1.0 2011-06-09 21:59:07 UTC 2025-11-19 02:40:12 UTC FDB021858 (±)-p-Menth-1-en-4-yl acetate (±)-p-menth-1-en-4-yl acetate 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 (±)-p-menth-1-en-4-yl acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (±)-p-menth-1-en-4-yl acetate can be found in nutmeg, rosemary, sweet marjoram, and winter savory, which makes (±)-p-menth-1-en-4-yl acetate a potential biomarker for the consumption of these food products. (±)-p-Menth-1-en-4-ol acetate (±)-p-Menth-1-en-4-yl acetate 1-(Isopropyl)-4-methylcyclohex-3-en-1-yl acetate 1-Isopropyl-4-methyl-3-cyclohexen-1-yl acetate 1-Terpinen-4-ol acetate 4-Methyl-1-(1-methylethyl)-3-cyclohexen-1-ol-acetate 4-Terpinenyl acetate 4-Terpineol acetate p-Menth-1-en-4-ol, acetate Terpinen-4-yl acetate Terpinene 4-acetate C12H20O2 196.286 196.146329884 4-methyl-1-(propan-2-yl)cyclohex-3-en-1-yl acetate 1-isopropyl-4-methylcyclohex-3-en-1-yl acetate 4821-04-9 CC(C)C1(CCC(C)=CC1)OC(C)=O InChI=1S/C12H20O2/c1-9(2)12(14-11(4)13)7-5-10(3)6-8-12/h5,9H,6-8H2,1-4H3 BFCBRSFYYLSTAA-UHFFFAOYSA-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 Carbonyl compounds Carboxylic acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Monocyclic monoterpenoids Organic oxides Aliphatic homomonocyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Hydrocarbon derivative Monocarboxylic acid or derivatives Monocyclic monoterpenoid Organic oxide Organic oxygen compound Organooxygen compound P-menthane monoterpenoid logp 4.26 ALOGPS logs -2.96 ALOGPS solubility 2.17e-01 g/l ALOGPS logp 2.77 ChemAxon pka_strongest_basic -7 ChemAxon iupac 4-methyl-1-(propan-2-yl)cyclohex-3-en-1-yl acetate ChemAxon average_mass 196.286 ChemAxon mono_mass 196.146329884 ChemAxon smiles CC(C)C1(CCC(C)=CC1)OC(C)=O ChemAxon formula C12H20O2 ChemAxon inchi InChI=1S/C12H20O2/c1-9(2)12(14-11(4)13)7-5-10(3)6-8-12/h5,9H,6-8H2,1-4H3 ChemAxon inchikey BFCBRSFYYLSTAA-UHFFFAOYSA-N ChemAxon polar_surface_area 26.3 ChemAxon refractivity 57.46 ChemAxon polarizability 22.81 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 33731 Specdb::MsMs 886465 Specdb::MsMs 886466 Specdb::MsMs 886467 Specdb::MsMs 927742 Specdb::MsMs 927743 Specdb::MsMs 927744 Grape Type 1 specific Vitis 3603 Grape wine Type 2 specific Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 Nutmeg Type 1 specific Myristica fragrans 51089 9.0 9.0 9.0 mg/100 g Rosemary Type 1 specific Rosmarinus officinalis 39367 6.1 6.1 6.1 mg/100 g Sweet marjoram Type 1 specific Origanum majorana 268884 Winter savory Type 1 specific Satureja montana 49988