methyl (2S,3S,4S,5R,6S)-6-{[(1S,2R,10R,11S,14R,15S)-15-ethyl-14-ethynyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase编号: 175657
• 分子式: C28H38O8
• 平均质量: 502.59652
• 单一同位素质量: 502.25666818
• SMILES: C1C(=O)C=C2[C@H](C1)[C@@H]1[C@@H](CC2)[C@H]2[C@@](CC1)(CC)[C@](CC2)(O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)OC)C#C
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](O[C@@]2(C#C)CC[C@@H]3[C@]2(CC)CC[C@H]2[C@H]3CCC3=CC(=O)CC[C@H]23)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C28H38O8/c1-4-27-12-10-18-17-9-7-16(29)14-15(17)6-8-19(18)20(27)11-13-28(27,5-2)36-26-23(32)21(30)22(31)24(35-26)25(33)34-3/h2,14,17-24,26,30-32H,4,6-13H2,1,3H3/t17-,18+,19+,20-,21-,22-,23+,24-,26-,27-,28-/m0/s1
• InChIKey: XHNBOYYCCGUPEY-IWPXISIVSA-N

名称和登记号

名称

• IUPAC标准名: methyl (2S,3S,4S,5R,6S)-6-{[(1S,2R,10R,11S,14R,15S)-15-ethyl-14-ethynyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC传统名: methyl (2S,3S,4S,5R,6S)-6-{[(1S,2R,10R,11S,14R,15S)-15-ethyl-14-ethynyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate
• 别名: 17-Ethynyl-18-methyl-19-nortestosterone Glucuronide Methyl Ester; Levonorgestrel Glucuronide Methyl Ester; D-(-)-Norgestrel β-D-Glucuronide Methyl Ester

登记号

• PubChem SID: 164231567
• PubChem CID: 71751215

理论计算性质

• Acid pKa: 12.173434
• 质子受体: 7
• 质子供体: 3
• LogD (pH = 5.5): 2.3571296
• LogD (pH = 7.4): 2.3571222
• Log P: 2.3571296
• 摩尔折射率: 129.0753 cm^3
• 极化性: 51.483 Å^3
• 极化表面积: 122.52 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Ethyl Acetate; Methanol
• 外观: White Solid

详细说明

Toronto Research Chemicals - N689525

An intermediate to the glucuronide metabolite of Levonorgestrel.