Canmetcon
Record Information
Version1.0
Creation date2010-04-08 22:11:33 UTC
Update date2018-01-23 19:38:01 UTC
Primary IDFDB014919
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCarveol
DescriptionPresent in oil of grapefruit (Citrus paradisi), mandarin (Citrus reticulata), blackcurrant berries, celery, black tea, dill, caraway seeds and lamb's lettuce. Flavouring agent. Carveol is found in many foods, some of which are fruits, parsley, tea, and cumin.
CAS Number99-48-9
Structure
Thumb
Synonyms
SynonymSource
5-Isopropenyl-2-methyl-2-cyclohexen-1-olChEBI
p-Mentha-1,8-dien-6-olChEBI
p-Mentha-6,8-dien-2-olChEBI
1-Methyl-4-isopropenyl-6-cyclohexen-2-olHMDB
2-Methyl-5(1-methylethenyl)cyclohex-2-ene-1-olHMDB
2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-olHMDB
2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-olHMDB
2-Methyl-5-isopropenyl-2-cyclohexen-1-olHMDB
2-Methyl-5-[1-methylethenyl]-2-cyclohexen-1-olHMDB
5-Isopropenyl-2-methylcyclohex-2-en-1-olHMDB
6,8-p-Menthadien-2-olHMDB
FEMA 2247HMDB
p-Mentha-1(6),8-dien-2-olHMDB
2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-biospider
2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-olbiospider
5-isopropenyl-2-methylcyclohex-2-en-1-olbiospider
Carveoldb_source
P-Mentha-1,8-dien-6-olChEBI
Predicted Properties
PropertyValueSource
Water Solubility2.82 g/LALOGPS
logP2.41ALOGPS
logP1.99ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)18.21ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity48 m³·mol⁻¹ChemAxon
Polarizability18.34 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)cyclohex-2-en-1-ol
InChI IdentifierInChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3
InChI KeyBAVONGHXFVOKBV-UHFFFAOYSA-N
Isomeric SMILESCC(=C)C1CC=C(C)C(O)C1
Average Molecular Weight152.237
Monoisotopic Molecular Weight152.120115135
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
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • 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 : 228 oC
Experimental Water SolubilityNot Available
Experimental logP3.12GRIFFIN,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
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001i-9300000000-c0df06475a23b1847e64View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a5c-9400000000-20e9d5aa724b146ecbe0View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001i-9300000000-c0df06475a23b1847e64View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a5c-9400000000-20e9d5aa724b146ecbe0View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0gc9-9200000000-d270baae0672bddf4630View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-059l-9420000000-c8fe9a59dae7a88e5d86View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f79-1900000000-6cbdaa00e43b6a5f1466View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f79-7900000000-b55dc6268bf1d9facfabView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-1000-9200000000-82efaa1d3034c0a127adView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-63662b96265d54ab95acView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-fb53bb25a46fab88d48aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0frl-6900000000-b30096dc2484f9341f67View in MoNA
MSMass Spectrum (Electron Ionization)splash10-00kf-9600000000-b8936fad384c0f501d3aView in MoNA
ChemSpider ID7160
ChEMBL IDCHEMBL1385229
KEGG Compound IDNot Available
Pubchem Compound ID7438
Pubchem Substance IDNot Available
ChEBI ID23046
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36083
CRC / DFC (Dictionary of Food Compounds) IDJXJ97-Y:JXJ97-Y
EAFUS ID547
Dr. Duke IDCARVEOL
BIGG IDNot Available
KNApSAcK IDC00010883
HET IDNot Available
Flavornet ID99-48-9
GoodScent IDrw1005281
SuperScent ID7438
Wikipedia IDCarveol
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
central nervous system stimulant35470 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
fresh
  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
spearmint
  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
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
caraway
  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
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
minty
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
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).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.