U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Changes in volatile compounds of carrots (Daucus carota L.) during refrigerated and frozen storage.
2003 Aug 27
Monoterpenes produced by Cupressus lusitanica cultured cells including a novel monoterpene (1R, 2S, 6S)-(+)-1,6-epoxy-4(8)-p-menthen-2-ol [corrected].
2003 Dec
Antioxidative properties of the essential oil from Pinus mugo.
2003 Dec 17
Monoterpenoid accumulation in 1,8-cineole, terpinolene and terpinen-4-ol chemotypes of Melaleuca alternifolia seedlings.
2003 Mar
Characterization of a root-specific Arabidopsis terpene synthase responsible for the formation of the volatile monoterpene 1,8-cineole.
2004 Aug
Secondary organic aerosol formation from the ozonolysis of cycloalkenes and related compounds.
2004 Aug 1
Mono and diterpene production in Escherichia coli.
2004 Jul 20
Evaluation of antioxidant activity of Australian tea tree (Melaleuca alternifolia) oil and its components.
2004 May 19
Essential oil composition of the leaves and stems of Meum athamanticum Jacq., from Spain.
2004 May 21
Anticonvulsant activity and chemical composition of Artemisia dracunculus L. essential oil.
2004 Oct
Comparative analysis of the oil and supercritical CO2 extract of Elettaria cardamomum (L.) Maton.
2004 Oct 6
Effects of gamma-terpinene, terpinolene, alpha-copaene, and alpha-terpinene on consumption of alfalfa pellets by sheep.
2005 Aug
Introduction to time-of-flight secondary ion mass spectrometry application in chromatographic analysis.
2005 Aug 19
The effect of terpenoid extracts from 15 pine species on the feeding behavioural sequence of the late instars of the pine processionary caterpillar Thaumetopoea pityocampa.
2005 Jun 30
Volatile components from mango (Mangifera indica L.) cultivars.
2005 Mar 23
Essential oil composition and antimicrobial activity of Diplotaenia damavandica.
2005 Nov-Dec
Inhibition of P-glycoprotein-mediated transport by terpenoids contained in herbal medicines and natural products.
2006 Dec
Evaluation of extracts and oils of mosquito (Diptera: Culicidae) repellent plants from Sweden and Guinea-Bissau.
2006 Jan
Changes in terpene content in milk from pasture-fed cows.
2006 Jun
Cleaning products and air fresheners: emissions and resulting concentrations of glycol ethers and terpenoids.
2006 Jun
[Analysis of volatile constituents in leaves of three cypress species by gas chromatography/mass spectrometry].
2006 Mar
Ozone's impact on public health: contributions from indoor exposures to ozone and products of ozone-initiated chemistry.
2006 Oct
Growth-inhibiting activity of active component isolated from Terminalia chebula fruits against intestinal bacteria.
2006 Sep
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
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
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
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
The essential oil qualitative and quantitative composition in the needles of Pinus sylvestris L. growing along industrial transects.
2008 Oct
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
Antibacterial activity and composition of essential oils from flower, leaf and stem of Chaerophyllum macropodum Boiss. from Iran.
2009 Jun
Formation of organic acids from the gas-phase ozonolysis of terpinolene.
2009 Jun 7
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
Larvicidal activity of compounds isolated from Asarum heterotropoides against Culex pipiens pallens, Aedes aegypti, and Ochlerotatus togoi (Diptera: Culicidae).
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
Seasonal variation in the essential oil composition of Origanum majorana L. cultivated in Egypt.
2009 Sep-Oct
Formaldehyde in the indoor environment.
2010 Apr 14
Chemical composition and antibacterial activity of essential oil of Heracleum rechingeri Manden from Iran.
2010 Jul
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
Patents

Patents

Substance Class Chemical
Created
by admin
on Thu Jul 06 00:07:06 UTC 2023
Edited
by admin
on Thu Jul 06 00:07:06 UTC 2023
Record UNII
N9830X5KSL
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TERPINOLENE
FHFI   HSDB  
Common Name English
1-METHYL-4-ISOPROPYLIDENE-1-CYCLOHEXENE
Systematic Name English
FEMA NO. 3046
Code 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 Thu Jul 06 00:07:07 UTC 2023 , Edited by admin on Thu Jul 06 00:07:07 UTC 2023
DSLD 4189 (Number of products:2)
Created by admin on Thu Jul 06 00:07:07 UTC 2023 , Edited by admin on Thu Jul 06 00:07:07 UTC 2023
CFR 21 CFR 172.515
Created by admin on Thu Jul 06 00:07:07 UTC 2023 , Edited by admin on Thu Jul 06 00:07:07 UTC 2023
EC SCIENTIFIC COMMITTEE ON CONSUMER SAFETY OPINION SCCS/1459/11
Created by admin on Thu Jul 06 00:07:07 UTC 2023 , Edited by admin on Thu Jul 06 00:07:07 UTC 2023
Code System Code Type Description
PUBCHEM
11463
Created by admin on Thu Jul 06 00:07:07 UTC 2023 , Edited by admin on Thu Jul 06 00:07:07 UTC 2023
PRIMARY
EPA CompTox
DTXSID0027222
Created by admin on Thu Jul 06 00:07:07 UTC 2023 , Edited by admin on Thu Jul 06 00:07:07 UTC 2023
PRIMARY
CHEBI
9457
Created by admin on Thu Jul 06 00:07:07 UTC 2023 , Edited by admin on Thu Jul 06 00:07:07 UTC 2023
PRIMARY
ECHA (EC/EINECS)
209-578-0
Created by admin on Thu Jul 06 00:07:07 UTC 2023 , Edited by admin on Thu Jul 06 00:07:07 UTC 2023
PRIMARY
EVMPD
SUB178229
Created by admin on Thu Jul 06 00:07:07 UTC 2023 , Edited by admin on Thu Jul 06 00:07:07 UTC 2023
PRIMARY
FDA UNII
N9830X5KSL
Created by admin on Thu Jul 06 00:07:07 UTC 2023 , Edited by admin on Thu Jul 06 00:07:07 UTC 2023
PRIMARY
MESH
C027009
Created by admin on Thu Jul 06 00:07:07 UTC 2023 , Edited by admin on Thu Jul 06 00:07:07 UTC 2023
PRIMARY
DAILYMED
N9830X5KSL
Created by admin on Thu Jul 06 00:07:07 UTC 2023 , Edited by admin on Thu Jul 06 00:07:07 UTC 2023
PRIMARY
RXCUI
2380832
Created by admin on Thu Jul 06 00:07:07 UTC 2023 , Edited by admin on Thu Jul 06 00:07:07 UTC 2023
PRIMARY
HSDB
5702
Created by admin on Thu Jul 06 00:07:07 UTC 2023 , Edited by admin on Thu Jul 06 00:07:07 UTC 2023
PRIMARY
SMS_ID
100000163924
Created by admin on Thu Jul 06 00:07:07 UTC 2023 , Edited by admin on Thu Jul 06 00:07:07 UTC 2023
PRIMARY
CAS
586-62-9
Created by admin on Thu Jul 06 00:07:07 UTC 2023 , Edited by admin on Thu Jul 06 00:07:07 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Monoterpene Class
PARENT -> CONSTITUENT MAY BE PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT