(1S,2S,5R,7R,10R,11S,14R,15S)-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecane-5,14-diol

• ChemBase编号: 129097
• 分子式: C21H36O3
• 平均质量: 336.50874
• 单一同位素质量: 336.26644501
• SMILES: O[C@H]1C[C@@H]2[C@]([C@@H]3[C@H]([C@H]4[C@](C)(CC3)[C@@](O)([C@@H](O)C)CC4)CC2)(C)CC1
• Canonical SMILES: O[C@@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(O)[C@@H](O)C)C)C
• InChI: InChI=1S/C21H36O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h13-18,22-24H,4-12H2,1-3H3/t13-,14+,15+,16+,17-,18-,19-,20-,21-/m0/s1
• InChIKey: SCPADBBISMMJAW-UHHUKTEYSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,5R,7R,10R,11S,14R,15S)-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-5,14-diol
• IUPAC传统名: pregnanetriol
• 别名: 3α,17α,20α-三羟基-5β-孕烷; 孕三醇; 5β-孕烷-3α,17α,20α-三醇; 5β-Pregnane-3α,17α,20α-triol; Pregnanetriol; (3α,5β,20S)-Pregnane-3,17,20-triol; 5β-Pregnane-3α,17,20α-triol; NSC 52760; 3α,17α,20α-Trihydroxy-5β-pregnane; Pregnanetriol; 5β-Pregnane-3α,17α,20α-triol

登记号

• CAS号: 1098-45-9
• EC号: 214-148-0
• MDL号: MFCD00003678
• Beilstein号: 2619975
• PubChem SID: 162223396; 24898959
• PubChem CID: 101967
• Chemspider ID: 92121
• 维基百科标题: Pregnanetriol

理论计算性质

• Acid pKa: 13.417381
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): 2.8539984
• LogD (pH = 7.4): 2.8539982
• Log P: 2.8539987
• 摩尔折射率: 95.2319 cm^3
• 极化性: 38.348473 Å^3
• 极化表面积: 60.69 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: chloroform/methanol (9:1): soluble50 mg/mL, clear, colorless

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥99.0% (TLC); 98%
• Empirical Formula (Hill Notation): C21H36O3

详细说明

Sigma Aldrich - 81575

Other Notes
Reference substance for the identification of pregnanetriol in body fluids1

Toronto Research Chemicals - P705160

Pregnanetriol is a steroid present at elevated levels in the urine of patients with congenital adrenal hyperplasma. During treatment with cortisol replacement, elevated urine Pregnanetriol levels indicate insufficient dosage of cortisol. Pregnanetriol is

参考文献

• Kinoshita, K. et al.: J. Clin. Endocrinol., 26, 1219 (1966)
• Kotlowska, A. et al.: Clin. Biochem., 42, 448 (1966)
• Wang, J. et al.: Zhipu Xue., 25, 201 (1966)