1.0 2016-09-30 22:49:46 UTC 2020-05-21 16:29:06 UTC BMDB0002003 BMDB02003 Tetracosanoic acid Lignoceric acid, also known as tetraeicosanoate or CH3-[CH2]22-COOH, 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. Lignoceric acid exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Lignoceric acid exists in all eukaryotes, ranging from yeast to humans. Lignoceric acid is a potentially toxic compound. CH3-[CH2]22-COOH Lignoceric acid Lignozerinsaeure N-Tetracosanoic acid Tetracosanic acid Tetracosansaeure Tetracosoic acid Tetraeicosanoic acid Tetraicosanoic acid Lignocerate N-Tetracosanoate Tetracosanate Tetracosoate Tetraeicosanoate Tetraicosanoate Tetracosanoate Lignoceric acid, silver (1+) salt Lignoceric acid, sodium salt Lignoceric acid, potassium salt Tetracosanoic acid, potassium salt (1:1) Potassium tetracosanoate Tetracosanoic acid FA(24:0) 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. Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Very long-chain fatty acids 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 Aliphatic acyclic compounds Saturated fatty acids Straight chain fatty acids Straight chain fatty acids straight-chain saturated fatty acid very long-chain fatty acid Solid melting_point 84.2 °C logp 9.56 ALOGPS logs -7.21 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 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 Beta Oxidation of Very Long Chain Fatty Acids SMP0087259 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 Fibroblasts Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Milk Jensen RG: The composition of bovine milk lipids: January 1995 to December 2000. J Dairy Sci. 2002 Feb;85(2):295-350. doi: 10.3168/jds.S0022-0302(02)74079-4. 11913692 Oocyte Detected by CP9010 autosampler onto a capillary column within a CP9001 gas chromatograph in slaughtered cow ovaries. McEvoy TG, Coull GD, Broadbent PJ, Hutchinson JS, Speake BK: Fatty acid composition of lipids in immature cattle, pig and sheep oocytes with intact zona pellucida. J Reprod Fertil. 2000 Jan;118(1):163-70. 10793638 C08320 FDB004651 11197 10724 28866 C00001223 TETRACOSANOATE 2218057 Lignoceric_acid 6427 Jensen RG: The composition of bovine milk lipids: January 1995 to December 2000. J Dairy Sci. 2002 Feb;85(2):295-350. doi: 10.3168/jds.S0022-0302(02)74079-4. 11913692 Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 Glasser F, Ferlay A, Chilliard Y: Oilseed lipid supplements and fatty acid composition of cow milk: a meta-analysis. J Dairy Sci. 2008 Dec;91(12):4687-703. doi: 10.3168/jds.2008-0987. 19038946 BMDBP01120 Long-chain-fatty-acid--CoA ligase ACSBG1 Q2KHW5 ACSBG1 Enzyme