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Showing Compound beta-Terpineol (FDB015970)

Record Information
Version1.0
Creation date2010-04-08 22:12:09 UTC
Update date2019-11-26 03:12:31 UTC
Primary IDFDB015970
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namebeta-Terpineol
DescriptionFlavouring ingredient 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. beta-Terpineol is found in many foods, some of which are cardamom, nutmeg, cloves, and common thyme.
CAS Number138-87-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
1-Methyl-4-(1-methylethenyl)cyclohexanolChEBI
1-Methyl-4-(1-methylvinyl)cyclohexan-1-olChEBI
1-Methyl-4-isopropenylcyclohexan-1-olChEBI
4-Isopropenyl-1-methyl-1-cyclohexanolChEBI
p-Menth-8-en-1-olChEBI
b-TerpineolGenerator
Β-terpineolGenerator
1-Methyl-4-(1-methylethenyl)-cyclohexanolHMDB
4-Isopropenyl-1-methylcyclohexanolHMDB
beta -TerpineolHMDB
FEMA 3564HMDB
beta-TerpinolMeSH
1-Methyl-4-(1-methylethenyl)cyclohexanalMeSH
β-terpineolbiospider
1-Methyl-4-(1-Methylethenyl)-cyclohexanolbiospider
beta-Terpineolbiospider
Cyclohexanol, 1-methyl-4-(1-methylethenyl)-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.99 g/LALOGPS
logP2.73ALOGPS
logP2.23ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)19ChemAxon
pKa (Strongest Basic)-1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.39 m³·mol⁻¹ChemAxon
Polarizability18.8 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H18O
IUPAC name1-methyl-4-(prop-1-en-2-yl)cyclohexan-1-ol
InChI IdentifierInChI=1S/C10H18O/c1-8(2)9-4-6-10(3,11)7-5-9/h9,11H,1,4-7H2,2-3H3
InChI KeyRUJPNZNXGCHGID-UHFFFAOYSA-N
Isomeric SMILESCC(=C)C1CCC(C)(O)CC1
Average Molecular Weight154.2493
Monoisotopic Molecular Weight154.135765198
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
  • Cyclohexanol
  • 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:

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 77.87%; H 11.76%; O 10.37%DFC
Melting Point32.5 oC
Boiling PointNot Available
Experimental Water Solubility2.2 mg/mL at 15 oCSTEPHEN,H & STEPHEN,T (1963)
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
EI-MSMass Spectrum (Electron Ionization)splash10-00xu-9200000000-42e0b24be7f624f54cd52015-03-01View Spectrum
GC-MSbeta-Terpineol, non-derivatized, GC-MS Spectrumsplash10-006x-9100000000-1e530cbd646d0e92b81eSpectrum
GC-MSbeta-Terpineol, non-derivatized, GC-MS Spectrumsplash10-05fu-9400000000-e5bdf4c18c222c532356Spectrum
GC-MSbeta-Terpineol, non-derivatized, GC-MS Spectrumsplash10-006x-9100000000-1e530cbd646d0e92b81eSpectrum
GC-MSbeta-Terpineol, non-derivatized, GC-MS Spectrumsplash10-05fu-9400000000-e5bdf4c18c222c532356Spectrum
Predicted GC-MSbeta-Terpineol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001c-9300000000-cb9314ca71a7307b2c55Spectrum
Predicted GC-MSbeta-Terpineol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01z3-9320000000-478884b67a441baf9067Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052r-0900000000-8f61d15cae2b1971e7962016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052r-5900000000-63fbe763a78c74d445372016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gb9-9200000000-9006b2c831fe571b547a2016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-91c87400dabeb77f0a212016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-95e141cc29b1b6d974b82016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-4900000000-6dffdc4ebd36173815b72016-08-03View Spectrum
NMR
TypeDescriptionView
ChemSpider ID8418
ChEMBL IDCHEMBL3184678
KEGG Compound IDC17517
Pubchem Compound ID8748
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36996
CRC / DFC (Dictionary of Food Compounds) IDKLQ50-T:KLQ50-T
EAFUS ID3609
Dr. Duke IDP-MENTH-8-EN-1-OL|BETA-TERPINEOL
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID138-87-4
GoodScent IDrw1031211
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 / Bioactivities
DescriptorIDDefinitionReference
Insectifuge24852 A substance that repels insects, playing a biological role in plant defense. Therapeutically, it has applications in preventing insect-borne diseases. Key medical uses include topical repellents for malaria, dengue fever, and other vector-borne illnesses, reducing the risk of transmission.DUKE
Perfumery48318 The art of creating fragrances, playing a biological role in emotional and sensory stimulation. Therapeutically, perfumery has applications in aromatherapy, reducing stress and anxiety. Key medical uses include mood enhancement, pain management, and promoting relaxation, with certain scents exhibiting anti-anxiety and anti-depressant properties.DUKE
Pesticide25944 An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections.DUKE
Hepatoprotective62868 An agent that protects the liver from damage, promoting liver health and function. It plays a biological role in reducing oxidative stress and inflammation, and has therapeutic applications in managing liver diseases, such as hepatitis and cirrhosis, and key medical uses in treating drug-induced liver injury and toxicities.CHEBI
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
must
  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
pungent
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
earthy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody
  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).