1.0 2011-09-21 01:38:37 UTC 2017-04-03 05:02:18 UTC FDB028363 DHAP(10:0) DHAP(10:0) is the decanoyl derivative of Dihydroxyacetone phosphate. It is also known as an alkyl-DHAP. This compound is formed by decanoic acid reacting with DHAP. Alkyl-DHAPs are intermediates in the synthesis of ether phospholipids. The initial steps of ether phospholipid biosynthesis take place in peroxisomes. Alkyl-dihydroxyacetonephosphate synthase is the peroxisomal enzyme that actually introduces the ether linkage. Levels of Alkyl-DHAP have been found to be strongly reduced in human fibroblasts derived from Zellweger syndrome and rhizomelic chondrodysplasia punctata patients. Four other enzymes are known to be involved in the metabolism of acyl-DHAP and alkyl-DHAP. These include: acyl-DHAP/alkyl-DHAP oxidoreductase, DHAP acyltransferase, alkyl-DHAP phosphohydrolase, and a dinitrofluorobenzene-insensitive acyl-DHAP acylhydrolase. Dihydroxyacetone phosphate (DHAP) is a biochemical compound primarily involved in the glycolysis metabolic pathway. DHAP is also the product of the dehydrogenation of L-glycerol-3-phosphate which is part of the entry of glycerol (sourced from triglycerides) into the glycolytic pathway. Conversely, reduction of glycolysis-derived DHAP to L-glycerol-3-phosphate provides adipose cells with the activated glycerol backbone they require to synthesize new triglycerides. Both reactions are catalyzed by the enzyme glycerol 3-phosphate dehydrogenase with NAD+/NADH as cofactor. DHAP may be referred to as glycerone phosphate in older texts. [HMDB] 1-Decanoylglycerone 3-ate 1-decanoylglycerone 3-phosphate Decanoyl DHAP Decanoyl dihydroxyacetone ate Decanoyl dihydroxyacetone phosphate Decanoyl-glycerone 3-ate Decanoyl-glycerone 3-phosphate C13H25O7P 324.3072 324.133789666 [3-(decanoyloxy)-2-oxopropoxy]phosphonic acid 3-(decanoyloxy)-2-oxopropoxyphosphonic acid 96-26-4 CCCCCCCCCC(=O)OCC(=O)COP(O)(O)=O InChI=1S/C13H25O7P/c1-2-3-4-5-6-7-8-9-13(15)19-10-12(14)11-20-21(16,17)18/h2-11H2,1H3,(H2,16,17,18) DWBYHKXQHTVKTE-UHFFFAOYSA-N belongs to the class of organic compounds known as o-acylglycerone-phosphates. These are glycerone-3-phosphates carrying an acyl substituent at the 1-position. O-acylglycerone-phosphates Organic compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Aliphatic acyclic compounds Alpha-acyloxy ketones Carboxylic acid esters Fatty acid esters Hydrocarbon derivatives Monoalkyl phosphates Monocarboxylic acids and derivatives Monosaccharide phosphates Organic oxides Aliphatic acyclic compound Alkyl phosphate Alpha-acyloxy ketone Carboxylic acid derivative Carboxylic acid ester Fatty acid ester Fatty acyl Hydrocarbon derivative Monoalkyl phosphate Monocarboxylic acid or derivatives Monosaccharide Monosaccharide phosphate O-acylglycerone-phosphate Organic oxide Organic phosphoric acid derivative Phosphoric acid ester Solid logp 2.00 ALOGPS logs -2.94 ALOGPS solubility 3.73e-01 g/l ALOGPS logp 2.6 ChemAxon pka_strongest_acidic 1.19 ChemAxon pka_strongest_basic -7 ChemAxon iupac [3-(decanoyloxy)-2-oxopropoxy]phosphonic acid ChemAxon average_mass 324.3072 ChemAxon mono_mass 324.133789666 ChemAxon smiles CCCCCCCCCC(=O)OCC(=O)COP(O)(O)=O ChemAxon formula C13H25O7P ChemAxon inchi InChI=1S/C13H25O7P/c1-2-3-4-5-6-7-8-9-13(15)19-10-12(14)11-20-21(16,17)18/h2-11H2,1H3,(H2,16,17,18) ChemAxon inchikey DWBYHKXQHTVKTE-UHFFFAOYSA-N ChemAxon polar_surface_area 110.13 ChemAxon refractivity 76.46 ChemAxon polarizability 33.28 ChemAxon rotatable_bond_count 14 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25735 Specdb::CMs 165261 Specdb::MsMs 323041 Specdb::MsMs 323042 Specdb::MsMs 323043 Specdb::MsMs 371107 Specdb::MsMs 371108 Specdb::MsMs 371109 Specdb::MsMs 3055184 Specdb::MsMs 3055185 Specdb::MsMs 3055186 Specdb::MsMs 3111314 Specdb::MsMs 3111315 Specdb::MsMs 3111316 HMDB11675 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