(1S,2S,10R,14S)-14-(hydroxymethyl)-2,14-dimethyl(4,6,8,8-2H4)tetracyclo[8.7.0.02,7.011,15]heptadeca-3,6,11(15)-trien-5-one

• ChemBase编号: 170863
• 分子式: C20H26O2
• 平均质量: 298.41924
• 单一同位素质量: 298.19328007
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@H]2CCC2=C1CC[C@@]2(CO)C)C
• Canonical SMILES: OC[C@@]1(C)CCC2=C1CC[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C
• InChI: InChI=1S/C20H26O2/c1-19(12-21)9-8-16-15-4-3-13-11-14(22)7-10-20(13,2)18(15)6-5-17(16)19/h7,10-11,15,18,21H,3-6,8-9,12H2,1-2H3/t15-,18-,19+,20-/m0/s1
• InChIKey: GCYZSDGHIVBKJR-QLIIJSOBSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,10R,14S)-14-(hydroxymethyl)-2,14-dimethyl(4,6,8,8-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6,11(15)-trien-5-one
• IUPAC传统名: (1S,2S,10R,14S)-14-(hydroxymethyl)-2,14-dimethyl(4,6,8,8-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6,11(15)-trien-5-one
• 别名: (17α)-17-(Hydroxymethyl)-17-methyl-18-norandrosta-1,4,13-trien-3-one-d4; 17α-Hydroxymethyl-17β-methyl-18-norandrosta-1,4,13-trien-3-one-d4

登记号

• PubChem SID: 164226773
• PubChem CID: 71749166

理论计算性质

• Acid pKa: 18.387472
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 3.1510684
• LogD (pH = 7.4): 3.1510684
• Log P: 3.1510684
• 摩尔折射率: 90.9143 cm^3
• 极化性: 34.62599 Å^3
• 极化表面积: 37.3 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - H947967

Labelled analogue of 17α-Hydroxymethyl-17β-methyl-18-norandrosta-1,4,13-trien-3-one, a urinary metabolite of the human doping Methandienone (Methandrostenolone, M226000).

参考文献

• Lootens, L. et al.: Clin. Chem., 55, 1783 (2009)