(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[2-(4-hydroxyphenyl)-3-{4-[2-(piperidin-1-yl)ethoxy]benzoyl}-1-benzothiophen-6-yl]oxy}oxane-2-carboxylic acid

• ChemBase编号: 177328
• 分子式: C34H35NO10S
• 平均质量: 649.7074
• 单一同位素质量: 649.19816733
• SMILES: c1c(ccc2c1sc(c2C(=O)c1ccc(cc1)OCCN1CCCCC1)c1ccc(cc1)O)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1O[C@@H](Oc2ccc3c(c2)sc(c3C(=O)c2ccc(cc2)OCCN2CCCCC2)c2ccc(cc2)O)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C34H35NO10S/c36-21-8-4-20(5-9-21)32-26(27(37)19-6-10-22(11-7-19)43-17-16-35-14-2-1-3-15-35)24-13-12-23(18-25(24)46-32)44-34-30(40)28(38)29(39)31(45-34)33(41)42/h4-13,18,28-31,34,36,38-40H,1-3,14-17H2,(H,41,42)/t28-,29-,30+,31-,34+/m0/s1
• InChIKey: MZPMSLSINDGEPM-WKRHDJAJSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[2-(4-hydroxyphenyl)-3-{4-[2-(piperidin-1-yl)ethoxy]benzoyl}-1-benzothiophen-6-yl]oxy}oxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[2-(4-hydroxyphenyl)-3-{4-[2-(piperidin-1-yl)ethoxy]benzoyl}-1-benzothiophen-6-yl]oxy}oxane-2-carboxylic acid
• 别名: 2-(4-Hydroxyphenyl)-3-[4-[2-(1-piperidinyl)ethoxybenzoyl]benzo[b]thien-6-yl]-β-D-glucopyranosiduronic Acid; Raloxifene 6-Glucuronide

登记号

• CAS号: 174264-50-7
• PubChem SID: 164233238
• PubChem CID: 10100752

理论计算性质

• Acid pKa: 3.596919
• 质子受体: 11
• 质子供体: 5
• LogD (pH = 5.5): 1.3812588
• LogD (pH = 7.4): 1.2974415
• Log P: 1.3816078
• 摩尔折射率: 167.4918 cm^3
• 极化性: 68.150566 Å^3
• 极化表面积: 166.22 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMF; DMSO; Hot Methanol
• 外观: Yellow Solid
• 熔点: >180°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - R100025

A metabolite of Raloxifene, a nonsteroidal estrogen receptor mixed agonist/antagonist.

参考文献

• Dodge, J., et al.: Bioorg. Med. Chem. Lett., 7, 993 (1997)
• Jeong, E., et al.: Drug Metab. Dispos., 33, 785 (1997)
• Trontelj, J., et al.: Pharmacol. Res., 52, 334 (1997)
• Oswald, S., et al.: Clin. Pharmacol. Ther., 79 206 (1997)