tert-butyl N-[(2R,3R,4E)-1-{[bis(2-cyanoethoxy)phosphoryl]oxy}-3-hydroxy(1,2-13C2,1,1-2H2)octadec-4-en-2-yl]carbamate

• ChemBase编号: 162252
• 分子式: C29H52N3O7P
• 平均质量: 587.69815068
• 单一同位素质量: 587.36099733
• SMILES: [C@H](/C=C/CCCCCCCCCCCCC)(O)[13C@H]([13CH2]OP(=O)(OCCC#N)OCCC#N)NC(=O)OC(C)(C)C
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([13C@@H](NC(=O)OC(C)(C)C)[13CH2]OP(=O)(OCCC#N)OCCC#N)O
• InChI: InChI=1S/C29H52N3O7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-20-27(33)26(32-28(34)39-29(2,3)4)25-38-40(35,36-23-18-21-30)37-24-19-22-31/h17,20,26-27,33H,5-16,18-19,23-25H2,1-4H3,(H,32,34)/b20-17+/t26-,27+/m0/s1/i25+1,26+1
• InChIKey: IOLHEZANZMTGKL-WEHPCQFSSA-N

名称和登记号

名称

• IUPAC标准名: tert-butyl N-[(2R,3R,4E)-1-{[bis(2-cyanoethoxy)phosphoryl]oxy}-3-hydroxy(1,2-^1^3C₂,1,1-^2H₂)octadec-4-en-2-yl]carbamate
• IUPAC传统名: tert-butyl N-[(2R,3R,4E)-1-{[bis(2-cyanoethoxy)phosphoryl]oxy}-3-hydroxy(1,2-^1^3C₂,1,1-^2H₂)octadec-4-en-2-yl]carbamate
• 别名: Bis(2-cyanoethoxy)-1-(N-t-boc-sphingosine-1-phosphate-13C2, D2

登记号

• PubChem SID: 162256387
• PubChem CID: 45038367

理论计算性质

• Acid pKa: 12.292418
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 6.2369227
• LogD (pH = 7.4): 6.2369175
• Log P: 6.2369227
• 摩尔折射率: 156.1291 cm^3
• 极化性: 61.526085 Å^3
• 极化表面积: 150.9 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: Chloroform
• 外观: Off-White Solid With a Yellow Tinge

详细说明

Toronto Research Chemicals - B419852

Intermediate for a labelled putative lipid second messenger; found to inhibit cellular mobility of melanoma cells at very low concentrations with no toxic effects thereby making it a possible agent for prevention of tumor cell metastasis and inflammator

参考文献

• Zhang, H., et al.: J. Cell Biol., 114, 155 (1991) Sadahira, Y., et al.: Proc. Natl. Acad. Sci. USA (1992)
• Cuvillier, O., et al.: Nature, 381, 800 (1996)