1.0 2020-03-18 23:27:49 UTC 2020-12-07 19:07:13 UTC CDB000182 Methyl hexadecanoic acid Methyl hexadecanoic acid, also known as palmitic acid methyl ester, belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O) OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Methyl hexadecanoic acid is very hydrophobic, practically insoluble in water, and relatively neutral. Methyl hexadecanoic acid has a fatty, oily, and waxy taste. Methyl hexadecanoic acid has been detected in cauliflowers, cloves, and evergreen blackberries. This could make methyl hexadecanoic acid a potential biomarker for the consumption of these foods. Methyl hexadecenoic acid is also found in cannabis plants (PMID:6991645) and in cannabis smoke (https://doi.org/10.1007/978-1-59259-947-9_2). Methyl hexadecanoic acid is volatilized during the combustion of cannabis. Methyl hexadecanoate Methyl palmitate Methyl palmitic acid Hexadecanoate methyl ester Hexadecanoic acid methyl ester Palmitic acid methyl ester Methyl hexadecanoic acid C17H34O2 270.45 270.2559 methyl hexadecanoate methyl hexadecanoate 112-39-0 CCCCCCCCCCCCCCCC(=O)OC InChI=1S/C17H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19-2/h3-16H2,1-2H3 FLIACVVOZYBSBS-UHFFFAOYSA-N belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Fatty acid methyl esters Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acid esters Aliphatic acyclic compounds Carbonyl compounds Hydrocarbon derivatives Methyl esters Monocarboxylic acids and derivatives Organic oxides Aliphatic acyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Fatty acid methyl ester Hydrocarbon derivative Methyl ester Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Wax monoesters fatty acid methyl ester logp 7.41 ALOGPS logs -6.56 ALOGPS logp 6.4 ChemAxon pka_strongest_basic -7 ChemAxon iupac methyl hexadecanoate ChemAxon average_mass 270.45 ChemAxon mono_mass 270.2559 ChemAxon smiles CCCCCCCCCCCCCCCC(=O)OC ChemAxon formula C17H34O2 ChemAxon inchi InChI=1S/C17H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19-2/h3-16H2,1-2H3 ChemAxon inchikey FLIACVVOZYBSBS-UHFFFAOYSA-N ChemAxon polar_surface_area 26.3 ChemAxon refractivity 81.85 ChemAxon polarizability 36.41 ChemAxon rotatable_bond_count 15 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon FDB003050 8181 C16995 C00030755 Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. 6991645