1.0 2016-10-03 18:09:34 UTC 2020-05-20 22:51:52 UTC BMDB0010575 BMDB10575 PG(16:0/18:2(9Z,12Z)) PG(16:0/18:2(9Z,12Z)), also known as GPG(16:0/18:2) or GPG(34:2), 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(16:0/18:2(9Z,12Z)) is considered to be a glycerophosphoglycerol lipid molecule. PG(16:0/18:2(9Z,12Z)) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PG(16:0/18:2(9Z,12Z)) participates in a number of enzymatic reactions, within cattle. In particular, PG(16:0/18:2(9Z,12Z)) can be biosynthesized from PGP(16:0/18:2(9Z,12Z)) through its interaction with the enzyme phosphatidylglycerophosphatase and protein-tyrosine phosphatase 1. Furthermore, PG(16:0/18:2(9Z,12Z)) and CDP-DG(16:0/18:2(9Z,12Z)) can be converted into CL(16:0/18:2(9Z,12Z)/16:0/18:2(9Z,12Z)) and cytidine monophosphate through its interaction with the enzyme cardiolipin synthase. Furthermore, PG(16:0/18:2(9Z,12Z)) can be biosynthesized from PGP(16:0/18:2(9Z,12Z)); which is catalyzed by the enzyme phosphatidylglycerophosphatase and protein-tyrosine phosphatase 1. Furthermore, PG(16:0/18:2(9Z,12Z)) and CDP-DG(16:1(9Z)/16:0) can be converted into CL(16:0/18:2(9Z,12Z)/16:1(9Z)/16:0) and cytidine monophosphate through the action of the enzyme cardiolipin synthase. Furthermore, PG(16:0/18:2(9Z,12Z)) can be biosynthesized from PGP(16:0/18:2(9Z,12Z)); which is mediated by the enzyme phosphatidylglycerophosphatase and protein-tyrosine phosphatase 1. Finally, PG(16:0/18:2(9Z,12Z)) and CDP-DG(16:1(9Z)/18:2(9Z,12Z)) can be converted into CL(16:0/18:2(9Z,12Z)/16:1(9Z)/18:2(9Z,12Z)) and cytidine monophosphate through the action of the enzyme cardiolipin synthase. In cattle, PG(16:0/18:2(9Z,12Z)) is involved in several metabolic pathways, some of which include cardiolipin biosynthesis CL(16:0/18:2(9Z,12Z)/16:0/18:2(9Z,12Z)) pathway, cardiolipin biosynthesis CL(16:0/18:2(9Z,12Z)/16:1(9Z)/16:0) pathway, cardiolipin biosynthesis CL(16:0/18:2(9Z,12Z)/16:1(9Z)/18:2(9Z,12Z)) pathway, cardiolipin biosynthesis CL(16:0/18:2(9Z,12Z)/18:1(11Z)/18:1(11Z)) pathway, and cardiolipin biosynthesis CL(16:0/18:2(9Z,12Z)/18:2(9Z,12Z)/16:0) pathway. 1-Palmitoyl-2-linoleoyl-sn-glycero-3-phosphoglycerol 2-Linoleoyl-1-palmitoyl-sn-glycero-3-phospho-(1'-sn-glycerol) GPG(16:0/18:2) GPG(16:0/18:2OMEGA6) GPG(34:2) PG(16:0/18:2) PG(16:0/18:2OMEGA6) PG(34:2) Phosphatidylglycerol(16:0/18:2) Phosphatidylglycerol(16:0/18:2omega6) Phosphatidylglycerol(34:2) 1-Hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1'-glycerol) GPG(16:0/18:2N6) GPG(16:0/18:2W6) PG(16:0/18:2N6) PG(16:0/18:2W6) Phosphatidylglycerol(16:0/18:2n6) Phosphatidylglycerol(16:0/18:2W6) 1-Hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoglycerol PG(16:0/18:2(9Z,12Z)) C40H75O10P 746.9913 746.509785132 [(2S)-2,3-dihydroxypropoxy][(2R)-3-(hexadecanoyloxy)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid (2S)-2,3-dihydroxypropoxy(2R)-3-(hexadecanoyloxy)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxyphosphinic acid [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC InChI=1S/C40H75O10P/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/h11,13,17-18,37-38,41-42H,3-10,12,14-16,19-36H2,1-2H3,(H,45,46)/b13-11-,18-17-/t37-,38+/m0/s1 ATBOMIWRCZXYSZ-WLGRLVTESA-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 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) Diacylglycerophosphoglycerols Solid logp 8.04 ALOGPS logs -6.85 ALOGPS logp 11.1 ChemAxon pka_strongest_acidic 1.89 ChemAxon pka_strongest_basic -3 ChemAxon iupac [(2S)-2,3-dihydroxypropoxy][(2R)-3-(hexadecanoyloxy)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid ChemAxon average_mass 746.9913 ChemAxon mono_mass 746.509785132 ChemAxon smiles [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC ChemAxon formula C40H75O10P ChemAxon inchi InChI=1S/C40H75O10P/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/h11,13,17-18,37-38,41-42H,3-10,12,14-16,19-36H2,1-2H3,(H,45,46)/b13-11-,18-17-/t37-,38+/m0/s1 ChemAxon inchikey ATBOMIWRCZXYSZ-WLGRLVTESA-N ChemAxon polar_surface_area 148.82 ChemAxon refractivity 206.74 ChemAxon