Lysophosphatidylinositol

Lysophosphatidylinositol (LPI, lysoPI), or L-α-lysophosphatidylinositol, is an endogenous lysophospholipid and endocannabinoid neurotransmitter.^[1] LPI, along with its 2-arachidonoyl- derivative, 2-arachidonoyl lysophosphatidylinositol (2-ALPI), have been proposed as the endogenous ligands of GPR55.^[2][3][4][5] Recent studies have shown that the fatty acyl composition of LPI influences neuroinflammatory responses in primary neuronal cultures, highlighting its potential role in neuroinflammation.^[6]

Lysophosphatidylinositol

Names
IUPAC name [(2R)-2-hydroxy-3-[hydroxy-[(2R,3R,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]-oxyphosphoryl]oxypropyl] hexadecanoate
Identifiers
CAS Number	796963-91-2
3D model (JSmol)	Interactive image
ChemSpider	59664394
PubChem CID	71296207
InChI InChI=1S/C25H49O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)35-16-18(26)17-36-38(33,34)37-25-23(31)21(29)20(28)22(30)24(25)32/h18,20-26,28-32H,2-17H2,1H3,(H,33,34)/t18-,20?,21-,22+,23-,24-,25?/m1/s1 Key: UOXRPRZMAROFPH-IESLQMLBSA-N
SMILES CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC1[C@@H]([C@H](C([C@H]([C@H]1O)O)O)O)O)O
Properties
Chemical formula	C25H49O12P
Molar mass	572.629 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

See also

• Phosphatidylinositol
• Cannabinoid receptor