Canmetcon
Record Information
Version1.0
Creation date2010-04-08 22:11:32 UTC
Update date2018-01-23 19:37:58 UTC
Primary IDFDB014914
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDihydrocarvone
DescriptionFlavouring agent with spearmint-like flavour. Dihydrocarvone is found in many foods, some of which are dill, peppermint, pepper (spice), and caraway.
CAS Number7764-50-3
Structure
Thumb
Synonyms
SynonymSource
2-Methyl-5-(1-methylethenyl)cyclohexanoneChEBI
2-Methyl-5-isopropenylcyclohexanoneChEBI
5-Isopropenyl-2-methylcyclohexanoneChEBI
8-p-Menthen-2-oneChEBI
Menth-8-en-2-oneChEBI
p-Menth-8(9)-en-2-oneChEBI
a DihydrocarvoneHMDB
1,6-DihydrocarvoneHMDB
2-Methyl-5-(1-methylethenyl)-cyclohexanoneHMDB
2-Methyl-5-(1-methylethenyl)cyclohexanone, 9ciHMDB
2-Methyl-5-(1-methylvinyl)cyclohexan-1-oneHMDB
2-Methyl-5-(prop-1-en-2-yl)cyclohexanoneHMDB
FEMA 3565HMDB
2-Methyl-5-(1-methylethenyl)cyclohexanone, 9CIdb_source
2-methyl-5-(prop-1-en-2-yl)cyclohexanonebiospider
2-methyl-5-isopropenylcyclohexanonebiospider
Cyclohexanone, 2-methyl-5-(1-methylethenyl)-biospider
Dihydrocarvonedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.56 g/LALOGPS
logP2.39ALOGPS
logP2.7ChemAxon
logS-2.4ALOGPS
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity46.3 m³·mol⁻¹ChemAxon
Polarizability18.27 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H16O
IUPAC name2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-one
InChI IdentifierInChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3
InChI KeyAZOCECCLWFDTAP-UHFFFAOYSA-N
Isomeric SMILESCC1CCC(CC1=O)C(C)=C
Average Molecular Weight152.2334
Monoisotopic Molecular Weight152.120115134
Classification
Description belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentMenthane monoterpenoids
Alternative Parents
Substituents
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 78.90%; H 10.59%; O 10.51%DFC
Melting PointNot Available
Boiling PointBoiling Pt : 87-88 oC at 6.00E+00 mm Hg
Experimental Water Solubility1.02 mg/mL at 15 oCSTEPHEN,H & STEPHEN,T (1963)
Experimental logP2.85GRIFFIN,S ET AL. (1999)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00m3-9100000000-fa9716dc62a7dad68748View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-1900000000-11c8140e07776f4ec8a8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0zfr-9700000000-aa93539a6a6d13e993c5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-100r-9000000000-2654db8ab644e2360913View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-869565234ac5daf7c3b2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-66279fba8a75e05ec84bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0kto-9500000000-19dd52dd1ac87fa23abfView in MoNA
MSMass Spectrum (Electron Ionization)splash10-0159-9200000000-204b096f608a1da059c5View in MoNA
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID22881
ChEMBL IDNot Available
KEGG Compound IDC18018
Pubchem Compound ID24473
Pubchem Substance IDNot Available
ChEBI ID23733
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36079
CRC / DFC (Dictionary of Food Compounds) IDJXJ77-S:JXJ77-S
EAFUS IDNot Available
Dr. Duke IDDIHYDROCARVONE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1031221
SuperScent ID24473
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
minty
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
warm
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
powerful
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spearmint
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).