15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-triene-5,13,14-triol

• ChemBase编号: 103238
• 分子式: C18H24O3
• 平均质量: 288.38136
• 单一同位素质量: 288.17254463
• SMILES: CC12CCC3C(CCc4c3ccc(O)c4)C1CC(O)C2O
• Canonical SMILES: Oc1ccc2c(c1)CCC1C2CCC2(C1CC(C2O)O)C
• InChI: InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3
• InChIKey: PROQIPRRNZUXQM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,13,14-triol; 15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,13,14-triol; 15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-5,13,14-triol
• IUPAC传统名: 15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,13,14-triol; 15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,13,14-triol; estriol
• 别名: (16β,17β)-Estra-1,3,5(10)-triene-3,16,17-triol; Estra-1,3,5(10)-triene-3,16β,17β-triol; 16-Epiestratriol; 16β,17β-Estriol; 16β-Hydroxyestradiol; Actriol; Epiestriol; NSC 26646; 16-Epiestriol; 16α-Hydroxyestradiol; 3,16α,17β-Trihydroxy-1,3,5(10)-estratriene; 1,3,5(10)-Estratriene-3,16α,17β-triol; ESTRIOL; 1,3,5(10)-Estratriene-3,16β,17β-triol; 16β-Hydroxy-17β-estradiol; 3,16β,17β-Trihydroxy-1,3,5(10)-estratriene; 16-Epiestriol

登记号

• CAS号: 547-81-9; 50-27-1
• EC号: 200-022-2; 208-937-9
• MDL号: MFCD00067609
• PubChem SID: 24894522; 162090417
• PubChem CID: 3269

理论计算性质

• Acid pKa: 10.326835
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): 2.6705914
• LogD (pH = 7.4): 2.6700869
• Log P: 2.6705978
• 摩尔折射率: 81.2662 cm^3
• 极化性: 31.925823 Å^3
• 极化表面积: 60.69 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: White Solid
• 熔点: 265-268°C; 282 °C

安全信息

• 保存条件: -20°C Freezer; Room Temperature (15-30°C)
• RTECS编号: KG8225000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: R:22
• 安全公开号: S:36/37/39
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ~97% (HPLC); 97%

详细说明

MP Biomedicals - 02151076

Crystalline
Purity: 97%+.

Sigma Aldrich - E3625

Biochem/physiol Actions
16-Epiestriol is an estradiol metabolite that exhibits significant anti-inflammatory activity without glycogenic activity.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. E3625.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - E586500

A metabolite of Estradiol.

参考文献

• Marrian, B., et al.: Biochem. J., 59, 136 (1955)
• Dietel, M., et al.: Cancer Res., 50, 6100 (1955)
• Schumacher, G., et al.: Clin. Cancer Res., 5, 493 (1955)
• Robert, J., et al.: J. Med. Chem., 46, 4805 (1955)