(2-{[(S)-((2R)-2-(acetyloxy)-3-(hexadecyloxy)propyl phosphonato)]oxy}ethyl)trimethylazanium

• ChemBase ID: 2010
• Molecular Formular: C26H54NO7P
• Molecular Mass: 523.683221
• Monoisotopic Mass: 523.3637897
• SMILES: CCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)C
• Canonical SMILES: CCCCCCCCCCCCCCCCOC[C@@H](OC(=O)C)COP(=O)(OCC[N+](C)(C)C)[O-]
• InChI: InChI=1S/C26H54NO7P/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/t26-/m1/s1
• InChIKey: HVAUUPRFYPCOCA-AREMUKBSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[(S)-((2R)-2-(acetyloxy)-3-(hexadecyloxy)propyl phosphonato)]oxy}ethyl)trimethylazanium; (2-{[(2R)-2-(acetyloxy)-3-(hexadecyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC Traditional name: @platelet activating factor; platelet-activating factor
• Synonyms: Platelet activating factor; 2-Acetyl-1-alkyl-sn-glycero-3-phosphocholine solution; 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); β-Acetyl-γ-O-hexadecyl-L-α-phosphatidylcholine; Platelet Activating Factor; L-α-PHOSPHATIDYLCHOLINE-β-ACETYL-γ-O-HEXADECYL; AcGEPC; PAF; β-Acetyl-γ-O-alkyl-L-α-phosphatidylcholine from bovine heart lecithin; 1-O-烷基-2-乙酰基-sn-甘油-3-磷酸胆碱; 2-乙酰基-1-烷基-sn-甘油-3-磷酸胆碱; 血小板活化因子; β-乙酰基-γ-O-烷基-L-α-磷脂酰胆碱 来源于牛心脏卵磷脂

Database IDs

• CAS Number: 74389-68-7; 65154-06-5
• EC Number: 200-663-8
• MDL Number: MFCD00043214
• Beilstein Number: 3574588; 4220745
• PubChem SID: 24898570; 160965465; 24899040; 24898858; 46508665
• PubChem CID: 108156

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8550608
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 4.0381675
• LogD (pH = 7.4): 4.0382633
• Log P: 2.0146635
• Molar Refractivity: 151.6706 cm^3
• Polarizability: 56.56225 Å^3
• Polar Surface Area: 94.12 Å^2
• Rotatable Bonds: 26
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.71
• LOG S: -6.41
• Solubility (Water): 2.25e-04 g/l

PROPERTIES

Physical Property

• Apperance: lyophilized powder

Safety Information

• RTECS: EC6060000
• European Hazard Symbols: Harmful (Xn)
• UN Number: 1888
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22-38-40-48/20/22
• Safety Statements: 36/37
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H351-H373
• GHS Precautionary statements: P281
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 1888 6.1/PG 3
• Storage Temperature: -20°C

Product Information

• Purity: ~99%; ≥98%; ≥99%; ≥99.0% (TLC)
• Concentration: 0.2% in chloroform; 2 mg/mL in chloroform

DETAILS

MP Biomedicals - 02154356

(Platelet Activating Factor C-16; 1-O-Hexadecyl-2-O-acetyl-sn-glycero-3-phosphorylcholine) Lyophilized solid Hygroscopic, protect from moisture

DrugBank - DB02261

Drug information: experimental

Sigma Aldrich - P4904

Biochem/physiol Actions
Extracellular signaling lipid; ligand for G protein-coupled platelet activating factor (PAF) receptors. Induces inflammation by increasing vascular permeability; activates MAP kinase (MAPK) and MAP kinase kinase (MAPKK) in CHO cells.

Sigma Aldrich - P9525

Biochem/physiol Actions
淋巴细胞、血小板和内皮细胞产生的磷脂，可以诱导血小板聚集，与炎症、过敏以及创伤愈合有关。

Sigma Aldrich - P7568

Biochem/physiol Actions
淋巴细胞、血小板和内皮细胞产生的磷脂，可以诱导血小板聚集，与炎症、过敏以及创伤愈合有关。
包装
在氩气下包装。

Sigma Aldrich - 00912

Other Notes
Phospholipid mediator of platelet aggregation, inflammation and anaphylaxis.1; Biochemistry of PAF2