Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 02:16:57 UTC
Update Date2022-08-31 18:42:33 UTC
Metabolite IDMMDBc0032448
Metabolite Identification
Common NamePGP(19:1(9Z)/16:1(9Z))
DescriptionPGP(19:1(9Z)/16:1(9Z)) 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(19:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-nonadecenoyl chain to the C-1 atom, and one 9Z-hexadecenoyl 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 FormulaC41H78O13P2
Average Mass841.01
Monoisotopic Mass840.491766568
IUPAC Name[(2R)-3-({[(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-[(9Z)-nonadec-9-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid
Traditional Name(2R)-3-{[(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-[(9Z)-nonadec-9-enoyloxy]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)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC
InChI Identifier
InChI=1S/C41H78O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-40(43)50-36-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)54-41(44)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h14,16,18-19,38-39,42H,3-13,15,17,20-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b16-14-,19-18-/t38-,39-/m1/s1
InChI KeyOODCAPMSPCYNDR-MRRZXRCGSA-N