D-Menthol - ≥99% , Activator of TRPM8, CAS No.15356-60-2, Activator of TRPM8

CAS: 15356-60-2 Cat. No.: M105270 Molecular Weight: 156.27 Beilstein Registry Number: 1902292 EC Number: 239-387-8 PubChem CID: 165675

GRADE & PURITY ≥99%

Synonyms

M3170 | UNII-C6B1OE8P3W | (1S,2R,5S)-2-Isopropyl-5-methylcyclohexanol | A815982 | (1S,2R,5S)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol | (1S,2R,5S)-Menthol | (1S,2R,5S)-(+)-Menthol, 99% | (1S,2R,5S)-2-Isopropyl-5-methylcyclohexan-1-ol | Menthol, cis-1,3,tra

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

(1S,2R,5S)-(+)-menthol is a chiral secondary alcohol. Its alcohol group can be protected as 2-tetrahydrofuranyl ether by reacting with bromotrichloromethane and tetrahydrofuran.

(1S,2R,5S)-(+)-menthol can undergo acylation with acid anhydrides in the presence of trimethylsilyl trifluoromethanesulfonate to form the corresponding acylated products.

Specifications

Synonyms

M3170 | UNII-C6B1OE8P3W | (1S, 2R, 5S)-2-Isopropyl-5-methylcyclohexanol | A815982 | (1S, 2R, 5S)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol | (1S, 2R, 5S)-Menthol | (1S, 2R, 5S)-(+)-Menthol, 99% | (1S, 2R, 5S)-2-Isopropyl-5-methylcyclohexan-1-ol | Menthol, cis-1, 3, tra

Specifications & Purity

≥99%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

ACTIVATOR

Mechanism of action

Activator of TRPM8

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CC1CCC(C(C1)O)C(C)C
• IUPAC Name: (1S,2R,5S)-5-methyl-2-propan-2-ylcyclohexan-1-ol
• InChIKey: NOOLISFMXDJSKH-AEJSXWLSSA-N
• INCHI: 1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m0/s1
• Isomeric SMILES: C[C@H]1CC[C@@H]([C@H](C1)O)C(C)C
• WGK Germany: 2
• RTECS: OT0700000
• Alternate CAS: 15356-70-4,15356-60-2,89-78-1
• PubChem CID: 165675
• Molecular Weight: 156.27
• Beilstein: 1902292

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Monoterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Monoterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Menthane monoterpenoids
• Alternative Parents: Monocyclic monoterpenoids Cyclohexanols Cyclic alcohols and derivatives Hydrocarbon derivatives
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: P-menthane monoterpenoid - Monocyclic monoterpenoid - Cyclohexanol - Cyclic alcohol - Secondary alcohol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.
• External Descriptors: p-menthan-3-ol

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TRPM8 Tclin Transient receptor potential cation channel subfamily M member 8 (1 Activities)

Discover Target: TRPM8

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in methanol (almost transparency), chloroform, alcohols, water (456 mg/l at 25 °C), and ether.
• Specific Rotation[α]: 50 ° (C=10, EtOH)
• Flash Point(°F): 213.8 °F
• Flash Point(°C): 101 °C
• Boil Point(°C): 103-104 °C/9 mmHg
• Melt Point(°C): 42°C
• Molecular Weight: 156.260 g/mol
• XLogP3: 3.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 156.151 Da
• Monoisotopic Mass: 156.151 Da
• Topological Polar Surface Area: 20.200 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 120.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yi Chen, Xuan Wang, Hongyang Ma, Shyam Venkateswaran, Benjamin S. Hsiao.  (2025)  Chiral electrospun nanofibrous membranes for selective adsorption of chiral compounds.  POLYMER,      [PMID:] [10.1016/j.polymer.2025.128893]

2. Xiaofei Shen, Hailong Huang, Hao Qian, Longxiang Tang, Yan Zhang, Min Xu, Huiqing Wang, Zhongkai Wang.  (2021)  Super Chirality Promotion of Helical Poly(Phenyl Isocyanide)s by Grafting onto Ethyl Cellulose.  MACROMOLECULAR CHEMISTRY AND PHYSICS,  222  (15): (2100103).  [PMID:] [10.1002/macp.202100103]

3. Hao Qian, Xiaofei Shen, Hailong Huang, Yan Zhang, Mingtao Zhang, Huiqing Wang, Zhongkai Wang.  (2019)  Helical poly(phenyl isocyanide)s grafted selectively on C-6 of cellulose for improved chiral recognition ability.  CARBOHYDRATE POLYMERS,      [PMID:31888853] [10.1016/j.carbpol.2019.115737]

4. Jiawei Zhou, Yumin Sang, Zhuang Wang, Jiacheng Feng, Linjiang Zhu, Xiaolong Chen.  (2024)  Enhancing the Enantioselectivity and Catalytic Efficiency of Esterase from Bacillus subtilis for Kinetic Resolution of l-Menthol through Semirational Design.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:38235660] [10.1021/acs.jafc.3c08321]

5. Zang Yu, Hou Rui, Wei Bohua, Liu Yuting, Wang Jianjun, Liu Jiao, Xu Liang, Zhang Wei.  (2026)  Cascade-controlled porous composite membranes: pore-supporting synergy enabling high-flux enantioseparation of amino acids and pharmaceuticals.  Science China-Materials,      [PMID:] [10.1007/s40843-025-3936-8]