5-[(1S,2S,5S,7R,10R,11S,14S,15R)-5,11-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]-2H-pyran-2-one

• ChemBase编号: 104154
• 分子式: C24H34O4
• 平均质量: 386.52436
• 单一同位素质量: 386.24570957
• SMILES: O=c1occ(cc1)[C@@H]1[C@@]2(C)CC[C@@H]3[C@@]4(C)CC[C@H](O)C[C@H]4CC[C@H]3[C@@]2(O)CC1
• Canonical SMILES: O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2c1ccc(=O)oc1)C)C
• InChI: InChI=1S/C24H34O4/c1-22-10-7-17(25)13-16(22)4-5-20-19(22)8-11-23(2)18(9-12-24(20,23)27)15-3-6-21(26)28-14-15/h3,6,14,16-20,25,27H,4-5,7-13H2,1-2H3/t16-,17+,18-,19+,20-,22+,23-,24+/m1/s1
• InChIKey: QEEBRPGZBVVINN-BMPKRDENSA-N

名称和登记号

名称

• IUPAC标准名: 5-[(1S,2S,5S,7R,10R,11S,14S,15R)-5,11-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-2H-pyran-2-one; 5-[(1S,2S,5S,7R,10R,11S,14S,15R)-5,11-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-2H-pyran-2-one
• IUPAC传统名: bufalin
• 别名: 3β,14-Dihydroxy-5β,20(22)-bufadienolide; 5β,20(22)-Bufadienolide-3β,14-diol; Bufalin; (3β,5β)-3,14-Dihydroxy-bufa-20,22-dienolide; 3β,14-dihydroxy-5β-Bufa-20,22-dienolide; 5 β,20[22]-Bufadienolide-3β,14-diol; 3β,14-Dihydroxy-5 β,20[22]-bufadienolide; BUFALIN

登记号

• CAS号: 465-21-4
• MDL号: MFCD00056525
• PubChem SID: 162092776; 24891509
• PubChem CID: 9547215

理论计算性质

• Acid pKa: 18.296396
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 3.2767599
• LogD (pH = 7.4): 3.2767615
• Log P: 3.2767615
• 摩尔折射率: 108.4887 cm^3
• 极化性: 42.809875 Å^3
• 极化表面积: 66.76 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

安全信息

• 保存条件: 2-8°C, Desiccate
• RTECS编号: EI2962500
• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 3462
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 28
• 安全公开号: 28-36/37-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300
• GHS警示性声明: P264-P301 + P310
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3462 6.1/PG 2
• 保存温度: 2-8°C

详细说明

MP Biomedicals - 02154903

(5β,20[22]-Bufadienolide-3β,14-diol; 3β,14-Dihydroxy-5β,20[22]-bufadienolide) Crystalline

Toronto Research Chemicals - B689510

A bufadienolide derivative, cardiac steroid, a component of bufadienolides present in the traditional Chinese medicine Chan'su, used therapeutically for the treatment of heart disease, also has been reported as a protective factor in many tumors.

参考文献

• Wang, B., et al.: Biol. Pharm. Bull., 34, 967 (2011)
• Song, C., et al.: Xiandai Zhongliu Yixue, 18, 1863, 2010.