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bornyl acetate

Chemical Structure

General Material Information

Preferred name bornyl acetate
Trivial Name (±)-Bornyl acetate
Short Description DL-bornyl acetate
Formula C12 H20 O2
CAS Number 76-49-3
Deleted CAS Number 15313-72-1
FEMA Number 2159
Flavis Number 9.017
ECHA Number 200-964-4
FDA UNII 213431586X
Nikkaji Number J47.111I
MDL MFCD00135944
COE Number 207
Bio Activity Summary External link
NMR Predictor External link
JECFA Food Flavoring 1387 bornyl acetate
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 76-49-3 ; BORNYL ACETATE
Synonyms
  • borneol acetate
  • DL- bornyl acetate
  • bornyl acetic ether
  • bornyl ethanoate
  • endo-2-camphanol acetate
  • endo-2-camphanyl acetate
  • endo-2-camphanyl ethanoate
  • endo-1,7,7-trimethyl bicyclo(2.2.1)hept-2-yl acetate
  • (1R,2S,4R)-rel-1,7,7-trimethyl bicyclo(2.2.1)heptan-2-ol acetate
  • (1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl) acetate
  • (1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl) acetate
  • Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, 2-acetate, (1R,2S,4R)-rel-
  • Borneol, acetate
  • Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, endo-
  • Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, (1R,2S,4R)-rel-
  • Bornyl acetic ester
  • Borneyl acetate
  • endo-Bornyl acetate
  • dl-Bornyl acetate
  • (±)-Bornyl acetate

