PG(16:1(9Z)/16:1(9Z)) (BioCAD00000024163)
Metabolite Card
Formula: C38H71O10P (718.4785)
SMILES: [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC
Synonyms [en]
PG(16:1(9Z)/16:1(9Z)); PG(32:2); 1,2-di-(9Z-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol); PG(16:1/16:1); [(2~{R})-3-[[(2~{S})-2,3-dihydroxypropoxy]-hydroxy-phosphoryl]oxy-2-hexadec-9-enoyloxy-propyl] hexadec-9-enoate; Phosphatidylglycerol(16:1W7/16:1W7)
Last reviewed on 2024-06-28.
Cite this Page
PG(16:1(9Z)/16:1(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: BioCAD00000024163). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
PG(16:1(9Z)/16:1(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(16:1(9Z)/16:1(9Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. 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.
DBLinks
- CAS Registry Number:
- PubChem CID: 52927230
- ChEBI: 137325
- HMDB: HMDB0010586
- LipidMaps: LMGP04010967
- KEGG:
- BioCyc:
- NCBI MeSH:
- Wikipedia:
Other DBLinks
- PubChem: 52927230
- ChEBI: ChEBI:137325
- HMDB: HMDB0010586
- HMDB: HMDB10586
- LipidMaps: LMGP04010967
- Metlin: METLIN_61861
- Coconut NaturalProduct: CNP0074659.1
Class / Ontology
- WishartLab ClassyFire: [Glycerophosphoglycerols] Glycerophosphoglycerols
- LipidMaps: [Diacylglycerophosphoglycerols [GP0401]] Diacylglycerophosphoglycerols [GP0401]
- ChEBI: [CHEBI:137325] PG(16:1(9Z)/16:1(9Z))
- Coconut NaturalProduct: [Glycerophosphoglycerols] Glycerophosphoglycerols
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| PathBank:SMP0001070 | phospholipid biosynthesis CL(15:0cyclo/14:0/16:1(9Z)/16:1(9Z)) |
| PathBank:SMP0001075 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/14:0/16:0) |
| PathBank:SMP0001076 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/14:0/16:1(9Z)) |
| PathBank:SMP0001079 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:0/16:1(9Z)) |
| PathBank:SMP0001080 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/15:0cyclo/18:1(9Z)) |
| PathBank:SMP0001082 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:0/14:0) |
| PathBank:SMP0001083 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:0/17:0cycw7c) |
| PathBank:SMP0001084 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:1(9Z)/16:1(9Z)) |
| PathBank:SMP0001085 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:0/18:1(9Z)) |
| PathBank:SMP0001086 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:0/19:0cycv8c) |
| PathBank:SMP0001087 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:1(9Z)/14:0) |
| PathBank:SMP0001088 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:1(9Z)/16:0) |
| PathBank:SMP0001089 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:1(9Z)/17:0cycw7c) |
| PathBank:SMP0001090 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:1(9Z)/18:1(9Z)) |
| PathBank:SMP0001091 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:1(9Z)/19:0cycv8c) |
| PathBank:SMP0001092 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/17:0cycw7c/16:0) |
| PathBank:SMP0001093 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/17:0cycw7c/16:1(9Z)) |
| PathBank:SMP0001099 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/18:1(9Z)/16:1(9Z)) |
| PathBank:SMP0001105 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/19:0cycv8c/16:0) |
| PathBank:SMP0001106 | phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/19:0cycv8c/16:1(9Z)) |