{[(2S,3R,4E)-2-amino-3-hydroxy(1,2-13C2,1,1-2H2)octadec-4-en-1-yl]oxy}phosphonic acid

• ChemBase编号: 177837
• 分子式: C18H38NO5P
• 平均质量: 381.45709068
• 单一同位素质量: 381.25546963
• SMILES: O([13CH2][13C@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)N)P(=O)(O)O
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([13C@@H]([13CH2]OP(=O)(O)O)N)O
• InChI: InChI=1S/C18H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)/b15-14+/t17-,18-/m1/s1/i16+1,17+1
• InChIKey: DUYSYHSSBDVJSM-WCGBYYEMSA-N

名称和登记号

名称

• IUPAC标准名: {[(2S,3R,4E)-2-amino-3-hydroxy(1,2-^1^3C₂,1,1-^2H₂)octadec-4-en-1-yl]oxy}phosphonic acid
• IUPAC传统名: [(2S,3R,4E)-2-amino-3-hydroxy(1,2-^1^3C₂,1,1-^2H₂)octadec-4-en-1-yl]oxyphosphonic acid
• 别名: D-erythro-Sphingosine-1-phosphate-13C2,D2

登记号

• PubChem SID: 164233747
• PubChem CID: 71752222

理论计算性质

• Acid pKa: 1.510148
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): 3.3954642
• LogD (pH = 7.4): 2.525948
• Log P: 3.4308577
• 摩尔折射率: 102.7649 cm^3
• 极化性: 40.662235 Å^3
• 极化表面积: 113.01 Å^2
• 可自由旋转的化学键: 17
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Warm Acetic Acid
• 外观: White to Off-White Solid
• 熔点: >158°C (dec.)

安全信息

• 保存条件: -20°C Freezer
• 保存注意事项: Moisture, Temperature Sensitive; Hygroscopic

详细说明

Toronto Research Chemicals - S681502

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 inflammatory processes; mobi

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)