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Substance Name: Racementhol [INN:BAN]
RN: 89-78-1
UNII: YS08XHA860
InChIKey: NOOLISFMXDJSKH-KXUCPTDWSA-N

Classification Codes

  • Agricultural Chemical
  • Antipruritics
  • Dermatologic Agents
  • Insecticide
  • Mutation Data
  • Natural Product
  • Skin / Eye Irritant
  • Tumor Data

Molecular Formula

  • C10-H20-O

Molecular Weight

  • 156.267
 

Names and Synonyms

Name of Substance

  • Menthol
  • Racementhol [INN:BAN]
  • Racemic menthol

Synonyms

  • (+-)-Menthol
  • (1R,2S,5R)-Menthol
  • 2-06-00-00052 (Beilstein Handbook Reference)
  • 4-06-00-00151 (Beilstein Handbook Reference)
  • 5-Methyl-2-(1-methylethyl)cyclohexanol, (1alpha,2beta,5alpha)-
  • BRN 1902288
  • BRN 3194263
  • CCRIS 375
  • CCRIS 4666
  • EC 201-939-0
  • EINECS 201-939-0
  • EINECS 239-388-3
  • FEMA No. 2665
  • Headache crystals
  • Hexahydrothymol
  • Menthacamphor
  • Menthol
  • Menthol (VAN)
  • Menthol natural
  • Menthol natural, brazilian
  • Menthol racemic
  • Menthol racemique
  • Menthol racemique [French]
  • Menthomenthol
  • NCI-C50000
  • NSC 2603
  • p-Menthan-3-ol
  • Peppermint camphor
  • rac-Menthol
  • Racementhol
  • Racementholum
  • Racementholum [INN-Latin]
  • Racementol
  • Racementol [INN-Spanish]
  • Thymomenthol
  • Tra-kill tracheal mite killer
  • UNII-YS08XHA860

Systematic Names

  • (+-)-(1R*,3R*,4S*)-Menthol
  • Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1alpha,2beta,5alpha)-
  • Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-
  • d,l-Menthol
  • DL-Menthol
  • Menthol
  • Menthol, cis-1,3,trans-1,4-

Superlist Names

  • DL-Menthol
  • Menthol, dl-

Registry Numbers

CAS Registry Number

  • 89-78-1

FDA UNII

  • YS08XHA860

Other Registry Number

  • 15356-70-4

System Generated Number

  • 0000089781

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

CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intraperitoneal 1500mg/kg (1500mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Muenchener Medicinische Wochenschrift. Vol. 73, Pg. 2011, 1926.
cat LDLo intravenous 37mg/kg (37mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 63, Pg. 43, 1939.
cat LDLo oral 1500mg/kg (1500mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
cat LDLo oral 1500mg/kg (1500mg/kg)   Muenchener Medicinische Wochenschrift. Vol. 73, Pg. 2011, 1926.
guinea pig LD50 intraperitoneal 865mg/kg (865mg/kg) BEHAVIORAL: SLEEP

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: MUSCLE WEAKNESS
Annales Pharmaceutiques Francaises. Vol. 10, Pg. 481, 1952.
mouse LD50 intraperitoneal 14200mg/kg (14200mg/kg)   Farmatsevtichnii Zhurnal Vol. 17(3), Pg. 53, 1962.
mouse LD50 oral 3100mg/kg (3100mg/kg)   Quarterly Journal of Pharmacy & Pharmacology. Vol. 5, Pg. 233, 1932.
mouse LDLo intraperitoneal 1800mg/kg (1800mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 63, Pg. 43, 1939.
mouse LDLo subcutaneous 14gm/kg (14000mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE
Muenchener Medicinische Wochenschrift. Vol. 73, Pg. 2011, 1926.
rabbit LD50 intraperitoneal 2gm/kg (2000mg/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. 473, 1976.
rat LD50 intramuscular 10gm/kg (10000mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 222, Pg. 244, 1954.
rat LD50 intraperitoneal 670mg/kg (670mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: SLEEP

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
Annales Pharmaceutiques Francaises. Vol. 10, Pg. 481, 1952.
rat LD50 oral 2900mg/kg (2900mg/kg)   FAO Nutrition Meetings Report Series. Vol. 44A, Pg. 58, 1967.
rat LD50 oral 3180mg/kg (3180mg/kg) BEHAVIORAL: ATAXIA Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
rat LDLo intraperitoneal 1500mg/kg (1500mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: SLEEP

BEHAVIORAL: MUSCLE WEAKNESS
Annales Pharmaceutiques Francaises. Vol. 10, Pg. 481, 1952.
rat LDLo subcutaneous 1gm/kg (1000mg/kg)   Muenchener Medicinische Wochenschrift. Vol. 73, Pg. 2011, 1926.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 35 deg C   EXP
Boiling Point 212 deg C   EXP
log P (octanol-water) 3.4 (none)   EXP
Water Solubility 456 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.