1.0 2011-09-21 00:39:12 UTC 2015-07-21 06:57:59 UTC FDB024056 Dihydroceramide Dihydroceramide is an intermediate in sphingolipid metabolism. Dihydroceramide is the third to last step in the synthesis of beta-D-Galactosyl-1,4-beta-D glucosylceramide and is converted from sphinganine via the enzyme acyl-CoA-dependent ceramide synthase (EC 2.3.1.24). It is then converted to N-acylsphingosine via the enzyme fatty acid desaturase (EC 1.14.-.-). [HMDB] N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]formamide N-Acylsphinganine C19H39NO3 329.5179 329.292994119 N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]formamide N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]formamide CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC=O InChI=1S/C19H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(23)18(16-21)20-17-22/h17-19,21,23H,2-16H2,1H3,(H,20,22)/t18-,19+/m0/s1 XSDVOEIEBUGRQX-RBUKOAKNSA-N belongs to the class of organic compounds known as secondary carboxylic acid amides. Secondary carboxylic acid amides are compounds containing a secondary carboxylic acid amide functional group, with the general structure RC(=O)N(R')H (R,R'=alkyl, aryl). Secondary carboxylic acid amides Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Carboxylic acid derivatives Aliphatic acyclic compounds Carbonyl compounds Hydrocarbon derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Primary alcohols Secondary alcohols Alcohol Aliphatic acyclic compound Carbonyl group Hydrocarbon derivative Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary alcohol Secondary alcohol Secondary carboxylic acid amide Solid logp 4.68 ALOGPS logs -4.85 ALOGPS solubility 4.65e-03 g/l ALOGPS logp 4.54 ChemAxon pka_strongest_acidic 14.11 ChemAxon pka_strongest_basic -0.41 ChemAxon iupac N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]formamide ChemAxon average_mass 329.5179 ChemAxon mono_mass 329.292994119 ChemAxon smiles CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC=O ChemAxon formula C19H39NO3 ChemAxon inchi InChI=1S/C19H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(23)18(16-21)20-17-22/h17-19,21,23H,2-16H2,1H3,(H,20,22)/t18-,19+/m0/s1 ChemAxon inchikey XSDVOEIEBUGRQX-RBUKOAKNSA-N ChemAxon polar_surface_area 69.56 ChemAxon refractivity 95.88 ChemAxon polarizability 42.49 ChemAxon rotatable_bond_count 17 ChemAxon acceptor_count 3 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Sphingolipid Metabolism SMP00034 map00500 Specdb::CMs 2438 Specdb::CMs 39067 Specdb::CMs 133487 Specdb::CMs 141221 Specdb::MsMs 182631 Specdb::MsMs 182632 Specdb::MsMs 182633 Specdb::MsMs 182979 Specdb::MsMs 182980 Specdb::MsMs 182981 Specdb::MsMs 2336056 Specdb::MsMs 2336057 Specdb::MsMs 2336058 Specdb::MsMs 2629574 Specdb::MsMs 2629575 Specdb::MsMs 2629576 HMDB06752 31488 Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 2-hydroxyacylsphingosine 1-beta-galactosyltransferase Q16880 UGT8 Acid ceramidase Q13510 ASAH1 Alkaline ceramidase 1 Q8TDN7 ACER1 Alkaline ceramidase 2 Q5QJU3 ACER2 Alkaline ceramidase 3 Q9NUN7 ACER3 Antigen-presenting glycoprotein CD1d P15813 CD1D Beta-1,3-galactosyltransferase 5 Q9Y2C3 B3GALT5 Ceramide glucosyltransferase Q16739 UGCG Ceramide synthase 1 P27544 CERS1 Collagen type IV alpha-3-binding protein Q9Y5P4 COL4A3BP Epididymal secretory protein E1 P61916 NPC2 Galactocerebrosidase P54803 GALC Ganglioside GM2 activator P17900 GM2A Glucosylceramidase P04062 GBA GPI ethanolamine phosphate transferase 1 O95427 PIGN GPI ethanolamine phosphate transferase 2 Q5H8A4 PIGG GPI ethanolamine phosphate transferase 3 Q8TEQ8 PIGO GPI mannosyltransferase 1 Q9H3S5 PIGM GPI mannosyltransferase 2 Q9NUD9 PIGV GPI mannosyltransferase 3 Q92521 PIGB GPI mannosyltransferase 4 Q86VD9 PIGZ GPI transamidase component PIG-S Q96S52 PIGS GPI transamidase component PIG-T Q969N2 PIGT GPI-anchor transamidase Q92643 PIGK Lactosylceramide 1,3-N-acetyl-beta-D-glucosaminyltransferase Q9BYG0 B3GNT5 N-acetylglucosaminyl-phosphatidylinositol de-N-acetylase Q9Y2B2 PIGL Neutral ceramidase Q9NR71 ASAH2 Non-lysosomal glucosylceramidase Q9HCG7 GBA2 Phosphatidylcholine:ceramide cholinephosphotransferase 1 Q86VZ5 SGMS1 Phosphatidylcholine:ceramide cholinephosphotransferase 2 Q8NHU3 SGMS2 Phosphatidylinositol glycan anchor biosynthesis class U protein Q9H490 PIGU Phosphatidylinositol N-acetylglucosaminyltransferase subunit A P37287 PIGA Phosphatidylinositol N-acetylglucosaminyltransferase subunit C Q92535 PIGC Phosphatidylinositol N-acetylglucosaminyltransferase subunit H Q14442 PIGH Phosphatidylinositol N-acetylglucosaminyltransferase subunit P P57054 PIGP Phosphatidylinositol N-acetylglucosaminyltransferase subunit Q Q9BRB3 PIGQ Phosphatidylinositol N-acetylglucosaminyltransferase subunit Y Q3MUY2 PIGY Phosphatidylinositol-glycan biosynthesis class F protein Q07326 PIGF Phosphatidylinositol-glycan biosynthesis class W protein Q7Z7B1 PIGW Phosphatidylinositol-glycan biosynthesis class X protein Q8TBF5 PIGX Protein FAN Q92636 NSMAF Putative neutral ceramidase C P0C7U2 ASAH2C Sphingolipid delta(4)-desaturase/C4-hydroxylase DES2 Q6QHC5 DEGS2 Sphingomyelin phosphodiesterase P17405 SMPD1 Sphingosine-1-phosphate lyase 1 O95470 SGPL1 T-cell surface glycoprotein CD1e, membrane-associated P15812 CD1E