16α-Methyl-9,11-dehydro Prednisolone | 13209-41-1

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 16α-Methyl-9,11-dehydro Prednisolone
• 英文别名: (8S,10S,13S,14S,16S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one；17,21-Dihydroxy-16β-methylpregna-1,4,9-trien-3,20-dion
• CAS: 13209-41-1；13504-15-9；98672-79-8
• 化学式: C₂₂H₂₈O₄
• 分子量: 356.462
• InChiKey: ZYTXTXAMMDTYDQ-YISPQMPWSA-N

物化性质

• 熔点：
  228-231 °C(Solv: acetone (67-64-1); hexane (110-54-3))
• 沸点：
  548.3±50.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)
• 溶解度：
  氯仿（微溶）、二恶烷（微溶）、乙酸乙酯（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  2.75
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  74.6
• 氢给体数：
  2.0
• 氢受体数：
  4.0

制备方法与用途

生物活性

Vamorolone (VBP15) 是首创的，具有口服活性的解离性类固醇 (dissociative steroidal) 抗炎药和膜稳定剂。Vamorolone 改善肌营养不良，无副作用。Vamorolone 抑制 (NF-κB) 抑制作用，并降低了激素的影响。

体外研究

Vamorolone (VBP15) inhibits TNFα-induced pro-inflammatory NF-κB signaling in C2C12 muscle cells at 1 nM or more. Vamorolone binds the glucocorticoid receptor (GR) and mineralocorticoid receptor (MR) with similar affinity.
Vamorolone (0.1, 1μM; 30 minutes) reduces production of IL1βand CCL5 inflammatory mediators in primary human macrophages.
Vamorolone is a first-in-class mineralocorticoid receptor (MR) antagonist/dissociative glucocorticoid receptor (GR) ligand.

体内研究

Vamorolone (5-30 mg/kg; cherry syrup) shows a superior side effect profile compared to pharmacological glucocorticoids in mdx mice.
Vamorolone (30 mg/kg; orally; daily for 20 days) reduces CNS Inflammation in murine experimental autoimmune encephalomyelitis.

Animal Model:	C57BL/6 mice (experimental autoimmune encephalomyelitis)
Dosage:	30 mg/kg
Administration:	Orally; daily for 20 days (starting one day prior to MOG 33-55 peptide immunization and continuing)
Result:	Reduced CNS inflammation in murine experimental autoimmune encephalomyelitis.