Identification

Nameterpinolene
IUPAC1-methyl-4-propan-2-ylidenecyclohexene
CAS Number586-62-9
EINECS209-578-0
FDA UNIIN9830X5KSL
Molecular FormulaC10 H16
Molecular Weight136.23752000
MDL NumberMFCD00049191
Nikkaji NumberJ9.438B
Beilstein1851203
CoE Number2115

Regulatory

JECFA Food Flavoring1331 terpinolene
DG SANTE Food Flavourings01.005 terpinolene
FEMA Number3046
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)586-62-9 ; TERPINOLENE
FDA RegulationFDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION

Physical Properties

Appearance colorless clear liquid (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.88000 to 0.89000 @ 25.00 °C.
Pounds per Gallon - (est). 7.322 to 7.406
Refractive Index 1.46000 to 1.46400 @ 20.00 °C.
Boiling Point 183.00 to 185.00 °C. @ 760.00 mm Hg
Vapor Pressure 1.126000 mmHg @ 25.00 °C. (est)
Vapor Density 4.7 ( Air = 1 )
Flash Point 148.00 °F. TCC ( 64.44 °C. )
logP (o/w) 4.470
Shelf Life 24.00 month(s) or longer if stored properly.
Storage store in cool, dry place in tightly sealed containers, protected from heat and light.
Soluble in alcohol
Stability alcoholic fine fragrance, fair

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesperfuming agents

Organoleptic Properties

Odor Strength medium ,
Substantivity 4 hour(s) at 100.00 %
Odor Description
at 10.00 % in dipropylene glycol.
at 1.00 %.
A mixture of hydrocarbons, including terpinolene, together with the ethers derived from the production of terpineol (ex-alpha-pinene)
Fresh lime-pine top note. Very cost effective in functional products
Sweet-piney, oily and relatively pleasant
Fresh lime-pine top note. Very cost effective in functional products
PINUS, CITRUS, LIME
Fresh, pine-lime top note
Odor sample from Union Camp Corporation
Taste Description at 2.00 - 25.00 ppm.

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Human Experience10 % solution: no irritation or sensitization.
Oral/Parenteral Toxicityoral-rat LD50 4.39 ml/kg
Dermal Toxicityskin-rabbit LD50 > 5000 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for terpinolene usage levels up to50.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU)660.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA)70.00 (μg/capita/day)
Threshold of Concern1800 (μg/person/day)
Structure ClassI
baked goods-
beverages(nonalcoholic)-
beverages(alcoholic)-
breakfast cereal-
cheese-
chewing gum-
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy-
fruit ices-
gelatins / puddings-
granulated sugar-
gravies-
hard candy0.12000
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products-
milk products-
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods-
soft candy-
soups-
sugar substitutes-
sweet sauces-

Augustus Oils Ltd

The Premier Supplier

Augustus Oils Ltd, in harmony with nature - to present it at its best...

View All Website +44 (0)1420 590555 essentials@augustus-oils.ltd.uk

Azelis UK Ltd.

Chemical Distribution

Azelis is a leading global distributor of speciality chemicals.

View All Website +44 1858 545 837 fi@azelis.co.uk

Beijing Lys Chemicals Co, LTD.

From Grams to Tons

Fine chemical high-tech company which contains R&D, production, and sales.

View All Website 86-10-68418738 jiayanyong@lyschem.com

Berje Inc.

Where the world comes to its senses

Where the world comes to its senses - Berjé is a global distributor of Essential Oils and Aromatic Chemicals.

View All Website 973-748-8980 tlauzurica@berjeinc.com

ECSA Chemicals

Human Chemistry

ECSA Chemicals has been active since 1913 in the trading and international commerce of raw materials. With an organisation divided into industrial segments managed by specialists, it has become one of...

View All Website +41 91 695 88 00 marketing@ecsa.ch

Fleurchem, Inc.

Have A Flavorful Day

A leading global manufacturer and supplier of ingredients for Flavors, Fragrances, AromaTherapy, Foods, Beverages, Personal Care Products, and other uses.

View All Website 845-341-2100 info@fleurchem.com

Foreverest Resources Ltd.

Leading pine based chemicals supplier

Supplying turpentine based and natural/extracted flavor & fragrance ingredients.

View All Website +86 (0)592 5105533 info@foreverest.cn

Global Essence Inc.

Preferred Partner

Accommodate each customers unique needs.

View All Website 001 732 677 1100 info@globalessenceuk.com

Indukern, S.A. F&F Ingredients Division

Commitment to quality

Idukern F&F Ingredients is your partner for the fragrance and flavor ingredients.

View All Website +34 93 506 91 00 info@indukern.es

Lluch Essence S.L.

A family company dedicated to sales and distribution

Flexibility, availability, price and quality.

View All Website 34 93 379 38 49 web@lluche.com

M&U International LLC

Steady supply & demand

Meeting customers increasing demands at home as well as abroad.

View All Website 908-359-9000 sales@mu-intel.com

Moellhausen S.P.A.

THE CHEMISTRY OF EMOTIONS

Innovation and commitment in the name of excellence.

View All Website +39 039.685.6262

OQEMA

With a focus on providing the highest level of service

OQEMA has established itself at the forefront of the global chemical industry.

View All Website +1 973 886 3778 fandf@oqema.co.uk

Pell Wall Perfumes

Hand-made fragrances

Pell Wall maintains a broad palette of ingredients & in order to keep stocks fresh & the options wide we also sell from our own stock.

View All Website +44 (0) 20 3745 0887 https://pellwall.com/contact-us/

Penta International Corporation

Chemistry innovation

At Penta, our products and services help businesses do business better.

