4,5-bis(acetyloxy)-9,10-dioxo-9,10-dihydro(5,6,7,8,8a,10a-13C6)anthracene-2-carboxylic acid

• ChemBase编号: 166736
• 分子式: C19H12O8
• 平均质量: 374.24970903
• 单一同位素质量: 374.07334637
• SMILES: [13cH]1[13cH][13c]([13c]2[13c]([13cH]1)C(=O)c1c(C2=O)c(cc(c1)C(=O)O)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)Oc1cc(cc2c1C(=O)[13c]1[13c](C2=O)[13cH][13cH][13cH][13c]1OC(=O)C)C(=O)O
• InChI: InChI=1S/C19H12O8/c1-8(20)26-13-5-3-4-11-15(13)18(23)16-12(17(11)22)6-10(19(24)25)7-14(16)27-9(2)21/h3-7H,1-2H3,(H,24,25)/i3+1,4+1,5+1,11+1,13+1,15+1
• InChIKey: TYNLGDBUJLVSMA-TXOINDPKSA-N

名称和登记号

名称

• IUPAC标准名: 4,5-bis(acetyloxy)-9,10-dioxo-9,10-dihydro(5,6,7,8,8a,10a-^1^3C₆)anthracene-2-carboxylic acid
• IUPAC传统名: 4,5-bis(acetyloxy)-9,10-dioxo(5,6,7,8,8a,10a-^1^3C₆)anthracene-2-carboxylic acid
• 别名: 4,5-Bis(acetyloxy)-9,10-dihydro-9,10-dioxo-2-anthracenecarboxylic Acid-13C6; 4,5-Diacetoxyanthraquinone-2-carboxylic Acid-13C6; 4,5-Diacetylrhein-d5; Artrodar-13C6; DAR-13C6; Diacerhein-13C6; Diacetylrhein-13C6; Fisiodar-13C6; Diacerein-13C6

登记号

• PubChem SID: 162260869
• PubChem CID: 71315863

理论计算性质

• Acid pKa: 3.373035
• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): -0.32252544
• LogD (pH = 7.4): -1.6187639
• Log P: 1.790811
• 摩尔折射率: 90.672 cm^3
• 极化性: 34.626415 Å^3
• 极化表面积: 124.04 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: Yellow Crystalline Solid
• 熔点: 217-218°C

详细说明

Toronto Research Chemicals - D303002

A diacetyl derivative of Rhein (R318500). Demonstrates anti-arthritic activity without inhibiting prostaglandin synthesis. Antiarthritic.

参考文献

• Kay, A.G., et al.: Curr. Med. Res. Opin., 6, 548 (1980)
• Raimondi, L., et al.: Pharmacol. Res. Commun., 14, 103 (1980)
• Adami, S., et al.: Clin. Ter., 112, 439 (1980)