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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:35:49 UTC
Update Date2021-10-13 08:24:16 UTC
HMDB IDHMDB0040051
Secondary Accession Numbers
  • HMDB40051
Metabolite Identification
Common 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.
Structure
Data?1563863482
Synonyms
ValueSource
1-(2,3-dihydro-1H-Pyrrolizin-5-yl)ethanone, 9ciHMDB
5-Acetyl-2,3-1H-pyrrolizineHMDB
5-Acetyl-2,3-dihydro-lH-pyrrolizineHMDB
Chemical FormulaC9H11NO
Average Molecular Weight149.1897
Monoisotopic Molecular Weight149.084063979
IUPAC Name1-(2,3-dihydro-1H-pyrrolizin-5-yl)ethan-1-one
Traditional Name1-(6,7-dihydro-5H-pyrrolizin-3-yl)ethanone
CAS Registry Number55041-85-5
SMILES
CC(=O)C1=CC=C2CCCN12
InChI Identifier
InChI=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
Chemical Taxonomy
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

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point45.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1405 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.22 g/LALOGPS
logP10(1.25) g/LALOGPS
logP10(1) g/LChemAxon
logS10(-2.1) g/LALOGPS
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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+132.64131661259
DarkChem[M-H]-126.98631661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5-Acetyl-2,3-dihydro-1H-pyrrolizineCC(=O)C1=CC=C2CCCN121949.3Standard polar33892256
5-Acetyl-2,3-dihydro-1H-pyrrolizineCC(=O)C1=CC=C2CCCN121363.7Standard non polar33892256
5-Acetyl-2,3-dihydro-1H-pyrrolizineCC(=O)C1=CC=C2CCCN121425.3Semi standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB019738
KNApSAcK IDNot Available
Chemspider ID459025
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound526559
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1552171
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .