P4904

β-Acetyl-γ-O-hexadecyl-L-α-phosphatidylcholine hydrate

≥98%

• Synonym(s): 1-Hexadecyl-2-acetyl-sn-glycero-3-phosphocholine, 1-O-Palmityl-2-acetyl-sn-glycero-3-phosphocholine monohydrate, 2-Acetyl-1-hexadecyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, 1-hexadecyl-2-acetyl, PAF(C₁₆), Platelet activating factor
• Empirical Formula (Hill Notation): C₂₆H₅₄NO₇P · xH₂O
• CAS Number: 74389-68-7
• Molecular Weight: 523.68 (anhydrous basis)
• Beilstein/REAXYS Number: 3574588
• MDL number: MFCD00150679
• UNSPSC Code: 12352211
• PubChem Substance ID: 24898570
• NACRES: NA.77

Properties

• assay: ≥98%
• form: powder
• storage temp.: −20°C
• SMILES string: O.CCCCCCCCCCCCCCCCOC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(C)=O
• InChI: 1S/C26H54NO7P.H2O/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-31-23-26(34-25(2)28)24-33-35(29,30)32-22-20-27(3,4)5;/h26H,6-24H2,1-5H3;1H2/t26-;/m1./s1
• InChI key: HFMSDOHEENWULV-UFTMZEDQSA-N

Description

Application

β-Acetyl-γ-O-hexadecyl-L-α-phosphatidylcholine has been used:

• to study its effects on phagocytic activity and production of superoxide anion in equine alveolar macrophage and blood neutrophils
• to study its protective effects against cisplatin-induced cell death in a human melanoma cell line in vitro
• to determine its effects on cervical ripening and leukocyte infiltration in rat models

Biochem/physiol Actions

β-Acetyl-γ-O-hexadecyl-L-α-phosphatidylcholine or platelet-activating factor (PAF), is a phospholipid, and a pro-inflammatory lipid mediator. It acts as a ligand for G protein-coupled platelet-activating factor (PAF) receptors and participates in several biological processes such as airway constriction, hypotension, platelet activation, and increased vascular permeability. PAF is released by various cells such as platelets, neutrophils, endothelial cells, and monocytes/macrophages. The levels of PAF are low in the blood due to its rapid metabolism by PAF acetylhydrolase and low production.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)