File:Menthol_skeletal.svg · Wikimedia Commons · See Wikimedia Commons
L-menthol
Sign in to saveAlso known as menthol, (1R,2S,5R)-(-)-menthol, levomenthol, (1R,3R,4S)-(-)-menthol, L-(-)-menthol, (-)-(1R,3R,4S)-menthol, 5-methyl-2-propan-2-ylcyclohexan-1-ol
Menthol is a monoterpenoid organic compound that occurs naturally in the oils of certain plants in the mint family, such as corn mint and peppermint. It is a white or clear waxy crystalline substance that 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.
L-menthol is a waxy crystalline compound found naturally in mint plant oils, most commonly in peppermint and corn mint, that is solid at room temperature. It's the primary form of menthol that occurs in nature and has applications in food, medicine, and consumer products due to its cooling and flavoring properties.
AI-generated from the Wikipedia summary — may contain errors.
Chemical data
- Formula
- C10H20O
- Molecular weight
- 156.26 g/mol
- IUPAC name
- (1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
- SMILES
- C[C@@H]1CC[C@H]([C@@H](C1)O)C(C)C
- InChIKey
- NOOLISFMXDJSKH-KXUCPTDWSA-N
- XLogP
- 3
- Polar surface area
- 20.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Wikidata facts
- Has part
- hydrogen
- Mass
- 156.151415
- Image
- Menthol substance photo.jpg
- Has use
- medication
Show 14 more facts
- found in taxon
- Artemisia maritima
- density
- 0.89
- boiling point
- 212
- flash point
- 93
- Commons category
- Menthol
- canonical SMILES
- CC1CCC(C(C1)O)C(C)C
- chemical formula
- C₁₀H₂₀O
- medical condition treated
- skin disease
- World Health Organisation international non-proprietary name
- levomenthol
- isomeric SMILES
- CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O
- NCI Thesaurus ID
- C61809
- MCN code
- 2906.11.00
- melting point
- 44.0
- has characteristic
- bitterness
via Wikidata · CC0
~13 min read
Encyclopedic overview
18 sectionsContents
- Structure
- Biological properties
- Occurrence
- Biosynthesis
- Production
- Applications
- Cosmetic
- Medical
- Others
- Organic chemistry
- Reactions
- History
- Compendial status
- Safety
- See also
- References
- Further reading
- External links
Menthol is a monoterpenoid organic compound that occurs naturally in the oils of certain plants in the mint family, such as corn mint and peppermint. It is a white or clear waxy crystalline substance that 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.
For many people, menthol produces a cooling sensation when inhaled, eaten, or applied to the skin, and mint plants have been used for centuries for topical pain relief and as a food flavoring. Menthol has local anesthetic and counterirritant qualities, and it is widely used to relieve minor throat irritation.
Excerpted from Wikipedia’s “L-menthol” article, available under the CC BY-SA 4.0 licence.