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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:12:11 UTC

Update Date

2022-03-07 02:54:48 UTC

HMDB ID

HMDB0036138

Secondary Accession Numbers

HMDB36138

Metabolite Identification

Common Name

Tetrahydro-2-methyl-3-furanthiol

Description

Tetrahydro-2-methyl-3-furanthiol belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. Tetrahydro-2-methyl-3-furanthiol is a beef, chicken, and meat tasting compound. Based on a literature review very few articles have been published on Tetrahydro-2-methyl-3-furanthiol.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,4-anhydro-2,5-Dideoxy-3-thio-pentitol	HMDB
2-Methyl-3-mercaptotetrahydrofuran	HMDB
2-Methyl-3-tetrahydrofuranthiol	HMDB
2-Methyltetrahydrofuran-3-thiol	HMDB
3-mercapto-2-Methyltetrahydrofuran	HMDB

Chemical Formula

C₅H₁₀OS

Average Molecular Weight

118.197

Monoisotopic Molecular Weight

118.045235632

IUPAC Name

2-methyloxolane-3-thiol

Traditional Name

2-methyloxolane-3-thiol

CAS Registry Number

57124-87-5

SMILES

CC1OCCC1S

InChI Identifier

InChI=1S/C5H10OS/c1-4-5(7)2-3-6-4/h4-5,7H,2-3H2,1H3

InChI Key

DBPHPBLAKVZXOY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydrofurans

Sub Class

Not Available

Direct Parent

Tetrahydrofurans

Alternative Parents

Substituents

Tetrahydrofuran
Oxacycle
Ether
Dialkyl ether
Alkylthiol
Organic oxygen compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0036138)
Cytoplasm (HMDB: HMDB0036138)

Source

Exogenous

Exogenous (HMDB: HMDB0036138)

Food

Food (HMDB: HMDB0036138)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0036138)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	163.00 to 168.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	9169 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.228 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.42 g/L	ALOGPS
logP	1.08	ALOGPS
logP	0.87	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	9.79	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	32.44 m³·mol⁻¹	ChemAxon
Polarizability	12.91 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]+	122.735	31661259
DarkChem	[M-H]-	116.452	31661259
DeepCCS	[M+H]+	129.477	30932474
DeepCCS	[M-H]-	127.529	30932474
DeepCCS	[M-2H]-	163.343	30932474
DeepCCS	[M+Na]+	137.938	30932474
AllCCS	[M+H]+	124.4	32859911
AllCCS	[M+H-H2O]+	119.6	32859911
AllCCS	[M+NH4]+	129.0	32859911
AllCCS	[M+Na]+	130.3	32859911
AllCCS	[M-H]-	127.3	32859911
AllCCS	[M+Na-2H]-	130.6	32859911
AllCCS	[M+HCOO]-	134.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
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.	2.51 minutes	32390414
Predicted by Siyang on May 30, 2022	13.1639 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.83 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	41.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1920.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	481.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	174.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	321.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	126.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	474.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	634.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	363.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1003.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	345.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1215.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	367.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	317.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	622.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	491.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	109.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tetrahydro-2-methyl-3-furanthiol	CC1OCCC1S	1305.5	Standard polar	33892256
Tetrahydro-2-methyl-3-furanthiol	CC1OCCC1S	865.5	Standard non polar	33892256
Tetrahydro-2-methyl-3-furanthiol	CC1OCCC1S	928.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tetrahydro-2-methyl-3-furanthiol,1TMS,isomer #1	CC1OCCC1S[Si](C)(C)C	1142.0	Semi standard non polar	33892256
Tetrahydro-2-methyl-3-furanthiol,1TMS,isomer #1	CC1OCCC1S[Si](C)(C)C	1188.4	Standard non polar	33892256
Tetrahydro-2-methyl-3-furanthiol,1TBDMS,isomer #1	CC1OCCC1S[Si](C)(C)C(C)(C)C	1388.7	Semi standard non polar	33892256
Tetrahydro-2-methyl-3-furanthiol,1TBDMS,isomer #1	CC1OCCC1S[Si](C)(C)C(C)(C)C	1443.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydro-2-methyl-3-furanthiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-9000000000-063d174ccba545979452	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydro-2-methyl-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 - Tetrahydro-2-methyl-3-furanthiol 10V, Positive-QTOF	splash10-014i-4900000000-73837ef6a7a171e6a4b0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydro-2-methyl-3-furanthiol 20V, Positive-QTOF	splash10-014i-9600000000-7ca78ce647eb6d381527	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydro-2-methyl-3-furanthiol 40V, Positive-QTOF	splash10-0adl-9000000000-ea57423fccbfb5ec37fb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydro-2-methyl-3-furanthiol 10V, Negative-QTOF	splash10-014i-3900000000-3eafb1c1e7ad38ee9618	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydro-2-methyl-3-furanthiol 20V, Negative-QTOF	splash10-014i-5900000000-607383ce6d8711584d3b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydro-2-methyl-3-furanthiol 40V, Negative-QTOF	splash10-001i-9000000000-21f3140350ec5c0ff448	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydro-2-methyl-3-furanthiol 10V, Negative-QTOF	splash10-00sj-9100000000-4db676c7819de9d5dee1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydro-2-methyl-3-furanthiol 20V, Negative-QTOF	splash10-00di-9000000000-807c8472de502d39034f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydro-2-methyl-3-furanthiol 40V, Negative-QTOF	splash10-001i-9000000000-942ac689538269d6ca7b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydro-2-methyl-3-furanthiol 10V, Positive-QTOF	splash10-01bi-8900000000-39722ee4d21635cf5e31	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydro-2-methyl-3-furanthiol 20V, Positive-QTOF	splash10-00dm-9100000000-668f98019e08647c036d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydro-2-methyl-3-furanthiol 40V, Positive-QTOF	splash10-0075-9000000000-b81b9c1852d1ac6b1776	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart 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

FDB014989

KNApSAcK ID

Not Available

Chemspider ID

55962

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

62128

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1038371

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 Tetrahydro-2-methyl-3-furanthiol (HMDB0036138)

MOL for HMDB0036138 (Tetrahydro-2-methyl-3-furanthiol)

3D MOL for HMDB0036138 (Tetrahydro-2-methyl-3-furanthiol)

3D SDF for HMDB0036138 (Tetrahydro-2-methyl-3-furanthiol)

3D-SDF for HMDB0036138 (Tetrahydro-2-methyl-3-furanthiol)

PDB for HMDB0036138 (Tetrahydro-2-methyl-3-furanthiol)

3D PDB for HMDB0036138 (Tetrahydro-2-methyl-3-furanthiol)

SMILES for HMDB0036138 (Tetrahydro-2-methyl-3-furanthiol)

INCHI for HMDB0036138 (Tetrahydro-2-methyl-3-furanthiol)

Structure for HMDB0036138 (Tetrahydro-2-methyl-3-furanthiol)

3D Structure for HMDB0036138 (Tetrahydro-2-methyl-3-furanthiol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra