(2-bromoethoxy)({[(2S,3R,4E)-3-[(tert-butyldimethylsilyl)oxy]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}octadec-4-en-1-yl]oxy})phosphinic acid

• ChemBase编号: 162874
• 分子式: C41H65BrNO7PSi
• 平均质量: 822.920561
• 单一同位素质量: 821.34512859
• SMILES: C(CCCCCCCCCCC/C=C/[C@H]([C@H](COP(=O)(OCCBr)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2)O[Si](C)(C)C(C)(C)C)C
• Canonical SMILES: BrCCOP(=O)(OC[C@@H]([C@H](O[Si](C(C)(C)C)(C)C)/C=C/CCCCCCCCCCCCC)NC(=O)OCC1c2ccccc2c2c1cccc2)O
• InChI: InChI=1S/C41H65BrNO7PSi/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-28-39(50-52(5,6)41(2,3)4)38(32-49-51(45,46)48-30-29-42)43-40(44)47-31-37-35-26-22-20-24-33(35)34-25-21-23-27-36(34)37/h19-28,37-39H,7-18,29-32H2,1-6H3,(H,43,44)(H,45,46)/b28-19+/t38-,39+/m0/s1
• InChIKey: VQQBGRQFDYYUJZ-WMMVGIRRSA-N

名称和登记号

名称

• IUPAC标准名: (2-bromoethoxy)({[(2S,3R,4E)-3-[(tert-butyldimethylsilyl)oxy]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}octadec-4-en-1-yl]oxy})phosphinic acid
• IUPAC传统名: 2-bromoethoxy[(2S,3R,4E)-3-[(tert-butyldimethylsilyl)oxy]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}octadec-4-en-1-yl]oxyphosphinic acid
• 别名: 2-Bromoethyl-1-[2-Fmoc-3-O-tert-butyldimethylsilyl]-D-erythro-sphingosylphosphate

登记号

• PubChem SID: 162257009
• PubChem CID: 45038447

理论计算性质

• Acid pKa: 1.9175297
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 9.406352
• LogD (pH = 7.4): 9.386361
• Log P: 11.6499
• 摩尔折射率: 213.5019 cm^3
• 极化性: 86.90897 Å^3
• 极化表面积: 103.32 Å^2
• 可自由旋转的化学键: 27
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Dichloromethane
• 外观: Viscous Colourless Oil

详细说明

Toronto Research Chemicals - B684240

Involved in cell regulation, and transmembrane signaling. A putative lipid second messenger, connected via Protein Kinase C to the phosphatidylinositol-derived second messengers for signal transduction.

参考文献

• Kratzer, B. and Schmidt, R.R.: Liebigs Ann., 955-963 (1995)