Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 02:14:56 UTC
Update Date2022-08-31 18:41:50 UTC
Metabolite IDMMDBc0032402
Metabolite Identification
Common NamePGP(16:0/14:0(3-OH))
DescriptionPGP(16:0/14:0(3-OH)) 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(16:0/14:0(3-OH)), in particular, consists of one hexadecanoyl chain to the C-1 atom, and one 3-hydroxytetradecanoyl 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 FormulaC36H72O14P2
Average Mass790.906
Monoisotopic Mass790.439730994
IUPAC Name[(2R)-3-({[(2R)-3-(hexadecanoyloxy)-2-[(3-hydroxytetradecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid
Traditional Name(2R)-3-{[(2R)-3-(hexadecanoyloxy)-2-[(3-hydroxytetradecanoyl)oxy]propoxy(hydroxy)phosphoryl]oxy}-2-hydroxypropoxyphosphonic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC
InChI Identifier
InChI=1S/C36H72O14P2/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-35(39)46-30-34(31-49-52(44,45)48-29-33(38)28-47-51(41,42)43)50-36(40)27-32(37)25-23-21-19-17-12-10-8-6-4-2/h32-34,37-38H,3-31H2,1-2H3,(H,44,45)(H2,41,42,43)/t32?,33-,34-/m1/s1
InChI KeyPMVCXYIXBHMVMU-VYXDYGHXSA-N