View All Website (973) 740-2300 lisaa@pentamfg.com

PerfumersWorld Ltd.

feeeel... the smell!

The one-stop resource for the creative perfumer.

View All Website +66(0)2-99-800-80 pwenquiries@perfumersworld.com

Sigma-Aldrich

Complete Supply Chain

The perfect blend of products and services that bring your creativity to life.

View All Website 800-244-1173 ff@sial.com

SRS Aromatics Ltd

For over 25 years

Bringing flavour and fragrance into your world.

View All Website +44 (0) 1284 704076 info@srsaromatics.co.uk

Taytonn ASCC Pte Ltd

Supplying Asia Pacific

We fully understand the demands of the F&F industry and we endeavour to supply quality products, with ready availability and a personalised service.

View All Website + 65 - 6861 8113 info@taytonnascc.com

TCI AMERICA

Moving Your Chemistry Forward

We continuously strive to advance our technology.

View All Website 1-800-423-8616 Sales-US@TCIchemicals.com;

The John D. Walsh Company, Inc

Suppliers Since 1942

Supplying the fragrance and flavor industry with high quality products.

View All Website 973-962-1400 info@johndwalsh.com

The Lermond Company

Your Sourcing Resource

The Lermond family has been sourcing raw materials for the flavor and fragrance industry for nearly 7 decades.

View All Website 201-896-3300 info@lermond.com

R C Treatt and Co Ltd

Innovative ingredient solutions

World-leading innovative ingredient solutions provider for the flavour, fragrance and FMCG industries.

View All Website +1 863 668 9500 enquiries@treatt.com

Qingdao Free Trade Zone United International Co Ltd

Quality Products

A partner in your supply chain solution.

View All Website +86-532-83893699 info@unitedint.com

Ernesto Ventós S.A.

Leaders in essence

We employ our five senses to do our job well.

View All Website +1 856 226 7501 info@ventos.com

Vigon International

Passion for Simplicity

Manufacturer and supplier of high quality flavor and fragrance ingredients.

View All Website 570-476-6300 sales@vigon.com

Potential Uses

FL/FR ajowan FR bergamot FR citrus FL/FR coriander FR eucalyptus oil replacer FR lemon FR lime FR mango FR pine FR pine forest FR spice

