Canmetcon
Record Information
Version1.0
Creation date2010-04-08 22:15:41 UTC
Update date2018-01-23 20:18:12 UTC
Primary IDFDB021427
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDihydrocarveol acetate
DescriptionFlavouring ingredient. Dihydrocarveol acetate is found in many foods, some of which are caraway, wild celery, spearmint, and anise.
CAS Number20777-49-5
Structure
Thumb
Synonyms
SynonymSource
2-Methyl-5-(prop-1-en-2-yl)cyclohexyl acetic acidGenerator
(-)-Dihydrocarvyl acetateHMDB
2-Methyl-5-(1-methylethenyl)cyclohexyl acetateHMDB
5-Isopropenyl-2-methylcyclohexyl acetateHMDB
8-p-Menthen-2-yl acetateHMDB
CarhydrineHMDB
Dihydrocarveyl acetateHMDB
Dihydrocarvyl acetateHMDB
FEMA 2380HMDB
Iso-dihydrocarvyl acetateHMDB
Isodihydrocarveol, acetateHMDB
Neo-isodihydrocarveol, acetateHMDB
p-Menth-8(9)-en-2-yl acetateHMDB
p-Menth-8-en-2-ol, acetateHMDB
p-Menth-8-en-2-yl acetateHMDB
p-Mentha-8-en-2-ol-acetateHMDB
Tuberyl acetateHMDB
2-Methyl-5-(prop-1-en-2-yl)cyclohexyl acetateHMDB
(-)-dihydrocarvyl acetatebiospider
(−)-Dihydrocarvyl acetatebiospider
2-methyl-5-(prop-1-en-2-yl)cyclohexyl acetatebiospider
Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, 1-acetatebiospider
Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, acetatebiospider
Dihydrocarveol acetatedb_source
Dihydrocarveol acetate (Isomer 2)biospider
Dihydrocarveyl acetate.biospider
Menth-8(9)-en-2-yl acetate, p-biospider
P-Menth-8(9)-en-2-yl acetateHMDB
Predicted Properties
PropertyValueSource
Water Solubility0.16 g/LALOGPS
logP3.46ALOGPS
logP2.76ChemAxon
logS-3.1ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity56.37 m³·mol⁻¹ChemAxon
Polarizability23.09 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC12H20O2
IUPAC name2-methyl-5-(prop-1-en-2-yl)cyclohexyl acetate
InChI IdentifierInChI=1S/C12H20O2/c1-8(2)11-6-5-9(3)12(7-11)14-10(4)13/h9,11-12H,1,5-7H2,2-4H3
InChI KeyTUSIZTVSUSBSQI-UHFFFAOYSA-N
Isomeric SMILESCC1CCC(CC1OC(C)=O)C(C)=C
Average Molecular Weight196.286
Monoisotopic Molecular Weight196.146329884
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
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 73.43%; H 10.27%; O 16.30%DFC
Melting PointNot Available
Boiling PointBp 232-234°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]25D -13.5 (neat)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive Indexn20D 1.4590DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000x-9300000000-9beb866d9483e92bb89aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-1900000000-0a05dddfff8d65051dd8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052s-4900000000-5fb6bb7348b393a55bf4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-067i-9100000000-facf36cf931cb5c50270View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f6t-1900000000-3e96e81756a8bb940372View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udj-2900000000-2ef85f875545afcb0d97View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0k9l-6900000000-6b47596f472174553a53View in MoNA
ChemSpider ID28089
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID30248
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB41469
CRC / DFC (Dictionary of Food Compounds) IDJXJ76-R:NSW33-Y
EAFUS ID912
Dr. Duke IDDIHYDROCARVYL-ACETATE
BIGG IDNot Available
KNApSAcK IDC00035825
HET IDNot Available
Flavornet ID20777-49-5
GoodScent IDrw1019221
SuperScent ID30248
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 / Bioactivities
DescriptorIDDefinitionReference
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
mint
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
camphor
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
medicine
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
minty
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
medicinal
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rose
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cuminseed
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet
  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).