Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 01:42:05 UTC
Update Date2022-08-31 18:22:39 UTC
Metabolite IDMMDBc0031630
Metabolite Identification
Common NamePGP(12:0/12:0)
DescriptionPGP(12:0/12:0) 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(12:0/12:0), in particular, consists of two dodecanoyl chains at positions C-1 and C-2. 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 FormulaC30H60O13P2
Average Mass690.745
Monoisotopic Mass690.350915988
IUPAC Name[(2R)-3-({[(2R)-2,3-bis(dodecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid
Traditional Name(2R)-3-{[(2R)-2,3-bis(dodecanoyloxy)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)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC
InChI Identifier
InChI=1S/C30H60O13P2/c1-3-5-7-9-11-13-15-17-19-21-29(32)39-25-28(43-30(33)22-20-18-16-14-12-10-8-6-4-2)26-42-45(37,38)41-24-27(31)23-40-44(34,35)36/h27-28,31H,3-26H2,1-2H3,(H,37,38)(H2,34,35,36)/t27-,28-/m1/s1
InChI KeyLNEADDPQSRWQGI-VSGBNLITSA-N