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Showing Compound Pyrrol-2-methylketone (FDB004573)

Record Information
Version1.0
Creation date2010-04-08 22:06:18 UTC
Update date2025-11-18 22:56:49 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
MOLSDFPDBSMILESInChI
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
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
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties
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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-052f-9200000000-2bc5864091cc4cf9f4042015-03-01View Spectrum
Predicted GC-MSPyrrol-2-methylketone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9100000000-5526118d81a9a57eb1c2Spectrum
Predicted GC-MSPyrrol-2-methylketone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-4900000000-9124195e1b92e4e480532016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01ox-9400000000-80e751bf81f32b9f0fb12016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-9000000000-20386c3094da46e7881a2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-1900000000-ff90800e24b3f96db9642016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-3900000000-d19af8bc2956171cdf6d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kf-9000000000-fd50b54e24b4ad84badb2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-066r-9800000000-524b0a3f276bbaac736e2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-9000000000-3f070060c5785123e18c2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kf-9000000000-a37fac17d45f4a9e42582021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-2900000000-bfdf62c9a06dc1f0fe812021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9100000000-e0e7baa1e1a9403fc5ad2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-f8a1403a55e3db5dc7862021-09-23View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
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 IDHMDB0035882
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDPYRROL-2-METHYLKETONE
BIGG IDNot Available
KNApSAcK IDC00029449
HET IDNot Available
Food Biomarker OntologyNot Available
VMH 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
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
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
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content ReferenceNot Available