1.0 2010-04-08 22:06:57 UTC 2025-11-18 23:00:44 UTC FDB006021 (+)-Neomenthyl acetate (+)-neomenthyl 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 (+)-neomenthyl acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (+)-neomenthyl acetate can be found in orange mint and peppermint, which makes (+)-neomenthyl acetate a potential biomarker for the consumption of these food products. (+)-Neomenthol acetate (+)-Neomenthyl acetate (1R,3S,4S)-p-Menthan-3-ol acetate Menthol, acetate, (1R,3S,4S)-(+)- C12H22O2 198.3019 198.161979948 (1S,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl acetate neomenthyl acetate 147-85-3 CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1OC(C)=O InChI=1S/C12H22O2/c1-8(2)11-6-5-9(3)7-12(11)14-10(4)13/h8-9,11-12H,5-7H2,1-4H3/t9-,11+,12+/m1/s1 XHXUANMFYXWVNG-USWWRNFRSA-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 Cyclic monoterpenes p-menthane monoterpenoid logp 3.54 ALOGPS logs -4.02 ALOGPS solubility 1.88e-02 g/l ALOGPS logp 3.11 ChemAxon pka_strongest_basic -7 ChemAxon iupac (1S,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl acetate ChemAxon average_mass 198.3019 ChemAxon mono_mass 198.161979948 ChemAxon smiles CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1OC(C)=O ChemAxon formula C12H22O2 ChemAxon inchi InChI=1S/C12H22O2/c1-8(2)11-6-5-9(3)7-12(11)14-10(4)13/h8-9,11-12H,5-7H2,1-4H3/t9-,11+,12+/m1/s1 ChemAxon inchikey XHXUANMFYXWVNG-USWWRNFRSA-N ChemAxon polar_surface_area 26.3 ChemAxon refractivity 56.6 ChemAxon polarizability 23.66 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 57405 Specdb::MsMs 57406 Specdb::MsMs 57407 Specdb::MsMs 113064 Specdb::MsMs 113065 Specdb::MsMs 113066 Specdb::MsMs 3602432 Specdb::MsMs 3602433 Specdb::MsMs 3602434 Specdb::MsMs 3603320 Specdb::MsMs 3603321 Specdb::MsMs 3603322 Orange mint Type 1 specific Mentha aquatica 190902 Peppermint Type 1 specific Mentha X piperita 34256 8.25 8.25 8.25 mg/100 g