Showing Compound Card for 2-Acetylpyridine (CDB005446)

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Record Information
Version1.0
Created at2020-04-27 16:21:24 UTC
Updated at2021-01-04 20:37:43 UTC
CannabisDB IDCDB005446
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name2-Acetylpyridine
Description2-Acetylpyridine, CH3COC5H4N, also known as FEMA 3251, 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-Acetylpyridine is a moderately basic compound that is a pale yellow to brown clear liquid. It is soluble in alcohol, dipropylene glycol, ethyl ether and water. 2-Acetylpyridine has a popcorn, corn chip, fatty, tobacco odor and a cornmeal, nutty, bready flavor ( Ref:DOI ). 2-acetylpyridine is found in highest concentrations in kohlrabis. 2-acetylpyridine has also been detected in tobacco burley, tea, alcoholic beverages, cereals and cereal products, nuts, roasted filberts, roasted peanuts, cooked lamb, potato chips, coffee, cocoa, wheat bread, and herbs and spices. This could make 2-acetylpyridine a potential biomarker for the consumption of these foods. It contributes to the flavor of corn tortillas, popcorn, and beer (doi:10.1016/S0040-4020(00)00027-2) and is used as a flavoring substance. The compound is prepared by acylation of 2-bromopyridine via the Grignard reagent (doi:10.1016/S0040-4020(00)00027-2). 2-Acetylpyridine is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke ( Ref:DOI ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
Methyl 2-pyridyl ketoneMeSH
1-(2-Pyridinyl)-ethanoneHMDB
1-(2-Pyridinyl)ethanoneHMDB
1-(2-Pyridinyl)ethanone, 9ciHMDB
1-Pyridin-2-ylethanoneHMDB
2-AcetopyridineHMDB
2-AcetyIpyridineHMDB
2-Pyridyl methyl ketoneHMDB
Acetyl pyridineHMDB
AcetylpyridineHMDB
FEMA 3251HMDB
Ketone, methyl 2-pyridylHMDB
2-AcetylpyridineMeSH
Chemical FormulaC7H7NO
Average Molecular Weight121.14
Monoisotopic Molecular Weight121.0528
IUPAC Name1-(pyridin-2-yl)ethan-1-one
Traditional Name2-acetylpyridine
CAS Registry Number1122-62-9
SMILES
CC(=O)C1=CC=CC=N1
InChI Identifier
InChI=1S/C7H7NO/c1-6(9)7-4-2-3-5-8-7/h2-5H,1H3
InChI KeyAJKVQEKCUACUMD-UHFFFAOYSA-N
Chemical Taxonomy
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
  • Pyridine
  • Heteroaromatic compound
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

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Role

Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logP0.85Not Available
Predicted Properties
PropertyValueSource
logP0.69ALOGPS
logP0.7ChemAxon
logS0.04ALOGPS
pKa (Strongest Acidic)14.99ChemAxon
pKa (Strongest Basic)2.74ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.96 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity33.93 m³·mol⁻¹ChemAxon
Polarizability12.48 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS2-Acetylpyridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-006x-9300000000-0d834bba3f9c6e058e2cSpectrum
Predicted GC-MS2-Acetylpyridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Acetylpyridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-41833fa2e94bef5660af2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fk9-1900000000-5e7ef5988e05935dcc4d2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9800000000-161b4b58db44e21d0ccc2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-c10cd8e41704ea2414682015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-3900000000-d70289536423415bdedf2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fb9-9200000000-280b4b5f0c9c9a1f8d152015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dl-9700000000-41c3d6f3bb2dd8b321c72021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-9000000000-1af85b219cedb79255712021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fb9-9000000000-8dbd4c3365152bc418802021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00b9-9500000000-216b0e493e37216140192021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9200000000-f20efcc1873157f349c82021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fb9-9000000000-7a9a2dd53d6310d7b6752021-09-25View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0035281
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013943
KNApSAcK IDC00052620
Chemspider ID13648
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2-Acetylpyridine
METLIN IDNot Available
PubChem Compound14286
PDB IDNot Available
ChEBI IDNot Available
References
General ReferencesNot Available