CAS 89-79-2

(-)-Isopulegol

Description:

(-)-Isopulegol is a naturally occurring monoterpene alcohol with the chemical formula C10H18O. It is characterized by its minty aroma and is commonly found in essential oils, particularly in mint species. The compound exists as a colorless to pale yellow liquid and has a boiling point that typically falls within a moderate range for organic compounds. Its structure features a cyclohexene ring with a hydroxyl group, contributing to its reactivity and solubility in organic solvents. (-)-Isopulegol exhibits chirality, with the (-) designation indicating its specific optical activity. This compound is of interest in the fragrance and flavor industries due to its pleasant scent, and it also serves as a precursor in the synthesis of menthol and other derivatives. Additionally, (-)-Isopulegol has been studied for its potential biological activities, including antimicrobial and anti-inflammatory properties. Safety data indicates that it should be handled with care, as it may cause irritation upon contact with skin or eyes.

Formula: C₁₀H₁₈O

InChI: InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-11H,1,4-6H2,2-3H3/t8-,9+,10-/m1/s1

InChI key: InChIKey=ZYTMANIQRDEHIO-KXUCPTDWSA-N

SMILES: C(C)(=C)[C@H]1[C@H](O)C[C@H](C)CC1

Synonyms:

• (-)-<span class="text-smallcaps">L</span>-Isopulegol
• (1R,2S,5R)-(-)-Isopulegol
• (1R,2S,5R)-2-Isopropenyl-5-methylcyclohexanol
• (1R,2S,5R)-5-Methyl-2-(1-methylethenyl)cyclohexanol
• (1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexanol
• 1-Methyl-4-isopropenylcyclohexan-3-ol
• Coolact
• Cyclohexanol, 5-methyl-2-(1-methylethenyl)-, (1R,2S,5R)-
• Cyclohexanol, 5-methyl-2-(1-methylethenyl)-, [1R-(1α,2β,5α)]-
• Isopugenol I
• Isopulegol I
• P-Menth-8-En-3-Ol
• iso-Pulegol
• l-Isopulegol
• p-Menth-8-en-3-ol, (1R,3R,4S)-(-)-
• trans-Isoperitenol

Isopulegol

CAS: 89-79-2

Isopulegol is a nitro compound that has been identified as an endogenous depressant of ATP-sensitive K+ channels. Isopulegol is synthesized by the asymmetric synthesis of cyclohexanone and 1,1-dimethoxypropane with hydrochloric acid. The reaction mechanism involves the conversion of cyclohexanone to isopulegol in an intramolecular electrophilic substitution reaction. Isopulegol is most commonly found bound to proteins, but it can also exist in its free form. The binding affinity between isopulegol and ATP-sensitive K+ channels depends on the formation of a stable complex with a phenolic hydroxyl group and a carbonyl group that are necessary for the binding site.
Isopulegol has been shown to have analgesic effects in rats, which may be due to its ability to inhibit pain signals from reaching the brain by blocking nerve impulses at their origin

Formula: C₁₀H₁₈O

Purity: Min. 95%

Color and Shape: Colorless Clear Liquid

Molecular weight: 154.25 g/mol

Ref: 3D-FI106423

(-)-Isopulegol

CAS: 89-79-2

Ref: BE-RMCP416003

(-)-Isopulegol

CAS: 89-79-2

Purity: 98%

Color and Shape: Liquid

Molecular weight: 154.136

Ref: 10-F868911

(-)-Isopulegol

CAS: 89-79-2

Formula: C₁₀H₁₈O

Molecular weight: 154.25

Ref: ST-EA-CP-I75001