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

CAS: 15356-60-2 Cat. No.: M105270 Fórmula: C₁₀H₂₀O Peso molecular: 156.27 Beilstein Registry Number: 1902292 Número EC: 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

Conservar a -20°C

Shipped In

Hielera + almohadillas de hielo

Descripción general

el (1S,2R,5S)-(+)-mentol es un alcohol secundario quiral. Su grupo alcohólico puede protegerse como 2-tetrahidrofuranoil éter mediante reacción con bromotriclorometano y tetrahidrofurano.

el (1S,2R,5S)-(+)-mentol puede someterse a acilación con anhídridos ácidos en presencia de trifluorometanosulfonato de trimetilsililo para formar los productos acilados correspondientes.

Specifications

Sinónimos

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

Especificaciones y pureza

≥99%

Condiciones de almacenamiento de almacenamiento

Conservar a -20°C

Enviado en

Hielera + almohadillas de hielo

Tipo de acción

ACTIVATOR

Mecanismo de acción

Activator of TRPM8

Pureza

≥99%

Nombres e identificadores

• Sonrisas canónicas: 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
• Isómeros SMILES: C[C@H]1CC[C@@H]([C@H](C1)O)C(C)C
• WGK Alemania: 2
• RTECS: OT0700000
• CAS alternativo: 15356-70-4,15356-60-2,89-78-1
• PubChem CID: 165675
• Peso molecular: 156.27
• Beilstein: 1902292

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: 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
• Descripción: 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

Objetivos asociados (humanos)

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)

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in methanol (almost transparency), chloroform, alcohols, water (456 mg/l at 25 °C), and ether.
• Rotación específica [α]: 50 ° (C=10, EtOH)
• Punto de inflamación (°F): 213.8 °F
• Punto de inflamación (°C): 101 °C
• Punto de ebullición (°C): 103-104 °C/9 mmHg
• Punto de fusión (°C): 42°C
• Peso molecular: 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

Referencias

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]

Preguntas frecuentes

What is the purity of this product?

This product is supplied at ≥99% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 15356-60-2, the molecular formula is C10H20O, and the molecular weight is 156.27 g/mol. InChIKey NOOLISFMXDJSKH-AEJSXWLSSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.