TERPINOLENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H16
Molecular Weight	136.234
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)=C1CCC(C)=CC1

InChI

InChIKey=MOYAFQVGZZPNRA-UHFFFAOYSA-N

InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4H,5-7H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C10H16
Molecular Weight	136.234
Charge	0
Count

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

Approval Year

PubMed

Title	Date	PubMed
Analysis of volatile compounds emitted from fresh Syringa oblata flowers in different florescence by headspace solid-phase microextraction-gas chromatography-mass spectrometry.	2006 Aug 18	17723612
The effect of the volatile oil from ginger rhizomes (Zingiber officinale), its fractions and isolated compounds on the 5-HT3 receptor complex and the serotoninergic system of the rat ileum.	2007 Apr	17511060
Cross-attraction between an exotic and a native pine bark beetle: a novel invasion mechanism?	2007 Dec 12	18074026
Role of host volatiles in mate location by the Japanese pine sawyer, Monochamus alternatus hope (Coleoptera: Cerambycidae).	2007 Feb	17349117
Comparison of plants used for skin and stomach problems in Trinidad and Tobago with Asian ethnomedicine.	2007 Jan 5	17207273
Tomato linalool synthase is induced in trichomes by jasmonic acid.	2007 Jun	17440821
Composition and enantiomeric analysis of the essential oil of the fruits and the leaves of Pistacia vera from Greece.	2007 Jun 30	17876292
Comparison of pistachio hull essential oils from different Tunisian localities.	2007 Mar	17511352
Comparative analysis of the oil and supercritical CO2 extract of Ridolfia segetum (L.) Moris.	2007 May	17487612
Antimicrobial activity and the major components of the essential oil of Plectranthus cylindraceus.	2007 Oct	17897226
Cloning and functional characterization of three terpene synthases from lavender (Lavandula angustifolia).	2007 Sep 15	17662687
Synergistic blends of monoterpenes for aggregation pheromones of the mountain pine beetle (Coleoptera: Curculionidae).	2008 Aug	18767736
Composition of Eucalyptus camaldulensis volatiles using direct thermal desorption coupled with comprehensive two-dimensional gas chromatography-time-of-flight-mass spectrometry.	2008 Feb	18366876
Herbivore-induced terpenoid emission in Medicago truncatula: concerted action of jasmonate, ethylene and calcium signaling.	2008 Jan	17924138
Variability of the needle essential oils of Pinus peuce from different populations in Montenegro and Serbia.	2008 Jul	18649304
A comparison of volatile components from the peel of Ohshima no. 1 with its parent cultivars.	2008 Jul	18603774
Inhibitory effects of terpenoids on multidrug resistance-associated protein 2- and breast cancer resistance protein-mediated transport.	2008 Jul	18436619
Chemical composition and fungitoxic activity of essential oil of Thuja orientalis L. grown in the north-western Himalaya.	2008 Mar-Apr	18533464
Characterization of steam volatiles in the essential oil of black currant buds and the antioxidant properties of different bud extracts.	2008 May 14	18412360
Analysis of volatiles in dehydrated carrot samples by solid-phase microextraction followed by GC-MS.	2008 Oct	18830960
Effect of adhesive matrix composition and terpinolene on indomethacin bioavailability in rats from transdermal therapeutic system.	2008 Oct	18777239
The essential oil qualitative and quantitative composition in the needles of Pinus sylvestris L. growing along industrial transects.	2008 Oct	18372084
Responses of the Mediterranean pine shoot beetle Tomicus destruens (Wollaston) to pine shoot and bark volatiles.	2008 Sep	18704589
Organosulfate formation in biogenic secondary organic aerosol.	2008 Sep 11	18710205
Evaluation of monoterpenes for the control of Tribolium castaneum (Herbst) and Sitophilus zeamaise Motschulsky.	2009	19662572
In vitro antiviral activity of Melaleuca alternifolia essential oil.	2009 Dec	19843207
