1.0 2016-09-30 23:13:35 UTC 2020-05-11 20:57:20 UTC BMDB0004949 BMDB04949 Ceramide (d18:1/16:0) (2S,3R,4E)-2-Acylamino-1,3-octadec-4-enediol (2S,3R,4E)-2-Acylaminooctadec-4-ene-1,3-diol C16 Cer C16 Ceramide C16-0(Palmitoyl)ceramide Ceramide (D18:1/16:0) N-(Hexadecanoyl)-sphing-4-enine N-(Hexadecanoyl)ceramide N-(Hexadecanoyl)sphing-4-enine N-(Palmitoyl)ceramide N-Hexadecanoyl-D-erythro-sphingosine N-Hexadecanoylsphing-4-enine N-Palmitoyl-sphingosine N-Palmitoylsphing-4-enine N-Palmitoylsphingosine Cer Ceramide N-Acylsphingosine N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecenyl]-octadecanamide C16-Ceramide NFA(C16)cer Palmitoylceramide C(16)-Ceramide N-Palmitoylsphingosine, (r*,s*-(e))-(+-) C16-Palmitoylceramide N-Palmitoylsphingosine, R-(r*,s*-(e)) PCer CPD Ceramide-C16 (2S,3R,4E)-2-N-Palmitoyloctadecasphinga-4-ene C16:0-Ceramide Ceramide (D18:1,C16:0) Ceramide 16 Ceramide(D18:1/16:0) D-Erythro-C16-ceramide D-Erythro-N-hexadecanoylsphingenine D-Erythro-N-palmitoylsphingosine D-Erythro-delta4-ceramide D-Erythro-δ4-ceramide N-Hexadecanoyl-D-erythro-ceramide N-Hexadecanoylsphingosine N-Palmitoyl 4-sphingenine N-Palmitoyl ceramide N-Palmitoyl-D-erythro-sphingosine N-Palmitoyl-D-sphingosine N-(Hexadecanoyl)-sphingosine N-(Hexadecanoyl)-D-erythro-sphingosine N-(Hexadecanoyl)-4-sphingenine N-(Hexadecanoyl)-D-sphingosine N-(Hexadecanoyl)-sphingenine N-(Hexadecanoyl)-erythro-4-sphingenine Cer(D18:1/16:0) C34H67NO3 537.9007 537.512095015 N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]hexadecanamide N-(palmitoyl)-ceramide 24696-26-2 CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)\C=C\CCCCCCCCCCCCC InChI=1S/C34H67NO3/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/h27,29,32-33,36-37H,3-26,28,30-31H2,1-2H3,(H,35,38)/b29-27+/t32-,33+/m0/s1 YDNKGFDKKRUKPY-TURZORIXSA-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 N-acylsphingosine N-acylsphingosines (ceramides) Solid water_solubility Insoluble logp 9.49 ALOGPS logs -7.11 ALOGPS logp 10.87 ChemAxon pka_strongest_acidic 13.62 ChemAxon pka_strongest_basic -1 ChemAxon iupac N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]hexadecanamide ChemAxon average_mass 537.9007 ChemAxon mono_mass 537.512095015 ChemAxon smiles CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)\C=C\CCCCCCCCCCCCC ChemAxon formula C34H67NO3 ChemAxon inchi InChI=1S/C34H67NO3/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/h27,29,32-33,36-37H,3-26,28,30-31H2,1-2H3,(H,35,38)/b29-27+/t32-,33+/m0/s1 ChemAxon inchikey YDNKGFDKKRUKPY-TURZORIXSA-N ChemAxon polar_surface_area 69.56 ChemAxon refractivity 165.78 ChemAxon polarizability 73.21 ChemAxon rotatable_bond_count 30 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::CMs 38820 Specdb::NmrOneD 314181 Specdb::NmrOneD 314182 Specdb::NmrOneD 314183 Specdb::NmrOneD 314184 Specdb::NmrOneD 314185 Specdb::NmrOneD 314186 Specdb::NmrOneD 314187 Specdb::NmrOneD 314188 Specdb::NmrOneD 314189 Specdb::NmrOneD 314190 Specdb::NmrOneD 314191 Specdb::NmrOneD 314192 Specdb::NmrOneD 314193 Specdb::NmrOneD 314194 Specdb::NmrOneD 314195 Specdb::NmrOneD 314196 Specdb::NmrOneD 314197 Specdb::NmrOneD 314198 Specdb::NmrOneD 314199 Specdb::NmrOneD 314200 Specdb::MsMs 598489 Specdb::MsMs 598490 Specdb::MsMs 598491 Specdb::MsMs 2226801 Specdb::MsMs 2227891 Specdb::MsMs 2229167 Specdb::MsMs 2296604 Specdb::MsMs 2296605 Specdb::MsMs 2296606 Specdb::MsMs 2642067 Specdb::MsMs 2642068 Specdb::MsMs 2642069 Specdb::MsMs 3087916 Specdb::MsMs 3087917 Specdb::MsMs 3087918 Brain 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 Epidermis 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 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 Intestine 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 Kidney 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 Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 Neuron 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 Pancreas 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 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 Platelet 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 Skeletal Muscle 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 Spleen 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 Testis 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 Thyroid Gland 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 FDB023536 4446677 5283564 72959 16C CERAMIDE C00195 7202 BMDBP00129 Acid ceramidase Q17QB3 ASAH1 Enzyme BMDBP00130 Sphingomyelin phosphodiesterase Q0VD19 SMPD1 Enzyme BMDBP00131 Lysosomal acid glucosylceramidase Q2KHZ8 GBA Enzyme BMDBP01356 Ceramide transfer protein Q9GKI7 CERT1 Enzyme