GRADE & PURITY ≥98%

Synonyms

6S7S02945H | DTXSID5047039 | N-Ethyl-2-isopropyl-5-methylcyclohexanecarboxamide | N-Ethyl-2-isopropyl-5-methylcyclohexanecarboxamide, 99%, FG | Tox21_302336 | W-100 | ETHYL-2-ISOPROPYL-5-METHYLCYCLOHEXANE CARBOXAMIDE [FHFI] | SCHEMBL33290 | ETHYL MENTHANE

Storage

Room temperature

Shipped In

Normal

Overview

N-Ethyl-2-isopropyl-5-methylcyclohexanecarboxamide is a food additive.

Specifications

Synonyms

6S7S02945H | DTXSID5047039 | N-Ethyl-2-isopropyl-5-methylcyclohexanecarboxamide | N-Ethyl-2-isopropyl-5-methylcyclohexanecarboxamide, 99%, FG | Tox21_302336 | W-100 | ETHYL-2-ISOPROPYL-5-METHYLCYCLOHEXANE CARBOXAMIDE [FHFI] | SCHEMBL33290 | ETHYL MENTHANE

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Cooling agent that is an agonist at TRPM8 receptors (EC50= 3.7μM).

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488183620
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183620
• Canonical Smiles: CCNC(=O)C1CC(CCC1C(C)C)C
• IUPAC Name: N-ethyl-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide
• InChIKey: VUNOFAIHSALQQH-UHFFFAOYSA-N
• INCHI: 1S/C13H25NO/c1-5-14-13(15)12-8-10(4)6-7-11(12)9(2)3/h9-12H,5-8H2,1-4H3,(H,14,15)
• Isomeric SMILES: CCNC(=O)C1CC(CCC1C(C)C)C
• WGK Germany: 2
• Molecular Weight: 211.34
• Reaxy-Rn: 2093252
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2093252&ln=

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 Secondary carboxylic acid amides Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: P-menthane monoterpenoid - Monocyclic monoterpenoid - Secondary carboxylic acid amide - Carboxamide group - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - 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: Not available

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 (0 Activities)

Discover Target: TRPM8

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

Chemical and Physical Properties

• Solubility: Solvent:DMSO, Max Conc. mg/mL: 21.13, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 21.13, Max Conc. mM: 100
• Specific Rotation[α]: -52 ° (C=1, MeOH)
• Melt Point(°C): 91-98°C
• Molecular Weight: 211.340 g/mol
• XLogP3: 3.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 211.194 Da
• Monoisotopic Mass: 211.194 Da
• Topological Polar Surface Area: 29.100 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 213.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 3
• 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. Shu Tian, Xiaoya Wang, Chenchen Wang, Liqun Li, Wei Wei.  (2023)  Highly sensitive and label-free electrochemical sensor for menthol detection.  JOURNAL OF ELECTROANALYTICAL CHEMISTRY,      [PMID:] [10.1016/j.jelechem.2023.117540]