Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 02:12:21 UTC
Update Date2022-08-31 18:40:50 UTC
Metabolite IDMMDBc0032338
Metabolite Identification
Common NamePGP(10:0(3-OH)/16:1(9Z))
DescriptionPGP(10:0(3-OH)/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(10:0(3-OH)/16:1(9Z)), in particular, consists of one 3-hydroxydecanoyl 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 FormulaC32H62O14P2
Average Mass732.782
Monoisotopic Mass732.361480672
IUPAC Name[(2R)-3-({[(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-[(3-hydroxydecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid
Traditional Name(2R)-3-{[(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-[(3-hydroxydecanoyl)oxy]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)CC(O)CCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC
InChI Identifier
InChI=1S/C32H62O14P2/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-31(35)46-30(26-42-32(36)23-28(33)21-19-17-8-6-4-2)27-45-48(40,41)44-25-29(34)24-43-47(37,38)39/h11-12,28-30,33-34H,3-10,13-27H2,1-2H3,(H,40,41)(H2,37,38,39)/b12-11-/t28?,29-,30-/m1/s1
InChI KeyCAAFEMODHABCSU-SXRLIPNMSA-N