1-[(2R,3R,4S,5S,6S)-6-carboxylato-3,4,5-trihydroxyoxan-2-yl]-3-[(4R)-4-hydroxy-1-(2H3)methyl-5-oxopyrrolidin-2-yl]-1λ5-pyridin-1-ylium

• ChemBase编号: 170385
• 分子式: C16H20N2O8
• 平均质量: 368.3386
• 单一同位素质量: 368.12196561
• SMILES: c1c[n+](cc(c1)C1N(C(=O)[C@@H](C1)O)C)[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)[O-])O)O)O
• Canonical SMILES: O[C@H]1[C@H](O)[C@@H](O[C@H]([C@H]1O)[n+]1cccc(c1)C1C[C@H](C(=O)N1C)O)C(=O)[O-]
• InChI: InChI=1S/C16H20N2O8/c1-17-8(5-9(19)14(17)23)7-3-2-4-18(6-7)15-12(22)10(20)11(21)13(26-15)16(24)25/h2-4,6,8-13,15,19-22H,5H2,1H3/t8?,9-,10+,11+,12-,13+,15-/m1/s1
• InChIKey: RQZAUCJAFHEEEZ-IVZUXOPYSA-N

名称和登记号

名称

• IUPAC标准名: 1-[(2R,3R,4S,5S,6S)-6-carboxylato-3,4,5-trihydroxyoxan-2-yl]-3-[(4R)-4-hydroxy-1-(^2H₃)methyl-5-oxopyrrolidin-2-yl]-1λ^5-pyridin-1-ylium
• IUPAC传统名: 1-[(2R,3R,4S,5S,6S)-6-carboxylato-3,4,5-trihydroxyoxan-2-yl]-3-[(4R)-4-hydroxy-1-(^2H₃)methyl-5-oxopyrrolidin-2-yl]-1λ^5-pyridin-1-ylium
• 别名: trans-3'-Hydroxycotinine-N-glucuronide; 1-β-D-Glucopyranuronosyl-3-[(2S,4R)-4-hydroxy-1-methyl-5-oxo-2-pyrrolidinyl]pyridinium Inner Salt; trans-3'-Hydroxy Cotinine-d3 N-β-D-Glucuronide

登记号

• PubChem SID: 164226295
• PubChem CID: 71748951

理论计算性质

• Acid pKa: 2.846223
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): -6.99908
• LogD (pH = 7.4): -6.9997625
• Log P: -6.7702813
• 摩尔折射率: 95.2511 cm^3
• 极化性: 33.52752 Å^3
• 极化表面积: 154.47 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Water
• 外观: White to Off-White Solid
• 熔点: 153-155°C (dec.)

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - H924535

A Nicotine metabolite. Carcinogen.