(1S,2S,7R,10R,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one

• ChemBase编号: 5200
• 分子式: C21H32O2
• 平均质量: 316.47758
• 单一同位素质量: 316.24023026
• SMILES: CC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C
• Canonical SMILES: O=C1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2C(=O)C)C)C
• InChI: InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14,16-19H,4-12H2,1-3H3/t14-,16+,17-,18+,19+,20+,21-/m1/s1
• InChIKey: XMRPGKVKISIQBV-XWOJZHJZSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,7R,10R,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one; (1S,2S,7R,10R,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-one
• IUPAC传统名: 5β-pregnane-3,20-dione; (5β)-pregnane-3,20-dione
• 别名: (5BETA)-PREGNANE-3,20-DIONE; 5β-Pregnane-3,20-dione; 5β-Pregnan-3,20-dione; NSC 82868; U 2411; 5β-Dihydro Progesterone

登记号

• CAS号: 128-23-4
• PubChem SID: 99444028; 160968630
• PubChem CID: 92745

理论计算性质

JChem

• Acid pKa: 19.343395
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 4.194439
• LogD (pH = 7.4): 4.194439
• Log P: 4.194439
• 摩尔折射率: 91.8786 cm^3
• 极化性: 36.6383 Å^3
• 极化表面积: 34.14 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 4.06
• LOG S: -5.39
• 溶解度: 1.29e-03 g/l

详细说明

DrugBank - DB07557

Drug information: experimental

Toronto Research Chemicals - D449280

A metabolite of the neuroactive steroid Progesterone (PROG) (P755900).

参考文献

• Wiebe, J., et al.: Cancer Res., 60, 936 (2000)
• Lacasa, D., et al.: J. Biol. Chem., 276, 11512 (2000)
• Johansson, I., et al.: Brain Res., 934, 125 (2000)
• Leonhardt, S., et al.: Steroids, 68, 761 (2000)