3-(hexadecylsulfanyl)-2-(methoxymethyl)propyl 2-(trimethylazaniumyl)ethyl phosphate

• ChemBase编号: 155782
• 分子式: C26H56NO5PS
• 平均质量: 525.765301
• 单一同位素质量: 525.36168153
• SMILES: CCCCCCCCCCCCCCCCSCC(COC)COP(=O)([O-])OCC[N+](C)(C)C
• Canonical SMILES: CCCCCCCCCCCCCCCCSCC(COP(=O)(OCC[N+](C)(C)C)[O-])COC
• InChI: InChI=1S/C26H56NO5PS/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22-34-25-26(23-30-5)24-32-33(28,29)31-21-20-27(2,3)4/h26H,6-25H2,1-5H3
• InChIKey: ODEDPKNSRBCSDO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-(hexadecylsulfanyl)-2-(methoxymethyl)propyl 2-(trimethylazaniumyl)ethyl phosphate
• IUPAC传统名: ilmofosine
• 别名: 1-Hexadecylmercapto-2-methoxymethyl-3-propyl phosphoric acid monocholine ester; BM 41.440; Ilmofosine

登记号

• CAS号: 83519-04-4
• MDL号: MFCD00869023
• PubChem SID: 24724510; 162249920
• PubChem CID: 55008

理论计算性质

• Acid pKa: 1.8766735
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 5.125656
• LogD (pH = 7.4): 5.125757
• Log P: 3.1021576
• 摩尔折射率: 158.1351 cm^3
• 极化性: 58.82618 Å^3
• 极化表面积: 67.82 Å^2
• 可自由旋转的化学键: 26
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: H2O: soluble10 mg/mL
• 外观: semisolid (waxy)

安全信息

• RTECS编号: JH4758000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2811
• 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
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301
• GHS警示性声明: P301 + P310
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3
• 保存温度: -20°C

产品相关信息

• Empirical Formula (Hill Notation): C26H56NO5PS

详细说明

Sigma Aldrich - I2409

包装
Air-sensitive, sealed under nitrogen
Biochem/physiol Actions
Protein Kinase C (PKC) inhibitor; an ether lipid derivative of lysophosphatidylcholine has antineoplastic activity in vitro and in vivo. IC50 = 560 nM. Competitive at the regulatory site of PKC. Ilmofosine is active against a variety of explanted human non-small cell lung, breast, colorectal, ovarian, renal cell cancer, and melanoma tumors in vitro at concentrations of 1-30 μg/mL.