1.0 2016-09-30 22:34:15 UTC 2020-05-11 20:29:24 UTC BMDB0000648 BMDB00648 Galactosylsphingosine (2S,3R,4E)-2-Amino-1-(beta-D-galactopyranosyloxy)-3-hydroxyoctadec-4-ene 1-beta-D-Galactosphingosine 1-beta-D-Galactosylsphingosine 1-O-beta-D-Galactopyranosylsphingosine 1-O-beta-D-Galactosylsphingosine beta-Psychosine O-Galactosylsphingosine Sphingosine galactoside (2S,3R,4E)-2-Amino-1-(b-D-galactopyranosyloxy)-3-hydroxyoctadec-4-ene (2S,3R,4E)-2-Amino-1-(β-D-galactopyranosyloxy)-3-hydroxyoctadec-4-ene 1-b-D-Galactosphingosine 1-b-D-Galactosylsphingosine 1-O-b-D-Galactopyranosylsphingosine 1-O-b-D-Galactosylsphingosine b-Psychosine Galactoside, sphingosine Psychosine Erythro-psychosine Galactosylsphingosine C24H47NO7 461.64 461.335252857 (2R,3R,4S,5R,6R)-2-{[(4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (2R,3R,4S,5R,6R)-2-{[(4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol 2238-90-6 CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O InChI=1S/C24H47NO7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)18(25)17-31-24-23(30)22(29)21(28)20(16-26)32-24/h14-15,18-24,26-30H,2-13,16-17,25H2,1H3/b15-14+/t18-,19+,20+,21-,22-,23+,24+/m0/s1 HHJTWTPUPVQKNA-PIIMIWFASA-N belongs to the class of organic compounds known as glycosphingolipids. These are sphingolipids containing a saccharide moiety glycosidically attached to the sphingoid base. Although saccharide moieties are mostly O-glycosidically linked to the ceramide moiety, other sphingolipids with glycosidic bonds of other types (e.g. S-,C-, or N-type) has been reported. Organic compounds Lipids and lipid-like molecules Sphingolipids Glycosphingolipids Glycosphingolipids Acetals Alkyl glycosides Fatty acyl glycosides of mono- and disaccharides Hexoses Hydrocarbon derivatives Monoalkylamines O-glycosyl compounds Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Acetal Alcohol Aliphatic heteromonocyclic compound Alkyl glycoside Amine Fatty acyl Fatty acyl glycoside Fatty acyl glycoside of mono- or disaccharide Glycosphingolipid Glycosyl compound Hexose monosaccharide Hydrocarbon derivative Monosaccharide O-glycosyl compound Organic nitrogen compound Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Oxane Polyol Primary alcohol Primary aliphatic amine Primary amine Secondary alcohol Aliphatic heteromonocyclic compounds Basic glycosphingolipids Sphingoid base analogs glycosylsphingoid Solid logp 3.16 ALOGPS logs -3.71 ALOGPS logp 2.8 ChemAxon pka_strongest_acidic 12.21 ChemAxon pka_strongest_basic 9.12 ChemAxon iupac (2R,3R,4S,5R,6R)-2-{[(4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol ChemAxon average_mass 461.64 ChemAxon mono_mass 461.335252857 ChemAxon smiles CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O ChemAxon formula C24H47NO7 ChemAxon inchi InChI=1S/C24H47NO7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)18(25)17-31-24-23(30)22(29)21(28)20(16-26)32-24/h14-15,18-24,26-30H,2-13,16-17,25H2,1H3/b15-14+/t18-,19+,20+,21-,22-,23+,24+/m0/s1 ChemAxon inchikey HHJTWTPUPVQKNA-PIIMIWFASA-N ChemAxon polar_surface_area 145.63 ChemAxon refractivity 124.31 ChemAxon polarizability 54.48 ChemAxon rotatable_bond_count 18 ChemAxon acceptor_count 8 ChemAxon donor_count 6 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 2460985 Specdb::MsMs 2460986 Specdb::MsMs 2460987 Specdb::MsMs 2477138 Specdb::MsMs 2477139 Specdb::MsMs 2477140 Specdb::CMs 170268 Specdb::CMs 1071348 Specdb::CMs 1071350 Specdb::CMs 1071352 Specdb::CMs 1071354 Specdb::CMs 1071356 Specdb::CMs 1071358 Specdb::CMs 1071360 Specdb::CMs 1071362 Specdb::CMs 1071364 Specdb::CMs 1071365 Specdb::CMs 1071367 Specdb::CMs 1071370 Specdb::CMs 1071372 Specdb::CMs 1071373 Specdb::CMs 1071375 Specdb::CMs 1071378 Specdb::CMs 1071380 Specdb::CMs 1071382 Specdb::CMs 1071384 Specdb::CMs 1071386 Specdb::CMs 1071388 Specdb::CMs 1071390 Specdb::CMs 1071391 Specdb::CMs 1071393 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 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 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 FDB022161 4444111 5280458 C01747 16874 PSYCHOSINE Psychosine 5620 Shapiro, David; Rachaman, Eliezer S.; Sheradsky, Tuvia. Synthetic studies on sphingolipids. X. Synthesis of psychosine. Journal of the American Chemical Society (1964), 86(20), 4472-6.