Showing Compound Card for 4-Methylacetophenone (CDB000655)

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Record Information
Version1.0
Created at2020-03-19 00:49:13 UTC
Updated at2020-12-07 19:07:37 UTC
CannabisDB IDCDB000655
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name4-Methylacetophenone
Description4-Methylacetophenone, 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. 4-methylacetophenone is a colorless clear liquid. It is a cumin-like, sweet, vanilla, cream tasting compound and it smells like hawthorn and acacia. It has been detected, but not quantified in several different foods, such as citrus, garden tomato, milk and milk products, pepper (Capsicum frutescens), celery stalks, green vegetables, and herbs and spices. Additionally, it has also been reported to a volatile component of cannabis plants (PMID: 26657499 ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-P-TolylethanoneChEMBL, HMDB
(4-Methylphenyl) methyl ketoneHMDB
(4-Methylphenyl)ethanoneHMDB
1-(4-Methylphenyl)-ethanoneHMDB
1-(4-Methylphenyl)ethanoneHMDB
1-(4-Methylphenyl)ethanone, 9ciHMDB
1-Acetyl-4-methylbenzeneHMDB
1-Methyl-4-acetylbenzeneHMDB
4'-Methyl-acetophenoneHMDB
4-AcetyltolueneHMDB
4-MethylacetophenoneHMDB
4-Methylphenyl methyl ketoneHMDB
EsberivenHMDB
FEMA 2677HMDB
MelilotHMDB
MelilotalHMDB
Methyl P-tolyl ketoneHMDB
Nchem.328-comp4aHMDB
P-AcetotolueneHMDB
P-AcetyltolueneHMDB
P-Methyl acetophenoneHMDB
P-MethylacetophenoneHMDB
P-Tolyl methyl ketoneHMDB
Para-methyl-acetophenoneHMDB
Sweet cloverHMDB
Yellow melilotHMDB
Yellow sweet cloverHMDB
Chemical FormulaC9H10O
Average Molecular Weight134.18
Monoisotopic Molecular Weight134.0732
IUPAC Name1-(4-methylphenyl)ethan-1-one
Traditional NameP-methylacetophenone
CAS Registry Number122-00-9
SMILES
CC(=O)C1=CC=C(C)C=C1
InChI Identifier
InChI=1S/C9H10O/c1-7-3-5-9(6-4-7)8(2)10/h3-6H,1-2H3
InChI KeyGNKZMNRKLCTJAY-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
  • Acetophenone
  • Aryl alkyl ketone
  • Benzoyl
  • Toluene
  • Benzenoid
  • Monocyclic benzene moiety
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point28 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.37 mg/mL at 15 °CNot Available
logP2.10Not Available
Predicted Properties
PropertyValueSource
logP2.11ALOGPS
logP2.04ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)16.24ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity41.5 m³·mol⁻¹ChemAxon
Polarizability15.25 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-014l-9600000000-7ad10c5893127ecbd0bf2015-03-01View Spectrum
GC-MS4-Methylacetophenone, non-derivatized, GC-MS Spectrumsplash10-014l-9600000000-a92d1697dd1d26696edfSpectrum
GC-MS4-Methylacetophenone, non-derivatized, GC-MS Spectrumsplash10-014l-9600000000-85f57b491dbb01accb9bSpectrum
GC-MS4-Methylacetophenone, non-derivatized, GC-MS Spectrumsplash10-014l-7900000000-8e83cde453c9bb1a2691Spectrum
GC-MS4-Methylacetophenone, non-derivatized, GC-MS Spectrumsplash10-014l-9600000000-a92d1697dd1d26696edfSpectrum
GC-MS4-Methylacetophenone, non-derivatized, GC-MS Spectrumsplash10-014l-9600000000-85f57b491dbb01accb9bSpectrum
GC-MS4-Methylacetophenone, non-derivatized, GC-MS Spectrumsplash10-014l-7900000000-8e83cde453c9bb1a2691Spectrum
Predicted GC-MS4-Methylacetophenone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00l6-9700000000-5970dda8f25ef4c8f31eSpectrum
Predicted GC-MS4-Methylacetophenone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS4-Methylacetophenone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-000i-0900000000-1aa44c77adb1c809c5772020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-000i-1900000000-6b0914df8569f3576ee02020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-1422d7d0db615591b4d42015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-1900000000-490f8c6ed3c0d0849d962015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9800000000-2659743858f6701013392015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-593df1ecfcd3700ce4932015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-2900000000-00dfb8ca8306f0c1a0372015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kf-9700000000-7db79e008a5eb79ef30b2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9200000000-002c5b3fb35a6f57368b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-f549cd677b7d578ef47f2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-81137915bfbac8ba3b6d2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-4900000000-180c29256082b8f31f242021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000x-9500000000-4409dc2db308cd28305c2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kf-9200000000-431a0c78239b1c95c31d2021-09-22View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0032608
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB010549
KNApSAcK IDC00055681
Chemspider ID8186
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound8500
PDB IDNot Available
ChEBI IDNot Available
References
General References
  1. Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]