PG(16:1(9Z)/18:0) (BioCAD00000024164)

blood all tissues

Metabolite Card

Formula: C40H77O10P (748.5254)
SMILES: [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC

Synonyms [en]

PG(16:1(9Z)/18:0); PG(34:1); 1-(9Z-hexadecenoyl)-2-octadecanoyl-glycero-3-phospho-(1'-sn-glycerol); GPG(16:1n7/18:0); 1-(9Z-Hexadecenoyl)-2-octadecanoyl-sn-glycero-3-phospho-(1'-glycerol); PG(16:1/18:0)

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

PG(16:1(9Z)/18:0). 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000024164). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

PG(16:1(9Z)/18:0) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(16:1(9Z)/18:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of stearic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.

Entity Information

DBLinks

Other DBLinks
  • PubChem: 52926476
  • ChEBI: ChEBI:85186
  • HMDB: HMDB0010587
  • HMDB: HMDB10587
  • LipidMaps: LMGP04010211
  • RefMet: RM0133879
  • Metlin: METLIN_61862
  • Coconut NaturalProduct: CNP0046814.1

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0027603 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/16:1(9Z)/16:1(9Z))
PathBank:SMP0027607 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/16:1(9Z)/18:2(9Z,12Z))
PathBank:SMP0027611 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/16:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0027615 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/18:1(11Z)/18:1(9Z))
PathBank:SMP0027619 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/18:1(9Z)/18:1(9Z))
PathBank:SMP0027623 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/20:4(5Z,8Z,11Z,14Z)/16:1(9Z))
PathBank:SMP0027627 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/22:5(4Z,7Z,10Z,13Z,16Z)/18:0)
PathBank:SMP0027631 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/22:5(7Z,10Z,13Z,16Z,19Z)/18:0)
PathBank:SMP0027635 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:0)
PathBank:SMP0069052 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/16:1(9Z)/16:1(9Z))
PathBank:SMP0069056 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/16:1(9Z)/18:2(9Z,12Z))
PathBank:SMP0069060 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/16:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0069064 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/18:1(11Z)/18:1(9Z))
PathBank:SMP0069068 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/18:1(9Z)/18:1(9Z))
PathBank:SMP0069072 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/20:4(5Z,8Z,11Z,14Z)/16:1(9Z))
PathBank:SMP0069076 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/22:5(4Z,7Z,10Z,13Z,16Z)/18:0)
PathBank:SMP0069080 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/22:5(7Z,10Z,13Z,16Z,19Z)/18:0)
PathBank:SMP0069084 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:0)
PathBank:SMP0122056 Phospholipid Biosynthesis CL(16:1(9Z)/18:0/16:1(9Z)/18:0)
PathBank:SMP0077802 Cardiolipin Biosynthesis CL(16:1(9Z)/18:0/16:1(9Z)/18:0)
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