Showing Compound Card for Propiophenone (CDB005802)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesXML
Record Information
Version1.0
Created at2020-04-27 16:58:02 UTC
Updated at2021-01-04 18:49:22 UTC
CannabisDB IDCDB005802
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NamePropiophenone
Description1-Phenyl-1-propanone, also known as Propiophenone or ethyl phenyl ketone, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. An aromatic ketone in which the two substituents on the carbonyl C atom are phenyl and ethyl. Propiophenone exists as a colorless, sweet-smelling liquid that is weakly in water, but miscible with organic solvents. Propiophenone is synthesized by Friedel–Crafts reaction of propanoyl chloride and benzene. It is produced commercially by ketonization of benzoic acid and propionic acid over calcium acetate and alumina at 450–550°C ( Ref:DOI ). It is used as an intermediate in the synthesis of pharmaceuticals and other organic compounds ( Ref:DOI ). 1-Phenyl-1-propanone has a floral, hawthorn and lilac odor and a fruity taste. It is used as a perfuming agent in some cosmetics. 1-Phenyl-1-propanone occurs naturally and has been detected, but not quantified in, several different foods and beverages, such as coffee and coffee products, milk and milk products, camembert cheese and tea, which makes 1-phenyl-1-propanone a potential biomarker for the consumption of these foods. Propiophenone is a constituent of cannabis smoke and is formed during the combustion of cannabis ( Ref:DOI ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Phenyl-propan-1-oneChEBI
1-Phenylpropan-1-oneChEBI
Ethyl phenyl ketoneChEBI
Phenyl ethyl ketoneChEBI
PropionphenoneChEBI
PropionylbenzeneChEBI
1-PhenylpropanoneHMDB
1-PROPANONE,1-phenyl propiophenoneHMDB
BenzoylethaneHMDB
FEMA 3469HMDB
Ketone, ethyl phenylHMDB
PhenetolHMDB
PropiophenoneHMDB
1-Phenyl-1-propanoneChEBI
Chemical FormulaC9H10O
Average Molecular Weight134.18
Monoisotopic Molecular Weight134.0732
IUPAC Name1-phenylpropan-1-one
Traditional Namepropiophenone
CAS Registry Number93-55-0
SMILES
CCC(=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C9H10O/c1-2-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3
InChI KeyKRIOVPPHQSLHCZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlkyl-phenylketones
Alternative Parents
Substituents
  • Alkyl-phenylketone
  • Phenylpropane
  • Aryl alkyl ketone
  • Benzoyl
  • Benzenoid
  • Monocyclic benzene moiety
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point19 - 20 °CNot Available
Boiling Point218 °CWikipedia
Water Solubility2 mg/mL at 20 °CNot Available
logP2.19Not Available
Predicted Properties
PropertyValueSource
logP2.15ALOGPS
logP2.23ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)16.69ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity41.09 m³·mol⁻¹ChemAxon
Polarizability15.16 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSPropiophenone, non-derivatized, GC-MS Spectrumsplash10-0a4i-5900000000-0e0edfd808970dcb973bSpectrum
GC-MSPropiophenone, non-derivatized, GC-MS Spectrumsplash10-0a4i-6900000000-d7f1dd2a42332aa8bb1aSpectrum
GC-MSPropiophenone, non-derivatized, GC-MS Spectrumsplash10-0a4i-4900000000-416230789be4145ce902Spectrum
GC-MSPropiophenone, non-derivatized, GC-MS Spectrumsplash10-0a4i-5900000000-abf641e4be97c713405fSpectrum
GC-MSPropiophenone, non-derivatized, GC-MS Spectrumsplash10-0a4i-6900000000-d26de44f3cfd2a7ab948Spectrum
GC-MSPropiophenone, non-derivatized, GC-MS Spectrumsplash10-0a4i-5900000000-0e0edfd808970dcb973bSpectrum
GC-MSPropiophenone, non-derivatized, GC-MS Spectrumsplash10-0a4i-6900000000-d7f1dd2a42332aa8bb1aSpectrum
GC-MSPropiophenone, non-derivatized, GC-MS Spectrumsplash10-0a4i-4900000000-416230789be4145ce902Spectrum
GC-MSPropiophenone, non-derivatized, GC-MS Spectrumsplash10-0a4i-5900000000-abf641e4be97c713405fSpectrum
GC-MSPropiophenone, non-derivatized, GC-MS Spectrumsplash10-0a4i-6900000000-d26de44f3cfd2a7ab948Spectrum
Predicted GC-MSPropiophenone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-7900000000-d48b5635aff822e6c925Spectrum
Predicted GC-MSPropiophenone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-c733c9875852cc58e5ad2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-3900000000-1b0ca46e0a08e9271fbe2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aor-9300000000-b6e50b58934df8c98b272016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-2c3837d61017141522882016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-1900000000-b37be97a35a288fcefe52016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-056r-9500000000-9f03c6c90618e55589062016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-1900000000-20c9c602439758b1547f2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052r-9800000000-1f09e927780c158e326e2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fvl-9000000000-ae85cb123d62ab99eef02021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-2900000000-9aa60896bb38e7d1b0862021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0560-7900000000-3f9d33e429602f246e902021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-dd6e0ba51dd319f2c7342021-09-22View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0032623
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB010567
KNApSAcK IDNot Available
Chemspider ID6881
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPropiophenone
METLIN IDNot Available
PubChem Compound7148
PDB IDI1E
ChEBI ID425902
References
General ReferencesNot Available