(1S,2S,4R,8S,9S,11S,12R,13S,19S)-11,12-dichloro-19-fluoro-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one

• ChemBase编号: 169021
• 分子式: C24H29Cl2FO5
• 平均质量: 487.3884632
• 单一同位素质量: 486.13760761
• SMILES: C1=C[C@]2(C(=CC1=O)[C@H](C[C@@H]1[C@@]2([C@H](C[C@]2([C@H]1C[C@@H]1[C@@]2(C(=O)CO)OC(O1)(C)C)C)Cl)Cl)F)C
• Canonical SMILES: OCC(=O)[C@@]12OC(O[C@@H]1C[C@@H]1[C@]2(C)C[C@H](Cl)[C@]2([C@H]1C[C@@H](C1=CC(=O)C=C[C@]21C)F)Cl)(C)C
• InChI: InChI=1S/C24H29Cl2FO5/c1-20(2)31-19-9-13-14-8-16(27)15-7-12(29)5-6-21(15,3)23(14,26)17(25)10-22(13,4)24(19,32-20)18(30)11-28/h5-7,13-14,16-17,19,28H,8-11H2,1-4H3/t13-,14-,16-,17-,19+,21-,22-,23-,24+/m0/s1
• InChIKey: NJNWEGFJCGYWQT-VSXGLTOVSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,4R,8S,9S,11S,12R,13S,19S)-11,12-dichloro-19-fluoro-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosa-14,17-dien-16-one
• IUPAC传统名: flucloronide
• 别名: (6α,11β,16α)-9,11-Dichloro-6-fluoro-21-hydroxy-16,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dione; Fluclorolone acetonide; Flucortolone acetonide; 9,11β-Dichloro-6α-fluoro-21-hydroxy-16α,17-(isopropylidenedioxy)pregna-1,4-diene-3,20-dione; RS 2252; Topilar; 9α,11β-Dichloro-6α-fluoro-16α,17α,21-trihydroxypregna-1,4-diene-3,20-dione-16,17-acetonide; Flucloronide

登记号

• CAS号: 3693-39-8
• PubChem SID: 162263153
• PubChem CID: 20054914

理论计算性质

• Acid pKa: 13.731828
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 3.4224906
• LogD (pH = 7.4): 3.4224904
• Log P: 3.4224906
• 摩尔折射率: 119.2073 cm^3
• 极化性: 46.4755 Å^3
• 极化表面积: 72.83 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - F418900

A synthetic glucocorticoid with anti-inflammatory properties. Studies suggest that it is a potent inhibitor of mouse skin tumor promotion and epidermal DNA synthesis.

参考文献

• Malone, T. et al.: Br. J. Dermatol., 90, 187 (1974)
• Dorfman, R.I. et al.: Acta Endorcinol., 49, 262 (1974)
• Schwarz, J.A. et al.: Chem.-Biol. Inter., 17, 331 (1974)