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Showing metabocard for Ethyl methyl trisulfide (HMDB0038891)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:14:25 UTC
Update Date2023-02-21 17:26:45 UTC
HMDB IDHMDB0038891
Secondary Accession Numbers
  • HMDB38891
Metabolite Identification
Common NameEthyl methyl trisulfide
DescriptionEthyl methyl trisulfide belongs to the class of organic compounds known as organic trisulfides. These are organosulfur compounds with the general formula RSSSR' (R,R'=alkyl, aryl). Ethyl methyl trisulfide is a garlic, green, and onion tasting compound. Ethyl methyl trisulfide has been detected, but not quantified in, several different foods, such as brassicas, onion-family vegetables, green onion, coffee and coffee products, and garden onion (var.). This could make ethyl methyl trisulfide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Ethyl methyl trisulfide.
Structure
Data?1677000405
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0038891 (Ethyl methyl trisulfide)


  Mrv0541 05061310432D          

  6  5  0  0  0  0            999 V2000
   -0.6039    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9686    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2541    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8251    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5396    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
M  END
Download

3D MOL for HMDB0038891 (Ethyl methyl trisulfide)

HMDB0038891
     RDKit          3D
Ethyl methyl trisulfide
 14 13  0  0  0  0  0  0  0  0999 V2000
   -3.1615    0.4386   -0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8765   -0.3393   -0.1109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4888    0.5111   -0.8812 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0364   -0.9270   -1.2531 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4484   -0.7960    0.3493 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598    0.1597   -0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8799   -0.0793    0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0374    1.4666    0.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6405    0.3820   -1.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0585   -1.3537   -0.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6361   -0.4986    0.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7372   -0.0524    0.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0440   -0.1705   -1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6531    1.2588   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  6 12  1  0
  6 13  1  0
  6 14  1  0
M  END
Download

3D SDF for HMDB0038891 (Ethyl methyl trisulfide)


  Mrv0541 05061310432D          

  6  5  0  0  0  0            999 V2000
   -0.6039    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9686    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2541    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8251    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5396    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038891

> <DATABASE_NAME>
hmdb

> <SMILES>
CCSSSC

> <INCHI_IDENTIFIER>
InChI=1S/C3H8S3/c1-3-5-6-4-2/h3H2,1-2H3

> <INCHI_KEY>
XEKUTWIJPKGAQT-UHFFFAOYSA-N

> <FORMULA>
C3H8S3

> <MOLECULAR_WEIGHT>
140.291

> <EXACT_MASS>
139.978812326

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
14.433702012191706

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-ethyl-3-methyltrisulfane

> <ALOGPS_LOGP>
1.68

> <JCHEM_LOGP>
2.275637929333333

> <ALOGPS_LOGS>
-2.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
37.6238

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.55e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-ethyl-3-methyltrisulfane

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0038891 (Ethyl methyl trisulfide)

HMDB0038891
     RDKit          3D
Ethyl methyl trisulfide
 14 13  0  0  0  0  0  0  0  0999 V2000
   -3.1615    0.4386   -0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8765   -0.3393   -0.1109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4888    0.5111   -0.8812 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0364   -0.9270   -1.2531 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4484   -0.7960    0.3493 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598    0.1597   -0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8799   -0.0793    0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0374    1.4666    0.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6405    0.3820   -1.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0585   -1.3537   -0.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6361   -0.4986    0.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7372   -0.0524    0.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0440   -0.1705   -1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6531    1.2588   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  6 12  1  0
  6 13  1  0
  6 14  1  0
M  END
Download

PDB for HMDB0038891 (Ethyl methyl trisulfide)

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      -1.127   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0       4.208   0.000   0.000  0.00  0.00           S+0
HETATM    5  S   UNK     0       1.540   0.000   0.000  0.00  0.00           S+0
HETATM    6  S   UNK     0       2.874   0.770   0.000  0.00  0.00           S+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5                                                       
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for HMDB0038891 (Ethyl methyl trisulfide)

COMPND    HMDB0038891
HETATM    1  C1  UNL     1      -3.161   0.439  -0.174  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.876  -0.339  -0.111  1.00  0.00           C  
HETATM    3  S1  UNL     1      -0.489   0.511  -0.881  1.00  0.00           S  
HETATM    4  S2  UNL     1       1.036  -0.927  -1.253  1.00  0.00           S  
HETATM    5  S3  UNL     1       2.448  -0.796   0.349  1.00  0.00           S  
HETATM    6  C3  UNL     1       3.860   0.160  -0.300  1.00  0.00           C  
HETATM    7  H1  UNL     1      -3.880  -0.079   0.510  1.00  0.00           H  
HETATM    8  H2  UNL     1      -3.037   1.467   0.191  1.00  0.00           H  
HETATM    9  H3  UNL     1      -3.640   0.382  -1.184  1.00  0.00           H  
HETATM   10  H4  UNL     1      -2.058  -1.354  -0.544  1.00  0.00           H  
HETATM   11  H5  UNL     1      -1.636  -0.499   0.956  1.00  0.00           H  
HETATM   12  H6  UNL     1       4.737  -0.052   0.363  1.00  0.00           H  
HETATM   13  H7  UNL     1       4.044  -0.170  -1.344  1.00  0.00           H  
HETATM   14  H8  UNL     1       3.653   1.259  -0.273  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3   10   11
CONECT    3    4
CONECT    4    5
CONECT    5    6
CONECT    6   12   13   14
END
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SMILES for HMDB0038891 (Ethyl methyl trisulfide)

