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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:19:47 UTC

Update Date

2023-02-21 17:27:09 UTC

HMDB ID

HMDB0039791

Secondary Accession Numbers

HMDB39791

Metabolite Identification

Common Name

2,3-Dihydro-5-methyl-3-thiophenethiol

Description

2,3-Dihydro-5-methyl-3-thiophenethiol belongs to the class of organic compounds known as dihydrothiophenes. Dihydrothiophenes are compounds containing a dihydrothiophene moiety, which is a thiophene derivative with only one double bond. Based on a literature review very few articles have been published on 2,3-Dihydro-5-methyl-3-thiophenethiol.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-mercapto-2-Methyl-4,5-dihydrothiophene	HMDB

Chemical Formula

C₅H₈S₂

Average Molecular Weight

132.247

Monoisotopic Molecular Weight

132.006741636

IUPAC Name

5-methyl-2,3-dihydrothiophene-3-thiol

Traditional Name

5-methyl-2,3-dihydrothiophene-3-thiol

CAS Registry Number

56079-02-8

SMILES

CC1=CC(S)CS1

InChI Identifier

InChI=1S/C5H8S2/c1-4-2-5(6)3-7-4/h2,5-6H,3H2,1H3

InChI Key

XMTPGJJWJZMORB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydrothiophenes. Dihydrothiophenes are compounds containing a dihydrothiophene moiety, which is a thiophene derivative with only one double bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrothiophenes

Sub Class

Not Available

Direct Parent

Dihydrothiophenes

Alternative Parents

Substituents

2,3-dihydrothiophene
Thioenolether
Alkylthiol
Hydrocarbon derivative
Organosulfur compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039791)
Cytoplasm (HMDB: HMDB0039791)

Source

Exogenous

Exogenous (HMDB: HMDB0039791)

Food

Food (HMDB: HMDB0039791)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039791)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	220.00 to 221.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	986.2 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.760 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.65 g/L	ALOGPS
logP	1.42	ALOGPS
logP	1.29	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	9.77	ChemAxon
pKa (Strongest Basic)	-9.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	40.06 m³·mol⁻¹	ChemAxon
Polarizability	14.15 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]+	128.195	31661259
DarkChem	[M-H]-	122.373	31661259
DeepCCS	[M+H]+	131.486	30932474
DeepCCS	[M-H]-	129.235	30932474
DeepCCS	[M-2H]-	165.288	30932474
DeepCCS	[M+Na]+	140.234	30932474
AllCCS	[M+H]+	123.4	32859911
AllCCS	[M+H-H2O]+	118.7	32859911
AllCCS	[M+NH4]+	127.8	32859911
AllCCS	[M+Na]+	129.1	32859911
AllCCS	[M-H]-	130.4	32859911
AllCCS	[M+Na-2H]-	133.6	32859911
AllCCS	[M+HCOO]-	137.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3-Dihydro-5-methyl-3-thiophenethiol	CC1=CC(S)CS1	1608.9	Standard polar	33892256
2,3-Dihydro-5-methyl-3-thiophenethiol	CC1=CC(S)CS1	987.1	Standard non polar	33892256
2,3-Dihydro-5-methyl-3-thiophenethiol	CC1=CC(S)CS1	1130.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,3-Dihydro-5-methyl-3-thiophenethiol,1TMS,isomer #1	CC1=CC(S[Si](C)(C)C)CS1	1327.6	Semi standard non polar	33892256
2,3-Dihydro-5-methyl-3-thiophenethiol,1TMS,isomer #1	CC1=CC(S[Si](C)(C)C)CS1	1245.2	Standard non polar	33892256
2,3-Dihydro-5-methyl-3-thiophenethiol,1TBDMS,isomer #1	CC1=CC(S[Si](C)(C)C(C)(C)C)CS1	1575.8	Semi standard non polar	33892256
2,3-Dihydro-5-methyl-3-thiophenethiol,1TBDMS,isomer #1	CC1=CC(S[Si](C)(C)C(C)(C)C)CS1	1478.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dihydro-5-methyl-3-thiophenethiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9100000000-9bdae0ecd858f5fb279c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dihydro-5-methyl-3-thiophenethiol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dihydro-5-methyl-3-thiophenethiol 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 - 2,3-Dihydro-5-methyl-3-thiophenethiol 10V, Positive-QTOF	splash10-001i-3900000000-8526f1dfee13eb07345d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-5-methyl-3-thiophenethiol 20V, Positive-QTOF	splash10-000i-9100000000-8f568b1efc8f91de348d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-5-methyl-3-thiophenethiol 40V, Positive-QTOF	splash10-0kfw-9000000000-5d3fa6e7c24eb2d84309	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-5-methyl-3-thiophenethiol 10V, Negative-QTOF	splash10-001i-8900000000-0f6a864ae94314da3a48	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-5-methyl-3-thiophenethiol 20V, Negative-QTOF	splash10-0012-9200000000-78e97ef07f040f4f61fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-5-methyl-3-thiophenethiol 40V, Negative-QTOF	splash10-001i-9000000000-9bd182054cec9a9462ee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-5-methyl-3-thiophenethiol 10V, Positive-QTOF	splash10-001i-1900000000-ac124905151ddfced439	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-5-methyl-3-thiophenethiol 20V, Positive-QTOF	splash10-00di-9000000000-e7c7466e266f15f51343	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-5-methyl-3-thiophenethiol 40V, Positive-QTOF	splash10-05mk-9000000000-a178d149368f6991373a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-5-methyl-3-thiophenethiol 10V, Negative-QTOF	splash10-001j-4900000000-a2d60b4713edd7873e13	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-5-methyl-3-thiophenethiol 20V, Negative-QTOF	splash10-001j-9200000000-e70d6e4ec317d172a385	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-5-methyl-3-thiophenethiol 40V, Negative-QTOF	splash10-001i-9100000000-a9b51ccd6d08dc1ac047	2021-09-25	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+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

FDB019441

KNApSAcK ID

Not Available

Chemspider ID

15411777

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20362516

PDB ID

Not Available

ChEBI ID

173527

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1595451

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 2,3-Dihydro-5-methyl-3-thiophenethiol (HMDB0039791)

MOL for HMDB0039791 (2,3-Dihydro-5-methyl-3-thiophenethiol)

3D MOL for HMDB0039791 (2,3-Dihydro-5-methyl-3-thiophenethiol)

3D SDF for HMDB0039791 (2,3-Dihydro-5-methyl-3-thiophenethiol)

3D-SDF for HMDB0039791 (2,3-Dihydro-5-methyl-3-thiophenethiol)

PDB for HMDB0039791 (2,3-Dihydro-5-methyl-3-thiophenethiol)

3D PDB for HMDB0039791 (2,3-Dihydro-5-methyl-3-thiophenethiol)

SMILES for HMDB0039791 (2,3-Dihydro-5-methyl-3-thiophenethiol)

INCHI for HMDB0039791 (2,3-Dihydro-5-methyl-3-thiophenethiol)

Structure for HMDB0039791 (2,3-Dihydro-5-methyl-3-thiophenethiol)

3D Structure for HMDB0039791 (2,3-Dihydro-5-methyl-3-thiophenethiol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra