Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 02:13:57 UTC
Update Date2022-08-31 18:41:31 UTC
Metabolite IDMMDBc0032379
Metabolite Identification
Common NamePGP(14:0/10:0(3-OH))
DescriptionPGP(14:0/10:0(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(14:0/10:0(3-OH)), in particular, consists of one tetradecanoyl chain to the C-1 atom, and one 3-hydroxydecanoyl 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 FormulaC30H60O14P2
Average Mass706.744
Monoisotopic Mass706.345830608
IUPAC Name[(2R)-2-hydroxy-3-({hydroxy[(2R)-2-[(3-hydroxydecanoyl)oxy]-3-(tetradecanoyloxy)propoxy]phosphoryl}oxy)propoxy]phosphonic acid
Traditional Name(2R)-2-hydroxy-3-{[hydroxy((2R)-2-[(3-hydroxydecanoyl)oxy]-3-(tetradecanoyloxy)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)CCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCC
InChI Identifier
InChI=1S/C30H60O14P2/c1-3-5-7-9-10-11-12-13-14-16-18-20-29(33)40-24-28(44-30(34)21-26(31)19-17-15-8-6-4-2)25-43-46(38,39)42-23-27(32)22-41-45(35,36)37/h26-28,31-32H,3-25H2,1-2H3,(H,38,39)(H2,35,36,37)/t26?,27-,28-/m1/s1
InChI KeyFMXRLLWCAUXXOX-DXISBFFWSA-N