1.0 2010-04-08 22:06:40 UTC 2025-11-18 22:59:07 UTC FDB005390 trans-p-Menth-2-en-1-ol Trans-p-menth-2-en-1-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. Trans-p-menth-2-en-1-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Trans-p-menth-2-en-1-ol is a herb tasting compound found in cardamom and sweet marjoram, which makes trans-p-menth-2-en-1-ol a potential biomarker for the consumption of these food products. (E)-p-2-Menthen-1-ol (E)-p-Menth-2-en-1-ol (E)-p-Mentha-2-en-1-ol 2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethyl)-, (1R,4R)-rel- p-trans-Menth-2-en-1-ol trans-p-2-Menthen-1-ol trans-p-Menth-2-ene-1-ol C10H18O 154.2493 154.135765198 (1R,4R)-1-methyl-4-(propan-2-yl)cyclohex-2-en-1-ol (1R,4R)-4-isopropyl-1-methylcyclohex-2-en-1-ol 29803-82-5 CC(C)[C@H]1CC[C@@](C)(O)C=C1 InChI=1S/C10H18O/c1-8(2)9-4-6-10(3,11)7-5-9/h4,6,8-9,11H,5,7H2,1-3H3/t9-,10+/m1/s1 IZXYHAXVIZHGJV-ZJUUUORDSA-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 Tertiary alcohols Alcohol Aliphatic homomonocyclic compound Hydrocarbon derivative Monocyclic monoterpenoid Organic oxygen compound Organooxygen compound P-menthane monoterpenoid Tertiary alcohol logp 2.71 ALOGPS logs -2.80 ALOGPS solubility 2.42e-01 g/l ALOGPS logp 2.37 ChemAxon pka_strongest_acidic 18.17 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac (1R,4R)-1-methyl-4-(propan-2-yl)cyclohex-2-en-1-ol ChemAxon average_mass 154.2493 ChemAxon mono_mass 154.135765198 ChemAxon smiles CC(C)[C@H]1CC[C@@](C)(O)C=C1 ChemAxon formula C10H18O ChemAxon inchi InChI=1S/C10H18O/c1-8(2)9-4-6-10(3,11)7-5-9/h4,6,8-9,11H,5,7H2,1-3H3/t9-,10+/m1/s1 ChemAxon inchikey IZXYHAXVIZHGJV-ZJUUUORDSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 48.57 ChemAxon polarizability 18.76 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 98343 Specdb::MsMs 98344 Specdb::MsMs 98345 Specdb::MsMs 163242 Specdb::MsMs 163243 Specdb::MsMs 163244 Specdb::MsMs 3601733 Specdb::MsMs 3601734 Specdb::MsMs 3601735 Specdb::MsMs 3601736 Specdb::MsMs 3601737 Specdb::MsMs 3601738 Cardamom Type 1 specific Elettaria cardamomum 105181 Sweet marjoram Type 1 specific Origanum majorana 268884 17.65 17.65 17.65 mg/100 g herb