Record Information
Version1.0
Creation date2010-04-08 22:11:24 UTC
Update date2018-05-29 18:28:21 UTC
Primary IDFDB014664
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Acetylpyrrole
Description2-Acetylpyrrole is organoleptic which contributes to many aromas, including roasted filbert. It is found in cooked apple, asparagus, wheat bread, tea, roasted peanut, popcorn, potato chips, licorice, Chinese boxthorn and other foodstuffs.
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
1-(1H-pyrrol-2-yl)1-ethanonebiospider
1-(1H-pyrrol-2-yl)ethanone (acetylpyrrole)biospider
1-(1H-Pyrrol-2-yl)ethanone, 9CIdb_source
1-(1H-pyrrole-2-yl)-ethanonebiospider
Ethanone, 1-(1H-pyrrol-2-yl)-biospider
ethanone, 1-(1H-pyrrole-2-yl)-biospider
Pyrrole-α-methyl ketonebiospider
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 CompositionC 66.04%; H 6.47%; N 12.84%; O 14.66%DFC
Melting PointMp 90°DFC
Boiling PointBp 220°DFC
Experimental Water SolubilityNot Available
Experimental logP0.93HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data287 () (MeOH) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9100000000-5526118d81a9a57eb1c2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-4900000000-9124195e1b92e4e48053View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01ox-9400000000-80e751bf81f32b9f0fb1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-9000000000-20386c3094da46e7881aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-1900000000-ff90800e24b3f96db964View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-3900000000-d19af8bc2956171cdf6dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kf-9000000000-fd50b54e24b4ad84badbView in MoNA
MSMass Spectrum (Electron Ionization)splash10-052f-9200000000-2bc5864091cc4cf9f404View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID13459
ChEMBL IDCHEMBL1414126
KEGG Compound IDNot Available
Pubchem Compound ID14079
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB35882
CRC / DFC (Dictionary of Food Compounds) IDJTP17-C:JTP17-C
EAFUS ID2492
Dr. Duke ID2-ACETYL-PYRROLE
BIGG IDNot Available
KNApSAcK IDC00029449
HET IDNot Available
Flavornet ID1072-83-9
GoodScent IDrw1028421
SuperScent ID14079
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
nut
  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
walnut
  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
  2. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  3. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bread
  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
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
musty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
nutty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
coumarin
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
licorice
  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).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.