.GAMMA.-TERPINEOL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H18O
Molecular Weight	154.2493
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=NNRLDGQZIVUQTE-UHFFFAOYSA-N

InChI=1S/C10H18O/c1-8(2)9-4-6-10(3,11)7-5-9/h11H,4-7H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C10H18O
Molecular Weight	154.2493
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.hmdb.ca/metabolites/HMDB36993
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/24716612 https://www.ncbi.nlm.nih.gov/pubmed/24250481 https://www.ncbi.nlm.nih.gov/pubmed/15713037 https://www.ncbi.nlm.nih.gov/pubmed/12670156

Terpineol is usually a mixture of three isomers: alpha-, beta-, and gamma-terpineol. gamma-Terpineol is isolated from carrot oils, from the cinnamon tree (Cinnamomum zeylanicum) and Scotch pine (Pinus sylvestris), it is found in Thymus persicus, Wild Rhododendron tomentosum Harmaja and Teucrium persicum Boiss essential oils, as an odorant in Moroccan green olives.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Painful complaints 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26792321	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Antinociceptive activity of the essential oil from Artemisia ludoviciana.	2016-02-17	26792321
Chemical Components of Four Essential Oils in Aromatherapy Recipe.	2015-06	26197558
γ-terpineol inhibits cell growth and induces apoptosis in human liver cancer BEL-7402 cells in vitro.	2014	25400730
Composition of the essential oil of the Rhododendron tomentosum Harmaja from Estonia.	2014	24716612
Comparative Chemical Composition and Antioxidant Properties of the Essential Oils and Aromatic Water from Teucrium persicum Boiss.	2012	24250481
Screening for key odorants in Moroccan green olives by gas chromatography-olfactometry/aroma extract dilution analysis.	2005-02-23	15713037
Bacterial susceptibility to and chemical composition of essential oils from Thymus kotschyanus and Thymus persicus.	2003-04-09	12670156

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

BEL-7402 cells were treated with various concentrations (40, 80, 160, 320 and 640 μg/ml) of γ-terpineol for 48 h. The γ-terpineol significantly suppressed BEL-7402 cell proliferation in a dose-dependent manner.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:45:55 GMT 2025` Edited by `admin` on `Mon Mar 31 17:45:55 GMT 2025`
Record UNII	5PH9U7XEWS
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GAMMA-TERPINEOL

Preferred Name

English

.GAMMA.-TERPINEOL

Common Name

English

CYCLOHEXANOL, 1-METHYL-4-(1-METHYLETHYLIDENE)-

Systematic Name

English

P-MENTH-4(8)-EN-1-OL

Systematic Name

English

Code System Code Type Description

NCI_THESAURUS

C80899