Natural Occurrence

achillea tenuifolia lam. flower oil iran @ 0.10% Data ajowan seed oil turkey @ trace% Data allspice fruit allspice leaf allspice leaf oil alpinia galanga oil @ trace% Data angelica root oil @ 0.87% Data angelica seed oil CO2 extract @ trace% Data anise star anise fruit apricot oil artemisia campestris spp. glutinosa flower oil italy @ trace% Data artemisia santolina schrenk oil iran @ 0.10% Data artemisia variabilis flower oil italy @ trace% Data basil flower oil sweet @ 0.08% Data basil leaf oil basil leaf oil sweet (ocimum basilicum) @ trace% Data basil oil basil oil sweet poland @ 0.03% Data basil plant basil shoot oil bay laurel leaf bay laurel leaf oil bay leaf oil @ 0.09-0.24% Data bay leaf oil anise @ 0.1% Data bergamot mint oil @ 0.0-0.1% Data bergamot oil @ 0.210-0.476% Data bergamot oil @ 1.0% Data bergamot oil turkey @ 0.18% Data betel leaf oil @ 0.50% Data blood orange oil (citrus sinensis l. var. sanguinello) italy @ 0.025% Data blood orange oil (citrus sinensis l. var. tarocco) italy @ 0.017% Data blood orange oil italy @ 0.033% Data buchu leaf oil @ 0.09% Data cabbage shoot cabocla flower oil brazil @ 0.70% Data cajuput oil @ 0.1% Data cajuput oil vietnam @ 5.9% Data calamintha nepeta (l.) savi subsp. glandulosa oil greece @ trace% Data cananga fruit oil @ 0.8% Data cananga leaf oil @ trace% Data caraway seed carrot root carrot seed carrot seed oil @ 0.28% Data cascarilla bark oil @ 0.07% Data cassia plant cassis bud oil @ 0.40-20.00% Data cedarleaf oil canada @ 0.11-0.21% Data cedarwood oil lebanon @ >0.10% Data celery leaf oil celery leaf oil @ 0.20% Data celery root oil celery seed oil chamomile oil morocco @ 0.25% Data champaca concrete @ 0.55% Data cinnamomum fragrans baillon leaf oil madagascar @ 0.30% Data cinnamomum fragrans baillon leaf oil madagascar @ 0.60% Data cinnamon ceylon cinnamon bark cinnamon ceylon cinnamon leaf cinnamon ceylon cinnamon root bark cinnamon oil CO2 extract @ 0.01-0.04% Data citronella oil ceylon @ 0.74% Data citronella oil china @ 0.05% Data citronella oil java @ 0.06% Data clary sage oil france @ trace% Data clary sage oil greece @ trace% Data clary sage oil spain @ 0.37% Data coriander fruit coriander oil coriander seed oil coriander seed oil cuba @ 0.53% Data costmary oil @ 0.05% Data couroupita guianensis aubl. flower oil brazil @ 0.20% Data crithmum maritimum l. oil turkey @ 0.70% Data croton flavens l. (welensali) leaf oil curacao @ trace% Data cubeb oil @ 0.31% Data cumin seed oil cumin seed oil egypt @ 0.11% Data currant black currant bud currant black currant fruit curry fruit oil india @ 0.70% Data curry leaf oil india @ 0.20% Data curry wood leaf oil australia @ trace% Data cypress PMC cypress cone oil egypt @ 3.9% Data cypress oil @ trace% Data dill leaf dill weed oil reunion @ 0.20% Data echinophora cinerea oil iran @ 0.10% Data elemi eucalyptus camaldulensis dehn. leaf oil jerusalem @ 0.40% Data eucalyptus camaldulensis dehnh. leaf oil ethiopia @ 0.40% Data eucalyptus citriodora oil @ trace% Data eucalyptus deaneti maiden leaf oil ethiopia @ 0.20% Data eucalyptus delegatensis r. baker leaf oil ethiopia @ 1.60% Data eucalyptus globulus bicostata oil @ 0.98% Data eucalyptus globulus bud oil @ trace% Data eucalyptus globulus fruit oil @ 0.20% Data eucalyptus globulus oil @ 0.15% Data eucalyptus globulus oil burundia @ 0.10% Data eucalyptus globulus oil pakistan @ 0.50% Data eucalyptus globulus oil rwanda @ 0.06% Data eucalyptus globulus oil zambia @ trace% Data eucalyptus grandis w. hill ex maiden leaf oil ethiopia @ 0.80% Data eucalyptus urophylla s.t. blake leaf oil ethiopia @ 0.50% Data featherfew leaf oil @ trace% Data fennel flower oil bitter lithuania @ 0.10% Data fennel plant fennel seed fennel seed oil bitter lithuania @ trace% Data ferula cupularis flower oil @ 5.61% Data fir needle oil canada @ 0.17-1.68% Data fir needle oil siberia @ 1.12% Data foeniculum vulgare piperitum oil @ 9.20% Data frankincense oil somalia @ 0.10% Data galangal root oil @ 0.09% Data geranium oil bourbon @ 0.08% Data ginger ginger rhizome ginger rhizome oil ginger root oil brazil @ 0.50% Data grapefruit oil c.p. @ 0.02% Data grapefruit oil c.p. @ 0.02% Data grapefruit oil c.p. @ 0.04% Data grapefruit oil c.p. italy @ trace% Data grapefruit oil c.p. russia @ 0.09% Data grapefruit oil c.p. russia @ 0.10% Data grapefruit oil c.p. russia @ 0.13% Data grapefruit oil c.p. russia @ 0.84% Data grapefruit oil california @ trace% Data grapefruit oil CO2 extract @ 0.06% Data guava fruit helichrysum italicum oil america @ 0.39% Data hinoki leaf oil @ 1.00% Data hinoki root oil @ 0.50% Data hinoki wood oil @ 0.19% Data ho leaf oil @ 0.02% Data horsemint shoot hyacinthus orientalis absolute @ 0.01% Data hypericum dogonbadanicum assadi oil iran @ 1.60% Data hyptis suaveolens (l.) poit. oil mali @ 4.00-7.20% Data hyssop leaf juniper berry oil @ 1.00% Data juniper berry oil CO2 extract @ 3.00% Data juniper branch oil @ 1.00% Data kewda oil @ 0.24-0.28% Data labdanum leaf oil @ 0.20% Data labdanum oil @ 0.43% Data laurel bark oil @ 0.2% Data laurel leaf oil turkey @ 0.70% Data laurel stem oil @ 0.1% Data laurel wood oil @ 0.1% Data lavandin oil abrialis @ 0.48% Data lavandin oil grosso @ 0.26% Data lavender oil france @ 0.29% Data lavender oil greece @ 0.09% Data lavender oil spike france @ 0.07% Data lavender oil spike spain @ 0.69% Data lavender spike water @ 0.03% Data lavender water bulgaria @ 0.05% Data layana oil kenya @ 0.05% Data layana oil wild zimbabwe @ 0.10-0.50% Data layana oil zimbabwe @ 0.3% Data lemon lemon leaf oil lemon oil lemon oil california @ 0.34% Data lemon oil expressed italy @ 0.43% Data lemon pericarp oil lemon petiole lemon verbena oil morocco @ trace% Data lemongrass oil @ 0.05% Data lemongrass oil @ 0.09% Data lemongrass oil egypt @ 0.30% Data levisticum officinale flower oil @ 0.11% Data levisticum officinale seed oil @ trace% Data lime