Record Information
Version1.0
Creation date2010-04-08 22:14:33 UTC
Update date2019-11-26 03:17:48 UTC
Primary IDFDB019738
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name5-Acetyl-2,3-dihydro-1H-pyrrolizine
Description5-Acetyl-2,3-dihydro-1H-pyrrolizine belongs to the class of organic compounds known as pyrrolizines. Pyrrolizines are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring. 5-Acetyl-2,3-dihydro-1H-pyrrolizine is a medicine tasting compound. 5-Acetyl-2,3-dihydro-1H-pyrrolizine has been detected, but not quantified in, several different foods, such as alcoholic beverages, breakfast cereal, cereals and cereal products, and green vegetables. This could make 5-acetyl-2,3-dihydro-1H-pyrrolizine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5-Acetyl-2,3-dihydro-1H-pyrrolizine.
CAS Number55041-85-5
Structure
Thumb
Synonyms
SynonymSource
1-(2,3-dihydro-1H-Pyrrolizin-5-yl)ethanone, 9ciHMDB
5-Acetyl-2,3-1H-pyrrolizineHMDB
5-Acetyl-2,3-dihydro-lH-pyrrolizineHMDB
1-(2,3-Dihydro-1H-pyrrolizin-5-yl)ethanone, 9CIdb_source
5-acetyl-2,3-1H-pyrrolizinebiospider
5-acetyl-2,3-dihydro-lH-pyrrolizinebiospider
Predicted Properties
PropertyValueSource
Water Solubility1.22 g/LALOGPS
logP1.25ALOGPS
logP1ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)16.75ChemAxon
pKa (Strongest Basic)-7.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area22 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity43.94 m³·mol⁻¹ChemAxon
Polarizability16.62 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H11NO
IUPAC name1-(2,3-dihydro-1H-pyrrolizin-5-yl)ethan-1-one
InChI IdentifierInChI=1S/C9H11NO/c1-7(11)9-5-4-8-3-2-6-10(8)9/h4-5H,2-3,6H2,1H3
InChI KeyNWSCEJHRUVCUSX-UHFFFAOYSA-N
Isomeric SMILESCC(=O)C1=CC=C2CCCN12
Average Molecular Weight149.1897
Monoisotopic Molecular Weight149.084063979
Classification
Description Belongs to the class of organic compounds known as pyrrolizines. Pyrrolizines are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrrolizines
Sub ClassNot Available
Direct ParentPyrrolizines
Alternative Parents
Substituents
  • Pyrrolizine
  • Aryl ketone
  • Aryl alkyl ketone
  • Substituted pyrrole
  • Pyrrole
  • Heteroaromatic compound
  • Ketone
  • Azacycle
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 72.46%; H 7.43%; N 9.39%; O 10.72%DFC
Melting PointMp 45.5°DFC
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
Predicted GC-MS5-Acetyl-2,3-dihydro-1H-pyrrolizine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a5c-9800000000-e8eac92f066254f3cbaeSpectrum
Predicted GC-MS5-Acetyl-2,3-dihydro-1H-pyrrolizine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-aff078eea367745483ceSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ue9-0900000000-cc4d09a8c197582bcda9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-3900000000-e9366a31af6c7e925be6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-3bce33780161cdab2637Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-98a28601cad0cc1a4d0eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-8900000000-7cc734251ce651dea948Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-68cc05f05a747f69154cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4m-2900000000-610800004d5d97e30900Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-055f-9000000000-40bf8897c9d44d362a8cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-976b7c4b47938b5daed9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0zgl-1900000000-3c2c2f27c9a23cb09618Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9200000000-a66e2fb4c50559ed6be8Spectrum
NMRNot Available
ChemSpider ID459025
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID526559
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB40051
CRC / DFC (Dictionary of Food Compounds) IDMCQ74-O:MCQ74-O
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID55041-85-5
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
medicine
  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 Reference