Showing Compound beta-Terpineol (FDB015970)

Record Information

Version

1.0

Creation date

2010-04-08 22:12:09 UTC

Update date

2019-11-26 03:12:31 UTC

Primary ID

FDB015970

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

beta-Terpineol

Description

Flavouring 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 Number

138-87-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
1-Methyl-4-(1-methylethenyl)-cyclohexanol	HMDB
1-Methyl-4-(1-Methylethenyl)-cyclohexanol	biospider
1-Methyl-4-(1-methylethenyl)cyclohexanal	MeSH
1-Methyl-4-(1-methylethenyl)cyclohexanol	ChEBI
1-Methyl-4-(1-methylvinyl)cyclohexan-1-ol	ChEBI
1-Methyl-4-isopropenylcyclohexan-1-ol	ChEBI
4-Isopropenyl-1-methyl-1-cyclohexanol	ChEBI
4-Isopropenyl-1-methylcyclohexanol	HMDB
b-Terpineol	Generator
beta -Terpineol	HMDB

Showing 1 to 10 of 17 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.99 g/L	ALOGPS
logP	2.73	ALOGPS
logP	2.23	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	19	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	47.39 m³·mol⁻¹	ChemAxon
Polarizability	18.8 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C10H18O

IUPAC name

1-methyl-4-(prop-1-en-2-yl)cyclohexan-1-ol

InChI Identifier

InChI=1S/C10H18O/c1-8(2)9-4-6-10(3,11)7-5-9/h9,11H,1,4-7H2,2-3H3

InChI Key

RUJPNZNXGCHGID-UHFFFAOYSA-N

Isomeric SMILES

CC(=C)C1CCC(C)(O)CC1

Average Molecular Weight

154.2493

Monoisotopic Molecular Weight

154.135765198

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane 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 Framework

Aliphatic homomonocyclic compounds

External Descriptors

Menthane monoterpenoids (C17517 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Cell and elements:

Extracellular

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	2.2 mg/mL at 15 oC	STEPHEN,H & STEPHEN,T (1963)
Isoelectric point	Not Available
Mass Composition	C 77.87%; H 11.76%; O 10.37%	DFC
Melting Point	32.5 oC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-00xu-9200000000-42e0b24be7f624f54cd5	2015-03-01	View Spectrum
GC-MS	beta-Terpineol, non-derivatized, GC-MS Spectrum	splash10-006x-9100000000-1e530cbd646d0e92b81e	Spectrum
GC-MS	beta-Terpineol, non-derivatized, GC-MS Spectrum	splash10-05fu-9400000000-e5bdf4c18c222c532356	Spectrum
GC-MS	beta-Terpineol, non-derivatized, GC-MS Spectrum	splash10-006x-9100000000-1e530cbd646d0e92b81e	Spectrum
GC-MS	beta-Terpineol, non-derivatized, GC-MS Spectrum	splash10-05fu-9400000000-e5bdf4c18c222c532356	Spectrum
Predicted GC-MS	beta-Terpineol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-001c-9300000000-cb9314ca71a7307b2c55	Spectrum
Predicted GC-MS	beta-Terpineol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-01z3-9320000000-478884b67a441baf9067	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052r-0900000000-8f61d15cae2b1971e796	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-5900000000-63fbe763a78c74d44537	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gb9-9200000000-9006b2c831fe571b547a	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-91c87400dabeb77f0a21	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0900000000-95e141cc29b1b6d974b8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-4900000000-6dffdc4ebd36173815b7	2016-08-03	View Spectrum

NMR

Type	Description		View

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB36996

CRC / DFC (Dictionary of Food Compounds) ID

KLQ50-T:KLQ50-T

EAFUS ID

3609

Dr. Duke ID

P-MENTH-8-EN-1-OL|BETA-TERPINEOL

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

138-87-4

GoodScent ID

rw1031211

SuperScent ID

Not Available

Wikipedia ID

Terpineol

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

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Descriptor	ID	Definition	Reference
hepatoprotective	62868	Any compound that is able to prevent damage to the liver.	CHEBI
insectifuge	24852	Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.	DUKE
perfumery	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE
pesticide	25944	Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.	DUKE

Showing 1 to 4 of 4 entries

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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Flavor	Citations
earthy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
must	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	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.