lime fruit lime oil CO2 extract mexico @ 5.28% Data lime oil distilled peru @ 9.70% Data lime oil expressed florida @ 0.7% Data lovage lovage flower oil @ 1.50% Data lovage leaf oil @ trace% Data lovage root oil @ 0.37% Data lovage seed oil @ 0.86% Data lychee fruit mace oil @ 3.30% Data mace oil CO2 extract @ 0.40% Data mandarin mandarin fruit mandarin oil @ 1.38% Data mandarin oil avana @ 0.78% Data mandarin oil avana @ 0.82% Data mandarin oil italy @ 0.87% Data mandarin oil italy @ 1.38% Data mandarin oil japan @ 0.20% Data mandarin oil uruguay @ 0.03% Data manuka var. eximium oil australia @ 0.20% Data manuka var. rotundifolium oil australia @ trace% Data manuka var. scoparium oil new zealand @ 0.05% Data marjoram leaf marjoram oil marjoram oil spain @ 0.10% Data marjoram oil sweet cuba @ 1.52% Data marjoram oil sweet cyprus @ 1.70-2.40% Data marjoram oil sweet egypt @ 4.59% Data marjoram oil sweet egypt @ 7.81% Data marjoram oil sweet iran @ 2.00% Data marjoram oil sweet morocco @ 0.46% Data marjoram oil sweet turkey @ 0.12-0.13% Data marjoram plant marjoram pot oil turkey @ 0.05-0.24% Data mastic fruit oil @ 0.07% Data mastic leaf oil @ 0.06% Data mastic oil @ 0.12% Data michelia alba flower absolute @ 0.13% Data microstrobos fitzgeraldii leaf oil australia @ 0.10% Data microstrobos niphophilus leaf oil australia @ 0.50% Data mikan peel oil @ 0.13% Data mint myristica fragrans fruit oil @ 1.20% Data myrrhinium atropurpureum schott leaf oil brazil @ 0.20% Data myrtle oil @ 0.10% Data narcissus absolute @ trace% Data neroli oil CO2 extract @ 0.16% Data niaouli oil egypt @ 0.30% Data nutmeg extract CO2 west indian @ 0.20% Data nutmeg flower oil @ 0.48% Data nutmeg leaf oil @ 0.00-0.28% Data nutmeg oil nutmeg oil hydrodistilled india @ 1.2% Data nutmeg oil india @ 0.97% Data nutmeg seed nutmeg seed oil ocimum gratissimum l. oil brazil @ 0.11% Data orange orange fruit orange peel oil bitter china @ 0.21% Data orange peel oil bitter italy @ 0.02% Data orange peel oil sweet c.p. blond italy @ 0.014% Data orange peel oil sweet c.p. blond italy @ 0.017% Data orange peel oil sweet c.p. blond italy @ 0.023% Data orange peel oil sweet c.p. blond italy @ 0.030% Data orange peel oil sweet c.p. blond italy @ 0.077% Data oregano oil mexico @ 0.08% Data oregano plant oregano shoot oregano shoot oil origanum oil greece @ 0.41% Data osmanthus absolute @ 0.06% Data palmarosa oil @ trace% Data papaya fruit parsley fruit oil parsley leaf parsley leaf oil @ 2.50% Data parsley leaf oil cuba @ 0.72% Data parsley leaf oil egypt @ 2.78% Data parsley seed parsley seed oil @ 0.14% Data parsnip root oil passion fruit pepper bell pepper fruit pepper black pepper fruit pepper black pepper fruit oil pepper black pepper seed oil pepper oil black india @ 0.10% Data pepper tree berry oil @ 0.10% Data pepper tree leaf oil @ 0.20% Data peppermint leaf peppermint oil america @ 0.18% Data petitgrain bergamot oil @ 0.31% Data petitgrain bigarade oil @ 0.20% Data petitgrain combava oil @ 0.05% Data petitgrain grapefruit oil @ 2.20% Data petitgrain lemon oil @ 0.01% Data petitgrain lime oil @ 0.10% Data petitgrain mandarin oil @ 0.32% Data petitgrain oil @ 0.40% Data petitgrain sweet oil @ 0.02% Data phoebe oil brazil @ 0.01% Data pimenta leaf oil @ 1.38% Data pimenta racemosa leaf oil lemon @ 0.03% Data pimento berry oil @ trace% Data pimento berry oil CO2 extract jamaica @ 0.4% Data pine PMC pine needle oil dwarf @ 2.15% Data pine needle oil scotch siberia @ 0.1-0.2% Data pinus spp. pinus sylvestris l. needle oil estonia @ 2.60% Data pinus sylvestris l. needle oil yugoslavia @ 0.60% Data plectranthus glandulosus hook f. leaf oil cameroon @ 25.20% Data prangos uechtritzii boiss. et hausskn. fruit oil turkey @ 1.10% Data protium heptaphyllum (aubl.) march resin oil brazil @ 28.50% Data pteronia oil @ 0.10% Data raspberry red raspberry fruit ravintsara leaf oil @ 0.56%% Data rosemary rosemary leaf oil rosemary oil france @ 0.51-0.78% Data rosemary oil morocco @ 0.29-0.36% Data rosemary plant rosemary sap rosemary shoot saffron stigma sage sage leaf oil sage oil albania @ 0.40% Data sage oil cuba @ 0.22% Data sage oil dalmatian @ 0.40% Data sage oil england @ 0.10% Data sage oil germany @ 0.23% Data sage oil reunion @ 0.20% Data sage oil spain @ 0.0-0.3% Data sage oil spain @ 0.1% Data sage oil spain @ 0.20% Data sage plant salvia atropatana bunge oil iran @ 0.20% Data salvia lavandulifolia vahl. leaf oil spain @ 0.50% Data salvia officinalis oil cuba @ 0.22% Data salvia officinalis oil reunion @ 0.30% Data santolina oil @ 1.05% Data satureja khuzistanica jamzad oil iran @ trace% Data satureja viminea l. oil costa rica @ 0.90% Data savin oil @ 0.80% Data savory summer savory plant savory winter savory plant snake root oil canada @ 0.40% Data spearmint oil spearmint oil america @ 0.04-0.07% Data sugandha kokila berry oil @ 0.30% Data tagete oil rwanda @ 0.35% Data tansy oil argentina @ trace% Data tansy oil canada @ trace% Data tansy oil marocco @ 0.10% Data tarragon oil @ trace% Data tea tea tree oil australia @ 3.18% Data thevetia peruviana (pers.) k. schum. flower oil brazil @ 0.50% Data thyme oil portuguese @ trace% Data thyme oil red CO2 extract @ 0.09% Data thyme oil red spain @ 0.18-0.19% Data thyme oil spain @ 0.15% Data thyme oil wild or creeping finland @ 0.10% Data trachyspermum roxburghianum benth. ex. kurz. seed oil india @ 1.90% Data turmeric leaf turmeric root oil vietnam @ 0.90% Data valerian root oil @ trace-0.1% Data valerian root oil CO2 extract china @ 0.02% Data vassoura oil @ 0.20% Data water mint shoot wormwood oil america @ 0.05% Data wormwood oil annus france @ 0.00-0.33% Data wormwood oil cuba @ 0.75% Data wormwood oil italy @ 0.1% Data yarrow leaf oil @ 0.50% Data yarrow oil @ 0.20% Data yarrow oil greece @ 0.30% Data yuzu leaf oil @ 0.42-0.52% Data yuzu peel oil c.p. @ 0.23-0.51% Data yuzu peel oil CO2 extract @ 0.17-0.34% Data