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Literature & References

(1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl) acetate
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:76-49-3
Pubchem (cid):6448
Pubchem (sid):134971679
Pherobase:View
Publications by PubMed
Chemical Composition of the Essential Oils of Three Endemic Species of Anthemis Sect. Hiorthia (DC.) R.Fern. Growing Wild in Sicily and Chemotaxonomic Volatile Markers of the Genus Anthemis L.: An Update.
Exocrine secretions of wheel bugs (Heteroptera: Reduviidae: Arilus spp.): clarification and chemistry.
Is Differential Use of Juniperus monosperma by Small Ruminants Driven by Terpenoid Concentration?
Chemical composition of the essential oil of the flowering aerial Parts of Pimpinella monoica.
Chemical composition and free radical scavenging activity of the essential oil of Achillea ligustica growing wild in Lipari (Aeolian Islands, Sicily).
Inhibition of lung inflammatory responses by bornyl acetate is correlated with regulation of myeloperoxidase activity.
Comparison of volatile compounds with characteristic odor in flowers and leaves of nojigiku (Chrysanthemum japonense).
Comparison of different extraction methods for the determination of α- and β-thujone in sage (Salvia officinalis L.) herbal tea.
UV-B exposure of indoor-grown Picea abies seedlings causes an epigenetic effect and selective emission of terpenes.
Whitening and antioxidant activities of bornyl acetate and nezukol fractionated from Cryptomeria japonica essential oil.
Chemical compositions and antimicrobial and antioxidant activities of the essential oils from Magnolia grandiflora, Chrysactinia mexicana, and Schinus molle found in northeast Mexico.
Seasonal variations in the composition of the essential oils of rosemary (Rosmarinus officinalis, Lamiaceae).
Chemical composition and antibacterial activity of essential oils from different parts of Leonurus japonicus Houtt.
An in-depth review on the medicinal flora Rosmarinus officinalis (Lamiaceae).
Chemical and biological characterization of novel essential oils from Eremophila bignoniiflora (F. Muell) (Myoporaceae): a traditional Aboriginal Australian bush medicine.
Chemical composition of essential oil of Ferulago macrocarpa (Fenzl) Boiss. fruits.
Contact and fumigant toxicity of Pinus densiflora needle hydrodistillate constituents and related compounds and efficacy of spray formulations containing the oil to Dermatophagoides farinae.
Studies on the antioxidant activity of the essential oil and extract of Tunisian Tetraclinis articulata (Vahl) Mast. (Cupressaceae).
High diversity of indigenous populations of dalmatian sage (Salvia officinalis L.) in essential-oil composition.
Oxidative aliphatic C-H fluorination with fluoride ion catalyzed by a manganese porphyrin.
Chemical composition and antimicrobial activity of essential oil of Heracleum rigens.
Constituents and antimicrobial activity of the essential oils from flower, leaf and stem of Helichrysum armenium.
Amide synthesis from esters with nitriles under solvent-free conditions using molecular iodine as a catalyst.
Are the wild and laboratory insect populations different in semiochemical emission? The case of the medfly sex pheromone.
Houttuynia cordata inhibits lipopolysaccharide-induced rapid pulmonary fibrosis by up-regulating IFN-γ and inhibiting the TGF-β1/Smad pathway.
Chemical Constituents of Essential Oil from Lippia sidoides Cham. (Verbenaceae) Leaves Cultivated in Hidrolândia, Goiás, Brazil.
[Chemical composition and antibacterial activity of the essential oil from leaves of Chimonanthus grammatus].
Volatile organic compounds from Centaurium erythraea Rafn (Croatia) and the antimicrobial potential of its essential oil.
Antimicrobial Activity and Chemical Composition of Essential Oil From the Seeds of Artemisia aucheri Boiss.
Chemical composition and insecticidal activity of the essential oil of Illicium pachyphyllum fruits against two grain storage insects.
Steam sauna and mother roasting in Lao PDR: practices and chemical constituents of essential oils of plant species used in postpartum recovery.
Distribution and chemical polymorphism of the essential oils of Achillea cartilaginea growing wild in Lithuania.
Chemical composition and herbicidal activity of the essential oil from a Cistus ladanifer L. population from Spain.
Simultaneous determination of eight active components in Houttuynia cordata injection and its quality control in productive process.
Chemical composition of the essential oil of Pituranthos scoparius.
Chemical markers in Origanum vulgare L. from Kumaon Himalayas: a chemosystematic study.
Chemical composition, antibacterial activity and cytotoxicity of essential oils of Tanacetum parthenium in different developmental stages.
(-)-Bornyl acetate induces autonomic relaxation and reduces arousal level after visual display terminal work without any influences of task performance in low-dose condition.
Terpenoid compositions and antioxidant activities of two Indian valerian oils from the Khasi Hills of north-east India.
Essential oil composition of four endemic Ferulago species growing in Turkey.
Analysis of essential oils from different organs of Scutellaria baicalensis.
[Analysis of the chemical constituents of volatile oil from Asarum insigne by GC-MS].
Hydroxylated polychlorobornanes--synthesis and characterization of new potential toxaphene metabolites.
Quercetin and Bornyl Acetate Regulate T-Lymphocyte Subsets and INF-γ/IL-4 Ratio In Utero in Pregnant Mice.
