(-)-Isopulegol

(-)-Isopulegol is a monoterpene that has been found in the essential oils of several aromatic plants, including Cannabis, with diverse biological activities. It has antibacterial activity against S. aureus, E. faecium, E. coli, and M. smegmatis (MICs = 0.78, 12.5, 0.78, and 1.56 µl/ml, respectively, in an agar diffusion assay) and antifungal activity against C. albicans and A. niger (MIC = 1.56 µl/ml for both in an agar diffusion assay). (-)-Isopulegol inhibits C. albicans morphogenesis, adhesion, and biofilm formation (MICs = 0.125, 4, and 0.25 mg/ml, respectively). In vivo, (-)-isopulegol (50 mg/kg, i.p.) increases immobility time in the forced swim and tail suspension tests and increases the number of head dips in a hole board test and time spent in the open arms of the elevated plus maze in mice, indicating depressant- and anxiolytic-like activity. It reduces the size of ulcerated lesions in the stomach in mouse models of ethanol- and indomethacin-induced gastric lesions when administered at a dose of 100 mg/kg.Formal Name: 5R-methyl-2S-(1R-methylethenyl)-cyclohexanol. CAS Number: 89-79-2. Synonyms: l-Isopulegol. Molecular Formula: C10H18O. Formula Weight: 154.3. Purity: >98%. Formulation: (Request formulation change), A liquid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, Ethanol: 30 mg/ml. SMILES: CC([C@@H]1CC[C@@H](C)C[C@H]1O)=C. InChi Code: 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: ZYTMANIQRDEHIO-KXUCPTDWSA-N.