Category: flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Appearance: | colorless to pale yellow clear liquid (est) |
Assay: | 95.00 to 100.00 %
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Food Chemicals Codex Listed: | No |
Specific Gravity: | 0.92600 to 0.93600 @ 20.00 °C.
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Pounds per Gallon - (est).: | 7.714 to 7.798
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Refractive Index: | 1.46400 to 1.47400 @ 20.00 °C.
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Boiling Point: | 198.00 °C. @ 760.00 mm Hg (est)
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Vapor Pressure: | 0.515000 mmHg @ 25.00 °C. (est) |
Flash Point: | 150.00 °F. TCC ( 65.60 °C. ) (est)
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logP (o/w): | 3.200 (est) |
Soluble in: |
| alcohol | | water, 137.2 mg/L @ 25 °C (est) |
Insoluble in: |
| water |
Organoleptic Properties:
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Odor Type: citrus |
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| fresh clean citrus minty spearmint herbal |
Odor Description: Used in citrus and minty flavours: at 0.3-0.5ppm in beverages and dairy products, and up to 5ppm in sauces.Note: the epoxide can be lost in alcoholic and aqueous solutions, in acidic conditions. | fresh clean citrus minty spearmint herbal |
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Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
Preferred SDS: View |
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Hazards identification |
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Classification of the substance or mixture |
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
None found. |
GHS Label elements, including precautionary statements |
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Pictogram | |
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Hazard statement(s) |
None found. |
Precautionary statement(s) |
None found. |
Oral/Parenteral Toxicity: |
intramuscular-mouse LD50 100 mg/kg Journal of Scientific and Industrial Research, Section C: Biological Sciences. Vol. 21, Pg. 342, 1962.
oral-mouse LD50 2700 uL/kg Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 518, 1978.
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Dermal Toxicity: |
Not determined
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Inhalation Toxicity: |
Not determined
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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 |
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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: 24 |
Click here to view publication 24 |
| average usual ppm | average maximum ppm |
baked goods: | - | - |
beverages(nonalcoholic): | 0.05000 | 0.50000 |
beverages(alcoholic): | - | - |
breakfast cereal: | - | - |
cheese: | - | - |
chewing gum: | - | - |
condiments / relishes: | 0.50000 | 5.00000 |
confectionery froastings: | - | - |
egg products: | - | - |
fats / oils: | - | - |
fish products: | - | - |
frozen dairy: | - | - |
fruit ices: | - | - |
gelatins / puddings: | - | - |
granulated sugar: | - | - |
gravies: | - | - |
hard candy: | - | - |
imitation dairy: | - | - |
instant coffee / tea: | - | - |
jams / jellies: | - | - |
meat products: | - | - |
milk products: | 0.05000 | 0.50000 |
nut products: | - | - |
other grains: | - | - |
poultry: | - | - |
processed fruits: | - | - |
processed vegetables: | - | - |
reconstituted vegetables: | - | - |
seasonings / flavors: | - | - |
snack foods: | - | - |
soft candy: | - | - |
soups: | - | - |
sugar substitutes: | - | - |
sweet sauces: | - | - |
Safety References:
EPI System: | View |
Chemical Carcinogenesis Research Information System: | Search |
AIDS Citations: | Search |
Cancer Citations: | Search |
Toxicology Citations: | Search |
EPA Substance Registry Services (TSCA): | 1195-92-2 |
EPA ACToR: | Toxicology Data |
EPA Substance Registry Services (SRS): | Registry |
Laboratory Chemical Safety Summary : | 91496 |
National Institute of Allergy and Infectious Diseases: | Data |
| 6-methyl-3-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptane |
Chemidplus: | 0001195922 |
