2.0 2012-07-30 14:55:08 -0600 2015-06-03 17:21:02 -0600 ECMDB21259 M2MDB001667 Octadecanoyl-phosphate (n-C18:1) Caprylic acid belongs to the class of Straight Chain Fatty Acids. These are fatty acids with a straight aliphatic chain. (inferred from compound structure)Caprylic acid is invovled in Biosynthesis of alkaloids derived from terpenoid and polyketide, Biosynthesis of plant secondary metabolites, and Fatty acid biosynthesis. (KEGG)Caprylic acid is the common name for the eight-carbon saturated fatty acid known by the systematic name octanoic acid. It is found naturally in the milk of various mammals, and it is a minor constituent of coconut oil and palm kernel oil. It is an oily liquid that is minimally soluble in water with a slightly unpleasant rancid-like smell and taste. Two other acids are named after goats: caproic (C6) and capric (C10). Along with caprylic acid these total 15% in goat milk fat. (WikiPedia) (Z)-octadec-9-enoyl phosphate (Z)-Octadec-9-enoyl phosphoric acid Octadecanoyl-phosphoric acid (N-C18:1) C18H33O5P 360.4254 360.206560678 [(9Z)-octadec-9-enoyloxy]phosphonate (9Z)-octadec-9-enoyloxyphosphonate CCCCCCCC\C=C/CCCCCCCC(=O)OP([O-])([O-])=O InChI=1S/C18H35O5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)23-24(20,21)22/h9-10H,2-8,11-17H2,1H3,(H2,20,21,22)/p-2/b10-9- VHHMNNRGNQWMKU-KTKRTIGZSA-L Cytosol Membrane logp 6.07 ALOGPS logs -5.39 ALOGPS solubility 1.62e-03 g/l ALOGPS logp 6.13 ChemAxon pka_strongest_acidic 1.23 ChemAxon pka_strongest_basic -7.4 ChemAxon iupac [(9Z)-octadec-9-enoyloxy]phosphonate ChemAxon average_mass 360.4254 ChemAxon mono_mass 360.206560678 ChemAxon smiles CCCCCCCC\C=C/CCCCCCCC(=O)OP([O-])([O-])=O ChemAxon formula C18H33O5P ChemAxon inchi InChI=1S/C18H35O5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)23-24(20,21)22/h9-10H,2-8,11-17H2,1H3,(H2,20,21,22)/p-2/b10-9- ChemAxon inchikey VHHMNNRGNQWMKU-KTKRTIGZSA-L ChemAxon polar_surface_area 89.49 ChemAxon refractivity 96.32 ChemAxon polarizability 41.03 ChemAxon rotatable_bond_count 17 ChemAxon acceptor_count 4 ChemAxon donor_count 0 ChemAxon physiological_charge -2 ChemAxon formal_charge -2 ChemAxon Specdb::MsMs 29753 Specdb::MsMs 29754 Specdb::MsMs 29755 Specdb::MsMs 36311 Specdb::MsMs 36312 Specdb::MsMs 36313 Acylphosphatase P0AB65 ACYP_ECOLI yccX http://ecmdb.ca/proteins/P0AB65.xml Phosphate acyltransferase P27247 PLSX_ECOLI plsX http://ecmdb.ca/proteins/P27247.xml Probable glycerol-3-phosphate acyltransferase P60782 PLSY_ECOLI plsY http://ecmdb.ca/proteins/P60782.xml Acyl carrier protein P0A6A8 ACP_ECOLI acpP http://ecmdb.ca/proteins/P0A6A8.xml Hydrogen ion + cis-octadec-11-enoyl-[acyl-carrier protein] (n-C18:1) + Phosphate > acyl carrier protein + Octadecanoyl-phosphate (n-C18:1) Water + Octadecanoyl-phosphate (n-C18:1) >2 Hydrogen ion + Octadecenoate (N-C18:1) + Phosphate Glycerol 3-phosphate + Octadecanoyl-phosphate (n-C18:1) > 1-Octadec-11-enoyl-sn-glycerol 3-phosphate + Hydrogen ion + Phosphate