Variations in insecticidal activity and chemical compositions of leaf essential oils from Cryptomeria japonica at different ages.	2009 Jan	18178080
Formation and stability of secondary ozonides from monoterpenes studied by mass spectrometry.	2009 Jul	19329138
Hepatoprotective activity of petroleum ether, diethyl ether, and methanol extract of Scoparia dulcis L. against CCl4-induced acute liver injury in mice.	2009 Jun	20442817
Chemical composition and antimicrobial activity of Clausena indica (Dalz) Oliv. (Rutaceae) essential oil from Vietnam.	2009 Jun	19634340
Antibacterial activity and composition of essential oils from flower, leaf and stem of Chaerophyllum macropodum Boiss. from Iran.	2009 Jun	19634338
Impact and flexural strength, and fracture morphology of acrylic resins with impact modifiers.	2009 Jun 29	19657461
Formation of organic acids from the gas-phase ozonolysis of terpinolene.	2009 Jun 7	19458821
Insecticidal activities of leaf and twig essential oils from Clausena excavata against Aedes aegypti and Aedes albopictus larvae.	2009 Mar	19115256
Volatile and non-volatile monoterpenes produced by elicitor-stimulated Cupressus lusitanica cultured cells.	2009 May 1	19027192
[Simultaneous determination of alpha-pinene, beta-pinene, eucalyptol and alpha-terpineolin in essential oil from Alpinia officinarum Hance by GC].	2009 Nov	20209907
Headspace volatile composition of the flowers of Caralluma europaea N.E.Br. (Apocynaceae).	2009 Nov 11	19924088
HIV-1-inhibiting activity of the essential oil of Ridolfia segetum and Oenanthe crocata.	2009 Oct	19347799
Supercritical fluid extraction of the volatile oil from Santolina chamaecyparissus.	2009 Sep	19705372
Formaldehyde in the indoor environment.	2010 Apr 14	20067232
Comparative analysis of essential oil components of two Pinus species from Taibai Mountain in China.	2010 Aug	20839639
Solid-phase microextraction of volatile organic compounds released from leaves and flowers of Artemisia fragrans, followed by GC and GC/MS analysis.	2010 Aug	20645210
The role of secreting structures position on the leaf volatile organic compounds of Hypericum androsaemum.	2010 Jan	20184033
Chemical composition and antibacterial activity of essential oil of Heracleum rechingeri Manden from Iran.	2010 Jul	20552523
Chemical characterization of orange juice from trees infected with citrus greening (Huanglongbing).	2010 Mar	20492226
Essential oil yield and composition of Pistacia vera 'Kerman' fruits, peduncles and leaves grown in California.	2010 Mar 15	20355096
MSU-S mesoporous materials: an efficient catalyst for isomerization of alpha-pinene.	2010 Oct	20483595
Acetylcholinesterase and butyrylcholinesterase inhibitory activity of Pinus species essential oils and their constituents.	2010 Oct	20429778
Functional annotation, genome organization and phylogeny of the grapevine (Vitis vinifera) terpene synthase gene family based on genome assembly, FLcDNA cloning, and enzyme assays.	2010 Oct 21	20964856
Composition of volatile organic compounds in flowers of Astragalus sahendi.	2010 Sep	20803377

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:34:52 GMT 2025` Edited by `admin` on `Mon Mar 31 18:34:52 GMT 2025`
Record UNII	N9830X5KSL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FEMA NO. 3046

Preferred Name

English

TERPINOLENE

Official Name

English

1-METHYL-4-ISOPROPYLIDENE-1-CYCLOHEXENE

Systematic Name

English

.DELTA.-TERPINENE

Common Name

English

TERPINOLENE [FHFI]

Common Name

English

P-MENTHA-1,4(8)-DIENE

Systematic Name

English

ISOTERPINENE

Common Name

English

TERPINOLENE [HSDB]

Common Name

English

CYCLOHEXENE, 3-METHYL-6-(1-METHYLETHYLIDENE)-

Systematic Name

English

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

Systematic Name

English

NOFMER TP

Common Name

English

4-ISOPROPYLIDENE-1-METHYLCYCLOHEXENE

Systematic Name

English

Classification Tree Code System Code

JECFA EVALUATION

TERPINOLENE