PGP(i-12:0/a-21:0) (BioCAD00000110757)

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Metabolite Card

Formula: C39H78O13P2 (816.4917)
SMILES: [H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCCCCCC(C)CC

Synonyms [en]

PGP(i-12:0/a-21:0); PGP(33:0); [(2S)-2-Hydroxy-3-({hydroxy[(2R)-2-[(18-methylicosanoyl)oxy]-3-[(10-methylundecanoyl)oxy]propoxy]phosphoryl}oxy)propoxy]phosphonate; 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid; 1-isododecanoyl-2-anteisoheneicosanoyl-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate); [(2S)-2-hydroxy-3-({hydroxy[(2R)-2-[(18-methylicosanoyl)oxy]-3-[(10-methylundecanoyl)oxy]propoxy]phosphoryl}oxy)propoxy]phosphonic acid

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

PGP(i-12:0/a-21:0). 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: BioCAD00000110757). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

PGP(i-12:0/a-21:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. 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. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(i-12:0/a-21:0), in particular, consists of one chain of isododecanoic acid at the C-1 position and one chain of anteisoheneicosanoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). 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.

Entity Information

DBLinks

Other DBLinks
  • PubChem: 131823189
  • ChEBI: ChEBI:230785
  • HMDB: HMDB0116534

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0050416 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/18:2(9Z,11Z)/a-15:0)
PathBank:SMP0050420 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/18:2(9Z,11Z)/i-12:0)
PathBank:SMP0050424 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/18:2(9Z,11Z)/i-16:0)
PathBank:SMP0050428 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/18:2(9Z,11Z)/i-20:0)
PathBank:SMP0050432 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/a-13:0/18:2(9Z,11Z))
PathBank:SMP0050436 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/a-13:0/a-21:0)
PathBank:SMP0050440 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/a-13:0/i-14:0)
PathBank:SMP0050444 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/a-13:0/i-18:0)
PathBank:SMP0050448 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/a-13:0/i-22:0)
PathBank:SMP0050452 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/a-15:0/a-15:0)
PathBank:SMP0050456 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/a-15:0/i-12:0)
PathBank:SMP0050460 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/a-15:0/i-16:0)
PathBank:SMP0050464 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/a-15:0/i-20:0)
PathBank:SMP0050468 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/a-17:0/a-13:0)
PathBank:SMP0050472 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/a-17:0/a-25:0)
PathBank:SMP0050476 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/a-17:0/i-15:0)
PathBank:SMP0050480 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/a-17:0/i-19:0)
PathBank:SMP0050484 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/a-17:0/i-24:0)
PathBank:SMP0050488 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/a-21:0/a-17:0)
PathBank:SMP0050492 Cardiolipin Biosynthesis CL(i-12:0/a-21:0/a-21:0/i-13:0)
View All Pathways