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Showing metabocard for (E)-Methyl 1-propenyl disulfide (HMDB0041391)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 03:04:23 UTC
Update Date2023-02-21 17:28:40 UTC
HMDB IDHMDB0041391
Secondary Accession Numbers
  • HMDB41391
Metabolite Identification
Common Name(E)-Methyl 1-propenyl disulfide
Description(E)-Methyl 1-propenyl disulfide, also known as (1Z)-1-(methyldisulphanyl)prop-1-ene, belongs to the class of organic compounds known as organic disulfides. These are organosulfur compounds with the general formula RSSR' (R,R' = alkyl, aryl) (E)-Methyl 1-propenyl disulfide has been detected, but not quantified in, several different foods, such as garden onion (var.), garden onions (Allium cepa), red onion, onion-family vegetables, and green onion. This could make (e)-methyl 1-propenyl disulfide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (E)-Methyl 1-propenyl disulfide.
Structure
Data?1677000520
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0041391 ((E)-Methyl 1-propenyl disulfide)


  Mrv0541 02241209162D          

  6  5  0  0  0  0            999 V2000
   -1.4022   -0.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4022    0.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6807    0.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0408    0.2004    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6807    0.6005    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022    0.2004    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
M  END
Download

3D MOL for HMDB0041391 ((E)-Methyl 1-propenyl disulfide)

HMDB0041391
     RDKit          3D
(E)-Methyl 1-propenyl disulfide
 14 13  0  0  0  0  0  0  0  0999 V2000
   -2.6752   -0.1882    0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8564    0.7960   -0.4646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5590    0.5846   -0.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1209   -0.8727    0.2096 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303   -0.3432    1.3975 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3083   -0.4543    0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2104   -1.1743    0.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8865    0.2743    1.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6701   -0.3165   -0.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3106    1.6681   -0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1284    1.2368   -1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2362   -0.4777    0.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3260    0.5158   -0.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2180   -1.2488   -0.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  3 11  1  0
  6 12  1  0
  6 13  1  0
  6 14  1  0
M  END
Download

3D SDF for HMDB0041391 ((E)-Methyl 1-propenyl disulfide)


  Mrv0541 02241209162D          

  6  5  0  0  0  0            999 V2000
   -1.4022   -0.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4022    0.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6807    0.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0408    0.2004    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6807    0.6005    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022    0.2004    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041391

> <DATABASE_NAME>
hmdb

> <SMILES>
CSS\C=C/C

> <INCHI_IDENTIFIER>
InChI=1S/C4H8S2/c1-3-4-6-5-2/h3-4H,1-2H3/b4-3-

> <INCHI_KEY>
FUDUFCLRGSEHAJ-ARJAWSKDSA-N

> <FORMULA>
C4H8S2

> <MOLECULAR_WEIGHT>
120.236

> <EXACT_MASS>
120.006741636

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
12.767046775837855

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1Z)-1-(methyldisulfanyl)prop-1-ene

> <ALOGPS_LOGP>
2.48

> <JCHEM_LOGP>
2.0873873940000003

> <ALOGPS_LOGS>
-2.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
36.5229

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.81e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1Z)-1-(methyldisulfanyl)prop-1-ene

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0041391 ((E)-Methyl 1-propenyl disulfide)

HMDB0041391
     RDKit          3D
(E)-Methyl 1-propenyl disulfide
 14 13  0  0  0  0  0  0  0  0999 V2000
   -2.6752   -0.1882    0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8564    0.7960   -0.4646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5590    0.5846   -0.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1209   -0.8727    0.2096 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303   -0.3432    1.3975 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3083   -0.4543    0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2104   -1.1743    0.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8865    0.2743    1.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6701   -0.3165   -0.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3106    1.6681   -0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1284    1.2368   -1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2362   -0.4777    0.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3260    0.5158   -0.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2180   -1.2488   -0.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  3 11  1  0
  6 12  1  0
  6 13  1  0
  6 14  1  0
M  END
Download

PDB for HMDB0041391 ((E)-Methyl 1-propenyl 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      -2.617  -1.121   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.617   0.374   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.271   1.121   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0      -0.076   0.374   0.000  0.00  0.00           S+0
HETATM    5  S   UNK     0       1.271   1.121   0.000  0.00  0.00           S+0
HETATM    6  C   UNK     0       2.617   0.374   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                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for HMDB0041391 ((E)-Methyl 1-propenyl disulfide)

COMPND    HMDB0041391
HETATM    1  C1  UNL     1      -2.675  -0.188   0.281  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.856   0.796  -0.465  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.559   0.585  -0.563  1.00  0.00           C  
HETATM    4  S1  UNL     1       0.121  -0.873   0.210  1.00  0.00           S  
HETATM    5  S2  UNL     1       1.830  -0.343   1.398  1.00  0.00           S  
HETATM    6  C4  UNL     1       3.308  -0.454   0.325  1.00  0.00           C  
HETATM    7  H1  UNL     1      -2.210  -1.174   0.359  1.00  0.00           H  
HETATM    8  H2  UNL     1      -2.886   0.274   1.284  1.00  0.00           H  
HETATM    9  H3  UNL     1      -3.670  -0.316  -0.229  1.00  0.00           H  
HETATM   10  H4  UNL     1      -2.311   1.668  -0.918  1.00  0.00           H  
HETATM   11  H5  UNL     1       0.128   1.237  -1.082  1.00  0.00           H  
HETATM   12  H6  UNL     1       4.236  -0.478   0.918  1.00  0.00           H  
HETATM   13  H7  UNL     1       3.326   0.516  -0.244  1.00  0.00           H  
HETATM   14  H8  UNL     1       3.218  -1.249  -0.421  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3    3   10
CONECT    3    4   11
CONECT    4    5
CONECT    5    6
CONECT    6   12   13   14
END
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SMILES for HMDB0041391 ((E)-Methyl 1-propenyl disulfide)

