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Showing Compound 2-Acetylthiophene (FDB011134)

Record Information
Version1.0
Creation date2010-04-08 22:09:29 UTC
Update date2019-11-26 03:04:36 UTC
Primary IDFDB011134
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Acetylthiophene
Description2-Acetylthiophene belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 2-Acetylthiophene is a sulfury tasting compound. 2-Acetylthiophene is found, on average, in the highest concentration within kohlrabis (Brassica oleracea var. gongylodes). 2-Acetylthiophene has also been detected, but not quantified in, asparagus (Asparagus officinalis). This could make 2-acetylthiophene a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2-Acetylthiophene.
CAS Number88-15-3
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
1-(2-Thienyl)-ethanoneHMDB
1-(2-Thienyl)ethanoneHMDB
1-(2-Thienyl)ethanone, 9ciHMDB
1-Thiophen-2-yl-ethanoneHMDB
2-AcethylthiopheneHMDB
2-AcetothienoneHMDB
2-AcetothiopheneHMDB
2-AcetylthiophenHMDB
2-Thienyl methyl ketoneHMDB
alpha-AcetylthiopheneHMDB
Ketone, methyl 2-thienylHMDB
Methyl 2-thienyl ketoneHMDB
Methyl-2-thienyl ketoneHMDB
THIOPHENE,2-acetylHMDB
2-AcetylthiopheneMeSH
1-(2-Thienyl)ethanone, 9CIdb_source
1-thiophen-2-yl-ethanonebiospider
2-acethylthiophenebiospider
Alpha-acetylthiophenebiospider
Ethanone, 1-(2-thienyl)-biospider
THIOPHENE,2-ACETYLbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.91 g/LALOGPS
logP1.28ALOGPS
logP1.44ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)14.96ChemAxon
pKa (Strongest Basic)-7.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity33.35 m³·mol⁻¹ChemAxon
Polarizability12.72 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H6OS
IUPAC name1-(thiophen-2-yl)ethan-1-one
InChI IdentifierInChI=1S/C6H6OS/c1-5(7)6-3-2-4-8-6/h2-4H,1H3
InChI KeyWYJOVVXUZNRJQY-UHFFFAOYSA-N
Isomeric SMILESCC(=O)C1=CC=CS1
Average Molecular Weight126.176
Monoisotopic Molecular Weight126.013935504
Classification
Description Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAryl alkyl ketones
Alternative Parents
Substituents
  • Aryl alkyl ketone
  • Heteroaromatic compound
  • Thiophene
  • Organoheterocyclic compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 57.11%; H 4.79%; O 12.68%; S 25.41%DFC
Melting PointMp 9°DFC
Boiling PointBp13 94.5-96.5°DFC
Experimental Water Solubility14 mg/mL at 30 oCBEILSTEIN
Experimental logP1.25HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd24 1.17DFC
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS2-Acetylthiophene, non-derivatized, GC-MS Spectrumsplash10-03fr-3900000000-f96bcae1b452aa83d4c8Spectrum
GC-MS2-Acetylthiophene, non-derivatized, GC-MS Spectrumsplash10-03di-7900000000-857b33ff69870de2f340Spectrum
GC-MS2-Acetylthiophene, non-derivatized, GC-MS Spectrumsplash10-03fr-3900000000-f96bcae1b452aa83d4c8Spectrum
GC-MS2-Acetylthiophene, non-derivatized, GC-MS Spectrumsplash10-03di-7900000000-857b33ff69870de2f340Spectrum
Predicted GC-MS2-Acetylthiophene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-06vu-9400000000-51103572f0e23662b98bSpectrum
Predicted GC-MS2-Acetylthiophene, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Acetylthiophene, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-056r-0900000000-2f4fa00685ac1768a3572016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0900000000-e07fd7b790d62f487ffd2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-4900000000-c401ba1f2ff8b40736a02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-a22e2fdb212f2aae61db2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0059-5900000000-66a4340e769e9d088d0f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-c7e99f903fd6cdfa6f182016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-9100000000-7543ad714c7071e1a7252021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-9000000000-7d99ce9954aa98dbedf62021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-aa4ca3b62a339ccc651a2021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004l-6900000000-d9c3fc40dd5da9ccf9eb2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9100000000-00c18beba67e86df50e22021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-9a655bce1c1c041d1dd72021-09-25View Spectrum
NMRNot Available
ChemSpider ID6654
ChEMBL IDCHEMBL401911
KEGG Compound IDNot Available
Pubchem Compound ID6920
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33133
CRC / DFC (Dictionary of Food Compounds) IDFZS31-P:FZS31-P
EAFUS IDNot Available
Dr. Duke ID2-ACETYLTHIOPHEN
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID88-15-3
GoodScent IDrw1038531
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
sulfur
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
sulfury
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).