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Showing metabocard for Methyl phenyl sulfide (HMDB0034448)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:17:33 UTC
Update Date2023-02-21 17:24:15 UTC
HMDB IDHMDB0034448
Secondary Accession Numbers
  • HMDB34448
Metabolite Identification
Common NameMethyl phenyl sulfide
DescriptionMethyl phenyl sulfide, also known as (1-thiaethyl)benzene or (methylthio)benzene, belongs to the class of organic compounds known as aryl thioethers. These are organosulfur compounds containing a thioether group that is substituted by an aryl group. Methyl phenyl sulfide is a solvent, spicy, and toluene tasting compound. Methyl phenyl sulfide has been detected, but not quantified in, several different foods, such as arabica coffees (Coffea arabica), breakfast cereal, cereals and cereal products, herbs and spices, and robusta coffees (Coffea canephora). This could make methyl phenyl sulfide a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Methyl phenyl sulfide.
Structure
Data?1677000255
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0034448 (Methyl phenyl sulfide)


  Mrv0541 05061307492D          

  8  8  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
  7  6  1  0  0  0  0
  8  1  1  0  0  0  0
  8  7  1  0  0  0  0
M  END
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3D MOL for HMDB0034448 (Methyl phenyl sulfide)

HMDB0034448
     RDKit          3D
Methyl phenyl sulfide
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.9581   -0.0043    0.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9304   -0.2507   -1.2375 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -0.1568   -0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3765    1.0821   -0.7448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6848    1.2327   -0.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4098    0.1241    0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8092   -1.1120    0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4846   -1.2662   -0.3199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4753    0.7646    0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0590   -0.9827    0.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9525    0.4515   -0.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1757    1.9477   -1.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1954    2.1721   -0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4609    0.2074    0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3616   -1.9906    0.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0108   -2.2188   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  4 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
M  END
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3D SDF for HMDB0034448 (Methyl phenyl sulfide)


  Mrv0541 05061307492D          

  8  8  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
  7  6  1  0  0  0  0
  8  1  1  0  0  0  0
  8  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034448

> <DATABASE_NAME>
hmdb

> <SMILES>
CSC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C7H8S/c1-8-7-5-3-2-4-6-7/h2-6H,1H3

> <INCHI_KEY>
HNKJADCVZUBCPG-UHFFFAOYSA-N

> <FORMULA>
C7H8S

> <MOLECULAR_WEIGHT>
124.203

> <EXACT_MASS>
124.034670946

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
13.906557275084708

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(methylsulfanyl)benzene

> <ALOGPS_LOGP>
2.86

> <JCHEM_LOGP>
2.6014629543333334

> <ALOGPS_LOGS>
-2.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
38.8169

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.84e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thioanisole

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0034448 (Methyl phenyl sulfide)

HMDB0034448
     RDKit          3D
Methyl phenyl sulfide
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.9581   -0.0043    0.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9304   -0.2507   -1.2375 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -0.1568   -0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3765    1.0821   -0.7448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6848    1.2327   -0.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4098    0.1241    0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8092   -1.1120    0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4846   -1.2662   -0.3199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4753    0.7646    0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0590   -0.9827    0.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9525    0.4515   -0.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1757    1.9477   -1.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1954    2.1721   -0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4609    0.2074    0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3616   -1.9906    0.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0108   -2.2188   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  4 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
M  END
Download

PDB for HMDB0034448 (Methyl phenyl sulfide)

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       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0       1.334   3.850   0.000  0.00  0.00           S+0
CONECT    1    8                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    7                                                       
CONECT    7    5    6    8                                                  
CONECT    8    1    7                                                       
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for HMDB0034448 (Methyl phenyl sulfide)

COMPND    HMDB0034448
HETATM    1  C1  UNL     1      -2.958  -0.004   0.255  1.00  0.00           C  
HETATM    2  S1  UNL     1      -1.930  -0.251  -1.238  1.00  0.00           S  
HETATM    3  C2  UNL     1      -0.221  -0.157  -0.723  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.377   1.082  -0.745  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.685   1.233  -0.364  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.410   0.124   0.045  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.809  -1.112   0.065  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.485  -1.266  -0.320  1.00  0.00           C  
HETATM    9  H1  UNL     1      -2.475   0.765   0.909  1.00  0.00           H  
HETATM   10  H2  UNL     1      -3.059  -0.983   0.735  1.00  0.00           H  
HETATM   11  H3  UNL     1      -3.952   0.451  -0.022  1.00  0.00           H  
HETATM   12  H4  UNL     1      -0.176   1.948  -1.060  1.00  0.00           H  
HETATM   13  H5  UNL     1       2.195   2.172  -0.363  1.00  0.00           H  
HETATM   14  H6  UNL     1       3.461   0.207   0.357  1.00  0.00           H  
HETATM   15  H7  UNL     1       2.362  -1.991   0.382  1.00  0.00           H  
HETATM   16  H8  UNL     1      -0.011  -2.219  -0.315  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   12
CONECT    5    6    6   13
CONECT    6    7   14
CONECT    7    8    8   15
CONECT    8   16
END
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SMILES for HMDB0034448 (Methyl phenyl sulfide)

CSC1=CC=CC=C1
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INCHI for HMDB0034448 (Methyl phenyl sulfide)

