Cannabis Compound Database: Showing Compound Card for Propiophenone (CDB005802)

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Record Information

Version

1.0

Created at

2020-04-27 16:58:02 UTC

Updated at

2021-01-04 18:49:22 UTC

CannabisDB ID

CDB005802

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Propiophenone

Description

1-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

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Phenyl-propan-1-one	ChEBI
1-Phenylpropan-1-one	ChEBI
Ethyl phenyl ketone	ChEBI
Phenyl ethyl ketone	ChEBI
Propionphenone	ChEBI
Propionylbenzene	ChEBI
1-Phenylpropanone	HMDB
1-PROPANONE,1-phenyl propiophenone	HMDB
Benzoylethane	HMDB
FEMA 3469	HMDB
Ketone, ethyl phenyl	HMDB
Phenetol	HMDB
Propiophenone	HMDB
1-Phenyl-1-propanone	ChEBI

Chemical Formula

C₉H₁₀O

Average Molecular Weight

134.18

Monoisotopic Molecular Weight

134.0732

IUPAC Name

1-phenylpropan-1-one

Traditional Name

propiophenone

CAS Registry Number

93-55-0

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 Key

KRIOVPPHQSLHCZ-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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Phenylpropane
Aryl alkyl ketone
Benzoyl
Benzenoid
Monocyclic benzene moiety
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

propanone (CHEBI:425902 )
aromatic ketone (CHEBI:425902 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Plant:

Coffea

Biological location:

Biofluid and excreta:

Feces

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Physical Properties

State

Liquid

Experimental Properties

Property	Value	Reference
Melting Point	19 - 20 °C	Not Available
Boiling Point	218 °C	Wikipedia
Water Solubility	2 mg/mL at 20 °C	Not Available
logP	2.19	Not Available

Predicted Properties

Property	Value	Source
logP	2.15	ALOGPS
logP	2.23	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	16.69	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	41.09 m³·mol⁻¹	ChemAxon
Polarizability	15.16 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Propiophenone, non-derivatized, GC-MS Spectrum	splash10-0a4i-5900000000-0e0edfd808970dcb973b	Spectrum
GC-MS	Propiophenone, non-derivatized, GC-MS Spectrum	splash10-0a4i-6900000000-d7f1dd2a42332aa8bb1a	Spectrum
GC-MS	Propiophenone, non-derivatized, GC-MS Spectrum	splash10-0a4i-4900000000-416230789be4145ce902	Spectrum
GC-MS	Propiophenone, non-derivatized, GC-MS Spectrum	splash10-0a4i-5900000000-abf641e4be97c713405f	Spectrum
GC-MS	Propiophenone, non-derivatized, GC-MS Spectrum	splash10-0a4i-6900000000-d26de44f3cfd2a7ab948	Spectrum
GC-MS	Propiophenone, non-derivatized, GC-MS Spectrum	splash10-0a4i-5900000000-0e0edfd808970dcb973b	Spectrum
GC-MS	Propiophenone, non-derivatized, GC-MS Spectrum	splash10-0a4i-6900000000-d7f1dd2a42332aa8bb1a	Spectrum
GC-MS	Propiophenone, non-derivatized, GC-MS Spectrum	splash10-0a4i-4900000000-416230789be4145ce902	Spectrum
GC-MS	Propiophenone, non-derivatized, GC-MS Spectrum	splash10-0a4i-5900000000-abf641e4be97c713405f	Spectrum
GC-MS	Propiophenone, non-derivatized, GC-MS Spectrum	splash10-0a4i-6900000000-d26de44f3cfd2a7ab948	Spectrum
Predicted GC-MS	Propiophenone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-7900000000-d48b5635aff822e6c925	Spectrum
Predicted GC-MS	Propiophenone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-c733c9875852cc58e5ad	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-3900000000-1b0ca46e0a08e9271fbe	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0aor-9300000000-b6e50b58934df8c98b27	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-2c3837d6101714152288	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-1900000000-b37be97a35a288fcefe5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-9500000000-9f03c6c90618e5558906	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1900000000-20c9c602439758b1547f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-9800000000-1f09e927780c158e326e	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fvl-9000000000-ae85cb123d62ab99eef0	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-2900000000-9aa60896bb38e7d1b086	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0560-7900000000-3f9d33e429602f246e90	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-dd6e0ba51dd319f2c734	2021-09-22	View Spectrum

NMR

Not Available

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0032623

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB010567

KNApSAcK ID

Not Available

Chemspider ID

6881

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Propiophenone

METLIN ID

Not Available

PubChem Compound

7148

PDB ID

I1E

ChEBI ID

425902

References

General References

Not Available

Showing Compound Card for Propiophenone (CDB005802)

Structure for CDB005802 (Propiophenone)