1.0 2016-10-03 18:24:09 UTC 2020-06-04 19:19:09 UTC BMDB0011760 BMDB11760 Cer(d18:0/16:0) Cer(D18:0/16:0), also known as C16DH cer or DHC-a 18:0/16:0, belongs to the class of organic compounds known as long-chain ceramides. These are ceramides bearing a long chain fatty acid. Thus, cer(D18:0/16:0) is considered to be a ceramide lipid molecule. Cer(D18:0/16:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. N-[(2S)-1,3-Dihydroxyoctadecan-2-yl]hexadecanimidate Ceramide N-(Hexadecanoyl)-sphinganine Ceramide(D18:0/16:0) N-(Hexadecanoyl)-dihydrosphingosine N-(Hexadecanoyl)-D-erythro-sphinganine C34H69NO3 539.93 539.527745086 N-[(2S)-1,3-dihydroxyoctadecan-2-yl]hexadecanamide N-[(2S)-1,3-dihydroxyoctadecan-2-yl]hexadecanamide CCCCCCCCCCCCCCCC(O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC InChI=1S/C34H69NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32-33,36-37H,3-31H2,1-2H3,(H,35,38)/t32-,33?/m0/s1 GCGTXOVNNFGTPQ-JEFWXSHNSA-N belongs to the class of organic compounds known as long-chain ceramides. These are ceramides bearing a long chain fatty acid. Organic compounds Lipids and lipid-like molecules Sphingolipids Ceramides Long-chain ceramides Carbonyl compounds Hydrocarbon derivatives N-acyl amines Organic oxides Organonitrogen compounds Organopnictogen compounds Primary alcohols Secondary alcohols Secondary carboxylic acid amides Alcohol Aliphatic acyclic compound Carbonyl group Carboxamide group Carboxylic acid derivative Fatty acyl Fatty amide Hydrocarbon derivative Long-chain ceramide N-acyl-amine Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary alcohol Secondary alcohol Secondary carboxylic acid amide Aliphatic acyclic compounds Solid logp 9.44 ALOGPS logs -7.11 ALOGPS logp 11.07 ChemAxon pka_strongest_acidic 13.83 ChemAxon pka_strongest_basic -1 ChemAxon iupac N-[(2S)-1,3-dihydroxyoctadecan-2-yl]hexadecanamide ChemAxon average_mass 539.93 ChemAxon mono_mass 539.527745086 ChemAxon smiles CCCCCCCCCCCCCCCC(O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC ChemAxon formula C34H69NO3 ChemAxon inchi InChI=1S/C34H69NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32-33,36-37H,3-31H2,1-2H3,(H,35,38)/t32-,33?/m0/s1 ChemAxon inchikey GCGTXOVNNFGTPQ-JEFWXSHNSA-N ChemAxon polar_surface_area 69.56 ChemAxon refractivity 164.81 ChemAxon polarizability 73.5 ChemAxon rotatable_bond_count 31 ChemAxon acceptor_count 3 ChemAxon donor_count 3 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 Specdb::MsMs 1246285 Specdb::MsMs 1246286 Specdb::MsMs 1246287 Specdb::MsMs 1361632 Specdb::MsMs 1361633 Specdb::MsMs 1361634 Milk 0.125 +/- 0.001 uM Commercial 2% milk by LC-HRMS 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 0.155 +/- 0.003 uM Commercial 3.25% milk by LC-HRMS 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 Placenta 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 A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)