Synonyms

cyclohexene, 1-methyl-4-(1-methylethylidene)- cyclohexene, 3-methyl-6-(1-methylethylidene)- p- menth-1,4,8-diene para- menth-1,4,8-diene p- menth-1,4(8)-diene p- mentha-1,4,8-diene para- mentha-1,4,8-diene p- mentha-1,4(8)-diene para- mentha-1,4(8)-diene 1,4(8)-p- menthadiene 1,4(8)-para- menthadiene p- meth-1-en-8-yl-formate 1- methyl-4-(1-methyl ethylidene) cyclohexene 1- methyl-4-(1-methylethylidene)-1-cyclohexene 1- methyl-4-(1-methylethylidene)cyclohexene 1- methyl-4-(propan-2-ylidene)cyclohexene 1- methyl-4-isopropylidene-1-cyclohexene 1- methyl-4-propan-2-ylidenecyclohexene nofmer TP 4-iso propylidene-1-methyl cylohexene 4-iso propylidene-1-methylcyclohexene 4-iso propylidene-1-methylcylohexene 1,4,8- terpadiene 1,4(8)- terpadiene iso terpinene terpineolene terpinolene 20 terpinolene 30 terpinolene 90 terpinolene 90 PQ terpinolene 95 PF terpinolene natural terpinolene rect. terpinolene special rein 95% PubMed: A novel synthetic pathway for tropolone ring formation via the olefin monoterpene intermediate terpinolene in cultured Cupressus lusitanica cells. PubMed: An expedient synthesis of linden ether. PubMed: Analysis of volatile components extracted from the peels of four different Chinese pomelos using TDS-GC-MS. PubMed: Terpene constituents of the leaves of five Vietnamese species of Clausena (Rutaceae). PubMed: Exocrine secretions of wheel bugs (Heteroptera: Reduviidae: Arilus spp.): clarification and chemistry. PubMed: Genotoxic and oxidative damage potentials in human lymphocytes after exposure to terpinolene in vitro. PubMed: Review of Pharmacological Effects of Myrtus communis L. and its Active Constituents. PubMed: Terpinen-4-ol is the Most Active Ingredient of Tea Tree Oil to Kill Demodex Mites. PubMed: CYP345E2, an antenna-specific cytochrome P450 from the mountain pine beetle, Dendroctonus ponderosae Hopkins, catalyses the oxidation of pine host monoterpene volatiles. PubMed: Bacteria isolated from roots and rhizosphere of Vitis vinifera retard water losses, induce abscisic acid accumulation and synthesis of defense-related terpenes in in vitro cultured grapevine. PubMed: Anticancer and antioxidant properties of terpinolene in rat brain cells. PubMed: Vibrational spectroscopy as a rapid quality control method for Melaleuca alternifolia cheel (tea tree oil). PubMed: In vitro and in vivo anti-tobacco mosaic virus activities of essential oils and individual compounds. PubMed: Chemical composition of essential oils and in vitro antioxidant activity of fresh and dry leaves crude extracts of medicinal plant of Lactuca Sativa L. native to Sultanate of Oman. PubMed: Functional characterization of myrcene hydroxylases from two geographically distinct Ips pini populations. PubMed: The sedative effect of inhaled terpinolene in mice and its structure-activity relationships. PubMed: Comparative study of the chemical composition of essential oils of five Tagetes species collected in Venezuela. PubMed: Distillation time alters essential oil yield, composition, and antioxidant activity of male Juniperus scopulorum trees. PubMed: Chemical composition, antimicrobial, antioxidant and cytotoxic activity of essential oils of Plectranthus cylindraceus and Meriandra benghalensis from Yemen. PubMed: Determination of chemical constituents of leaf and stem essential oils of Artemisia monosperma from central Saudi Arabia. PubMed: Esterification of bio-oil from mallee (Eucalyptus loxophleba ssp. gratiae) leaves with a solid acid catalyst: Conversion of the cyclic ether and terpenoids into hydrocarbons. PubMed: Antiulcerogenic and antibacterial activities of Apium graveolens essential oil and extract. PubMed: A gas chromatography-mass spectrometry assay to quantify camphor extracted from goat serum. PubMed: Exposure to Anacardiaceae volatile oils and their constituents induces lipid peroxidation within food-borne bacteria cells. PubMed: Growth-inhibiting effects of Paeonia lactiflora root steam distillate constituents and structurally related compounds on human intestinal bacteria. PubMed: Differences in the volatile compositions of ginseng species (Panax sp.). PubMed: Terpinolene, a component of herbal sage, downregulates AKT1 expression in K562 cells. PubMed: Contact and fumigant toxicity of Cyperus rotundus steam distillate constituents and related compounds to insecticide-susceptible and -resistant Blattella germanica. PubMed: New monocyclic monoterpenoid glycoside from Mentha haplocalyx Briq. PubMed: Alleviating monoterpene toxicity using a two-phase extractive fermentation for the bioproduction of jet fuel mixtures in Saccharomyces cerevisiae. PubMed: Isolation and identification of host cues from mango, Mangifera indica, that attract gravid female oriental fruit fly, Bactrocera dorsalis. PubMed: Degradation of terpenes and terpenoids from Mediterranean rangelands by mixed rumen bacteria in vitro. PubMed: Chemical constituents of the essential oil from aerial parts and fruit of Anisosciadium orientale. PubMed: Chemical stability of extra-virgin olive oil added with oregano essential oil. PubMed: Metabolism of terpenes in the response of grape (Vitis vinifera L.) leaf tissues to UV-B radiation. PubMed: Scientific basis for the therapeutic use of Cymbopogon citratus, stapf (Lemon grass). PubMed: Larvicidal and repellent activity of Hyptis suaveolens (Lamiaceae) essential oil against the mosquito Aedes albopictus Skuse (Diptera: Culicidae). PubMed: Chemical composition, antimicrobial, and