polarizability 89.45 ChemAxon rotatable_bond_count 40 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(16:0/18:2(9Z,12Z)/16:0/18:2(9Z,12Z)) SMP0077458 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/16:0/20:4(5Z,8Z,11Z,14Z)) SMP0077459 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/16:0/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0077460 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/16:0/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0077461 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0077462 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/16:1(9Z)/16:0) SMP0077463 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/16:1(9Z)/16:1(9Z)) SMP0077464 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/16:1(9Z)/18:2(9Z,12Z)) SMP0077465 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:0/16:0) SMP0077466 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:0/18:0) SMP0077467 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:0/18:2(9Z,12Z)) SMP0077468 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:1(11Z)/16:0) SMP0077469 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:1(11Z)/18:1(11Z)) SMP0077470 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:1(11Z)/18:1(9Z)) SMP0077471 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:1(11Z)/18:2(9Z,12Z)) SMP0077472 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:1(9Z)/16:0) SMP0077473 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:1(9Z)/18:1(11Z)) SMP0077474 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:1(9Z)/18:1(9Z)) SMP0077475 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:1(9Z)/18:2(9Z,12Z)) SMP0077476 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:2(9Z,12Z)/16:0) SMP0077477 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:2(9Z,12Z)/16:1(9Z)) SMP0077478 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:2(9Z,12Z)/18:0) SMP0077479 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)) SMP0077480 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(9Z)) SMP0077481 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) SMP0077482 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z)) SMP0077483 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:2(9Z,12Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0077484 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:2(9Z,12Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0077485 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0077486 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z)/16:0) SMP0077487 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z)/18:2(9Z,12Z)) SMP0077488 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) SMP0077489 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/22:5(4Z,7Z,10Z,13Z,16Z)/16:0) SMP0077490 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/22:5(4Z,7Z,10Z,13Z,16Z)/18:2(9Z,12Z)) SMP0077491 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0077492 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0077493 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/22:5(7Z,10Z,13Z,16Z,19Z)/16:0) SMP0077494 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)) SMP0077495 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0077496 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/22:5(7Z,10Z,13Z,16Z,19Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0077497 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/16:0) SMP0077498 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)) SMP0077499 Cardiolipin Biosynthesis CL(16:0/18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0077500 Specdb::CMs 773773 Specdb::CMs 773774 Specdb::CMs 773775 Specdb::CMs 773776 Specdb::CMs 773777 Specdb::CMs 773778 Specdb::CMs 773779 Specdb::CMs 773780 Specdb::CMs 773781 Specdb::MsMs 299533 Specdb::MsMs 299534 Specdb::MsMs 299535 Specdb::MsMs 341566 Specdb::MsMs 341567 Specdb::MsMs 341568 Specdb::MsMs 2944021 Specdb::MsMs 2944022 Specdb::MsMs 2944023 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 24768074 52927246 73238 FDB027725