isomenthol

DL-isomenthol

CAS: 3623-52-7 C10 H20 O MW: 156.26860000 mentholic cooling

Identification

Nameisomenthol
IUPAC(1R,2R,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
CAS Number3623-52-7
EINECS222-825-7
FDA UNII90E7IB31QH
Molecular FormulaC10 H20 O
Molecular Weight156.26860000
MDL NumberMFCD01941448
Nikkaji NumberJ238.499J
Beilstein3194262

Regulatory

JECFA Food Flavoring2249 DL-isomenthol
FEMA Number4729
FDANo longer provide for the use of these seven synthetic flavoring substances

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 215.00 to 216.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure 0.032000 mmHg @ 25.00 °C. (est)
Flash Point 200.00 °F. TCC ( 93.30 °C. ) (est)
logP (o/w) 3.216 (est)
Soluble in alcohol
Insoluble in paraffin oil

Organoleptic Properties

Odor Description at 10.00 % in propylene glycol.
Taste Description cooling

Safety Information

Oral/Parenteral Toxicityoral-mouse LD50 3000 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

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

Safety in Use

Categoryflavoring agents
Recommendation for isomenthol usage levels up tonot for fragrance use.
baked goods30.00000
beverages(nonalcoholic)10.00000
beverages(alcoholic)10.00000
breakfast cereal-
cheese-
chewing gum500.00000
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy20.00000
fruit ices20.00000
gelatins / puddings-
granulated sugar-
gravies-
hard candy100.00000
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-

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Potential Uses

None Found

Natural Occurrence

cabbage leaf cornmint oil cornmint oil india @ 0.05% Data geranium oil rwanda @ 0.29% Data horsemint shoot pennyroyal oil @ trace% Data pennyroyal oil cuba @ 0.30% Data peppermint leaf peppermint oil CO2 extract @ 0.20% Data stachys obliqua sunflower flower

Synonyms

cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2R,5R)- (±)-iso menthol (1)-iso menthol cis-1,3-cis-1,4-(±)- menthol DL-iso menthol (1-alpha,2-beta,5-beta)-(±)-5- methyl-2-(1-methyl ethyl) cyclohexanol (1R,2S,5S)-rel-5- methyl-2-(1-methyl ethyl) cyclohexanol (1a,2a,5a)-5- methyl-2-(1-methylethyl)cyclohexanol (1R,2R,5R)-5- methyl-2-(propan-2-yl)cyclohexanol (1R,2R,5R)-5- methyl-2-propan-2-ylcyclohexan-1-ol (1R,2R,5R)-2-iso propyl-5-methylcyclohexanol Google Patents: Production of isomenthol isomers PubMed: Acaricidal activity of constituents derived from peppermint oil against Tyrophagus putrescentiae. PubMed: Phytotoxic activity and chemical composition of aqueous volatile fractions from Eucalyptus species. PubMed: Anti-yeast activity of mentha oil and vapours through in vitro and in vivo (real fruit juices) assays. PubMed: Antioxidant properties and essential oil composition of Calamintha grandiflora L. PubMed: Irradiation depolymerized guar gum as partial replacement of gum Arabic for microencapsulation of mint oil. PubMed: Microbial Transformations of (+)-Isomenthol by Fusarium lini and Rhizopus stolonifer. PubMed: Menthol shares general anesthetic activity and sites of action on the GABA(A) receptor with the intravenous agent, propofol. PubMed: Esters of pyromellitic acid. Part II. Esters of chiral alcohols: para pyromellitate diesters as a novel class of resolving agents and use of pyromellitates as duplicands for chiral purification. PubMed: Screening of antibacterial activities of twenty-one oxygenated monoterpenes. PubMed: Monoterpene metabolism. Cloning, expression, and characterization of menthone reductases from peppermint. PubMed: Effect of l-menthol on laryngeal receptors. PubMed: The effects of menthol isomers on nasal sensation of airflow. PubMed: Metabolism of Monoterpenes: Conversion of l-Menthone to l-Menthol and d-Neomenthol by Stereospecific Dehydrogenases from Peppermint (Mentha piperita) Leaves. PubMed: Studies in detoxication: The biological reduction of l-menthone to d-neomenthol and of d-isomenthone to d-isomenthol in the rabbit. The conjugation of d-neomenthol with glucuronic acid. PubMed: Studies in detoxication: The resolution of dl-isomenthol through its conjugation with glucuronic acid in the rabbit. PubMed: Studies in detoxication. II. (a) The conjugation of isomeric 3-menthanols with glucuronic acid and the asymmetric conjugation of dl-menthol and dl-isomenthol in the rabbit. (b) d-isoMenthylglucuronide, a new conjugated glucuronic acid.