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Showing Compound Dihydrocarveol acetate (FDB021427)

Record Information
Version1.0
Creation date2010-04-08 22:15:41 UTC
Update date2025-11-19 02:37:29 UTC
Primary IDFDB021427
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDihydrocarveol acetate
DescriptionDihydrocarveol acetate 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. Based on a literature review a significant number of articles have been published on Dihydrocarveol acetate.
CAS Number20777-49-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Dihydrocarveol acetic acidGenerator
(-)-Dihydrocarvyl acetateHMDB
2-Methyl-5-(1-methylethenyl)cyclohexyl acetateHMDB
2-Methyl-5-(prop-1-en-2-yl)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 acetic acidGenerator
(-)-dihydrocarvyl acetatebiospider
(−)-Dihydrocarvyl acetatebiospider
2-methyl-5-(prop-1-en-2-yl)cyclohexyl acetatebiospider
8-p-Menthen-2-yl 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
Iso-dihydrocarvyl acetatebiospider
Menth-8(9)-en-2-yl acetate, p-biospider
Neo-isodihydrocarveol, acetatebiospider
p-Menth-8-en-2-ol, acetatebiospider
p-Menth-8-en-2-yl acetatebiospider
p-Mentha-8-en-2-ol-acetatebiospider
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
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
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSDihydrocarveol acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000x-9300000000-9beb866d9483e92bb89aSpectrum
Predicted GC-MSDihydrocarveol acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSDihydrocarveol acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-1900000000-0a05dddfff8d65051dd82015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052s-4900000000-5fb6bb7348b393a55bf42015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-067i-9100000000-facf36cf931cb5c502702015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f6t-1900000000-3e96e81756a8bb9403722015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udj-2900000000-2ef85f875545afcb0d972015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0k9l-6900000000-6b47596f472174553a532015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9500000000-0c2b26fed2966b01e5752021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0005-9300000000-46fe3e0081c44f6730ec2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9100000000-6a8657dcb350ecaa5fa62021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f7a-0900000000-03b42242fe1623f6289d2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9400000000-e47136ac50a3a99dac472021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9100000000-7159802e24744f2f61632021-09-23View Spectrum
NMRNot Available
ChemSpider ID28089
ChEMBL IDCHEMBL1730107
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
Food Biomarker OntologyNot Available
VMH 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
Name48318 flavorDUKE
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 ReferenceNot Available