Record Information
Version1.0
Creation date2010-04-08 22:06:18 UTC
Update date2018-01-25 19:32:44 UTC
Primary IDFDB004573
Secondary Accession Numbers
  • FDB014664
Chemical Information
FooDB NamePyrrol-2-methylketone
Description2-acetylpyrrole, also known as 1-(1h-pyrrol-2-yl)1-ethanone or 2-pyrrolyl methyl ketone, is a member of the class of compounds known as aryl alkyl ketones. Aryl alkyl ketones are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 2-acetylpyrrole is soluble (in water) and a very weakly acidic compound (based on its pKa). 2-acetylpyrrole is a bread, coumarin, and licorice tasting compound and can be found in a number of food items such as green vegetables, tea, nuts, and white mustard, which makes 2-acetylpyrrole a potential biomarker for the consumption of these food products.
CAS Number1072-83-9
Structure
Thumb
Synonyms
SynonymSource
1-(1H-Pyrrol-2-yl)1-ethanoneChEBI
1-(1H-Pyrrol-2-yl)ethan-1-oneChEBI
1-(1H-Pyrrol-2-yl)ethanoneChEBI
1-(1H-Pyrrole-2-yl)-ethanoneChEBI
1-(2-Pyrrolyl)-1-ethanoneChEBI
2-Acetyl-1H-pyrroleChEBI
2-Pyrrolyl methyl ketoneChEBI
2-PyrrolylethanoneChEBI
Methyl pyrrol-2-yl ketoneChEBI
Pyrrole-alpha-methyl ketoneChEBI
Pyrrole-a-methyl ketoneGenerator
Pyrrole-α-methyl ketoneGenerator
1-(1H-Pyrrol-2-yl)-ethanoneHMDB
1-(1H-Pyrrol-2-yl)ethanone (acetylpyrrole)HMDB
1-(1H-Pyrrol-2-yl)ethanone, 9ciHMDB
1H-Pyrrole, 2-acetylHMDB
2-AcetopyrroleHMDB
2-Acetyl pyrroleHMDB
2-Acetyl-1H-indoleHMDB
FEMA 3202HMDB
Ketone, methyl pyrrol-2-ylHMDB
Methyl 2-pyrrolyl ketoneHMDB
Methyl 2-pyrryl ketoneHMDB
PseudoacetylpyrroleHMDB
Pyrrole, 2-acetylHMDB
Pyrrole-b-methyl ketoneHMDB
PYRRYL-alpha-methyl ketoneHMDB
Predicted Properties
PropertyValueSource
Water Solubility274 g/LALOGPS
logP0.82ALOGPS
logP0.53ChemAxon
logS0.4ALOGPS
pKa (Strongest Acidic)14.06ChemAxon
pKa (Strongest Basic)-7.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area32.86 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity31.1 m³·mol⁻¹ChemAxon
Polarizability11.32 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC6H7NO
IUPAC name1-(1H-pyrrol-2-yl)ethan-1-one
InChI IdentifierInChI=1S/C6H7NO/c1-5(8)6-3-2-4-7-6/h2-4,7H,1H3
InChI KeyIGJQUJNPMOYEJY-UHFFFAOYSA-N
Isomeric SMILESCC(=O)C1=CC=CN1
Average Molecular Weight109.1259
Monoisotopic Molecular Weight109.052763851
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
  • Substituted pyrrole
  • Heteroaromatic compound
  • Pyrrole
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDPYRROL-2-METHYLKETONE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
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
FlavoursNot Available
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).