cytotoxicity studies on S. erianthum and S. macranthum essential oils. PubMed: Modulation of volatile organic compound formation in the Mycodiesel-producing endophyte Hypoxylon sp. CI-4. PubMed: Fire injury reduces inducible defenses of lodgepole pine against Mountain pine beetle. PubMed: Helichrysum gymnocephalum essential oil: chemical composition and cytotoxic, antimalarial and antioxidant activities, attribution of the activity origin by correlations. PubMed: Composition and antimicrobial activity of the essential oil of Heracleum thomsonii (Clarke) from the cold desert of the western Himalayas. PubMed: Volatile constituents and antioxidant activity of flowers, stems and leaves of Nasturtium officinale R. Br. PubMed: Comparative study of volatile oil compositions of two Plectranthus species from northern India. PubMed: Reciprocal interactions between the bark beetle-associated yeast Ogataea pini and host plant phytochemistry. PubMed: Antimicrobial activity and chemical constituents of the essential oils from flower, leaf and stem of Gypsophila bicolor from Iran. PubMed: α-Pinene- and β-myrcene-rich volatile fruit oil of Cupressus arizonica Greene from northwest Iran. PubMed: Survey of ex situ fruit and leaf volatiles from several Pistacia cultivars grown in California. PubMed: Comparison of volatile constituents, and antioxidant and antibacterial activities of the essential oils of Thymus caucasicus, T. kotschyanus and T. vulgaris. PubMed: Chemoprevention by essential oil of turmeric leaves (Curcuma longa L.) on the growth of Aspergillus flavus and aflatoxin production. PubMed: Sedative effects of vapor inhalation of the essential oil of Microtoena patchoulii and its related compounds. PubMed: Effectiveness of different solid-phase microextraction fibres for differentiation of selected Madeira island fruits based on their volatile metabolite profile--identification of novel compounds. PubMed: Activity of Melaleuca alternifolia (tea tree) oil on Influenza virus A/PR/8: study on the mechanism of action. PubMed: Comparative analysis of essential oil components of two Pinus species from Taibai Mountain in China. PubMed: Composition of volatile organic compounds in flowers of Astragalus sahendi. PubMed: Solid-phase microextraction of volatile organic compounds released from leaves and flowers of Artemisia fragrans, followed by GC and GC/MS analysis. PubMed: The influence of Ceratocystis polonica inoculation and methyl jasmonate application on terpene chemistry of Norway spruce, Picea abies. PubMed: Chemical composition and antibacterial activity of essential oil of Heracleum rechingeri Manden from Iran. PubMed: Inhibition of predator attraction to kairomones by non-host plant volatiles for herbivores: a bypass-trophic signal. PubMed: Complex interactions among host pines and fungi vectored by an invasive bark beetle. PubMed: A biochemical interpretation of terpene chemotypes in Melaleuca alternifolia. PubMed: Chemical characterization of orange juice from trees infected with citrus greening (Huanglongbing). PubMed: MSU-S mesoporous materials: an efficient catalyst for isomerization of alpha-pinene. PubMed: Chemical composition and antibacterial, antifungal and antioxidant activities of the flower oil of Retama raetam (Forssk.) Webb from Tunisia. PubMed: Acetylcholinesterase and butyrylcholinesterase inhibitory activity of Pinus species essential oils and their constituents. PubMed: Essential oil yield and composition of Pistacia vera 'Kerman' fruits, peduncles and leaves grown in California. PubMed: [Simultaneous determination of alpha-pinene, beta-pinene, eucalyptol and alpha-terpineolin in essential oil from Alpinia officinarum Hance by GC]. PubMed: The role of secreting structures position on the leaf volatile organic compounds of Hypericum androsaemum. PubMed: Cannabinoid receptor 1 binding activity and quantitative analysis of Cannabis sativa L. smoke and vapor. PubMed: Larvicidal activity of compounds isolated from Asarum heterotropoides against Culex pipiens pallens, Aedes aegypti, and Ochlerotatus togoi (Diptera: Culicidae). PubMed: Seasonal variation in the essential oil composition of Origanum majorana L. cultivated in Egypt. PubMed: Headspace volatile composition of the flowers of Caralluma europaea N.E.Br. (Apocynaceae). PubMed: Repellency of essential oils of Cryptomeria japonica (Pinaceae) against adults of the mosquitoes Aedes aegypti and Aedes albopictus (Diptera:Culicidae). PubMed: In vitro antiviral activity of Melaleuca alternifolia essential oil. PubMed: Supercritical fluid extraction of the volatile oil from Santolina chamaecyparissus. PubMed: Evaluation of monoterpenes for the control of Tribolium castaneum (Herbst) and Sitophilus zeamaise Motschulsky. PubMed: Chemical composition and antimicrobial activity of Clausena indica (Dalz) Oliv. (Rutaceae) essential oil from Vietnam. PubMed: Antibacterial activity and composition of essential oils from flower, leaf and stem of Chaerophyllum macropodum Boiss. from Iran. PubMed: Control and reduction of peak temperature in self-curing resins. PubMed: Formation of organic acids from the gas-phase ozonolysis of terpinolene. PubMed: HIV-1-inhibiting activity of the essential oil of Ridolfia segetum and Oenanthe crocata. PubMed: Formation and stability of secondary ozonides from monoterpenes studied by mass spectrometry. PubMed: Insecticidal activities of leaf and twig essential oils from Clausena excavata against Aedes aegypti