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
7-oxa | bicyclo[4.1.0]heptane, 1-methyl-4- (1-methylethenyl)- | 7-oxa | bicyclo[4.1.0]heptane, 1-methyl-4-(1-methylethenyl)- | 1,2- | epoxylimonene | | limonene 1,2-epoxide | | limonene 1,2-oxide | | limonene epoxide | (cis+trans)-1,2-(+)- | limonene oxide | | limonene oxide mixed isomers | (+)- | limonene oxide, mixture of cis and trans | D-8-p- | menthene-1,2-epoxide | 6- | methyl-3-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptane | 1- | methyl-4-(1-methylethenyl)-7-oxabicyclo(4.1.0)heptane | 1- | methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptane | 1- | methyl-4-(1-methylvinyl)-7-oxabicyclo(4.1.0)heptane | 1- | methyl-4-(1-methylvinyl)-7-oxabicyclo[4.1.0]heptane | 1- | methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptane | 4-iso | propenyl-1-methyl-7-oxabicyclo[4.1.0]heptan | 4-iso | propenyl-1-methyl-7-oxabicyclo[4.1.0]heptane |
Articles:
Google Patents: | Pyrolysis of limonene oxide |
PubMed: | Photocatalysis of sub-ppm limonene over multiwalled carbon nanotubes/titania composite nanofiber under visible-light irradiation. |
PubMed: | Synthesis and structural revision of a brominated sesquiterpenoid, aldingenin C. |
PubMed: | Structural characterization of a hypothetical protein: a potential agent involved in trimethylamine metabolism in Catenulispora acidiphila. |
PubMed: | Potential antioxidant and anxiolytic effects of (+)-limonene epoxide in mice after marble-burying test. |
PubMed: | Computationally designed libraries for rapid enzyme stabilization. |
PubMed: | Study of ozone-initiated limonene reaction products by low temperature plasma ionization mass spectrometry. |
PubMed: | Anthelmintic activity of the natural compound (+)-limonene epoxide against Schistosoma mansoni. |
PubMed: | Olfactory discrimination ability of South African fur seals (Arctocephalus pusillus) for enantiomers. |
PubMed: | Evaluation of acute toxicity of a natural compound (+)-limonene epoxide and its anxiolytic-like action. |
PubMed: | Indoloquinazoline alkaloids from Euodia rutaecarpa and their cytotoxic activities. |
PubMed: | QM/MM study of the mechanism of enzymatic limonene 1,2-epoxide hydrolysis. |
PubMed: | Total synthesis of (+)-cymbodiacetal: a re-evaluation of the biomimetic route. |
PubMed: | Evaluation of allergenicity of constituents of myoga using the murine local lymph node assay. |
PubMed: | Thorough evaluation of the validity of conventional enantio-gas chromatography in the analysis of volatile chiral compounds in mandarin essential oil: A comparative investigation with multidimensional gas chromatography. |
PubMed: | Conformational preference of a chiral terpene: vibrational circular dichroism (VCD), infrared and Raman study of S-(-)-limonene oxide. |
PubMed: | Structure and spasmolytic activity relationships of monoterpene analogues found in many aromatic plants. |
PubMed: | Effect of needle damage on the release rate of Masson pine (Pinus massoniana) volatiles. |
PubMed: | Acaricidal activity of limonene, limonene oxide and beta-amino alcohol derivatives on Rhipicephalus (Boophilus) microplus. |
PubMed: | Chemical and physical stability of protein and gum arabic-stabilized oil-in-water emulsions containing limonene. |
PubMed: | Screening of antibacterial activities of twenty-one oxygenated monoterpenes. |
PubMed: | Heterogeneous reactions of ozone and D-limonene on activated carbon. |
PubMed: | Antinociceptive activity of structural analogues of rotundifolone: structure-activity relationship. |
PubMed: | Chemical and physical stability of citral and limonene in sodium dodecyl sulfate-chitosan and gum arabic-stabilized oil-in-water emulsions. |
PubMed: | Toxicity study of the volatile constituents of Myoga utilizing acute dermal irritation assays and the Guinea-pig Maximization test. |
PubMed: | Evaluation of characteristic aroma compounds of Citrus natsudaidai Hayata (Natsudaidai) cold-pressed peel oil. |
PubMed: | Evidence for the role of the monB genes in polyether ring formation during monensin biosynthesis. |
PubMed: | Stereoselective biotransformation of limonene and limonene oxide by cyanobacterium, Synechococcus sp. PCC 7942. |
