8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2S)-3-hydroxy-2-phenylpropanoate

• ChemBase编号: 307
• 分子式: C17H23NO3
• 平均质量: 289.36942
• 单一同位素质量: 289.1677936
• SMILES: O(C1CC2N(C(CC2)C1)C)C(=O)[C@@H](c1ccccc1)CO
• Canonical SMILES: OC[C@H](c1ccccc1)C(=O)OC1CC2CCC(C1)N2C
• InChI: InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13?,14?,15?,16-/m1/s1
• InChIKey: RKUNBYITZUJHSG-LGGPCSOHSA-N

名称和登记号

名称

• IUPAC标准名: 8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2S)-3-hydroxy-2-phenylpropanoate
• IUPAC传统名: hyoscyamine; levbid
• 商标名: Anaspaz; Cystospaz; Daturine; Duboisine; Duretter; Egacene; Egazil; Gastrosed; Levbid; Levsin; Levsinex; OIN; Peptard; Scopolia Extract; Symax; Buwecon; Donnamar; NuLev; Neoquess
• 别名: L-Tropine Tropate; L-Hyoscyamine; L-Hyoscamine; L-Hyopscyamine; L-Atropine; Hyocyamine; Hyoscyamine; Daturine; Hyoscyamine; (-)-Tropic Acid Ester with Tropine; L-HYOSCYAMINE

登记号

• CAS号: 101-31-5
• EC号: 202-933-0
• PubChem SID: 160963770
• PubChem CID: 64692

理论计算性质

JChem

• Acid pKa: 15.1457405
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): -1.7801015
• LogD (pH = 7.4): -0.40574417
• Log P: 1.571241
• 摩尔折射率: 80.8164 cm^3
• 极化性: 32.034832 Å^3
• 极化表面积: 49.77 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.19
• LOG S: -2.06
• 溶解度: 2.52e+00 g/l

分子性质

理化性质

• 溶解度: 3.56 mg/mL
• 熔点: 106-108.5°C
• 疏水性(logP): 1.8

安全信息

• 保存条件: 2-8°C
• RTECS编号: NH0875000
• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 2811
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): III
• 澳大利亚Hazchem: 2X
• 危险公开号: R:26/28
• 安全公开号: S:24-45
• 欧盟危险货物分类: T2
• 欧盟危险识别号(EUHIN): 6.1B
• 美国ERG指导号: 154

详细说明

MP Biomedicals - 02151316

Free Base Crystalline

DrugBank - DB00424

• Drug Groups: approved
• Description: Hyoscyamine is a chemical compound, a tropane alkaloid it is the levo-isomer to atropine. It is a secondary metabolite of some plants, particularly henbane (Hyoscamus niger.); Hyoscyamine is used to provide symptomatic relief to various gastrointestinal disorders including spasms, peptic ulcers, irritable bowel syndrome, pancreatitis, colic and cystitis. It has also been used to relieve some heart problems, control some of the symptoms of Parkinson's disease, as well as for control of respiratory secretions in end of life care.
• Indication: For treatment of bladder spasms, peptic ulcer disease, diverticulitis, colic, irritable bowel syndrome, cystitis, and pancreatitis. Also used to treat certain heart conditions, to control the symptoms of Parkinson's disease and rhinitis.
• Pharmacology: L-Hyoscyamine, the active optical isomer of atropine (dl-hyoscyamine), is a tertiary amine anticholinergic gastrointestinal agent.
• Toxicity: Symptoms of overdose include headache, nausea, vomiting, blurred vision, dilated pupils, hot dry skin, dizziness, dryness of the mouth, difficulty in swallowing, and CNS stimulation. LD₅₀=mg/kg(orally in rat)
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic
• Absorption: Absorbed totally and completely by sublingual administration as well as oral administration.
• Half Life: 2-3.5 hours
• Protein Binding: 50%
• External Links: Wikipedia; RxList; Drugs.com