(1R,2R,3S,5S)-3-(benzoyloxy)-8-(2H3)methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid

• ChemBase编号: 132082
• 分子式: C16H19NO4
• 平均质量: 289.32636
• 单一同位素质量: 289.13140809
• SMILES: CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)OC(=O)c1ccccc1)C(=O)O
• Canonical SMILES: CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)OC(=O)c1ccccc1)C(=O)O
• InChI: InChI=1S/C16H19NO4/c1-17-11-7-8-12(17)14(15(18)19)13(9-11)21-16(20)10-5-3-2-4-6-10/h2-6,11-14H,7-9H2,1H3,(H,18,19)/t11-,12+,13-,14+/m0/s1
• InChIKey: GVGYEFKIHJTNQZ-RFQIPJPRSA-N

名称和登记号

名称

• IUPAC标准名: (1R,2R,3S,5S)-3-(benzoyloxy)-8-(^2H₃)methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid; (1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid
• IUPAC传统名: (1R,2R,3S,5S)-3-(benzoyloxy)-8-(^2H₃)methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid; ecgonine benzoate
• 别名: 苯甲酰芽子碱-N-甲基-d3 溶液; 苯甲酰芽子碱-d3 溶液; Benzoylecgonine-N-methyl-d3 solution; (1R,2R,3S,5S)-3-(Benzoyloxy)-8-(methyl-d3)-8-azabicyclo[3.2.1]octane-2-carboxylic Acid; O-Benzoyl-(-)-ecgonine-d3; (-)-Benzoylecgonine-d3; O-Benzoylecgonine-d3; Benzoyl Ecgonine-d3; Benzoylecgonine-d3 solution

登记号

• CAS号: 115732-68-8
• EC号: 200-659-6
• MDL号: MFCD00058542
• PubChem SID: 24891696; 162226359; 24882026; 24882027
• PubChem CID: 71308514

理论计算性质

• Acid pKa: 3.1464374
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): -0.59588516
• LogD (pH = 7.4): -0.59690845
• Log P: -0.59486806
• 摩尔折射率: 76.3913 cm^3
• 极化性: 30.082672 Å^3
• 极化表面积: 66.84 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Ethanol; Methanol
• 外观: White Solid
• 熔点: 158-1600C
• 闪点: 11 °C; 51.8 °F; 52 °F
• 质量偏移: M+3

安全信息

• 保存条件: -20°C Freezer
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 有毒(Toxic) (T)
• 联合国危险货物编号: 1230
• 德国WGK号: 1
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 11-23/24/25-39/23/24/25
• 安全公开号: 16-36/37-45; 7-16-36/37-45
• GHS危险品标识: GHS02; GHS06; GHS08
• GHS警示词: Danger
• GHS危险声明: H225-H301 + H311 + H331-H370; H225-H301-H311-H331-H370
• GHS警示性声明: P210-P260-P280-P301 + P310-P311
• RID/ADR: UN 1230 3/PG 2
• 毒品管制信息: Home Office Schedule 2; stupéfiant; kontrollierte Droge in Deutschlandregulated under CDSA - not available from Sigma-Aldrich Canada; regulated under CDSA - not available from Sigma-Aldrich Canada
• 保存温度: -20°C; 2-8°C

产品相关信息

• 浓度: 0.1 mg/mL in methanol; 1 mg/mL in methanol; 100 μg/mL in methanol
• 级别: analytical standard, for drug analysis; drug standard
• 同位素纯度: 99 atom % D
• Empirical Formula (Hill Notation): C16D3H16NO4

详细说明

Toronto Research Chemicals - B208127

A labelled metabolite of Cocaine. Controlled substance.

参考文献

• Wolff, K., et al.: Addiction, 94, 1279 (1999)
• Schaffer, M., et al.: J. Anal. Toxicol., 29, 319 (1999)
• Cognard, E., et al.: J. Pharm. Biomed. Anal., 41, 925 (1999)