and Aedes albopictus larvae. PubMed: Volatile and non-volatile monoterpenes produced by elicitor-stimulated Cupressus lusitanica cultured cells. PubMed: Analysis of volatiles in dehydrated carrot samples by solid-phase microextraction followed by GC-MS. PubMed: Effect of adhesive matrix composition and terpinolene on indomethacin bioavailability in rats from transdermal therapeutic system. PubMed: Synergistic blends of monoterpenes for aggregation pheromones of the mountain pine beetle (Coleoptera: Curculionidae). PubMed: Organosulfate formation in biogenic secondary organic aerosol. PubMed: Responses of the Mediterranean pine shoot beetle Tomicus destruens (Wollaston) to pine shoot and bark volatiles. PubMed: Variability of the needle essential oils of Pinus peuce from different populations in Montenegro and Serbia. PubMed: A comparison of volatile components from the peel of Ohshima no. 1 with its parent cultivars. PubMed: Chemical composition and fungitoxic activity of essential oil of Thuja orientalis L. grown in the north-western Himalaya. PubMed: Inhibitory effects of terpenoids on multidrug resistance-associated protein 2- and breast cancer resistance protein-mediated transport. PubMed: Characterization of steam volatiles in the essential oil of black currant buds and the antioxidant properties of different bud extracts. PubMed: The essential oil qualitative and quantitative composition in the needles of Pinus sylvestris L. growing along industrial transects. PubMed: Variations in insecticidal activity and chemical compositions of leaf essential oils from Cryptomeria japonica at different ages. PubMed: Antimicrobial activity and the major components of the essential oil of Plectranthus cylindraceus. PubMed: Composition and enantiomeric analysis of the essential oil of the fruits and the leaves of Pistacia vera from Greece. PubMed: Analysis of volatile compounds emitted from fresh Syringa oblata flowers in different florescence by headspace solid-phase microextraction-gas chromatography-mass spectrometry. PubMed: Cloning and functional characterization of three terpene synthases from lavender (Lavandula angustifolia). PubMed: Comparison of pistachio hull essential oils from different Tunisian localities. PubMed: 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. PubMed: Comparative analysis of the oil and supercritical CO2 extract of Ridolfia segetum (L.) Moris. PubMed: Role of host volatiles in mate location by the Japanese pine sawyer, Monochamus alternatus hope (Coleoptera: Cerambycidae). PubMed: Growth-inhibiting activity of active component isolated from Terminalia chebula fruits against intestinal bacteria. PubMed: Inhibition of P-glycoprotein-mediated transport by terpenoids contained in herbal medicines and natural products. PubMed: From terpenoids to aliphatic acids: further evidence for late-instar switch in osmeterial defense as a characteristic trait of swallowtail butterflies in the tribe papilionini. PubMed: [Analysis of volatile constituents in leaves of three cypress species by gas chromatography/mass spectrometry]. PubMed: Changes in terpene content in milk from pasture-fed cows. PubMed: Cleaning products and air fresheners: emissions and resulting concentrations of glycol ethers and terpenoids. PubMed: Evaluation of extracts and oils of mosquito (Diptera: Culicidae) repellent plants from Sweden and Guinea-Bissau. PubMed: Essential oil composition and antimicrobial activity of Diplotaenia damavandica. PubMed: Identification of characteristic aroma-active compounds from water dropwort (Oenanthe javanica DC.). PubMed: Effects of gamma-terpinene, terpinolene, alpha-copaene, and alpha-terpinene on consumption of alfalfa pellets by sheep. PubMed: The monoterpene terpinolene from the oil of Pinus mugo L. in concert with alpha-tocopherol and beta-carotene effectively prevents oxidation of LDL. PubMed: Influence of environmental factors on composition of volatile constituents and biological activity of Helichrysum italicum (Roth) Don (Asteraceae). PubMed: Characterization of four terpene synthase cDNAs from methyl jasmonate-induced Douglas-fir, Pseudotsuga menziesii. PubMed: 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. PubMed: Chemical characterization and antifungal activity of essential oil of capitula from wild Indian Tagetes patula L. PubMed: Volatile components from mango (Mangifera indica L.) cultivars. PubMed: Biosynthesis of mono- and sesquiterpenes in carrot roots and leaves (Daucus carota L.): metabolic cross talk of cytosolic mevalonate and plastidial methylerythritol phosphate pathways. PubMed: Particle phase acidity and oligomer formation in secondary organic aerosol. PubMed: Comparative analysis of the oil and supercritical CO2 extract of Elettaria cardamomum (L.) Maton. PubMed: Secondary organic aerosol formation from the ozonolysis of cycloalkenes and related compounds. PubMed: Anticonvulsant activity and chemical composition of Artemisia dracunculus L. essential oil. PubMed: Mono and diterpene production in Escherichia coli. PubMed: Essential oil composition of the leaves and stems of Meum athamanticum Jacq., from Spain. PubMed: Evaluation of antioxidant activity of Australian tea tree (Melaleuca alternifolia) oil and its components. PubMed: Biotransformation of (R)-(+)- and (S)-(-)-citronellol by Aspergillus sp. and Penicillium sp., and the use of solid-phase microextraction for screening. PubMed: Antioxidative properties of the essential oil