Essential oils, phenolics, and antioxidant activities of different parts of cumin (Cuminum cyminum L.).
A DFT analysis of thermal decomposition reactions important to natural products.
Chemical composition and antibacterial activity of essential oils of Lantana camara, Ageratum houstonianum and Eupatorium adenophorum.
The volatile constituents of Salvia leucantha.
Antimicrobial activity and essential oil composition of a new T. argyrophyllum (C. Koch) Tvzel var. argyrophyllum chemotype.
Immunotoxicity activity of the major essential oils of Valeriana fauriei Briq against Aedes aegypti L.
Effects of foliar fertilization and arbuscular mycorrhizal colonization on Salvia officinalis L. growth, antioxidant capacity, and essential oil composition.
Compositional variability in essential oil from different parts of Alpinia speciosa from India.
Essential oil composition and antioxidant and antimicrobial properties of the aerial parts of Salvia eremophila Boiss. from Iran.
In vitro synergistic efficacy of combination of amphotericin B with Myrtus communis essential oil against clinical isolates of Candida albicans.
Rosmarinus officinalis L.: chemical modifications of the essential oil and evaluation of antioxidant and antimicrobial activity.
Chemical composition of hydrodistilled essential oil of Artemisia incana (L.) Druce and antimicrobial activity against foodborne microorganisms.
Synthesis, chiroptical properties, and their theoretical simulation of some highly rotating benzotricamphor derivatives.
Acaricidal activities of major constituents of essential oil of Juniperus chinensis leaves against house dust and stored food mites.
Composition and seasonal variation of the essential oil from Abies sachalinensis from Hokkaido, Japan.
Radical Scavenging Activity of the Essential Oil of Silver Fir (Abies alba).
Essential oil variability in natural populations of Picea omorika, a rare European conifer.
[Characterization of chemical components of essential oil from flowers of Chrysanthemum morifolium produced in Anhui province].
Assessment of the allelopathic potential of Juniperus ashei on germination and growth of Bouteloua curtipendula.
Identification and quantification of the volatile constituents in Cnidium monnieri using supercritical fluid extraction followed by GC-MS.
Activity of essential oils and individual components against acetyl- and butyrylcholinesterase.
Variability of the needle essential oils of Pinus peuce from different populations in Montenegro and Serbia.
Chemical composition and antimicrobial activity of essential oil from cones of Pinus koraiensis.
Characterization of volatile components in dry chrysanthemum flowers using headspace-liquid-phase microextraction-gas chromatography.
Terpenoid compositions, and antioxidant and antimicrobial properties of the rhizome essential oils of different Hedychium species.
Essential oil composition of Valeriana officinalis L. roots cultivated in Iran. Comparative analysis between supercritical CO2 extraction and hydrodistillation.
GC/MS of terpenes in walnut-tree leaves after accelerated solvent extraction.
25 years of natural product R&D with New South Wales agriculture.
Chemical composition and antimicrobial activity of the essential oil from Ambrosia trifida L.
Composition and enantiomeric analysis of the essential oil of the fruits and the leaves of Pistacia vera from Greece.
Anti-inflammation activities of essential oil and its constituents from indigenous cinnamon (Cinnamomum osmophloeum) twigs.
Chemical composition and antibacterial activities of the essential oil from Abies koreana.
Essential oil composition and antioxidant activity of aerial parts of Grindelia robusta from Central Italy.
Simultaneous distillation-extraction of high-value volatile compounds from Cistus ladanifer L.
Analysis by gas chromatography-mass spectrometry of essential oil from seeds and aerial parts of Ferulago angulata (Schlecht.) Boiss gathered in Nevakoh and Shahoo, Zagross mountain, West of Iran.
Chemical composition and antimicrobial and antioxidant activities of the essential oil and methanol extract of Hippomarathrum microcarpum (Bieb.) from Turkey.
The essential oil of Solvia cabulica.
Phytochemical analysis of the essential oil of Achillea millefolium L. from various European Countries.
Composition, enantiomeric distribution, and antibacterial activity of the essential oil of Achillea ligustica All. from Corsica.
[Analysis of volatile constituents in leaves of three cypress species by gas chromatography/mass spectrometry].
Variation in chemical composition and antibacterial activities of essential oils from two species of Houttuynia THUNB.
[Profile-effect on quality control of Houttuynia cordata injection].
Chemical composition and biological activities of essential oil from the leaves of Sesuvium portulacastrum.
[Research on the analgesic effect and mechanism of bornyl acetate in volatile oil from amomum villosum].
Identification of characteristic aroma-active compounds from water dropwort (Oenanthe javanica DC.).
Harvest regimen optimization and essential oil production in five tansy (Tanacetum vulgare L.) genotypes under a northern climate.
Changes in anatomy and terpene chemistry in roots of Douglas-fir seedlings following treatment with methyl jasmonate.
(+)- And (-)-borneol: efficacious positive modulators of GABA action at human recombinant alpha1beta2gamma2L GABA(A) receptors.
Chemical composition and antimicrobial activity of the essential oils of Chrysanthemum indicum.
