Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 02:15:48 UTC
Update Date2022-08-31 18:42:10 UTC
Metabolite IDMMDBc0032424
Metabolite Identification
Common NamePGP(18:0/19:1(9Z))
DescriptionPGP(18:0/19:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/19:1(9Z)), in particular, consists of one octadecanoyl chain to the C-1 atom, and one 9Z-nonadecenoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.
Structure
SynonymsNot Available
Molecular FormulaC43H84O13P2
Average Mass871.08
Monoisotopic Mass870.538716761
IUPAC Name[(2R)-2-hydroxy-3-({hydroxy[(2R)-2-[(9Z)-nonadec-9-enoyloxy]-3-(octadecanoyloxy)propoxy]phosphoryl}oxy)propoxy]phosphonic acid
Traditional Name(2R)-2-hydroxy-3-{[hydroxy((2R)-2-[(9Z)-nonadec-9-enoyloxy]-3-(octadecanoyloxy)propoxy)phosphoryl]oxy}propoxyphosphonic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC
InChI Identifier
InChI=1S/C43H84O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-43(46)56-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)38-52-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19,21,40-41,44H,3-18,20,22-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b21-19-/t40-,41-/m1/s1
InChI KeyOSMBCXJUVCLVQK-RAWCOTAPSA-N