InChI=1S/C7H8S/c1-8-7-5-3-2-4-6-7/h2-6H,1H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(1-Thiaethyl)benzeneChEBI
(Methylthio)benzeneChEBI
1-Phenyl-1-thiaethaneChEBI
Methyl phenyl thioetherChEBI
MethylphenylsulfideChEBI
MethylthiobenzeneChEBI
Phenyl methyl sulfideChEBI
PhenylthiomethaneChEBI
MethylphenylsulphideGenerator
Phenyl methyl sulphideGenerator
Methyl phenyl sulphideGenerator
Methylsulfanyl-benzeneChEMBL, HMDB
Methylsulphanyl-benzeneGenerator, HMDB
(Methylsulfanyl)benzeneHMDB
(methylthio)-BenzeneHMDB
(methylthio)Benzene, 9ciHMDB
FEMA 3873HMDB
Methyl phenylsulfideHMDB
MethylmercaptobenzeneHMDB
Sulfide, methyl phenylHMDB
Sulfide, methyl phenyl (6ci,8ci)HMDB
thio-AnisoleHMDB
ThioanisolHMDB, MeSH
ThioanisoleHMDB
Methyl phenyl sulfideMeSH
Chemical FormulaC7H8S
Average Molecular Weight124.203
Monoisotopic Molecular Weight124.034670946
IUPAC Name(methylsulfanyl)benzene
Traditional Namethioanisole
CAS Registry Number100-68-5
SMILES
CSC1=CC=CC=C1
InChI Identifier
InChI=1S/C7H8S/c1-8-7-5-3-2-4-6-7/h2-6H,1H3
InChI KeyHNKJADCVZUBCPG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryl thioethers. These are organosulfur compounds containing a thioether group that is substituted by an aryl group.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassThioethers
Sub ClassAryl thioethers
Direct ParentAryl thioethers
Alternative Parents
Substituents
  • Aryl thioether
  • Thiophenol ether
  • Alkylarylthioether
  • Benzenoid
  • Monocyclic benzene moiety
  • Sulfenyl compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Biological roleIndustrial application
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-15 °CNot Available
Boiling Point188.00 to 193.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.51 mg/mL at 25 °CNot Available
LogP2.74Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.38 g/LALOGPS
logP2.86ALOGPS
logP2.6ChemAxon
logS-2.5ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity38.82 m³·mol⁻¹ChemAxon
Polarizability13.91 ųChemAxon
Number of Rings1ChemAxon
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]+124.84131661259
DarkChem[M-H]-121.60431661259
DeepCCS[M+H]+123.51230932474
DeepCCS[M-H]-120.69230932474
DeepCCS[M-2H]-157.2230932474
DeepCCS[M+Na]+131.88630932474
AllCCS[M+H]+121.932859911
AllCCS[M+H-H2O]+117.032859911
AllCCS[M+NH4]+126.432859911
AllCCS[M+Na]+127.732859911
AllCCS[M-H]-123.132859911
AllCCS[M+Na-2H]-125.532859911
AllCCS[M+HCOO]-128.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Methyl phenyl sulfideCSC1=CC=CC=C11559.9Standard polar33892256
Methyl phenyl sulfideCSC1=CC=CC=C11045.5Standard non polar33892256
Methyl phenyl sulfideCSC1=CC=CC=C11114.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Methyl phenyl sulfide EI-B (Non-derivatized)splash10-0fk9-9500000000-e5cde2928e0b7e33c1cc2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Methyl phenyl sulfide EI-B (Non-derivatized)splash10-0fk9-9500000000-e5cde2928e0b7e33c1cc2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl phenyl sulfide GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-9700000000-11fda9666ffc9c48ef852017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl phenyl sulfide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl phenyl sulfide 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 - Methyl phenyl sulfide 10V, Positive-QTOFsplash10-004i-0900000000-7a2b7d600eac8b4321972017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl phenyl sulfide 20V, Positive-QTOFsplash10-004i-1900000000-2e4e71ca972a8dbea03b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl phenyl sulfide 40V, Positive-QTOFsplash10-014i-9100000000-914f8ae63ade7b0e82252017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl phenyl sulfide 10V, Negative-QTOFsplash10-00b9-9700000000-90cfe5bbf335721813fe2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl phenyl sulfide 20V, Negative-QTOFsplash10-00b9-9500000000-64a9a8207ef6b8e75a122017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl phenyl sulfide 40V, Negative-QTOFsplash10-0006-9000000000-98ccfcce7dba596c651a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl phenyl sulfide 10V, Positive-QTOFsplash10-004i-0900000000-657e1439635c6222c9b52021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl phenyl sulfide 20V, Positive-QTOFsplash10-004i-4900000000-c3ab1655b883c8f684362021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl phenyl sulfide 40V, Positive-QTOFsplash10-0fb9-9000000000-d65947711d78df83feb22021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl phenyl sulfide 10V, Negative-QTOFsplash10-00di-0900000000-56c97b9074caec5428fb2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl phenyl sulfide 20V, Negative-QTOFsplash10-00di-0900000000-cc45e695f23bb26199e92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl phenyl sulfide 40V, Negative-QTOFsplash10-006t-9200000000-67be3f05fa6b536406342021-09-24Wishart 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 IDFDB012855
KNApSAcK IDNot Available
Chemspider ID7239
KEGG Compound IDNot Available
BioCyc IDCPD-14757
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7520
PDB IDNot Available
ChEBI ID134281
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1108231
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Shen HM, Ji HB: Amino alcohol-modified beta-cyclodextrin inducing biomimetic asymmetric oxidation of thioanisole in water. Carbohydr Res. 2012 Jun 1;354:49-58. doi: 10.1016/j.carres.2012.03.034. Epub 2012 Apr 2. [PubMed:22541298 ]
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