1.0 2016-10-03 18:09:52 UTC 2020-05-21 16:28:08 UTC BMDB0010590 BMDB10590 PG(16:1(9Z)/18:2(9Z,12Z)) PG(16:1(9Z)/18:2(9Z,12Z)), also known as GPG(16:1/18:2) or GPG(34:3), belongs to the class of organic compounds known as phosphatidylglycerols. These are glycerophosphoglycerols in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Thus, PG(16:1(9Z)/18:2(9Z,12Z)) is considered to be a glycerophosphoglycerol lipid molecule. PG(16:1(9Z)/18:2(9Z,12Z)) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PG(16:1(9Z)/18:2(9Z,12Z)) participates in a number of enzymatic reactions, within cattle. In particular, PG(16:1(9Z)/18:2(9Z,12Z)) can be biosynthesized from PGP(16:1(9Z)/18:2(9Z,12Z)) through its interaction with the enzyme phosphatidylglycerophosphatase and protein-tyrosine phosphatase 1. Furthermore, PG(16:1(9Z)/18:2(9Z,12Z)) and CDP-DG(16:1(9Z)/18:2(9Z,12Z)) can be converted into CL(16:1(9Z)/18:2(9Z,12Z)/16:1(9Z)/18:2(9Z,12Z)) and cytidine monophosphate; which is mediated by the enzyme cardiolipin synthase. Furthermore, PG(16:1(9Z)/18:2(9Z,12Z)) can be biosynthesized from PGP(16:1(9Z)/18:2(9Z,12Z)) through the action of the enzyme phosphatidylglycerophosphatase and protein-tyrosine phosphatase 1. Finally, PG(16:1(9Z)/18:2(9Z,12Z)) and CDP-DG(18:1(11Z)/18:1(9Z)) can be converted into CL(16:1(9Z)/18:2(9Z,12Z)/18:1(11Z)/18:1(9Z)) and cytidine monophosphate through its interaction with the enzyme cardiolipin synthase. In cattle, PG(16:1(9Z)/18:2(9Z,12Z)) is involved in a couple of metabolic pathways, which include cardiolipin biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/16:1(9Z)/18:2(9Z,12Z)) pathway and cardiolipin biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:1(11Z)/18:1(9Z)) pathway. 1-(9Z-Hexadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1'-glycerol) 1-Palmitoleoyl-2-linoleoyl-sn-glycero-3-phosphoglycerol GPG(16:1/18:2) GPG(16:1N7/18:2N6) GPG(16:1W7/18:2W6) GPG(34:3) PG(16:1/18:2) PG(16:1N7/18:2N6) PG(16:1W7/18:2W6) PG(34:3) Phosphatidylglycerol(16:1/18:2) Phosphatidylglycerol(16:1n7/18:2n6) Phosphatidylglycerol(16:1W7/18:2W6) Phosphatidylglycerol(34:3) 1-(9Z-Hexadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoglycerol PG(16:1(9Z)/18:2(9Z,12Z)) C40H73O10P 744.9754 744.494135068 [(2S)-2,3-dihydroxypropoxy][(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid (2S)-2,3-dihydroxypropoxy(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxyphosphinic acid [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC InChI=1S/C40H73O10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h11,13-14,16-18,37-38,41-42H,3-10,12,15,19-36H2,1-2H3,(H,45,46)/b13-11-,16-14-,18-17-/t37-,38+/m0/s1 PTJBFPPEYDFAAQ-IEVJMAIKSA-N belongs to the class of organic compounds known as phosphatidylglycerols. These are glycerophosphoglycerols in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphoglycerols Phosphatidylglycerols 1,2-diols Carbonyl compounds Carboxylic acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Fatty acid esters Hydrocarbon derivatives Organic oxides Primary alcohols Secondary alcohols 1,2-diacylglycerophosphoglycerol 1,2-diol Alcohol Aliphatic acyclic compound Alkyl phosphate Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl phosphate Dicarboxylic acid or derivatives Fatty acid ester Fatty acyl Hydrocarbon derivative Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organooxygen compound Phosphoric acid ester Primary alcohol Secondary alcohol Aliphatic acyclic compounds Diacylglycerophosphoglycerols Solid logp 7.67 ALOGPS logs -6.82 ALOGPS logp 10.74 ChemAxon pka_strongest_acidic 1.89 ChemAxon pka_strongest_basic -3 ChemAxon iupac [(2S)-2,3-dihydroxypropoxy][(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid ChemAxon average_mass 744.9754 ChemAxon mono_mass 744.494135068 ChemAxon smiles [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC ChemAxon formula C40H73O10P ChemAxon inchi InChI=1S/C40H73O10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h11,13-14,16-18,37-38,41-42H,3-10,12,15,19-36H2,1-2H3,(H,45,46)/b13-11-,16-14-,18-17-/t37-,38+/m0/s1 ChemAxon inchikey PTJBFPPEYDFAAQ-IEVJMAIKSA-N ChemAxon polar_surface_area 148.82 ChemAxon refractivity 207.86 ChemAxon polarizability 87.51 ChemAxon rotatable_bond_count 39 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/16:1(9Z)/18:2(9Z,12Z)) SMP0077932 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/16:1(9Z)/20:4(5Z,8Z,11Z,14Z)) SMP0077933 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/16:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0077934 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/16:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0077935 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/16:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0077936 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:1(11Z)/16:1(9Z)) SMP0077937 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:1(11Z)/18:1(11Z)) SMP0077938 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:1(11Z)/18:1(9Z)) SMP0077939 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:1(11Z)/18:2(9Z,12Z)) SMP0077940 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:1(9Z)/16:1(9Z)) SMP0077941 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:1(9Z)/18:1(11Z)) SMP0077942 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:1(9Z)/18:1(9Z)) SMP0077943 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:1(9Z)/18:2(9Z,12Z)) SMP0077944 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/16:0) SMP0077945 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/16:1(9Z)) SMP0077946 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:0) SMP0077947 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)) SMP0077948 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(9Z)) SMP0077949 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) SMP0077950 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z)) SMP0077951 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0077952 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0077953 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0077954 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z)/16:1(9Z)) SMP0077955 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z)/18:2(9Z,12Z)) SMP0077956 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) SMP0077957 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/22:5(4Z,7Z,10Z,13Z,16Z)/16:1(9Z)) SMP0077958 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/22:5(4Z,7Z,10Z,13Z,16Z)/18:2(9Z,12Z)) SMP0077959 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0077960 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0077961 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/22:5(7Z,10Z,13Z,16Z,19Z)/16:1(9Z)) SMP0077962 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)) SMP0077963 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0077964 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/22:5(7Z,10Z,13Z,16Z,19Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0077965 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/16:1(9Z)) SMP0077966 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)) SMP0077967 Cardiolipin Biosynthesis CL(16:1(9Z)/18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0077968 Specdb::CMs 773231 Specdb::CMs 773232 Specdb::CMs 773233 Specdb::CMs 773234 Specdb::CMs 773235 Specdb::CMs 773236 Specdb::CMs 773237 Specdb::CMs 773238 Specdb::CMs 773239 Specdb::MsMs 322915 Specdb::MsMs 322916 Specdb::MsMs 322917 Specdb::MsMs 370939 Specdb::MsMs 370940 Specdb::MsMs 370941 Specdb::MsMs 2299848 Specdb::MsMs 2299849 Specdb::MsMs 2299850 All Tissues 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 24768089 FDB027740 52927166 BMDBP02836 Protein tyrosine phosphatase mitochondrial 1 Q2NKZ7 PTPMT1 Enzyme