{[(3R,4E)-2-butanamido-3-hydroxyoctadec-4-en-1-yl]oxy}phosphonic acid

• ChemBase编号: 163986
• 分子式: C22H44NO6P
• 平均质量: 449.561621
• 单一同位素质量: 449.29062476
• SMILES: C(CCCCCCCCCCC/C=C/[C@H](C(COP(=O)(O)O)NC(=O)CCC)O)C
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H](C(NC(=O)CCC)COP(=O)(O)O)O
• InChI: InChI=1S/C22H44NO6P/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-18-21(24)20(19-29-30(26,27)28)23-22(25)17-4-2/h16,18,20-21,24H,3-15,17,19H2,1-2H3,(H,23,25)(H2,26,27,28)/b18-16+/t20?,21-/m1/s1
• InChIKey: BVVVVEVXBZVIFX-VPVVUANGSA-N

名称和登记号

名称

• IUPAC标准名: {[(3R,4E)-2-butanamido-3-hydroxyoctadec-4-en-1-yl]oxy}phosphonic acid
• IUPAC传统名: [(3R,4E)-2-butanamido-3-hydroxyoctadec-4-en-1-yl]oxyphosphonic acid
• 别名: N-[(1S,2R,3E)-2-Hydroxy-1-[(phosphonooxy)methyl]-3-heptadecenyl]butanamide; N-Butyl-D-sphingosine-1-phosphate; Butyl Ceramide-1-phosphate; N-Butanoyl-D-erythro-sphingosine-1-phosphate; C4 Ceramide-1-phosphate

登记号

• PubChem SID: 162258121
• PubChem CID: 71314644

理论计算性质

• Acid pKa: 1.5200034
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): 3.002897
• LogD (pH = 7.4): 2.1239672
• Log P: 5.4069653
• 摩尔折射率: 121.4366 cm^3
• 极化性: 47.727734 Å^3
• 极化表面积: 116.09 Å^2
• 可自由旋转的化学键: 20
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Methanol
• 外观: Brown Solid
• 熔点: 61-63°C

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - C262555

Ceramide-1-phosphate blocks apoptosis through inhibition of acid sphingomyelinase in macrophages.