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Substance Name: Levomenthol [INN:BAN]
RN: 2216-51-5
UNII: BZ1R15MTK7
InChIKey: NOOLISFMXDJSKH-KXUCPTDWSA-N

Classification Codes

  • Mutation Data
  • Natural Product
  • Skin / Eye Irritant

Molecular Formula

  • C10-H20-O

Molecular Weight

  • 156.267
 
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Names and Synonyms

Name of Substance

  • (l)-Menthol
  • Levomenthol [INN:BAN]

Synonyms

  • (-)-Menthol
  • (-)-Menthyl alcohol
  • (-)-trans-p-Menthan-cis-ol
  • (1R)-(-)-Menthol
  • (1R-(1-alpha,2-beta,5-alpha))-5-Methyl-2-(1-methylethyl)cyclohexanol
  • AI3-52408
  • CCRIS 3728
  • D-(-)-Menthol
  • EC 218-690-9
  • EINECS 218-690-9
  • FEMA No. 2665
  • HSDB 5662
  • l-(-)-Menthol
  • l-Menthol
  • l-Menthol (natural)
  • Levomenthol
  • Levomentholum
  • Levomentholum [INN-Latin]
  • Menthol, (1R,3R,4S)-(-)-
  • Menthol, l-
  • NSC 62788
  • U.S.P. Menthol
  • UNII-BZ1R15MTK7

Systematic Names

  • (-)-(1R,3R,4S)-Menthol
  • (-)-Menthol
  • Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-
  • Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,3R,4S)-
  • Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R-(1alpha,2beta,5alpha))-
  • l-Menthol

Registry Numbers

CAS Registry Number

  • 2216-51-5

FDA UNII

  • BZ1R15MTK7

Other Registry Numbers

  • 95650-44-5
  • 98167-53-4

System Generated Number

  • 0002216515

Structure Descriptors

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

Smiles

C1[C@H]([C@@H](C[C@@H](C)C1)O)C(C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 intraperitoneal 800mg/kg (800mg/kg)   FAO Nutrition Meetings Report Series. Vol. 44A, Pg. 58, 1967.
cat LD50 oral 800mg/kg (800mg/kg)   FAO Nutrition Meetings Report Series. Vol. 44A, Pg. 58, 1967.
cat LDLo intravenous 34mg/kg (34mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION Archives Internationales de Pharmacodynamie et de Therapie. Vol. 63, Pg. 43, 1939.
guinea pig LDLo intraperitoneal 4gm/kg (4000mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 63, Pg. 43, 1939.
mouse LD50 intraperitoneal 6600mg/kg (6600mg/kg)   Farmatsevtichnii Zhurnal Vol. 17(3), Pg. 53, 1962.
mouse LD50 oral 3400mg/kg (3400mg/kg)   Quarterly Journal of Pharmacy & Pharmacology. Vol. 5, Pg. 233, 1932.
mouse LD50 subcutaneous 5gm/kg (5000mg/kg)   FAO Nutrition Meetings Report Series. Vol. 44A, Pg. 58, 1967.
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 14, Pg. 471, 1976.
rabbit LDLo intraperitoneal 2gm/kg (2000mg/kg)   FAO Nutrition Meetings Report Series. Vol. 44A, Pg. 58, 1967.
rat LD50 intraperitoneal 700mg/kg (700mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: GENERAL ANESTHETIC		 Journal of Pharmacy and Pharmacology. Vol. 35, Pg. 110, 1983.
rat LD50 oral 3300mg/kg (3300mg/kg)   FAO Nutrition Meetings Report Series. Vol. 44A, Pg. 58, 1967.
rat LD50 subcutaneous 1gm/kg (1000mg/kg)   FAO Nutrition Meetings Report Series. Vol. 44A, Pg. 58, 1967.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 43 deg C   EXP
Boiling Point 212 deg C   EXP
log P (octanol-water) 3.4 (none)   EXP
Water Solubility 490 mg/L 25 EXP
Henry's Law Constant 1.52E-05 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.41E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.