2-hydroxy-5H,11H-indolo[3,2-b]carbazole-6-carbaldehyde

• ChemBase编号: 167690
• 分子式: C19H12N2O2
• 平均质量: 300.31078
• 单一同位素质量: 300.08987763
• SMILES: c12c(cc3c(c1C=O)[nH]c1c3cc(cc1)O)[nH]c1c2cccc1
• Canonical SMILES: O=Cc1c2[nH]c3c(c2cc2c1c1ccccc1[nH]2)cc(cc3)O
• InChI: InChI=1S/C19H12N2O2/c22-9-14-18-11-3-1-2-4-15(11)20-17(18)8-13-12-7-10(23)5-6-16(12)21-19(13)14/h1-9,20-21,23H
• InChIKey: HGKLUBYTXRQWNO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-hydroxy-5H,11H-indolo[3,2-b]carbazole-6-carbaldehyde
• IUPAC传统名: 2-hydroxy-5H,11H-indolo[3,2-b]carbazole-6-carbaldehyde
• 别名: 5,11-Dihydro-2-hydroxyindolo[3,2-b]carbazole-6-carboxaldehyde

登记号

• CAS号: 549548-26-7
• PubChem SID: 162261823
• PubChem CID: 11324039

理论计算性质

• Acid pKa: 8.853291
• 质子受体: 2
• 质子供体: 3
• LogD (pH = 5.5): 3.6172714
• LogD (pH = 7.4): 3.6025324
• Log P: 3.6174626
• 摩尔折射率: 89.4513 cm^3
• 极化性: 38.505814 Å^3
• 极化表面积: 68.88 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - D449415

A hydroxy metabolite of aryl hydrocarbon receptor (AhR) ligand Formylindolocarbazole (FICZ): a photoproduct of Tryptophan (T947200).

参考文献

• Bergander, L. et al.: Drug Metab. Disp., 31, 233 (2003)
• Wincent, E. et al.: J. Biol. Chem., 284, 2690 (2003)
• Bergander, L. et al.: Chem.-Biol. Inter., 149, 151 (2003)