(1R,2R,4S,5S,7R)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate hydrobromide

• ChemBase编号: 73053
• 分子式: C17H22BrNO4
• 平均质量: 384.26488
• 单一同位素质量: 383.07322019
• SMILES: O(C(=O)[C@@H](c1ccccc1)CO)[C@H]1C[C@H]2[C@H]3[C@@H]([C@H](N2C)C1)O3.Br
• Canonical SMILES: OC[C@H](c1ccccc1)C(=O)O[C@@H]1C[C@H]2N([C@@H](C1)[C@H]1[C@@H]2O1)C.Br
• InChI: InChI=1S/C17H21NO4.BrH/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10;/h2-6,11-16,19H,7-9H2,1H3;1H/t11-,12-,13?,14?,15-,16+;/m1./s1
• InChIKey: WTGQALLALWYDJH-HXIZEQBWSA-N

名称和登记号

名称

• IUPAC标准名: (1R,2R,4S,5S,7R)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate hydrobromide; (1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate hydrobromide
• IUPAC传统名: scopolamine hydrobromide; (1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate hydrobromide
• 别名: Scopolamine hydrobromide; HYOSCINE HYDROBROMIDE

登记号

• CAS号: 114-49-8; 114-49-8
• EC号: 204-050-6
• PubChem SID: 162037973
• PubChem CID: 6603108

理论计算性质

• 摩尔折射率: 79.7213 cm^3
• 极化性: 32.014694 Å^3
• 极化表面积: 62.3 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true
• Acid pKa: 15.14574
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): -0.56972116
• LogD (pH = 7.4): 0.7621961
• Log P: 0.8949523

分子性质

理化性质

• 熔点: 196°C

安全信息

• 保存条件: -20°C
• RTECS编号: YM4550000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 危险公开号: R:22
• 安全公开号: S:36/37/39

产品相关信息

• 成盐信息: hydrobromide

详细说明

MP Biomedicals - 05210273

MP Biomedicals Rare Chemical collection

Selleck Chemicals - S2508

Research Area: Neurological Disease
Biological Activity:
Scopolamine is a competitive muscarinic acetylcholine receptor with an IC50 of 55.3 ± 4.3 nM. It is a tropane alkaloid drug with muscarinic antagonist effects. It is among the secondary metabolites of plants from Solanaceae (nightshade) family of plants, such as henbane, jimson weed and Angel’s Trumpets (Datura resp. Brugmansia spec.), and corkwood (Duboisia species). It exerts its effects by acting as a competitive antagonist at muscarinic acetylcholine receptors, specifically M1 receptors; it is thus classified as an anticholinergic, anti-muscarinic drug. [1][2]

参考文献

• Sim MK et al. Eur J Pharmacol. 1990 Dec 15;189(6)