Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 02:06:48 UTC
Update Date2022-08-31 18:37:28 UTC
Metabolite IDMMDBc0032207
Metabolite Identification
Common NamePGP(16:0/14:0)
DescriptionPGP(16:0/14:0) 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(16:0/14:0), in particular, consists of one hexadecanoyl chain to the C-1 atom, and one tetradecanoyl 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 FormulaC36H72O13P2
Average Mass774.907
Monoisotopic Mass774.444816374
IUPAC Name[(2R)-3-({[(2R)-3-(hexadecanoyloxy)-2-(tetradecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid
Traditional Name(2R)-3-{[(2R)-3-(hexadecanoyloxy)-2-(tetradecanoyloxy)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)CCCCCCCCCCCCC
InChI Identifier
InChI=1S/C36H72O13P2/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-35(38)45-31-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)49-36(39)28-26-24-22-20-17-14-12-10-8-6-4-2/h33-34,37H,3-32H2,1-2H3,(H,43,44)(H2,40,41,42)/t33-,34-/m1/s1
InChI KeyGLZAOZNOJVVKKP-KKLWWLSJSA-N