Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 02:07:32 UTC
Update Date2022-08-31 18:37:48 UTC
Metabolite IDMMDBc0032225
Metabolite Identification
Common NamePGP(18:0/15:0)
DescriptionPGP(18:0/15:0) 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(18:0/15:0), in particular, consists of one octadecanoyl chain to the C-1 atom, and one pentadecanoyl 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 FormulaC39H78O13P2
Average Mass816.988
Monoisotopic Mass816.491766568
IUPAC Name[(2R)-2-hydroxy-3-({hydroxy[(2R)-3-(octadecanoyloxy)-2-(pentadecanoyloxy)propoxy]phosphoryl}oxy)propoxy]phosphonic acid
Traditional Name(2R)-2-hydroxy-3-{[hydroxy((2R)-3-(octadecanoyloxy)-2-(pentadecanoyloxy)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)CCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C39H78O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-38(41)48-34-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)52-39(42)31-29-27-25-23-20-16-14-12-10-8-6-4-2/h36-37,40H,3-35H2,1-2H3,(H,46,47)(H2,43,44,45)/t36-,37-/m1/s1
InChI KeyUJLXLLFQZUIXLO-FZNHDDJXSA-N