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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:52:48 UTC

Update Date

2023-02-21 17:26:38 UTC

HMDB ID

HMDB0038556

Secondary Accession Numbers

HMDB38556

Metabolite Identification

Common Name

xI-Dihydro-2-methyl-3(2H)-thiophenone

Description

xI-Dihydro-2-methyl-3(2H)-thiophenone, also known as 2-methyltetrahydrothiophen-3-one, and 2-methylthiolan-3-one, is a member of the class of tetrahydrothiophenes that is thiolane substituted by a methyl group at position 2 and an oxo group at position 3 respectively. It has a role as a flavouring agent and as a metabolite. It is a member of tetrahydrothiophenes and a cyclic ketone. It derives from a hydride of a tetrahydrothiophene. xI-Dihydro-2-methyl-3(2H)-thiophenone is a berry-like, cabbage-like, and fruity-like tasting compound.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Methyltetrahydrothiophen-3-one	ChEBI

Chemical Formula

C₅H₈OS

Average Molecular Weight

116.181

Monoisotopic Molecular Weight

116.029585568

IUPAC Name

2-methylthiolan-3-one

Traditional Name

2-methylthiolan-3-one

CAS Registry Number

Not Available

SMILES

CC1SCCC1=O

InChI Identifier

InChI=1S/C5H8OS/c1-4-5(6)2-3-7-4/h4H,2-3H2,1H3

InChI Key

YMZZPMVKABUEBL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thiolanes. These are organic compounds containing thiolane, a five-member saturated ring containing four carbon atoms and a sulfur atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Thiolanes

Sub Class

Not Available

Direct Parent

Thiolanes

Alternative Parents

Substituents

Thiolane
Cyclic ketone
Ketone
Dialkylthioether
Thioether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

cyclic ketone (CHEBI:87506 )
tetrahydrothiophenes (CHEBI:87506 )

Ontology

Cellular substructure

Cytoplasm (FooDB: )
Extracellular (FooDB: )

Source

Exogenous

Food

Food (FooDB: )

Process

Not Available

Role

Biological role

Nutrient (FooDB: )

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (FooDB: )

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	17.5 g/L	ALOGPS
logP	0.6	ALOGPS
logP	1.12	ChemAxon
logS	-0.82	ALOGPS
pKa (Strongest Acidic)	17.01	ChemAxon
pKa (Strongest Basic)	-7.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	31.36 m³·mol⁻¹	ChemAxon
Polarizability	12.05 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	121.952	31661259
DarkChem	[M-H]-	116.585	31661259
DeepCCS	[M+H]+	130.122	30932474
DeepCCS	[M-H]-	127.596	30932474
DeepCCS	[M-2H]-	163.85	30932474
DeepCCS	[M+Na]+	138.281	30932474
AllCCS	[M+H]+	121.6	32859911
AllCCS	[M+H-H2O]+	116.8	32859911
AllCCS	[M+NH4]+	126.1	32859911
AllCCS	[M+Na]+	127.4	32859911
AllCCS	[M-H]-	127.1	32859911
AllCCS	[M+Na-2H]-	130.3	32859911
AllCCS	[M+HCOO]-	133.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
xI-Dihydro-2-methyl-3(2H)-thiophenone	CC1SCCC1=O	1475.6	Standard polar	33892256
xI-Dihydro-2-methyl-3(2H)-thiophenone	CC1SCCC1=O	936.2	Standard non polar	33892256
xI-Dihydro-2-methyl-3(2H)-thiophenone	CC1SCCC1=O	982.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
xI-Dihydro-2-methyl-3(2H)-thiophenone,1TMS,isomer #1	CC1=C(O[Si](C)(C)C)CCS1	1253.7	Semi standard non polar	33892256
xI-Dihydro-2-methyl-3(2H)-thiophenone,1TMS,isomer #1	CC1=C(O[Si](C)(C)C)CCS1	1254.7	Standard non polar	33892256
xI-Dihydro-2-methyl-3(2H)-thiophenone,1TMS,isomer #2	CC1SCC=C1O[Si](C)(C)C	1213.4	Semi standard non polar	33892256
xI-Dihydro-2-methyl-3(2H)-thiophenone,1TMS,isomer #2	CC1SCC=C1O[Si](C)(C)C	1286.4	Standard non polar	33892256
xI-Dihydro-2-methyl-3(2H)-thiophenone,1TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)CCS1	1495.8	Semi standard non polar	33892256
xI-Dihydro-2-methyl-3(2H)-thiophenone,1TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)CCS1	1500.5	Standard non polar	33892256
xI-Dihydro-2-methyl-3(2H)-thiophenone,1TBDMS,isomer #2	CC1SCC=C1O[Si](C)(C)C(C)(C)C	1457.0	Semi standard non polar	33892256
xI-Dihydro-2-methyl-3(2H)-thiophenone,1TBDMS,isomer #2	CC1SCC=C1O[Si](C)(C)C(C)(C)C	1468.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone GC-MS (Non-derivatized) - 70eV, Positive	splash10-056r-9000000000-7c96503dd85af4f6d79d	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 10V, Positive-QTOF	splash10-014i-2900000000-f3d5040ffdb159236b77	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 20V, Positive-QTOF	splash10-014i-5900000000-69138543c8702ad00d97	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 40V, Positive-QTOF	splash10-0zfr-9000000000-706606e7e7066bace554	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 10V, Negative-QTOF	splash10-000i-9000000000-3b254f6910a6ddad21c4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 20V, Negative-QTOF	splash10-014i-9300000000-e15a7187314ad7ce4323	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 40V, Negative-QTOF	splash10-0a4i-9000000000-6397e53887366339ffe7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 10V, Negative-QTOF	splash10-053r-9000000000-1e1a6e92a3e1a21437df	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 20V, Negative-QTOF	splash10-0a4i-9000000000-2c9f9674551d8a811c8e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 40V, Negative-QTOF	splash10-001i-9000000000-eb369c69deba37e9e31c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 10V, Positive-QTOF	splash10-014i-8900000000-2e3983a284279860ac0c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 20V, Positive-QTOF	splash10-096s-9100000000-d3b147f73028fbd882a3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 40V, Positive-QTOF	splash10-0cdj-9000000000-5c80d5e97123c458a859	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021344

KNApSAcK ID

Not Available

Chemspider ID

55569

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61664

PDB ID

Not Available

ChEBI ID

87506

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for xI-Dihydro-2-methyl-3(2H)-thiophenone (HMDB0038556)

MOL for HMDB0038556 (xI-Dihydro-2-methyl-3(2H)-thiophenone)

3D MOL for HMDB0038556 (xI-Dihydro-2-methyl-3(2H)-thiophenone)

3D SDF for HMDB0038556 (xI-Dihydro-2-methyl-3(2H)-thiophenone)

3D-SDF for HMDB0038556 (xI-Dihydro-2-methyl-3(2H)-thiophenone)

PDB for HMDB0038556 (xI-Dihydro-2-methyl-3(2H)-thiophenone)

3D PDB for HMDB0038556 (xI-Dihydro-2-methyl-3(2H)-thiophenone)

SMILES for HMDB0038556 (xI-Dihydro-2-methyl-3(2H)-thiophenone)

INCHI for HMDB0038556 (xI-Dihydro-2-methyl-3(2H)-thiophenone)

Structure for HMDB0038556 (xI-Dihydro-2-methyl-3(2H)-thiophenone)

3D Structure for HMDB0038556 (xI-Dihydro-2-methyl-3(2H)-thiophenone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra