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
Functional annotation, genome organization and phylogeny of the grapevine (Vitis vinifera) terpene synthase gene family based on genome assembly, FLcDNA cloning, and enzyme assays.	2010-10-21	20964856
MSU-S mesoporous materials: an efficient catalyst for isomerization of alpha-pinene.	2010-10	20483595
Acetylcholinesterase and butyrylcholinesterase inhibitory activity of Pinus species essential oils and their constituents.	2010-10	20429778
Composition of volatile organic compounds in flowers of Astragalus sahendi.	2010-09	20803377
Comparative analysis of essential oil components of two Pinus species from Taibai Mountain in China.	2010-08	20839639
Solid-phase microextraction of volatile organic compounds released from leaves and flowers of Artemisia fragrans, followed by GC and GC/MS analysis.	2010-08	20645210
The influence of Ceratocystis polonica inoculation and methyl jasmonate application on terpene chemistry of Norway spruce, Picea abies.	2010-08	20557909
Complex interactions among host pines and fungi vectored by an invasive bark beetle.	2010-08	20546136
Chemical composition and antibacterial activity of essential oil of Heracleum rechingeri Manden from Iran.	2010-07	20552523
Inhibition of predator attraction to kairomones by non-host plant volatiles for herbivores: a bypass-trophic signal.	2010-06-10	20548795
Chemical composition and antibacterial, antifungal and antioxidant activities of the flower oil of Retama raetam (Forssk.) Webb from Tunisia.	2010-05	20461625
Formaldehyde in the indoor environment.	2010-04-14	20067232
Essential oil yield and composition of Pistacia vera 'Kerman' fruits, peduncles and leaves grown in California.	2010-03-15	20355096
Chemical characterization of orange juice from trees infected with citrus greening (Huanglongbing).	2010-03	20492226
Cannabinoid receptor 1 binding activity and quantitative analysis of Cannabis sativa L. smoke and vapor.	2010-02	20118579
The role of secreting structures position on the leaf volatile organic compounds of Hypericum androsaemum.	2010-01	20184033
Repellency of essential oils of Cryptomeria japonica (Pinaceae) against adults of the mosquitoes Aedes aegypti and Aedes albopictus (Diptera:Culicidae).	2009-12-09	19902948
Seasonal variation in the essential oil composition of Origanum majorana L. cultivated in Egypt.	2009-12-05	19957425
In vitro antiviral activity of Melaleuca alternifolia essential oil.	2009-12	19843207
Headspace volatile composition of the flowers of Caralluma europaea N.E.Br. (Apocynaceae).	2009-11-11	19924088
[Simultaneous determination of alpha-pinene, beta-pinene, eucalyptol and alpha-terpineolin in essential oil from Alpinia officinarum Hance by GC].	2009-11	20209907
Larvicidal activity of compounds isolated from Asarum heterotropoides against Culex pipiens pallens, Aedes aegypti, and Ochlerotatus togoi (Diptera: Culicidae).	2009-11	19960690
HIV-1-inhibiting activity of the essential oil of Ridolfia segetum and Oenanthe crocata.	2009-10	19347799
Supercritical fluid extraction of the volatile oil from Santolina chamaecyparissus.	2009-09	19705372
Formation and stability of secondary ozonides from monoterpenes studied by mass spectrometry.	2009-07	19329138
Impact and flexural strength, and fracture morphology of acrylic resins with impact modifiers.	2009-06-29	19657461
Formation of organic acids from the gas-phase ozonolysis of terpinolene.	2009-06-07	19458821
Hepatoprotective activity of petroleum ether, diethyl ether, and methanol extract of Scoparia dulcis L. against CCl4-induced acute liver injury in mice.	2009-06	20442817
Chemical composition and antimicrobial activity of Clausena indica (Dalz) Oliv. (Rutaceae) essential oil from Vietnam.	2009-06	19634340
Antibacterial activity and composition of essential oils from flower, leaf and stem of Chaerophyllum macropodum Boiss. from Iran.	2009-06	19634338
Volatile and non-volatile monoterpenes produced by elicitor-stimulated Cupressus lusitanica cultured cells.	2009-05-01	19027192
Insecticidal activities of leaf and twig essential oils from Clausena excavata against Aedes aegypti and Aedes albopictus larvae.	2009-03	19115256
Variations in insecticidal activity and chemical compositions of leaf essential oils from Cryptomeria japonica at different ages.	2009-01	18178080
Evaluation of monoterpenes for the control of Tribolium castaneum (Herbst) and Sitophilus zeamaise Motschulsky.	2009	19662572
Analysis of volatiles in dehydrated carrot samples by solid-phase microextraction followed by GC-MS.	2008-10	18830960
Effect of adhesive matrix composition and terpinolene on indomethacin bioavailability in rats from transdermal therapeutic system.	2008-10	18777239
The essential oil qualitative and quantitative composition in the needles of Pinus sylvestris L. growing along industrial transects.	2008-10	18372084
Organosulfate formation in biogenic secondary organic aerosol.	2008-09-11	18710205
Responses of the Mediterranean pine shoot beetle Tomicus destruens (Wollaston) to pine shoot and bark volatiles.	2008-09	18704589
Synergistic blends of monoterpenes for aggregation pheromones of the mountain pine beetle (Coleoptera: Curculionidae).	2008-08	18767736
Variability of the needle essential oils of Pinus peuce from different populations in Montenegro and Serbia.	2008-07	18649304
A comparison of volatile components from the peel of Ohshima no. 1 with its parent cultivars.	2008-07	18603774
Inhibitory effects of terpenoids on multidrug resistance-associated protein 2- and breast cancer resistance protein-mediated transport.	2008-07	18436619
Chemical composition and fungitoxic activity of essential oil of Thuja orientalis L. grown in the north-western Himalaya.	2008-06-07	18533464
Characterization of steam volatiles in the essential oil of black currant buds and the antioxidant properties of different bud extracts.	2008-05-14	18412360
Composition of Eucalyptus camaldulensis volatiles using direct thermal desorption coupled with comprehensive two-dimensional gas chromatography-time-of-flight-mass spectrometry.	2008-02	18366876
Herbivore-induced terpenoid emission in Medicago truncatula: concerted action of jasmonate, ethylene and calcium signaling.	2008-01	17924138
Cross-attraction between an exotic and a native pine bark beetle: a novel invasion mechanism?	2007-12-12	18074026
Antimicrobial activity and the major components of the essential oil of Plectranthus cylindraceus.	2007-10	17897226
Composition and enantiomeric analysis of the essential oil of the fruits and the leaves of Pistacia vera from Greece.	2007-06-30	17876292

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