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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:48:38 UTC

Update Date

2023-02-21 17:21:46 UTC

HMDB ID

HMDB0032234

Secondary Accession Numbers

HMDB32234

Metabolite Identification

Common Name

2,5-Dimethyl-3-furanthiol acetate

Description

2,5-Dimethyl-3-furanthiol acetate, also known as S-(2,5-dimethyl-3-furyl) ethanethioate, 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. Based on a literature review very few articles have been published on 2,5-Dimethyl-3-furanthiol acetate.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,5-Dimethyl-3-furanthiol acetic acid	Generator
Ethanethioic acid, S-(2,5-dimethyl-3-furanyl) ester	HMDB
S-(2,5-Dimethyl-3-furyl) ethanethioate	HMDB
1-[(2,5-Dimethylfuran-3-yl)sulphanyl]ethan-1-one	HMDB

Chemical Formula

C₈H₁₀O₂S

Average Molecular Weight

170.229

Monoisotopic Molecular Weight

170.040150254

IUPAC Name

1-[(2,5-dimethylfuran-3-yl)sulfanyl]ethan-1-one

Traditional Name

1-[(2,5-dimethylfuran-3-yl)sulfanyl]ethanone

CAS Registry Number

55764-22-2

SMILES

CC(=O)SC1=C(C)OC(C)=C1

InChI Identifier

InChI=1S/C8H10O2S/c1-5-4-8(6(2)10-5)11-7(3)9/h4H,1-3H3

InChI Key

LULNJORVPBVGRB-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.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thioethers

Sub Class

Aryl thioethers

Direct Parent

Aryl thioethers

Alternative Parents

Substituents

Aryl thioether
Furan
Heteroaromatic compound
Carbothioic s-ester
Thiocarboxylic acid ester
Carboxylic acid derivative
Thiocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Sulfenyl compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0032234)
Cytoplasm (HMDB: HMDB0032234)

Source

Endogenous

Endogenous (HMDB: HMDB0032234)

Exogenous

Food

Food (HMDB: HMDB0032234)

Exogenous (HMDB: HMDB0032234)

Process

Not Available

Role

Not Available

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	0.23 g/L	ALOGPS
logP	1.76	ALOGPS
logP	1.59	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	30.21 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	46.45 m³·mol⁻¹	ChemAxon
Polarizability	17.87 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	137.826	31661259
DarkChem	[M-H]-	133.269	31661259
DeepCCS	[M+H]+	144.57	30932474
DeepCCS	[M-H]-	140.795	30932474
DeepCCS	[M-2H]-	178.557	30932474
DeepCCS	[M+Na]+	154.094	30932474
AllCCS	[M+H]+	132.4	32859911
AllCCS	[M+H-H2O]+	128.1	32859911
AllCCS	[M+NH4]+	136.4	32859911
AllCCS	[M+Na]+	137.5	32859911
AllCCS	[M-H]-	134.0	32859911
AllCCS	[M+Na-2H]-	135.4	32859911
AllCCS	[M+HCOO]-	137.0	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.	5.12 minutes	32390414
Predicted by Siyang on May 30, 2022	17.9709 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.2 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2091.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	691.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	272.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	473.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	329.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	637.4 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	884.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	270.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1466.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	559.7 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	1629.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	563.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	500.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	594.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	594.9 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	32.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,5-Dimethyl-3-furanthiol acetate	CC(=O)SC1=C(C)OC(C)=C1	1775.0	Standard polar	33892256
2,5-Dimethyl-3-furanthiol acetate	CC(=O)SC1=C(C)OC(C)=C1	1246.5	Standard non polar	33892256
2,5-Dimethyl-3-furanthiol acetate	CC(=O)SC1=C(C)OC(C)=C1	1261.2	Semi 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 acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-5900000000-330b1679df8e29d2d2dc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Dimethyl-3-furanthiol acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Dimethyl-3-furanthiol acetate 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 acetate 10V, Positive-QTOF	splash10-00b9-1900000000-fd81cd11763c947af045	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol acetate 20V, Positive-QTOF	splash10-0fmj-3900000000-d2bae93c5d76d4c734bd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol acetate 40V, Positive-QTOF	splash10-000i-9100000000-16e3ca461244a108c0b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol acetate 10V, Negative-QTOF	splash10-004i-1900000000-cfca75aef71a77614abd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol acetate 20V, Negative-QTOF	splash10-004i-6900000000-7c4a09f22ccebedc1db0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol acetate 40V, Negative-QTOF	splash10-0006-9100000000-35ce52e8b9499547f449	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol acetate 10V, Positive-QTOF	splash10-004i-3900000000-95dab263d3331e512045	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol acetate 20V, Positive-QTOF	splash10-004j-8900000000-78740c795090250c25d7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol acetate 40V, Positive-QTOF	splash10-0006-9000000000-2d8cb71d90cb112b8edb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol acetate 10V, Negative-QTOF	splash10-004i-4900000000-1c7693017445242d1e85	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol acetate 20V, Negative-QTOF	splash10-009x-9400000000-046d645aadd78c2a635f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3-furanthiol acetate 40V, Negative-QTOF	splash10-00di-9000000000-5bde8710c78b68c70d24	2021-09-22	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

FDB009314

KNApSAcK ID

Not Available

Chemspider ID

97803

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

108764

PDB ID

Not Available

ChEBI ID

Not Available

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

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for 2,5-Dimethyl-3-furanthiol acetate (HMDB0032234)

MOL for HMDB0032234 (2,5-Dimethyl-3-furanthiol acetate)

3D MOL for HMDB0032234 (2,5-Dimethyl-3-furanthiol acetate)

3D SDF for HMDB0032234 (2,5-Dimethyl-3-furanthiol acetate)

3D-SDF for HMDB0032234 (2,5-Dimethyl-3-furanthiol acetate)

PDB for HMDB0032234 (2,5-Dimethyl-3-furanthiol acetate)

3D PDB for HMDB0032234 (2,5-Dimethyl-3-furanthiol acetate)

SMILES for HMDB0032234 (2,5-Dimethyl-3-furanthiol acetate)

INCHI for HMDB0032234 (2,5-Dimethyl-3-furanthiol acetate)

Structure for HMDB0032234 (2,5-Dimethyl-3-furanthiol acetate)

3D Structure for HMDB0032234 (2,5-Dimethyl-3-furanthiol acetate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra