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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:44:13 UTC

Update Date

2023-02-21 17:27:52 UTC

HMDB ID

HMDB0040197

Secondary Accession Numbers

HMDB40197

Metabolite Identification

Common Name

2,5-Dimethyl-3-furanthiol

Description

2,5-Dimethyl-3-furanthiol belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. 2,5-Dimethyl-3-furanthiol is a lamb, meaty, and sulfurous tasting compound. Based on a literature review very few articles have been published on 2,5-Dimethyl-3-furanthiol.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-mercapto-2,5-Dimethylfuran	HMDB
FEMA 3451	HMDB

Chemical Formula

C₆H₈OS

Average Molecular Weight

128.192

Monoisotopic Molecular Weight

128.029585568

IUPAC Name

2,5-dimethylfuran-3-thiol

Traditional Name

2,5-dimethylfuran-3-thiol

CAS Registry Number

55764-23-3

SMILES

CC1=CC(S)=C(C)O1

InChI Identifier

InChI=1S/C6H8OS/c1-4-3-6(8)5(2)7-4/h3,8H,1-2H3

InChI Key

DBBHCZMXKBCICL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Heteroaromatic compounds

Sub Class

Not Available

Direct Parent

Heteroaromatic compounds

Alternative Parents

Substituents

Heteroaromatic compound
Furan
Oxacycle
Arylthiol
Organic oxygen compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0040197)
Cytoplasm (HMDB: HMDB0040197)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040197)

Source

Exogenous

Food

Food (HMDB: HMDB0040197)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040197)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0040197)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	175.00 to 177.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	190.9 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.980 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	2.27	ALOGPS
logP	1.61	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	5.66	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	13.14 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	36.88 m³·mol⁻¹	ChemAxon
Polarizability	14.05 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
DeepCCS	[M+H]+	135.912	30932474
DeepCCS	[M-H]-	133.581	30932474
DeepCCS	[M-2H]-	169.666	30932474
DeepCCS	[M+Na]+	144.746	30932474
AllCCS	[M+H]+	122.6	32859911
AllCCS	[M+H-H2O]+	117.8	32859911
AllCCS	[M+NH4]+	127.2	32859911
AllCCS	[M+Na]+	128.5	32859911
AllCCS	[M-H]-	121.3	32859911
AllCCS	[M+Na-2H]-	123.9	32859911
AllCCS	[M+HCOO]-	126.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,5-Dimethyl-3-furanthiol	CC1=CC(S)=C(C)O1	1482.8	Standard polar	33892256
2,5-Dimethyl-3-furanthiol	CC1=CC(S)=C(C)O1	953.2	Standard non polar	33892256
2,5-Dimethyl-3-furanthiol	CC1=CC(S)=C(C)O1	969.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,5-Dimethyl-3-furanthiol,1TMS,isomer #1	CC1=CC(S[Si](C)(C)C)=C(C)O1	1250.0	Semi standard non polar	33892256
2,5-Dimethyl-3-furanthiol,1TMS,isomer #1	CC1=CC(S[Si](C)(C)C)=C(C)O1	1179.2	Standard non polar	33892256
2,5-Dimethyl-3-furanthiol,1TBDMS,isomer #1	CC1=CC(S[Si](C)(C)C(C)(C)C)=C(C)O1	1522.4	Semi standard non polar	33892256
2,5-Dimethyl-3-furanthiol,1TBDMS,isomer #1	CC1=CC(S[Si](C)(C)C(C)(C)C)=C(C)O1	1413.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Dimethyl-3-furanthiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-9800000000-231ad229e21318a8e0f4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Dimethyl-3-furanthiol 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 - 2,5-Dimethyl-3-furanthiol 10V, Positive-QTOF	splash10-004i-1900000000-3cb30b720b69e7ed4c93	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol 20V, Positive-QTOF	splash10-0fbi-9500000000-14f50db55cf3bf8cf4c6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol 40V, Positive-QTOF	splash10-0kai-9000000000-a9b8ae15b0c107979cb4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol 10V, Negative-QTOF	splash10-004i-4900000000-9ac2ad8177e093877d62	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol 20V, Negative-QTOF	splash10-056r-9700000000-db19410b4f7c417eccee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol 40V, Negative-QTOF	splash10-00lr-9000000000-40bab6062162b5e646f6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol 10V, Positive-QTOF	splash10-004i-3900000000-7087678cbcb7359d965d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol 20V, Positive-QTOF	splash10-002n-9000000000-26cf703c4d576481d91b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol 40V, Positive-QTOF	splash10-0f9f-9000000000-df69eca632ec1c0e46f9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol 10V, Negative-QTOF	splash10-0006-9000000000-f2ddc1d2296b2b5b68e5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol 20V, Negative-QTOF	splash10-003r-9200000000-4a67f49708a80afe41a0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol 40V, Negative-QTOF	splash10-001i-9000000000-9790ffdb9be9c9bdcb83	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

FDB019909

KNApSAcK ID

Not Available

Chemspider ID

37931

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

41569

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1036241

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 2,5-Dimethyl-3-furanthiol (HMDB0040197)

MOL for HMDB0040197 (2,5-Dimethyl-3-furanthiol)

3D MOL for HMDB0040197 (2,5-Dimethyl-3-furanthiol)

3D SDF for HMDB0040197 (2,5-Dimethyl-3-furanthiol)

3D-SDF for HMDB0040197 (2,5-Dimethyl-3-furanthiol)

PDB for HMDB0040197 (2,5-Dimethyl-3-furanthiol)

3D PDB for HMDB0040197 (2,5-Dimethyl-3-furanthiol)

SMILES for HMDB0040197 (2,5-Dimethyl-3-furanthiol)

INCHI for HMDB0040197 (2,5-Dimethyl-3-furanthiol)

Structure for HMDB0040197 (2,5-Dimethyl-3-furanthiol)

3D Structure for HMDB0040197 (2,5-Dimethyl-3-furanthiol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra