1.0 2010-04-08 22:06:20 UTC 2025-11-18 22:57:03 UTC FDB004651 Carnaubic acid Lignoceric acid, also known as N-tetracosanoic acid or tetraeicosanoate, is a member of the class of compounds known as very long-chain fatty acids. Very long-chain fatty acids are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Thus, lignoceric acid is considered to be a fatty acid lipid molecule. Lignoceric acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Lignoceric acid can be found in a number of food items such as hazelnut, cheese, rye bread, and cetacea (dolphin, porpoise, whale), which makes lignoceric acid a potential biomarker for the consumption of these food products. Lignoceric acid can be found primarily in blood and feces, as well as in human fibroblasts tissue. Lignoceric acid exists in all eukaryotes, ranging from yeast to humans. In humans, lignoceric acid is involved in a couple of metabolic pathways, which include adrenoleukodystrophy, x-linked and beta oxidation of very long chain fatty acids. Lignoceric acid is also involved in carnitine-acylcarnitine translocase deficiency, which is a metabolic disorder. Lignoceric acid, or tetracosanoic acid, is the saturated fatty acid with formula C23H47COOH. It is found in wood tar, various cerebrosides, and in small amounts in most natural fats. The fatty acids of peanut oil contain small amounts of lignoceric acid (1.1% – 2.2%). This fatty acid is also a byproduct of lignin production . C24H48O2 368.6367 368.36543078 tetracosanoic acid lignoceric acid 557-59-5 CCCCCCCCCCCCCCCCCCCCCCCC(O)=O InChI=1S/C24H48O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h2-23H2,1H3,(H,25,26) QZZGJDVWLFXDLK-UHFFFAOYSA-N belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Very long-chain fatty acids Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Aliphatic acyclic compounds Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Straight chain fatty acids Aliphatic acyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Straight chain fatty acid Very long-chain fatty acid Saturated fatty acids Straight chain fatty acids Straight chain fatty acids straight-chain saturated fatty acid very long-chain fatty acid logp 9.56 ALOGPS logs -7.21 ALOGPS solubility 2.27e-05 g/l ALOGPS logp 9.81 ChemAxon pka_strongest_acidic 4.95 ChemAxon iupac tetracosanoic acid ChemAxon average_mass 368.6367 ChemAxon mono_mass 368.36543078 ChemAxon smiles CCCCCCCCCCCCCCCCCCCCCCCC(O)=O ChemAxon formula C24H48O2 ChemAxon inchi InChI=1S/C24H48O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h2-23H2,1H3,(H,25,26) ChemAxon inchikey QZZGJDVWLFXDLK-UHFFFAOYSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 113.89 ChemAxon polarizability 51.57 ChemAxon rotatable_bond_count 22 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 1063 Specdb::NmrTwoD 1772 Specdb::CMs 798 Specdb::CMs 2151 Specdb::CMs 2736 Specdb::CMs 29502 Specdb::CMs 30598 Specdb::CMs 31379 Specdb::CMs 31963 Specdb::CMs 38218 Specdb::CMs 159625 Specdb::NmrOneD 1832 Specdb::NmrOneD 3151 Specdb::NmrOneD 166648 Specdb::MsMs 1938 Specdb::MsMs 1939 Specdb::MsMs 1940 Specdb::MsMs 5665 Specdb::MsMs 5667 Specdb::MsMs 7751 Specdb::MsMs 7752 Specdb::MsMs 7753 Specdb::MsMs 14423 Specdb::MsMs 14424 Specdb::MsMs 14425 Specdb::MsMs 285628 Specdb::MsMs 285629 Specdb::MsMs 285630 Specdb::MsMs 373945 Specdb::MsMs 373946 Specdb::MsMs 373947 Specdb::MsMs 373948 Specdb::MsMs 440437 Specdb::MsMs 440438 Specdb::MsMs 440439 Specdb::MsMs 448205 Specdb::MsMs 2252850 Specdb::MsMs 2253609 Specdb::MsMs 2254961 HMDB0002003 Adzuki bean Type 1 specific Vigna angularis 3914 28.5 28.5 28.5 mg/100 g Arabica coffee Type 1 specific Coffea arabica 13443 Common buckwheat Type 1 specific Fagopyrum esculentum 3617 109.5 109.5 109.5 mg/100 g Green bell pepper Type 1 specific Capsicum annuum 4072 Orange bell pepper Type 1 specific Capsicum annuum 4072 Pepper Type 1 specific Capsicum annuum 4072 Pepper (C. frutescens) Type 1 specific Capsicum annuum var. annuum 40321 Red bell pepper Type 1 specific Capsicum annuum 4072 Yellow bell pepper Type 1 specific Capsicum annuum 4072