PubMed: | Catalytic mechanism of limonene epoxide hydrolase, a theoretical study. |
PubMed: | Structure of an atypical epoxide hydrolase from Mycobacterium tuberculosis gives insights into its function. |
PubMed: | [Terpenoids in root exudates of different allelopathic rice varieties]. |
PubMed: | Integron-associated mobile gene cassettes code for folded proteins: the structure of Bal32a, a new member of the adaptable alpha+beta barrel family. |
PubMed: | The number of functional olfactory receptor genes and the relative size of olfactory brain structures are poor predictors of olfactory discrimination performance with enantiomers. |
PubMed: | Alternating copolymerization of limonene oxide and carbon dioxide. |
PubMed: | Olfactory discrimination ability of human subjects for enantiomers with an isopropenyl group at the chiral center. |
PubMed: | Transformation of terpenes using a Picea abies suspension culture. |
PubMed: | Patch testing with oxidized R-(+)-limonene and its hydroperoxide fraction. |
PubMed: | Structure of Rhodococcus erythropolis limonene-1,2-epoxide hydrolase reveals a novel active site. |
PubMed: | Determination of limonene oxidation products using SPME and GC-MS. |
PubMed: | Oxide terpenes as human skin penetration enhancers of haloperidol from ethanol and propylene glycol and their modes of action on stratum corneum. |
PubMed: | Effects of storage conditions on the composition of Citrus tamurana Hort. ex Tanaka (hyuganatsu) essential oil. |
PubMed: | Additive toxicity of limonene and 50% oxygen and the role of glutathione in detoxification in human lung cells. |
PubMed: | Characterization of tert-butyl alcohol binding to alpha2u-globulin in F-344 rats. |
PubMed: | Biotransformation of (R)-(+)- and (S)-(-)-limonene by fungi and the use of solid phase microextraction for screening. |
PubMed: | Aroma-active compounds of miniature beefsteakplant (Mosla dianthera Maxim). |
PubMed: | Evaluation of the in vivo interaction of methyl tert-butyl ether with alpha2u-globulin in male F-344 rats. |
PubMed: | Rhodococcus erythropolis DCL14 contains a novel degradation pathway for limonene. |
PubMed: | The structures of alpha 2u-globulin and its complex with a hyaline droplet inducer. |
PubMed: | The Rhodococcus erythropolis DCL14 limonene-1,2-epoxide hydrolase gene encodes an enzyme belonging to a novel class of epoxide hydrolases. |
PubMed: | Limonene-1,2-epoxide hydrolase from Rhodococcus erythropolis DCL14 belongs to a novel class of epoxide hydrolases. |
PubMed: | 2-sec-butyl-4,5-dihydrothiazole is a ligand for mouse urinary protein and rat alpha 2u-globulin: physiological and toxicological relevance. |
PubMed: | Effect of selected monoterpenes on methane oxidation, denitrification, and aerobic metabolism by bacteria in pure culture. |
PubMed: | In vitro uptake of methyl tert-butyl ether in male rat kidney: use of a two-compartment model to describe protein interactions. |
PubMed: | Electroantennogram activity from antennae ofCeratitis capitata (Wied.) to fresh orange airborne volatiles. |
PubMed: | Inhibition of tumor cell growth by monoterpenes in vitro: evidence of a Ras-independent mechanism of action. |
PubMed: | Alpha 2u-globulin is the only member of the lipocalin protein superfamily that binds to hyaline droplet inducing agents. |
PubMed: | Air oxidation of d-limonene (the citrus solvent) creates potent allergens. |
PubMed: | Biochemical basis for mouse resistance to hyaline droplet nephropathy: lack of relevance of the alpha 2u-globulin protein superfamily in this male rat-specific syndrome. |
PubMed: | Animal experiments on the allergenicity of d-limonene--the citrus solvent. |
PubMed: | Design of a gas chromatograph with parallel radioactivity and mass spectrometric detection. Application to the identification of the major metabolite of d-limonene associated with alpha 2u-globulin. |
PubMed: | Characteristics of chemical binding to alpha 2u-globulin in vitro--evaluating structure-activity relationships. |
PubMed: | Lysosomal degradation of alpha 2u-globulin and alpha 2u-globulin-xenobiotic conjugates. |
PubMed: | Metabolism of limonene-1,2-epoxide in the rat. |
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