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

• ChemBase编号: 2010
• 分子式: C26H54NO7P
• 平均质量: 523.683221
• 单一同位素质量: 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

名称和登记号

名称

• IUPAC标准名: (2-{[(S)-((2R)-2-(acetyloxy)-3-(hexadecyloxy)propyl phosphonato)]oxy}ethyl)trimethylazanium; (2-{[(2R)-2-(acetyloxy)-3-(hexadecyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC传统名: @platelet activating factor; platelet-activating factor
• 别名: 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; 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

登记号

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

理论计算性质

JChem

• Acid pKa: 1.8550608
• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 4.0381675
• LogD (pH = 7.4): 4.0382633
• Log P: 2.0146635
• 摩尔折射率: 151.6706 cm^3
• 极化性: 56.56225 Å^3
• 极化表面积: 94.12 Å^2
• 可自由旋转的化学键: 26
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 2.71
• LOG S: -6.41
• 溶解度: 2.25e-04 g/l

分子性质

理化性质

• 外观: lyophilized powder

安全信息

• RTECS编号: EC6060000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 联合国危险货物编号: 1888
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 22-38-40-48/20/22
• 安全公开号: 36/37
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Warning
• GHS危险声明: H302-H315-H351-H373
• GHS警示性声明: P281
• 个人保护装置: 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
• 保存温度: -20°C

产品相关信息

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

详细说明

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