1.0 2011-09-21 01:32:01 UTC 2015-07-21 06:59:16 UTC FDB027920 PA(16:0e/18:0) 2-octadecanoyl-1-hexadecyl-sn-glycero-3-phosphate is an intermediate in ether lipid metabolism. 2-octadecanoyl-1-hexadecyl-sn-glycero-3-phosphate is converted from 1-octadecyl-glycerone-3-phosphate via 1-acylglycerol-3-phosphate O-acyltransferase. (EC: 2.3.1.51) Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. Ether lipids are called plasmalogens (1-O-1'-alkenyl-2-acylglycerophospholipids) if these are glycerol-containing phospholipids with an unsaturated O-(1-alkenyl) (vinyl ether) group at the first position on the glycerol chain. Plasmalogens as well as some 1-O-alkyl lipids are ubiquitous and sometimes major parts of the cell membranes in mammals and anaerobic bacteria. In archaea, ether lipids are the major polar lipids in the cell envelope and their abundance is one of the major characteristics that separate this group of prokaryotes from the bacteria. In these cells, diphytanylglycerolipids or bipolar macrocyclic tetraethers can form covalently linked bilayers. [HMDB] 2-Octadecanoyl-1-hexadecyl-sn-glycero-3-ate 2-octadecanoyl-1-hexadecyl-sn-glycero-3-phosphate PA(o-16:0/18:0) C37H75O7P 662.974 662.525041753 [(2R)-3-(hexadecyloxy)-2-(octadecanoyloxy)propoxy]phosphonic acid (2R)-3-(hexadecyloxy)-2-(octadecanoyloxy)propoxyphosphonic acid [H][C@@](COCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC InChI=1S/C37H75O7P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-37(38)44-36(35-43-45(39,40)41)34-42-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h36H,3-35H2,1-2H3,(H2,39,40,41)/t36-/m1/s1 BIMPCBJDAYKNLD-PSXMRANNSA-N belongs to the class of organic compounds known as 1-alkyl,2-acylglycerophosphates. These are glycerophosphates in which the O-1 atom of the glycerol is bonded to a fatty acid (saturated or unsaturated) through an ether linkage, and the O-2 atom is bonded to another fatty acid through an ester linkage. 1-alkyl,2-acylglycerophosphates Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphates Aliphatic acyclic compounds Carbonyl compounds Carboxylic acid esters Dialkyl ethers Fatty acid esters Glycerol ethers Hydrocarbon derivatives Monoalkyl phosphates Monocarboxylic acids and derivatives Organic oxides 1-alkyl,2-acyl-glycerol-3-phosphate Aliphatic acyclic compound Alkyl phosphate Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl ether Ether Fatty acid ester Fatty acyl Glycerol ether Hydrocarbon derivative Monoalkyl phosphate Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organooxygen compound Phosphoric acid ester 1-alkyl,2-acylglycerophosphates Solid logp 9.40 ALOGPS logs -6.90 ALOGPS solubility 8.40e-05 g/l ALOGPS logp 13.15 ChemAxon pka_strongest_acidic 1.32 ChemAxon pka_strongest_basic -4.1 ChemAxon iupac [(2R)-3-(hexadecyloxy)-2-(octadecanoyloxy)propoxy]phosphonic acid ChemAxon average_mass 662.974 ChemAxon mono_mass 662.525041753 ChemAxon smiles [H][C@@](COCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC ChemAxon formula C37H75O7P ChemAxon inchi InChI=1S/C37H75O7P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-37(38)44-36(35-43-45(39,40)41)34-42-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h36H,3-35H2,1-2H3,(H2,39,40,41)/t36-/m1/s1 ChemAxon inchikey BIMPCBJDAYKNLD-PSXMRANNSA-N ChemAxon polar_surface_area 102.29 ChemAxon refractivity 188.02 ChemAxon polarizability 84.19 ChemAxon rotatable_bond_count 38 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 10105 Specdb::NmrOneD 339048 Specdb::NmrOneD 339049 Specdb::NmrOneD 339050 Specdb::NmrOneD 339051 Specdb::NmrOneD 339052 Specdb::NmrOneD 339053 Specdb::NmrOneD 339054 Specdb::NmrOneD 339055 Specdb::NmrOneD 339056 Specdb::NmrOneD 339057 Specdb::NmrOneD 339058 Specdb::NmrOneD 339059 Specdb::NmrOneD 339060 Specdb::NmrOneD 339061 Specdb::NmrOneD 339062 Specdb::NmrOneD 339063 Specdb::NmrOneD 339064 Specdb::NmrOneD 339065 Specdb::NmrOneD 339066 Specdb::NmrOneD 339067 Specdb::MsMs 23393 Specdb::MsMs 23394 Specdb::MsMs 23395 Specdb::MsMs 30191 Specdb::MsMs 30192 Specdb::MsMs 30193 Specdb::MsMs 3044236 Specdb::MsMs 3044237 Specdb::MsMs 3044238 Specdb::MsMs 3098842 Specdb::MsMs 3098843 Specdb::MsMs 3098844 HMDB11145 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 1-acyl-sn-glycerol-3-phosphate acyltransferase alpha Q99943 AGPAT1 1-acyl-sn-glycerol-3-phosphate acyltransferase beta O15120 AGPAT2 1-acyl-sn-glycerol-3-phosphate acyltransferase delta Q9NRZ5 AGPAT4 1-acyl-sn-glycerol-3-phosphate acyltransferase epsilon Q9NUQ2 AGPAT5 1-acyl-sn-glycerol-3-phosphate acyltransferase gamma Q9NRZ7 AGPAT3 2-acylglycerol O-acyltransferase 2 Q3SYC2 MOGAT2 Lipid phosphate phosphatase-related protein type 4 Q7Z2D5 LPPR4 Lipid phosphate phosphatase-related protein type 5 Q32ZL2 LPPR5 Lysocardiolipin acyltransferase 1 Q6UWP7 LCLAT1 Phosphatidate phosphatase PPAPDC1A Q5VZY2 PPAPDC1A Phosphatidate phosphatase PPAPDC1B Q8NEB5 PPAPDC1B Phospholipase DDHD1 Q8NEL9 DDHD1 Phospholipase DDHD2 O94830 DDHD2 Presqualene diphosphate phosphatase Q8IY26 PPAPDC2 Probable lipid phosphate phosphatase PPAPDC3 Q8NBV4 PPAPDC3