3266 T3D3224 Menthol Menthol is an alcohol produced from mint oils or prepared synthetically. Menthol is a covalent organic compound made synthetically or obtained from peppermint or other mint oils. It is a waxy, crystalline substance, clear or white in color, which is solid at room temperature and melts slightly above. The main form of menthol occurring in nature is (-)-menthol, which is assigned the (1R,2S,5R) configuration. Menthol has local anesthetic and counterirritant qualities, and it is widely used to relieve minor throat irritation. 2216-51-5 16666 C10H20O 156.151410 White crystals (L1264). 43°C 212°C 490 mg/L (at 25°C) Oral (L1264) ; inhalation (L1264) ; dermal (L1264) ; eye exposure (L1264). Menthol acts as a weak Kappa Opioid Receptor Agonist. L-Menthol conjugates rapidly, forming L-Methyl-beta-Glucuronide. About half of the menthol absorbed is excreted combined with glucuronic acid (A661). ORAL (LD50): Acute: 2900 mg/kg [Rat], 3100 mg/kg [Mouse] DERMAL (LD50): Acute: 5001 mg/kg [Rabbit] LD50: 10001 mg/kg (oral, rat) No indication of carcinogenicity to humans (not listed by IARC). Menthol has local anesthetic and counterirritant qualities, and it is widely used to relieve minor throat irritation. Menthol is also used to prepare menthyl esters to emphasize floral notes (especially rose) (L1263). Used to treat occasional minor irritation, pain, sore mouth, and sore throat as well as cough associated with a cold or inhaled irritants. Death from respiratory failure can result in cases of severe poisoning. Persons with pre-existing skin disorders or eye problems or impaired respiratory function may be more susceptible to the effects of the substance. Menthol may give rise to hypersensitivity reactions including contact dermatitis. Hyspomia can result from poisoning too. Moreover, jaundice may occur in infants with G6PD deficiency (T36, L1264). Vapors or dust can be irritating in large amounts due to the phenolic character of the compound. The normal sensation is that of a pleasant odor. May cause allergic reaction in sensitive individuals. Toxic. Estimated fatal dose, average human, is 2 g. General gastrointestinal upset can occur with pain, vomiting, vertigo, drowsiness and coma. Mild irritant but may cause pain or inflammation on sensitive areas of the skin. Irritant due to its phenolic character. Can cause reddening and tearing (L1264). 2009-07-30T17:56:33Z 2014-12-24T20:26:01Z Menthol C00400 15409 CPD-4944 1-Menthol DB00825 2067 true [H][C@@]1(C)CC[C@@]([H])(C(C)C)[C@]([H])(O)C1 C10H20O InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m1/s1 InChIKey=NOOLISFMXDJSKH-KXUCPTDWSA-N 156.2652 156.151415262 Exogenous Solid 3.4 HMDB03352 CHEMBL256087 15803 <p>Tatsuo Higashiyama, Isao Sakata, &#8220;Menthol glycoside, process for preparing the same and method for releasing menthol therefrom.&#8221; U.S. Patent US4038270, issued December, 1972.</p>