CSS\C=C/C
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INCHI for HMDB0041391 ((E)-Methyl 1-propenyl disulfide)

InChI=1S/C4H8S2/c1-3-4-6-5-2/h3-4H,1-2H3/b4-3-
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(e)-Methyl 1-propenyl disulphideGenerator
(1Z)-1-(Methyldisulphanyl)prop-1-eneHMDB
(Z)-Methyl 1-propenyl disulphideHMDB
Chemical FormulaC4H8S2
Average Molecular Weight120.236
Monoisotopic Molecular Weight120.006741636
IUPAC Name(1Z)-1-(methyldisulfanyl)prop-1-ene
Traditional Name(1Z)-1-(methyldisulfanyl)prop-1-ene
CAS Registry Number23838-19-9
SMILES
CSS\C=C/C
InChI Identifier
InChI=1S/C4H8S2/c1-3-4-6-5-2/h3-4H,1-2H3/b4-3-
InChI KeyFUDUFCLRGSEHAJ-ARJAWSKDSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as organic disulfides. These are organosulfur compounds with the general formula RSSR' (R,R' = alkyl, aryl).
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassOrganic disulfides
Sub ClassNot Available
Direct ParentOrganic disulfides
Alternative Parents
Substituents
  • Organic disulfide
  • Sulfenyl compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point140.12 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility556.9 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.020 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.98 g/LALOGPS
logP2.48ALOGPS
logP2.09ChemAxon
logS-2.1ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity36.52 m³·mol⁻¹ChemAxon
Polarizability12.77 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]+125.58431661259
DarkChem[M-H]-117.15531661259
DeepCCS[M+H]+124.60830932474
DeepCCS[M-H]-122.71330932474
DeepCCS[M-2H]-157.89630932474
DeepCCS[M+Na]+132.30330932474
AllCCS[M+H]+124.732859911
AllCCS[M+H-H2O]+120.532859911
AllCCS[M+NH4]+128.632859911
AllCCS[M+Na]+129.732859911
AllCCS[M-H]-138.632859911
AllCCS[M+Na-2H]-143.232859911
AllCCS[M+HCOO]-148.232859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.3.13 minutes32390414
Predicted by Siyang on May 30, 202211.2018 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.52 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1558.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid425.7 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid144.6 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid281.5 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid83.4 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid354.9 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid346.5 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)117.5 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid839.9 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid334.8 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid969.7 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid359.6 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid287.1 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate458.5 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA363.3 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water82.3 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(E)-Methyl 1-propenyl disulfideCSS\C=C/C1255.0Standard polar33892256
(E)-Methyl 1-propenyl disulfideCSS\C=C/C905.4Standard non polar33892256
(E)-Methyl 1-propenyl disulfideCSS\C=C/C934.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (E)-Methyl 1-propenyl disulfide GC-MS (Non-derivatized) - 70eV, Positivesplash10-006y-9000000000-29535f309e30853ecfb52017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (E)-Methyl 1-propenyl 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 - (E)-Methyl 1-propenyl disulfide 10V, Positive-QTOFsplash10-00di-2900000000-2d2360ac26f02b7cf56b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Methyl 1-propenyl disulfide 20V, Positive-QTOFsplash10-00dl-9200000000-a40b53904e8090bd57f22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Methyl 1-propenyl disulfide 40V, Positive-QTOFsplash10-0006-9000000000-3984de1e627880fa45732016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Methyl 1-propenyl disulfide 10V, Negative-QTOFsplash10-014i-3900000000-ba06b32fd03b6da91c122016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Methyl 1-propenyl disulfide 20V, Negative-QTOFsplash10-00dm-9000000000-8f8276ef108e70394aa12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Methyl 1-propenyl disulfide 40V, Negative-QTOFsplash10-00dl-9000000000-536cd82dbfe1b54c099d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Methyl 1-propenyl disulfide 10V, Negative-QTOFsplash10-0002-9000000000-d8d46c9e250d128713ce2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Methyl 1-propenyl disulfide 20V, Negative-QTOFsplash10-0002-9000000000-314f271342e689564cc12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Methyl 1-propenyl disulfide 40V, Negative-QTOFsplash10-004i-9000000000-85a088a8d151d726cfc92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Methyl 1-propenyl disulfide 10V, Positive-QTOFsplash10-00fr-9100000000-4598a7e8740406313ba32021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Methyl 1-propenyl disulfide 20V, Positive-QTOFsplash10-00di-9000000000-7884766dbe441f70793b2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Methyl 1-propenyl disulfide 40V, Positive-QTOFsplash10-00dl-9000000000-7ac4d23cbbb2c76ee18c2021-09-25Wishart 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
  • Cytoplasm
  • Extracellular
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 IDFDB021326
KNApSAcK IDNot Available
Chemspider ID4828837
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6164465
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1630901
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.. .