from Pinus mugo. PubMed: Monoterpenes produced by Cupressus lusitanica cultured cells including a novel monoterpene (1R, 2S, 6S)-(+)-1,6-epoxy-4(8)-p-menthen-2-ol [corrected]. PubMed: Changes in volatile compounds of carrots (Daucus carota L.) during refrigerated and frozen storage. PubMed: Chemical composition and in vitro evaluation of antioxidant effect of free volatile compounds from Satureja montana L. PubMed: Preferred age for assessment of qualitative and quantitative characteristics of the essential oil of tea tree (Melaleuca alternifolia) seedlings prior to plantation establishment. PubMed: Effects of hydration, lipids, and temperature on the binding of the volatile aroma terpenes by beta-lactoglobulin powders. PubMed: Monoterpenoid accumulation in 1,8-cineole, terpinolene and terpinen-4-ol chemotypes of Melaleuca alternifolia seedlings. PubMed: Traumatic resin defense in Norway spruce (Picea abies): methyl jasmonate-induced terpene synthase gene expression, and cDNA cloning and functional characterization of (+)-3-carene synthase. PubMed: Genetic control of monoterpene composition in the essential oil of Melaleuca alternifolia (Cheel). PubMed: Volatile emissions of eastern hemlock, Tsuga canadensis, and the influence of hemlock woolly adelgid. PubMed: Detoxification of terpinolene by plant pathogenic fungus Botrytis cinerea. PubMed: Determination of monoterpene hydrocarbons and alcohols in Majorana hortensis Moench by micellar electrokinetic capillary chromatographic. PubMed: Effects of storage conditions on the composition of Citrus tamurana Hort. ex Tanaka (hyuganatsu) essential oil. PubMed: Monoterpenoid accumulation in Melaleuca alternifolia seedlings. PubMed: Comparing the variation of needle and wood terpenoids in Scots pine provenances. PubMed: Volatile oil comparison of cotyledon leaves of chemotypes of Melaleuca alternifolia. PubMed: Isotope ratio by HRGC-MS of citrus Junos tanaka (yuzu) essential oils: m/z 137/136 of terpene hydrocarbons. PubMed: Five phloroglucinol-monoterpene adducts from Eucalyptus grandis. PubMed: In vitro studies on penetration of terpenes from matrix-type transdermal systems through human skin. PubMed: Hydroquinone derivatives and monoterpenoids from the Neotropical liverwort Plagiochila rutilans. PubMed: Strategies of a bark beetle, Pityogenes bidentatus, in an olfactory landscape. PubMed: Radical-scavenging activities of citrus essential oils and their components: detection using 1,1-diphenyl-2-picrylhydrazyl. PubMed: Volatile components of green walnut husks. PubMed: Effects of branched cyclodextrins on the solubility and stability of terpenes. PubMed: Natural variation in the essential oil content of Melaleuca alternifolia Cheel (Myrtaceae). PubMed: Chemoenzymatic synthesis of homochiral (R)- and (S)-karahanaenol from (R)-limonene. PubMed: Encapsulation of lemon oil by paste method using beta-cyclodextrin: encapsulation efficiency and profile of oil volatiles. PubMed: Inhibitory effects of citrus essential oils and their components on the formation of N-nitrosodimethylamine. PubMed: Cloning, expression, and characterization of epi-cedrol synthase, a sesquiterpene cyclase from Artemisia annua L. PubMed: cDNA cloning, characterization, and functional expression of four new monoterpene synthase members of the Tpsd gene family from grand fir (Abies grandis). PubMed: Evaluation of anti-inflammatory-related activity of essential oils from the leaves and resin of species of Protium. PubMed: The essential oil of Senecio graveolens (Compositae): chemical composition and antimicrobial activity tests. PubMed: Degradation products of monoterpenes are the sensitizing agents in tea tree oil. PubMed: Monoterpene synthases from common sage (Salvia officinalis). cDNA isolation, characterization, and functional expression of (+)-sabinene synthase, 1,8-cineole synthase, and (+)-bornyl diphosphate synthase. PubMed: Isolation and bacterial expression of a sesquiterpene synthase cDNA clone from peppermint (Mentha x piperita, L.) that produces the aphid alarm pheromone (E)-beta-farnesene. PubMed: Aerobic biodegradation of selected monoterpenes. PubMed: Decomposition of Terpenes by Ozone during Sampling on Tenax. PubMed: Antimicrobial activity of the major components of the essential oil of Melaleuca alternifolia. PubMed: Photooxidant-forming monoterpenes in air plumes from kraft pulp industries. PubMed: Attraction of bark beetles,Tomicus piniperda,Hylurgops palliatus, andTrypodendron domesticum and other insects to short-chain alcohols and monoterpenes. PubMed: [Studies on chemical constituents of the essential oil of Cyclorhiza waltonii]. PubMed: Biosynthesis of monoterpenes. Stereochemical implications of acyclic and monocyclic olefin formation by (+)- and (-)-pinene cyclases from sage. PubMed: Effect of limonene and related compounds on the percutaneous absorption of indomethacin. PubMed: Gallery initiation byTomicus piniperda (Coleoptera: Scolytidae) on scots pine trees baited with host volatiles. PubMed: Demonstration that limonene is the first cyclic intermediate in the biosynthesis of oxygenated p-menthane monoterpenes in Mentha piperita and other Mentha species. PubMed: Soldier-specific chemicals of the termiteCurvitermes strictinasus Mathews (Isoptera, Nasutitermitinae). PubMed: Contact dermatitis to terpene derivatives in a machine cleaner. PubMed: Effect of various essential oils isolated from Douglas fir needles upon sheep and deer rumen microbial activity.