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Showing Compound (-)-trans-Carveol (FDB013717)

Record Information
Version1.0
Creation date2010-04-08 22:10:52 UTC
Update date2025-11-19 00:32:03 UTC
Primary IDFDB013717
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(-)-trans-Carveol
DescriptionConstituent of Valencia orange essence oil. Flavouring ingredient Carveol is a natural terpenoid alcohol that is a constituent of spearmint oil. It has an odor and flavor that resemble those of spearmint and caraway. Consequently, it is used as a fragrance in cosmetics and as a flavor additive in the food industry. (-)-trans-Carveol is found in many foods, some of which are spearmint, caraway, citrus, and dill.
CAS Number1197-07-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(-)-(4R,6S)-trans-CarveolChEBI
(1S,5R)-CarveolChEBI
CarveolHMDB
(-)-(4R,6S)-CarveolHMDB
(1S,5R)-2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-olHMDB
(e)-CarveolHMDB
(±)-trans-carveolHMDB
trans-(-)-CarveolHMDB
trans-5-(1-Methylethenyl)-2-methyl-2-cyclohexenolHMDB
trans-CarveolHMDB
trans-Mentha-1,8-dien-6-olHMDB
(-)-trans-CarveolHMDB
(-)-(4R,6S)-trans-carveolbiospider
(1S-trans)-2-Methyl-5-(1-methylvinyl)cyclohex-2-en-1-olbiospider
(1S,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-olbiospider
(4R,6S)-p-mentha-1,8-dien-6-olbiospider
(4R,6S)-trans-carveolbiospider
2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, (1S,5R)-biospider
p-Mentha-1,8-dien-6-ol; (-)-trans-formdb_source
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 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H16O
IUPAC name(1S,5R)-2-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/t9-,10+/m1/s1
InChI KeyBAVONGHXFVOKBV-ZJUUUORDSA-N
Isomeric SMILESCC(=C)[C@@H]1CC=C(C)[C@@H](O)C1
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
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 78.90%; H 10.59%; O 10.51%DFC
Melting PointNot Available
Boiling PointBp10 102.2-102.4°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D -213DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS(-)-trans-Carveol, non-derivatized, GC-MS Spectrumsplash10-05nf-9700000000-a75055e28480ba00b820Spectrum
GC-MS(-)-trans-Carveol, non-derivatized, GC-MS Spectrumsplash10-0a5c-9300000000-0497c064b7fcb0223af5Spectrum
GC-MS(-)-trans-Carveol, non-derivatized, GC-MS Spectrumsplash10-05nf-9700000000-a75055e28480ba00b820Spectrum
GC-MS(-)-trans-Carveol, non-derivatized, GC-MS Spectrumsplash10-0a5c-9300000000-0497c064b7fcb0223af5Spectrum
GC-MS(-)-trans-Carveol, non-derivatized, GC-MS Spectrumsplash10-05nf-9700000000-a75055e28480ba00b820Spectrum
GC-MS(-)-trans-Carveol, non-derivatized, GC-MS Spectrumsplash10-0a5c-9300000000-0497c064b7fcb0223af5Spectrum
GC-MS(-)-trans-Carveol, non-derivatized, GC-MS Spectrumsplash10-05nf-9700000000-a75055e28480ba00b820Spectrum
GC-MS(-)-trans-Carveol, non-derivatized, GC-MS Spectrumsplash10-0a5c-9300000000-0497c064b7fcb0223af5Spectrum
Predicted GC-MS(-)-trans-Carveol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0040-9300000000-900d20824e13ff7b371aSpectrum
Predicted GC-MS(-)-trans-Carveol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-059l-9420000000-c8fe9a59dae7a88e5d86Spectrum
Predicted GC-MS(-)-trans-Carveol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f79-1900000000-6cbdaa00e43b6a5f14662015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f79-7900000000-b55dc6268bf1d9facfab2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-1000-9200000000-82efaa1d3034c0a127ad2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-63662b96265d54ab95ac2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-fb53bb25a46fab88d48a2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0frl-6900000000-b30096dc2484f9341f672015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-c751b1e6b18ebbd8226b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ue9-0900000000-ff7b348d24f4a9fae7682021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0159-5900000000-32379e3babd1cfac9d582021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000l-7900000000-14152f364bee2002ab862021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002f-9100000000-c417dcb5d6ff023a5c442021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-33b66b0d611b3c8dca5f2021-09-25View Spectrum
NMRNot Available
ChemSpider ID85031
ChEMBL IDCHEMBL1907992
KEGG Compound IDC00964
Pubchem Compound ID94221
Pubchem Substance IDNot Available
ChEBI ID15389
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB03450
CRC / DFC (Dictionary of Food Compounds) IDJXJ97-Y:JGG30-V
EAFUS IDNot Available
Dr. Duke ID(-)-TRANS-CARVEOL|(-)-CIS-CARVEOL
BIGG ID36494
KNApSAcK IDC00000814
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
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 / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
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
solvent
  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
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content ReferenceNot Available