash10-002f-9000000000-46e83484c7febf2483952016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenyl propyl disulfide 10V, Negative-QTOFsplash10-0002-1900000000-f85c1b44a3b1bc0f3fb92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenyl propyl disulfide 20V, Negative-QTOFsplash10-00fr-9100000000-2f2160e1c2b06178c93e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenyl propyl disulfide 40V, Negative-QTOFsplash10-0076-9200000000-67fd5807ba9ffc9e030d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenyl propyl disulfide 10V, Negative-QTOFsplash10-00dj-9300000000-d828c3dc8eece3b675792021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenyl propyl disulfide 20V, Negative-QTOFsplash10-00di-9000000000-1ffd9da5083d6503e65c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenyl propyl disulfide 40V, Negative-QTOFsplash10-0229-9000000000-2dae867be38bb2b5fbd32021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenyl propyl disulfide 10V, Positive-QTOFsplash10-0fk9-9500000000-41d6aa06a42bca3748fb2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenyl propyl disulfide 20V, Positive-QTOFsplash10-00di-9000000000-7739800c056e1e29c8f52021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenyl propyl disulfide 40V, Positive-QTOFsplash10-000f-9000000000-eb7ce6621ec33c13a2a42021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
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 IDFDB003734
KNApSAcK IDC00054270
Chemspider ID15731
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAllyl propyl disulfide
METLIN IDNot Available
PubChem Compound16591
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1009851
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.. .