(1S,2R,8S,10S,11S,13R,14S,15S,17S)-8-fluoro-17-hydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one

• ChemBase编号: 169061
• 分子式: C22H29FO4
• 平均质量: 376.4616632
• 单一同位素质量: 376.20498763
• SMILES: C1=C[C@]2(C(=CC1=O)[C@H](C[C@@H]1[C@@H]2[C@H](C[C@]2([C@H]1C[C@H]([C@@H]2C(=O)CO)C)C)O)F)C
• Canonical SMILES: OCC(=O)[C@H]1[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)F
• InChI: InChI=1S/C22H29FO4/c1-11-6-14-13-8-16(23)15-7-12(25)4-5-21(15,2)20(13)17(26)9-22(14,3)19(11)18(27)10-24/h4-5,7,11,13-14,16-17,19-20,24,26H,6,8-10H2,1-3H3/t11-,13+,14+,16+,17+,19-,20-,21+,22+/m1/s1
• InChIKey: GAKMQHDJQHZUTJ-ULHLPKEOSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,8S,10S,11S,13R,14S,15S,17S)-8-fluoro-17-hydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-5-one
• IUPAC传统名: fluocortolone
• 别名: (6α,11β,16α)-6-Fluoro-11,21-dihydroxy-16-methylpregna-1,4-diene-3,20-dione; 16α-Methyl-6α-fluoro-Δ1,4-pregnadien-11β,21-diol-3,20-dione; 6α-Fluoro-16α-methyl-Δ1-corticosterone; Flucortolone; Fluocortolon; SH 742; Fluocortolone

登记号

• CAS号: 152-97-6
• PubChem SID: 162263193
• PubChem CID: 9053

理论计算性质

• Acid pKa: 13.842936
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 1.9677155
• LogD (pH = 7.4): 1.9677147
• Log P: 1.9677149
• 摩尔折射率: 101.4653 cm^3
• 极化性: 38.960613 Å^3
• 极化表面积: 74.6 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Dioxane; Methanol
• 外观: Pale Yellow Solid
• 熔点: 113-116°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - F500500

Fluocortolone is a glucocorticoid used in the treatment of several conditions, including hemorrhoids. Fluocortolone is similar to Fluocortin, but with one less keto group.

参考文献

• Breuer, et al.: Arzneim.-Forsch., 15, 50 (1965)
• Domenico, et al.: Arzneim.-Forsch., 15, 46 (1965)
• Gerhards, et al.: Acta Endocrinol., 68, 98 (1965)