Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 02:12:50 UTC
Update Date2022-08-31 18:40:59 UTC
Metabolite IDMMDBc0032351
Metabolite Identification
Common NamePGP(12:0(3-OH)/14:0(3-OH))
DescriptionPGP(12:0(3-OH)/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(12:0(3-OH)/14:0(3-OH)), in particular, consists of one 3-hydroxydodecanoyl 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 FormulaC32H64O15P2
Average Mass750.797
Monoisotopic Mass750.372045357
IUPAC Name[(2R)-2-hydroxy-3-({hydroxy[(2R)-3-[(3-hydroxydodecanoyl)oxy]-2-[(3-hydroxytetradecanoyl)oxy]propoxy]phosphoryl}oxy)propoxy]phosphonic acid
Traditional Name(2R)-2-hydroxy-3-{[hydroxy((2R)-3-[(3-hydroxydodecanoyl)oxy]-2-[(3-hydroxytetradecanoyl)oxy]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)CC(O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC
InChI Identifier
InChI=1S/C32H64O15P2/c1-3-5-7-9-11-12-14-16-18-20-28(34)22-32(37)47-30(26-46-49(41,42)45-24-29(35)23-44-48(38,39)40)25-43-31(36)21-27(33)19-17-15-13-10-8-6-4-2/h27-30,33-35H,3-26H2,1-2H3,(H,41,42)(H2,38,39,40)/t27?,28?,29-,30-/m1/s1
InChI KeyPYIUYIPNHGEZCJ-RAWLKHAVSA-N