CCSSSC
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INCHI for HMDB0038891 (Ethyl methyl trisulfide)

InChI=1S/C3H8S3/c1-3-5-6-4-2/h3H2,1-2H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
Ethyl methyl trisulphideGenerator
2,3,4-TrithiahexaneHMDB
Dimethyl trisulfideHMDB
FEMA 3861HMDB
Methyl ethyl trisulfideHMDB
Methyl ethyl trisulphideHMDB
Trisulfide, ethyl methylHMDB
1-Ethyl-3-methyltrisulphaneGenerator
Chemical FormulaC3H8S3
Average Molecular Weight140.291
Monoisotopic Molecular Weight139.978812326
IUPAC Name1-ethyl-3-methyltrisulfane
Traditional Name1-ethyl-3-methyltrisulfane
CAS Registry Number31499-71-5
SMILES
CCSSSC
InChI Identifier
InChI=1S/C3H8S3/c1-3-5-6-4-2/h3H2,1-2H3
InChI KeyXEKUTWIJPKGAQT-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as organic trisulfides. These are organosulfur compounds with the general formula RSSSR' (R,R'=alkyl, aryl).
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassOrganic trisulfides
Sub ClassNot Available
Direct ParentOrganic trisulfides
Alternative Parents
Substituents
  • Organic trisulfide
  • Sulfenyl compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial applicationBiological role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point201.00 to 202.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0 slightlyThe Good Scents Company Information System
LogP2.435 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.86 g/LALOGPS
logP1.68ALOGPS
logP2.28ChemAxon
logS-2.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity37.62 m³·mol⁻¹ChemAxon
Polarizability14.43 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]+126.93231661259
DarkChem[M-H]-123.61931661259
DeepCCS[M+H]+129.63330932474
DeepCCS[M-H]-127.59430932474
DeepCCS[M-2H]-163.09230932474
DeepCCS[M+Na]+137.31930932474
AllCCS[M+H]+124.332859911
AllCCS[M+H-H2O]+120.532859911
AllCCS[M+NH4]+127.932859911
AllCCS[M+Na]+129.032859911
AllCCS[M-H]-141.732859911
AllCCS[M+Na-2H]-146.232859911
AllCCS[M+HCOO]-151.332859911

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, 2022.3.04 minutes32390414
Predicted by Siyang on May 30, 202215.3543 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.76 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid118.7 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1715.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid565.2 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid204.9 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid387.8 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid159.7 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid485.0 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 Acid518.5 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)183.2 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1077.7 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid417.8 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1217.3 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid425.0 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid364.1 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate523.1 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA451.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water113.8 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ethyl methyl trisulfideCCSSSC1434.7Standard polar33892256
Ethyl methyl trisulfideCCSSSC1018.5Standard non polar33892256
Ethyl methyl trisulfideCCSSSC1073.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl methyl trisulfide GC-MS (Non-derivatized) - 70eV, Positivesplash10-01ta-9100000000-d2515ad15a955f421bb52017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl methyl trisulfide 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 - Ethyl methyl trisulfide 10V, Positive-QTOFsplash10-0006-3900000000-241dd2c20a5758ff15e22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl methyl trisulfide 20V, Positive-QTOFsplash10-03di-9200000000-56c171e356f82ac98ed22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl methyl trisulfide 40V, Positive-QTOFsplash10-01r2-9000000000-cbe34d54b14d0ffe27762016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl methyl trisulfide 10V, Negative-QTOFsplash10-000i-5900000000-ee7bfbc80d7b22cda0842016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl methyl trisulfide 20V, Negative-QTOFsplash10-0007-9100000000-7d35e11493221dc236752016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl methyl trisulfide 40V, Negative-QTOFsplash10-0006-9100000000-39773123788a828dd04f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl methyl trisulfide 10V, Negative-QTOFsplash10-03di-9200000000-9b4db6424e03296907c22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl methyl trisulfide 20V, Negative-QTOFsplash10-0bt9-9000000000-23c0ac7f4300a9d30c2c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl methyl trisulfide 40V, Negative-QTOFsplash10-0bt9-9000000000-b8dfa9790c3aadeea4942021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl methyl trisulfide 10V, Positive-QTOFsplash10-0006-9000000000-ede104367da7511ee16d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl methyl trisulfide 20V, Positive-QTOFsplash10-01tc-9000000000-bd27de82efc9d2ef865c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl methyl trisulfide 40V, Positive-QTOFsplash10-03di-9000000000-da55216b32fe06b8212a2021-09-25Wishart 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 IDFDB018353
KNApSAcK IDC00058077
Chemspider ID458019
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound525358
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1583041
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.. .