(1S,2S,4R,6R,8S,9S,11S,12S,13R)-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-propyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one

• ChemBase编号: 72610
• 分子式: C25H34O6
• 平均质量: 430.53386
• 单一同位素质量: 430.23553881
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@H]2[C@H](C[C@]2([C@H]1C[C@@H]1[C@]2(O[C@@H](O1)CCC)C(=O)CO)C)O)C
• Canonical SMILES: CCC[C@@H]1O[C@H]2[C@](O1)(C(=O)CO)[C@@]1([C@@H](C2)[C@@H]2CCC3=CC(=O)C=C[C@@]3([C@H]2[C@H](C1)O)C)C
• InChI: InChI=1S/C25H34O6/c1-4-5-21-30-20-11-17-16-7-6-14-10-15(27)8-9-23(14,2)22(16)18(28)12-24(17,3)25(20,31-21)19(29)13-26/h8-10,16-18,20-22,26,28H,4-7,11-13H2,1-3H3/t16-,17-,18-,20+,21+,22+,23-,24-,25+/m0/s1
• InChIKey: VOVIALXJUBGFJZ-VXKMTNQYSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,4R,6R,8S,9S,11S,12S,13R)-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-propyl-5,7-dioxapentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosa-14,17-dien-16-one; (1S,2S,4R,6R,8S,9S,11S,12S,13R)-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-propyl-5,7-dioxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosa-14,17-dien-16-one
• IUPAC传统名: budesonide; @budesonide
• 别名: (11β,16α)-16,17-[(1R)-Butylidenebis(oxy)]-11,21-dihydroxypregna-1,4-diene-3,20-dione; Dexbudesonide; (22R)-Budesonide (>90% de); Rhinocort; Pulmicort; Entocort; Symbicort; Budesonide

登记号

• CAS号: 51372-29-3; 51333-22-3
• PubChem SID: 162037535
• PubChem CID: 40000

理论计算性质

• Acid pKa: 13.743137
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 2.73389
• LogD (pH = 7.4): 2.7338898
• Log P: 2.73389
• 摩尔折射率: 116.1098 cm^3
• 极化性: 45.44829 Å^3
• 极化表面积: 93.06 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; DMSO
• 外观: Light Beige Solid
• 熔点: 194-199°C

安全信息

• 保存条件: -20°C; -20°C Freezer

产品相关信息

• 成盐信息: Free Base

详细说明

Selleck Chemicals - S1286

Research Area: Inflammation
Biological Activity:
Budesonide is a glucocorticoid steroid for the treatment of asthma, non-infectious rhinitis (including hay fever and other allergies), and for treatment and prevention of nasal polyposis. It has efficacy in the terminal ileum and the right colon. Budesonide in comparison with prednisolone has been associated with fewer bone density losses and unlike other corticosteroids has little influence on the hypothalamic-pituitary-adrenal axis, which also limits the need of tapering before discontinuation. Overall, it has a lower incidence of systemic manifestations than similar medications. [1]

Toronto Research Chemicals - B689500

Budesonide (B689490) epimer R. Budesonide 22R epimer is more active than 22S epimer. Used as an antiinflammatory agent.

参考文献

• http://en.wikipedia.org/wiki/Budesonide
• Roth, G., et al.: J. Pharm. Sci., 69, 766 (1979)
• Clissold, S.P., et al.: Drugs, 28, 485 (1979)
• Ryrfeldt., A., et a.: J. Steroid Biochem., 10, 317 (1979)