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Showing Compound gamma-Terpineol (FDB015965)

Record Information
Version1.0
Creation date2010-04-08 22:12:09 UTC
Update date2019-11-26 03:12:30 UTC
Primary IDFDB015965
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namegamma-Terpineol
DescriptionIsolated from carrot oils, from the cinnamon tree (Cinnamomum zeylanicum) and Scotch pine (Pinus sylvestris) Terpineol is a naturally occurring monoterpene alcohol that has been isolated from a variety of sources such as cajuput oil, pine oil, and petitgrain oil. There are three isomers, alpha-, beta-, and gamma-terpineol, the last two differing only by the location of the double bond. Terpineol is usually a mixture of these isomers with alpha-terpineol as the major constituent. gamma-Terpineol is found in many foods, some of which are common thyme, wild celery, ceylon cinnamon, and root vegetables.
CAS Number586-81-2
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
g-TerpineolGenerator
Γ-terpineolGenerator
1-Methyl-4-(1-methylethylidene)cyclohexan-1-olHMDB
1-Methyl-4-(1-methylethylidene)cyclohexanol, 9ciHMDB
4-Isopropylidene-1-methylcyclohexanolHMDB
p-Menth-4(8)-en-1-olPhytoBank
1-Methyl-4-(1-methylethylidene)cyclohexanolPhytoBank
gamma-TerpineolPhytoBank
1-Methyl-4-(1-methylethylidene)cyclohexanol, 9CIdb_source
Predicted Properties
PropertyValueSource
Water Solubility3.68 g/LALOGPS
logP2.68ALOGPS
logP2.13ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)19.04ChemAxon
pKa (Strongest Basic)-1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity48.2 m³·mol⁻¹ChemAxon
Polarizability18.93 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H18O
IUPAC name1-methyl-4-(propan-2-ylidene)cyclohexan-1-ol
InChI IdentifierInChI=1S/C10H18O/c1-8(2)9-4-6-10(3,11)7-5-9/h11H,4-7H2,1-3H3
InChI KeyNNRLDGQZIVUQTE-UHFFFAOYSA-N
Isomeric SMILESCC(C)=C1CCC(C)(O)CC1
Average Molecular Weight154.253
Monoisotopic Molecular Weight154.1357652
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
  • Tertiary alcohol
  • Cyclic alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

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 77.87%; H 11.76%; O 10.37%DFC
Melting PointMp 68-70°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSgamma-Terpineol, non-derivatized, GC-MS Spectrumsplash10-006x-9500000000-baefa50eff55b9b738a0Spectrum
Predicted GC-MSgamma-Terpineol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001j-9300000000-d4b7d8e50bd72205b8aeSpectrum
Predicted GC-MSgamma-Terpineol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01wr-9330000000-7b32be9551898e358c2cSpectrum
Predicted GC-MSgamma-Terpineol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052r-0900000000-8894f6cb807d0a23b2b72016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052r-6900000000-4efecf52617fe5acb9e92016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gb9-9300000000-f0504635524a05a1968d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-cc9c8afbc571baf41afd2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-6f1b33d6bbaadae0eadb2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0k9i-4900000000-45655f8b6aceb5e1e5fe2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-d2363ae8d4dbdcccda802021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-49ee54964f54dd0edd892021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0lki-9400000000-32d6bda6110e6e26543f2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0012-9700000000-fee68b56fed2df696a552021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001j-9100000000-26851de82f3e42dc536b2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-017l-9000000000-2eb63c820dcee3a92e5f2021-09-23View Spectrum
NMRNot Available
ChemSpider ID10983
ChEMBL IDNot Available
KEGG Compound IDC17518
Pubchem Compound ID11467
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36993
CRC / DFC (Dictionary of Food Compounds) IDKLQ40-Q:KLQ40-Q
EAFUS IDNot Available
Dr. Duke IDGAMMA-TERPINEOL
BIGG IDNot Available
KNApSAcK IDC00010935
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1056011
SuperScent IDNot Available
Wikipedia IDTerpineol
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
terpineol
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
lilac
  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).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.