1.0 2010-04-08 22:07:01 UTC 2025-11-18 23:01:02 UTC FDB006161 cis-p-Menth-1-en-3-ol Cis-p-menth-1-en-3-ol is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids 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. Cis-p-menth-1-en-3-ol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). Cis-p-menth-1-en-3-ol is a herbal tasting compound and can be found in a number of food items such as common oregano, nutmeg, peppermint, and rosemary, which makes cis-p-menth-1-en-3-ol a potential biomarker for the consumption of these food products. (+-)-cis-Piperitol (Z)-Piperitol 2-Cyclohexen-1-ol, 3-methyl-6-(1-methylethyl)-, cis- cis-p-Menth-1-en-3-ol cis-Piperitol C10H18O 154.2493 154.135765198 (1R,6S)-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-ol (1R,6S)-6-isopropyl-3-methylcyclohex-2-en-1-ol 16721-38-3 CC(C)[C@@H]1CCC(C)=C[C@@H]1O InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9-11H,4-5H2,1-3H3/t9-,10-/m0/s1 HPOHAUWWDDPHRS-UWVGGRQHSA-N 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. Menthane monoterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Aliphatic homomonocyclic compounds Hydrocarbon derivatives Monocyclic monoterpenoids Secondary alcohols Alcohol Aliphatic homomonocyclic compound Hydrocarbon derivative Monocyclic monoterpenoid Organic oxygen compound Organooxygen compound P-menthane monoterpenoid Secondary alcohol logp 2.64 ALOGPS logs -1.90 ALOGPS solubility 1.95e+00 g/l ALOGPS logp 2.41 ChemAxon pka_strongest_acidic 18.76 ChemAxon pka_strongest_basic -1.2 ChemAxon iupac (1R,6S)-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-ol ChemAxon average_mass 154.2493 ChemAxon mono_mass 154.135765198 ChemAxon smiles CC(C)[C@@H]1CCC(C)=C[C@@H]1O ChemAxon formula C10H18O ChemAxon inchi InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9-11H,4-5H2,1-3H3/t9-,10-/m0/s1 ChemAxon inchikey HPOHAUWWDDPHRS-UWVGGRQHSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 48.14 ChemAxon polarizability 19.05 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 89637 Specdb::MsMs 89638 Specdb::MsMs 89639 Specdb::MsMs 152604 Specdb::MsMs 152605 Specdb::MsMs 152606 Specdb::MsMs 3602561 Specdb::MsMs 3602562 Specdb::MsMs 3602563 Specdb::MsMs 3602564 Specdb::MsMs 3602565 Specdb::MsMs 3602566 Blackberry Type 1 specific Rubus Common oregano Type 1 specific Origanum vulgare 39352 2.5 2.5 2.5 mg/100 g Evergreen blackberry Type 1 specific Rubus laciniatus Nutmeg Type 1 specific Myristica fragrans 51089 9.0 9.0 9.0 mg/100 g Peppermint Type 1 specific Mentha X piperita 34256 0.275 0.275 0.275 mg/100 g Rosemary Type 1 specific Rosmarinus officinalis 39367 Sweet marjoram Type 1 specific Origanum majorana 268884 herbal