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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 of TERPINOLENE

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

PubMed

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

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
  • Download
Name Type Language
FEMA NO. 3046
Preferred Name English
TERPINOLENE
FHFI   HSDB  
INCI  
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
Created by admin on Mon Mar 31 18:34:52 GMT 2025 , Edited by admin on Mon Mar 31 18:34:52 GMT 2025
DSLD 4189 (Number of products:2)
Created by admin on Mon Mar 31 18:34:52 GMT 2025 , Edited by admin on Mon Mar 31 18:34:52 GMT 2025
CFR 21 CFR 172.515
Created by admin on Mon Mar 31 18:34:52 GMT 2025 , Edited by admin on Mon Mar 31 18:34:52 GMT 2025
EC SCIENTIFIC COMMITTEE ON CONSUMER SAFETY OPINION SCCS/1459/11
Created by admin on Mon Mar 31 18:34:52 GMT 2025 , Edited by admin on Mon Mar 31 18:34:52 GMT 2025
Code System Code Type Description
PUBCHEM
11463
Created by admin on Mon Mar 31 18:34:52 GMT 2025 , Edited by admin on Mon Mar 31 18:34:52 GMT 2025
PRIMARY
EPA CompTox
DTXSID0027222
Created by admin on Mon Mar 31 18:34:52 GMT 2025 , Edited by admin on Mon Mar 31 18:34:52 GMT 2025
PRIMARY
CHEBI
9457
Created by admin on Mon Mar 31 18:34:52 GMT 2025 , Edited by admin on Mon Mar 31 18:34:52 GMT 2025
PRIMARY
JECFA MONOGRAPH
1330
Created by admin on Mon Mar 31 18:34:52 GMT 2025 , Edited by admin on Mon Mar 31 18:34:52 GMT 2025
PRIMARY
ECHA (EC/EINECS)
209-578-0
Created by admin on Mon Mar 31 18:34:52 GMT 2025 , Edited by admin on Mon Mar 31 18:34:52 GMT 2025
PRIMARY
EVMPD
SUB178229
Created by admin on Mon Mar 31 18:34:52 GMT 2025 , Edited by admin on Mon Mar 31 18:34:52 GMT 2025
PRIMARY
FDA UNII
N9830X5KSL
Created by admin on Mon Mar 31 18:34:52 GMT 2025 , Edited by admin on Mon Mar 31 18:34:52 GMT 2025
PRIMARY
MESH
C027009
Created by admin on Mon Mar 31 18:34:52 GMT 2025 , Edited by admin on Mon Mar 31 18:34:52 GMT 2025
PRIMARY
DAILYMED
N9830X5KSL
Created by admin on Mon Mar 31 18:34:52 GMT 2025 , Edited by admin on Mon Mar 31 18:34:52 GMT 2025
PRIMARY
RXCUI
2380832
Created by admin on Mon Mar 31 18:34:52 GMT 2025 , Edited by admin on Mon Mar 31 18:34:52 GMT 2025
PRIMARY
HSDB
5702
Created by admin on Mon Mar 31 18:34:52 GMT 2025 , Edited by admin on Mon Mar 31 18:34:52 GMT 2025
PRIMARY
SMS_ID
100000163924
Created by admin on Mon Mar 31 18:34:52 GMT 2025 , Edited by admin on Mon Mar 31 18:34:52 GMT 2025
PRIMARY
CAS
586-62-9
Created by admin on Mon Mar 31 18:34:52 GMT 2025 , Edited by admin on Mon Mar 31 18:34:52 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Monoterpene Class
PARENT -> CONSTITUENT MAY BE PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT