PG(16:0/18:1(9Z)) (BioCAD00000024151)

blood feces all tissues placenta

Metabolite Card

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

Synonyms [en]

PG(16:0/18:1(9Z)); 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoglycerol; 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol); 1-Palmitoyl-2-oleoyl-sn-glycero-3-phospho-(1'-sn-glycerol); PG(34:1); PG(16:0/18:1(9Z))[U]

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

PG(16:0/18:1(9Z)). 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: BioCAD00000024151). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

PG(16:0/18:1(9Z)) 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(16:0/18:1(9Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of oleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the oleic acid moiety is derived from vegetable oils, especially olive and canola 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
  • CAS Registry Number: 87246-80-8
  • PubChem: 52941750
  • ChEBI: ChEBI:73234
  • HMDB: HMDB0010574
  • HMDB: HMDB10574
  • LipidMaps: LMGP04010987
  • KEGG: C13883
  • RefMet: RM0133874
  • Metlin: METLIN_40844
  • Metlin: METLIN_61850
  • Coconut NaturalProduct: CNP0307202.1
  • Coconut NaturalProduct: CNP0307202.2
  • Coconut NaturalProduct: CNP0347689.1
  • Coconut NaturalProduct: CNP0347689.2

Class / Ontology

Metabolic Network
ID EC Number Name
View More
Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0001350 phospholipid biosynthesis (CL(19:0cycv8c/16:0/18:1(9Z)/19:0cycv8c))
PathBank:SMP0001364 phospholipid biosynthesis CL(16:0/17:0cycw7c/17:0cycw7c/18:1(9Z))
PathBank:SMP0001366 phospholipid biosynthesis CL(16:0/17:0cycw7c/18:1(9Z)/17:0cycw7c)
PathBank:SMP0001381 phospholipid biosynthesis CL(16:0/18:1(9Z)/17:0cycw7c/17:0cycw7c)
PathBank:SMP0001397 phospholipid biosynthesis CL(16:0/18:1(9Z)/19:0cycv8c/19:0cycv8c)
PathBank:SMP0001425 phospholipid biosynthesis CL(16:0/19:0cycv8c/18:1(9Z)/19:0cycv8c)
PathBank:SMP0001429 phospholipid biosynthesis CL(16:0/19:0cycv8c/19:0cycv8c/18:1(9Z))
PathBank:SMP0001533 phospholipid biosynthesis (CL(18:1(9Z)/15:0cyclo/16:0/18:1(9Z)))
PathBank:SMP0001580 phospholipid biosynthesis CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/18:1(9Z))
PathBank:SMP0001699 phospholipid biosynthesis CL(17:0cycw7c/16:0/17:0cycw7c/18:1(9Z))
PathBank:SMP0001705 phospholipid biosynthesis CL(17:0cycw7c/16:0/18:1(9Z)/17:0cycw7c)
PathBank:SMP0027207 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/16:0/20:4(5Z,8Z,11Z,14Z))
PathBank:SMP0027211 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/16:1(9Z)/16:0)
PathBank:SMP0027215 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:0/16:0)
PathBank:SMP0027219 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(11Z)/16:0)
PathBank:SMP0027223 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(11Z)/18:1(9Z))
PathBank:SMP0027227 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0027231 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(9Z)/18:0)
PathBank:SMP0027235 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z))
PathBank:SMP0027239 Cardiolipin Biosynthesis CL(16:0/18:1(9Z)/18:2(9Z,12Z)/16:0)
View All Pathways