[Studies on the analgesic and anti-inflammatory effect of bornyl acetate in volatile oil from Amomum villosum].
Quality assessment of Flos Chrysanthemi Indici from different growing areas in China by solid-phase microextraction-gas chromatography-mass spectrometry.
Anticonvulsant activity and chemical composition of Artemisia dracunculus L. essential oil.
The effect of selected monoterpenoids on the cellular slime mold, Dictyostelium discoideum NC4.
Volatiles associated with preferred and nonpreferred hosts of the Nantucket pine tip moth, Rhyacionia frustrana.
Full-scale chamber investigation and simulation of air freshener emissions in the presence of ozone.
Antibacterial and antifungal effects of essential oils from coniferous trees.
Essential oil of Valeriana officinalis L. cultivars and their antimicrobial activity as influenced by harvesting time under commercial organic cultivation.
chemical composition, plant genetic differences, antimicrobial and antifungal activity investigation of the essential oil of Rosmarinus officinalis L.
Analysis of the essential oils of the leaves, stems, rhizomes and roots of the medicinal plant Alpinia galanga from southern India.
Total synthesis of dumsin. 1. Retrosynthetic strategy and the elaboration of key intermediates from (--)-bornyl acetate.
Synergistic and antagonistic interactions of anticholinesterase terpenoids in Salvia lavandulaefolia essential oil.
Enantiomeric differentiation of bornyl acetate by 13C-NMR using a chiral lanthanide shift reagent.
An unusual and persistent contamination of drinking water by cutting oil.
[Study of chemical constituents of essential oil from Michelia yunnanensis Franch].
[Analysis of essential oil from Amomum villodum by extraction of supercritical-CO2 fluid].
[Study on the chemical constituents of the volatile oil from Lysimachia trientaloides Hemsl].
Volatile emissions of eastern hemlock, Tsuga canadensis, and the influence of hemlock woolly adelgid.
[Studies on quality standard of Fructus Amomi].
Incorporation of [1-(13)C]1-deoxy-D-xylulose into isoprenoids of the liverwort Conocephalum conicum.
[Chemical constituents of essential oil from roots and rhizomes of Valeriana alernifolia Bunge].
Foliar and cortex oleoresin variability of silver fir (Abies alba Mill.) in Albania.
Production of yarrow (Achillea millefolium L.) in Norway: essential oil content and quality.
[Phytochemical study of liverworts Conocephalum conicum and Chiloscyphus polyanthos].
Variation in volatile compounds from tansy (Tanacetum vulgare L.) related to genetic and morphological differences of genotypes.
A 37-kDa peroxidase secreted from liverworts in response to chemical stress.
Volatile chemicals identified in extracts from leaves of Japanese mugwort (Artemisia princeps pamp.).
In-vitro inhibition of human erythrocyte acetylcholinesterase by salvia lavandulaefolia essential oil and constituent terpenes.
Effects of extract and ingredients isolated from Magnolia obovata thunberg on catecholamine secretion from bovine adrenal chromaffin cells.
Chemical composition of essential oils from needles and twigs of balkan pine (Pinus peuce grisebach) grown in Northern Greece.
The scientific basis for the reputed activity of Valerian.
Monoterpene biosynthesis in the liverwort Conocephalum conicum: demonstration of sabinene synthase and bornyl diphosphate synthase.
Involvement of the mevalonic acid pathway and the glyceraldehyde-pyruvate pathway in terpenoid biosynthesis of the liverworts Ricciocarpos natans and Conocephalum conicum.
[Chemical constituents of fructus Amomi].
Decomposition of Terpenes by Ozone during Sampling on Tenax.
Foliage constituents of douglas fir (Pseudotsuga menziesii (Mirb.) Franco (Pinaceae)): Their seasonal variation and potential role in douglas fir resistance and silviculture management.
Chemical composition and antimicrobial activity of essential oils of Jasonia candicans and J. montana.
Pheromone and insulin induced chemotaxis in Tetrahymena.
[Effects of valerian root oil, borneol, isoborneol, bornyl acetate and isobornyl acetate on the motility of laboratory animals (mice) after inhalation].
Technique for using microencapsulated terpenes in lepidopteran artificial diets.
In vivo experimental model to evaluate the insect repellent N-N, diethylphenylacetamide in Periplaneta americana Linn.
In Vitro Production of Essential Oil from Proliferating Shoots of Rosmarinus officinalis1.
Preference of meadow voles (Microtus pennsylvanicus) for conifer seedlings: Chemical components and nutritional quality of bark of damaged and undamaged trees.
Mandelonitrile in larval secretion of mountain ash sawfly,Pristiphora geniculata (Hymenoptera: Tenthredinidae).
Volatiles released from individual spruce bark beetle entrance holes Quantitative variations during the first week of attack.
Camphor from juvenile white spruce as an antifeedant for snowshoe hares.
Sites of production and occurrence of volatiles in Douglas-fir beetle,Dendroctonus pseudotsugae hopkins.
Defensive odor emission from larvae of two sawfly species,Pristiphora erichsonii andP. wesmaeli.
Olfactory responses of a specialist and a generalist grasshopper to volatiles ofArtemisia ludoviciana nutt. (Asteraceae).
A study on tansy chemotypes.
Isolation and identification of mosquito repellents inArtemisia vulgaris.
Essential Oil of Chrysanthemum indicum.
Sex pheromonal activity of (+)-bornyl acetate and related compounds to the American cockroach.
Effect of various essential oils isolated from Douglas fir needles upon sheep and deer rumen microbial activity.

