1.0 2016-10-03 18:09:32 UTC 2020-05-20 22:51:42 UTC BMDB0010574 BMDB10574 PG(16:0/18:1(9Z)) PG(16:0/18:1(9Z)), also known as 16:0/18:1 PG or GPG(16:0/18:1), 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(16:0/18:1(9Z)) is considered to be a glycerophosphoglycerol lipid molecule. PG(16:0/18:1(9Z)) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PG(16:0/18:1(9Z)) exists in all living species, ranging from bacteria to humans. PG(16:0/18:1(9Z)) participates in a number of enzymatic reactions, within cattle. In particular, PG(16:0/18:1(9Z)) can be biosynthesized from PGP(16:0/18:1(9Z)) through its interaction with the enzyme phosphatidylglycerophosphatase and protein-tyrosine phosphatase 1. In addition, PG(16:0/18:1(9Z)) and CDP-DG(16:0/18:1(9Z)) can be converted into CL(16:0/18:1(9Z)/16:0/18:1(9Z)) and cytidine monophosphate; which is mediated by the enzyme cardiolipin synthase. In cattle, PG(16:0/18:1(9Z)) is involved in the metabolic pathway called cardiolipin biosynthesis CL(16:0/18:1(9Z)/16:0/18:1(9Z)) pathway. 1-Hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-sn-glycerol 1-Palmitoyl-2-oleoyl-sn-glycero-3-phospho-(1'-sn-glycerol) 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphoglycerol 16:0/18:1 PG C16:0/18:1 PG GPG(16:0/18:1) GPG(16:0/18:1OMEGA9) GPG(34:1) PG(16:0/18:1) PG(16:0/18:1OMEGA9) PG(34:1) Phosphatidylglycerol(16:0/18:1) Phosphatidylglycerol(16:0/18:1omega9) Phosphatidylglycerol(34:1) 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-glycerol) PG(16:0/18:1(9Z)) 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoglycerol GPG(16:0/18:1N9) GPG(16:0/18:1W9) PG(16:0/18:1N9) PG(16:0/18:1W9) Phosphatidylglycerol(16:0/18:1n9) Phosphatidylglycerol(16:0/18:1W9) 1-Palmitoyl-2-oleoyl-GPG 1-Palmitoyl-2-oleoyl-sn-glycero-3-phospho-(1'-glycerol) 1-Palmitoyl-2-oleoyl-sn-glycero-3-phospho-(1’-glycerol) Phosphatidylglycerol(16:0/18:1(9Z)) GPG(16:0/18:1(9Z)) C40H77O10P 749.0071 748.525435196 [(2S)-2,3-dihydroxypropoxy][(2R)-3-(hexadecanoyloxy)-2-[(9Z)-octadec-9-enoyloxy]propoxy]phosphinic acid (2S)-2,3-dihydroxypropoxy((2R)-3-(hexadecanoyloxy)-2-[(9Z)-octadec-9-enoyloxy]propoxy)phosphinic acid 87246-80-8 [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC InChI=1S/C40H77O10P/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/h17-18,37-38,41-42H,3-16,19-36H2,1-2H3,(H,45,46)/b18-17-/t37-,38+/m0/s1 PAZGBAOHGQRCBP-HGWHEPCSSA-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 8.16 ALOGPS logs -6.86 ALOGPS logp 11.46 ChemAxon pka_strongest_acidic 1.89 ChemAxon pka_strongest_basic -3 ChemAxon iupac [(2S)-2,3-dihydroxypropoxy][(2R)-3-(hexadecanoyloxy)-2-[(9Z)-octadec-9-enoyloxy]propoxy]phosphinic acid ChemAxon average_mass 749.0071 ChemAxon mono_mass 748.525435196 ChemAxon smiles [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC ChemAxon formula C40H77O10P ChemAxon inchi InChI=1S/C40H77O10P/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/h17-18,37-38,41-42H,3-16,19-36H2,1-2H3,(H,45,46)/b18-17-/t37-,38+/m0/s1 ChemAxon inchikey PAZGBAOHGQRCBP-HGWHEPCSSA-N ChemAxon polar_surface_area 148.82 ChemAxon refractivity 205.63 ChemAxon polarizability 90.76 ChemAxon rotatable_bond_count 41 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(16:0/18:1(9Z)/16:0/18:1(9Z)) SMP0077402 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/16:0/18:2(9Z,12Z)) SMP0077403 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/16:0/20:4(5Z,8Z,11Z,14Z)) SMP0077404 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/16:0/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0077405 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/16:0/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0077406 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0077407 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/16:1(9Z)/16:0) SMP0077408 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/16:1(9Z)/16:1(9Z)) SMP0077409 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/16:1(9Z)/18:1(11Z)) SMP0077410 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/16:1(9Z)/18:1(9Z)) SMP0077411 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:0/16:0) SMP0077412 