1.0 2016-09-30 22:38:31 UTC 2020-06-04 19:28:09 UTC BMDB0000910 BMDB00910 Tridecanoic acid Tridecanoic acid, also known as N-tridecanoate or C13:0, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Tridecanoic acid exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Tridecanoic acid is a potentially toxic compound. C13:0 N-TRIDECANOIC ACID N-Tridecoic acid Tridecylic acid N-TRIDECANOate N-Tridecoate Tridecylate Tridecanoate (S)-2-Aminotridecanoate (S)-2-Aminotridecanoic acid 2S-amino-Tridecanoate 2S-amino-Tridecanoic acid C13H26O2 214.3443 214.193280076 tridecanoic acid tridecanoic acid 638-53-9 CCCCCCCCCCCCC(O)=O InChI=1S/C13H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13(14)15/h2-12H2,1H3,(H,14,15) SZHOJFHSIKHZHA-UHFFFAOYSA-N belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates 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 Long-chain fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Straight chain fatty acid Aliphatic acyclic compounds Straight chain fatty acids Straight chain fatty acids long-chain fatty acid straight-chain saturated fatty acid Solid melting_point 44.5 °C water_solubility 0.033 mg/mL logp 5.57 ALOGPS logs -4.74 ALOGPS logp 4.92 ChemAxon pka_strongest_acidic 4.95 ChemAxon iupac tridecanoic acid ChemAxon average_mass 214.3443 ChemAxon mono_mass 214.193280076 ChemAxon smiles CCCCCCCCCCCCC(O)=O ChemAxon formula C13H26O2 ChemAxon inchi InChI=1S/C13H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13(14)15/h2-12H2,1H3,(H,14,15) ChemAxon inchikey SZHOJFHSIKHZHA-UHFFFAOYSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 63.28 ChemAxon polarizability 27.95 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 7032 Specdb::CMs 37839 Specdb::CMs 146011 Specdb::CMs 1081374 Specdb::EiMs 1136 Specdb::NmrTwoD 1542 Specdb::NmrOneD 1601 Specdb::NmrOneD 2556 Specdb::NmrOneD 3254 Specdb::MsMs 1298 Specdb::MsMs 1299 Specdb::MsMs 251346 Specdb::MsMs 251347 Specdb::MsMs 251348 Specdb::MsMs 271287 Specdb::MsMs 271288 Specdb::MsMs 271289 Specdb::MsMs 373913 Specdb::MsMs 373914 Specdb::MsMs 373915 Specdb::MsMs 440413 Specdb::MsMs 440414 Specdb::MsMs 2244054 Specdb::MsMs 2246053 Specdb::MsMs 2246135 Specdb::MsMs 2248137 Specdb::MsMs 2248258 Specdb::MsMs 2250135 Specdb::MsMs 2250294 Specdb::MsMs 2252081 Specdb::MsMs 2798953 Specdb::MsMs 2798954 Specdb::MsMs 2798955 Specdb::MsMs 2883809 Milk 0.284 +/- 0.003 uM Commercial skim milk by LC–MS/MS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk Raw milk. Meta-Analysis 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 Milk 0.388 +/- 0.002 uM Commercial 1% milk by LC–MS/MS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 0.415 +/- 0.012 uM Commercial 2% milk by LC–MS/MS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 0.351 +/- 0.012 uM Commercial 3.25% milk by LC–MS/MS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk Keenan TW, Morre DJ, Olson DE, Yunghans WN, Patton S: Biochemical and morphological comparison of plasma membrane and milk fat globule membrane from bovine mammary gland. J Cell Biol. 1970 Jan;44(1):80-93. 5409465 Milk GARTON GA: THE COMPOSITION AND BIOSYNTHESIS OF MILK LIPIDS. J Lipid Res. 1963 Jul;4:237-54. 14168161 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 12530 C17076 45919 12013 FDB010409 DB02448 Tridecylic acid C00007422 5866 Kehoe, Lawrence J.; Schell, Raymond A. n-Heptanoic and n-tridecanoic acids from olefins, carbon monoxide and water. Ger. Offen. (1970), 17 pp. 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 GARTON GA: THE COMPOSITION AND BIOSYNTHESIS OF MILK LIPIDS. J Lipid Res. 1963 Jul;4:237-54. 14168161 Keenan TW, Morre DJ, Olson DE, Yunghans WN, Patton S: Biochemical and morphological comparison of plasma membrane and milk fat globule membrane from bovine mammary gland. J Cell Biol. 1970 Jan;44(1):80-93. 5409465 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