Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 02:13:59 UTC
Update Date2022-08-31 18:41:31 UTC
Metabolite IDMMDBc0032380
Metabolite Identification
Common NamePGP(14:0/12:0(3-OH))
DescriptionPGP(14:0/12:0(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(14:0/12:0(3-OH)), in particular, consists of one tetradecanoyl chain to the C-1 atom, and one 3-hydroxydodecanoyl 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 FormulaC32H64O14P2
Average Mass734.798
Monoisotopic Mass734.377130737
IUPAC Name[(2R)-2-hydroxy-3-({hydroxy[(2R)-2-[(3-hydroxydodecanoyl)oxy]-3-(tetradecanoyloxy)propoxy]phosphoryl}oxy)propoxy]phosphonic acid
Traditional Name(2R)-2-hydroxy-3-{[hydroxy((2R)-2-[(3-hydroxydodecanoyl)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)CCCCCCCCC
InChI Identifier
InChI=1S/C32H64O14P2/c1-3-5-7-9-11-12-13-14-16-18-20-22-31(35)42-26-30(27-45-48(40,41)44-25-29(34)24-43-47(37,38)39)46-32(36)23-28(33)21-19-17-15-10-8-6-4-2/h28-30,33-34H,3-27H2,1-2H3,(H,40,41)(H2,37,38,39)/t28?,29-,30-/m1/s1
InChI KeyJEFOJKHZZSSPAT-GVKMRLRKSA-N