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:0/18:0) SMP0077413 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:0/18:1(11Z)) SMP0077414 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:0/18:1(9Z)) SMP0077415 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(11Z)/16:0) SMP0077416 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(11Z)/16:1(9Z)) SMP0077417 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(11Z)/18:0) SMP0077418 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(11Z)/18:1(11Z)) SMP0077419 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(11Z)/18:1(9Z)) SMP0077420 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(11Z)/18:2(9Z,12Z)) SMP0077421 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(11Z)/20:4(5Z,8Z,11Z,14Z)) SMP0077422 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0077423 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0077424 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0077425 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(9Z)/16:0) SMP0077426 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(9Z)/16:1(9Z)) SMP0077427 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(9Z)/18:0) SMP0077428 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(9Z)/18:1(11Z)) SMP0077429 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(9Z)/18:1(9Z)) SMP0077430 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(9Z)/18:2(9Z,12Z)) SMP0077431 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)) SMP0077432 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0077433 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0077434 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0077435 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:2(9Z,12Z)/16:0) SMP0077436 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:2(9Z,12Z)/18:1(11Z)) SMP0077437 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:2(9Z,12Z)/18:1(9Z)) SMP0077438 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) SMP0077439 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)/16:0) SMP0077440 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)) SMP0077441 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)/18:1(9Z)) SMP0077442 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) SMP0077443 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/16:0) SMP0077444 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/18:1(11Z)) SMP0077445 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/18:1(9Z)) SMP0077446 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0077447 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0077448 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/16:0) SMP0077449 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:1(11Z)) SMP0077450 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:1(9Z)) SMP0077451 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0077452 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0077453 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/16:0) SMP0077454 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z)) SMP0077455 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(9Z)) SMP0077456 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0077457 Specdb::CMs 777424 Specdb::CMs 777425 Specdb::CMs 777426 Specdb::CMs 777427 Specdb::CMs 777428 Specdb::CMs 777429 Specdb::CMs 777430 Specdb::CMs 777431 Specdb::CMs 777432 Specdb::MsMs 27848 Specdb::MsMs 27849 Specdb::MsMs 27850 Specdb::MsMs 34406 Specdb::MsMs 34407 Specdb::MsMs 34408 Specdb::MsMs 3069162 Specdb::MsMs 3069163 Specdb::MsMs 3069164 Specdb::NmrOneD 302485 Specdb::NmrOneD 302486 Specdb::NmrOneD 302487 Specdb::NmrOneD 302488 Specdb::NmrOneD 302489 Specdb::NmrOneD 302490 Specdb::NmrOneD 302491 Specdb::NmrOneD 302492 Specdb::NmrOneD 302493 Specdb::NmrOneD 302494 Specdb::NmrOneD 302495 Specdb::NmrOneD 302496 Specdb::NmrOneD 302497 Specdb::NmrOneD 302498 Specdb::NmrOneD 302499 Specdb::NmrOneD 302500 Specdb::NmrOneD 302501 Specdb::NmrOneD 302502 Specdb::NmrOneD 302503 Specdb::NmrOneD 302504 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 Placenta 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 52941750 73234 24768073 FDB027724 PGW