1.0 2010-04-08 22:08:48 UTC 2019-11-26 03:03:32 UTC FDB009787 Menthyl valerate Menthyl valerate, also known as menthyl valeric acid, 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. Menthyl valerate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Menthyl valerate is a mild, sweet, and fruity tasting compound found in orange mint and peppermint, which makes menthyl valerate a potential biomarker for the consumption of these food products. C15H28O2 240.3816 240.20893014 5-methyl-2-(propan-2-yl)cyclohexyl pentanoate menthyl valerate 89-47-4 CCCCC(=O)OC1CC(C)CCC1C(C)C InChI=1S/C15H28O2/c1-5-6-7-15(16)17-14-10-12(4)8-9-13(14)11(2)3/h11-14H,5-10H2,1-4H3 LCJPVSLESAPYMK-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 Fatty acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Monocyclic monoterpenoids Organic oxides Aliphatic homomonocyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Fatty acid ester Fatty acyl Hydrocarbon derivative Monocarboxylic acid or derivatives Monocyclic monoterpenoid Organic oxide Organic oxygen compound Organooxygen compound P-menthane monoterpenoid logp 5.10 ALOGPS logs -4.92 ALOGPS solubility 2.88e-03 g/l ALOGPS logp 4.7 ChemAxon pka_strongest_basic -7 ChemAxon iupac 5-methyl-2-(propan-2-yl)cyclohexyl pentanoate ChemAxon average_mass 240.3816 ChemAxon mono_mass 240.20893014 ChemAxon smiles CCCCC(=O)OC1CC(C)CCC1C(C)C ChemAxon formula C15H28O2 ChemAxon inchi InChI=1S/C15H28O2/c1-5-6-7-15(16)17-14-10-12(4)8-9-13(14)11(2)3/h11-14H,5-10H2,1-4H3 ChemAxon inchikey LCJPVSLESAPYMK-UHFFFAOYSA-N ChemAxon polar_surface_area 26.3 ChemAxon refractivity 70.43 ChemAxon polarizability 29.51 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 85395 Specdb::MsMs 85396 Specdb::MsMs 85397 Specdb::MsMs 147489 Specdb::MsMs 147490 Specdb::MsMs 147491 Specdb::MsMs 3605014 Specdb::MsMs 3605015 Specdb::MsMs 3605016 Specdb::MsMs 3605017 Specdb::MsMs 3605018 Specdb::MsMs 3605019 Orange mint Type 1 specific Mentha aquatica 190902 Peppermint Type 1 specific Mentha X piperita 34256 fruity mentholic mild sweet valerian sedative 1311 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.