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB04944
FooDB:FDB009029
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 196.28979492188
Specific gravity @ 25 °C
Pounds per Gallon 8.163 to 8.196
Refractive Index 1.462 to 1.466 @ 20 °C
Melting Point 25 to 29°C @ 760 mm Hg
Boiling Point 226 to 231°C @ 760 mm Hg
Acid Value 1 max KOH/g
Vapor Pressure 0.228 mmHg @ 25 °C
Flash Point TCC Value 88.89 °C TCC
logP (o/w) 3.86
Solubility
alcohol Yes
dipropylene glycol Yes
water, 9.721 mg/L @ 25 °C (est) Yes
water No
Stability
bath foam Unspecified
cream Unspecified
non-discoloring in most media Unspecified
soap Unspecified

Organoleptic Properties

Odor Type: Balsamic
woody, pine, herbal, cedar, spicy, camphoreous, mentholic
General comment At 100.00 %. woody pine herbal cedar spice
Mosciano, Gerard P&F 19, No. 6, 53, (1994) Woody, camphoreous, mentholic, cedar woody, spicy and gin-like
Flavor Type: Camphoreous
camphoreous, woody, mentholic, berry, seedy, soapy
Mosciano, Gerard P&F 19, No. 6, 53, (1994) At 10.00 ppm. Camphoreous, woody, mentholic, berry and seedy with soapy woody nuances

Occurrences

Potential Uses

Applications
Odor purposes Castoreum, Fir balsam, Fir needle oil replacer, Herbal, Mango, Orris, Pine, Spice, Woody
Flavoring purposes Gin
Other purposes Fir

Safety Information

Safety information

European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for bornyl acetate usage levels up to:
9.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 18.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 3.00 (μg/capita/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
Click here to view publication 3
average usual ppmaverage maximum ppm
baked goods: -1.40000
beverages(nonalcoholic): -1.10000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: -0.30000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -1.80000
fruit ices: -1.80000
gelatins / puddings: -70.00000
granulated sugar: --
gravies: --
hard candy: -1.90000
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: --

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 47, (FGE.47)[1] - Bicyclic secondary alcohols, ketones and related esters from chemical group 8 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Flavouring Group Evaluation 87, (FGE.87)[1] - Consideration of bicyclic secondary alcohols, ketones and related esters evaluated by JECFA (63rd meeting) structurally related to bicyclic secondary alcohols, ketones and related esters evaluated by EFSA in FGE.47 (2008) - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 87 Revision 1 (FGE.87Rev1): Consideration of bicyclic secondary alcohols, ketones and related esters evaluated by JECFA (63rd meeting) structurally related to bicyclic secondary alcohols, ketones and related esters evaluated by EFSA in FGE.47 (2008)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 87, Revision 2 (FGE.87Rev2): Consideration of bicyclic secondary alcohols, ketones and related esters evaluated by JECFA (63rd meeting) structurally related to bicyclic secondary alcohols, ketones and related esters evaluated by EFSA in FGE.47Rev1 (2008)
View page or View pdf

Safety and efficacy of secondary alicyclic saturated and unsaturated alcohols, ketones, ketals and esters with ketals containing alicyclic alcohols or ketones and esters containing secondary alicyclic alcohols from chemical group 8 when used as flavourings for all animal species
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):76-49-3
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6448
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
(1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl) acetate
Chemidplus:0000076493