Showing Compound Card for 2-Acetyl-1-methylpyrrole (CDB006048)

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Record Information
Version1.0
Created at2020-04-27 17:24:09 UTC
Updated at2021-01-06 19:07:02 UTC
CannabisDB IDCDB006048
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name2-Acetyl-1-methylpyrrole
Description2-Acetyl-1-methylpyrrole, also known as N-methyl-2-acetylpyrrole or fema 3184, 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-Acetyl-1-methylpyrrole is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Acetyl-1-methylpyrrole is an earthy tasting compound. Outside of the human body, 2-Acetyl-1-methylpyrrole has been detected, but not quantified in, asparagus. This could make 2-acetyl-1-methylpyrrole a potential biomarker for the consumption of these foods. A pyrrole carrying methyl and acetyl substituents at the 1- and 2-positions respectively. 2-Acetyl-1-methylpyrrole is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke ( Ref:DOI ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-(1-Methyl-1H-pyrrol-2-yl)ethanoneChEBI
1-(1-Methylpyrrol-2-yl)ethanoneChEBI
2-Acetyl-N-methylpyrroleChEBI
Methyl 1-methylpyrrol-2-yl ketoneChEBI
N-Methyl-2-acetylpyrroleChEBI
2-Acetyl-1-methylpyrroleChEBI
1-(1-Methyl-1H-pyrrol-2-yl)-ethanoneHMDB
1H-Pyrrole, 1-methyl-2-acetylHMDB
FEMA 3184HMDB
Ketone, methyl 1-methylpyrrol-2-ylHMDB
Chemical FormulaC7H9NO
Average Molecular Weight123.15
Monoisotopic Molecular Weight123.0684
IUPAC Name1-(1-methyl-1H-pyrrol-2-yl)ethan-1-one
Traditional Name2-acetyl-1-methylpyrrole
CAS Registry Number932-16-1
SMILES
CN1C=CC=C1C(C)=O
InChI Identifier
InChI=1S/C7H9NO/c1-6(9)7-4-3-5-8(7)2/h3-5H,1-2H3
InChI KeyNZFLWVDXYUGFAV-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
  • Substituted pyrrole
  • N-methylpyrrole
  • 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

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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
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.68ALOGPS
logP0.75ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)16.63ChemAxon
pKa (Strongest Basic)-7.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area22 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.99 m³·mol⁻¹ChemAxon
Polarizability13.31 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-Acetyl-1-methylpyrrole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-059x-9300000000-32b2a4b2c02c1b477446Spectrum
Predicted GC-MS2-Acetyl-1-methylpyrrole, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-e7df577bf263212d3e9a2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05fr-0900000000-b15178e95ed6abfb12d62015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-056r-9400000000-e42b329d5f59c724e7ab2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-1900000000-d16c631a7d47dc229fdb2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-1900000000-6f3a10439bf5f641f5502015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-9200000000-3b8a3f25e50ec4e9b3f82015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-9400000000-d67546ef541c043545982021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0089-9300000000-023f60790f87d30c3e212021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fal-9000000000-4d0fc1eebc0c33b87f5e2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-7900000000-bc07fcb95094b9acc1132021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-545552a108b04b3d1b7d2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-6ff22714023045a309d72021-09-23View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0040360
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB020088
KNApSAcK IDNot Available
Chemspider ID55182
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61240
PDB IDNot Available
ChEBI ID59982
References
General ReferencesNot Available