(1S,5S,8R,9S,10S,11R,15S,18R)-9,10,15,18-tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.1^{5,8}.0^{1,11}.0^{2,8}]octadecan-7-one

• ChemBase编号: 72966
• 分子式: C20H28O6
• 平均质量: 364.43272
• 单一同位素质量: 364.18858862
• SMILES: [C@@H]12C(CC[C@@H]([C@]31C1[C@]4([C@]([C@H]2O)(O)OC3)C(=O)C(=C)[C@@H]([C@H]4O)CC1)O)(C)C
• Canonical SMILES: C=C1[C@@H]2CCC3[C@](C1=O)([C@@H]2O)[C@]1(O)OC[C@@]23[C@@H](O)CCC([C@H]2[C@@H]1O)(C)C
• InChI: InChI=1S/C20H28O6/c1-9-10-4-5-11-18-8-26-20(25,19(11,14(9)22)15(10)23)16(24)13(18)17(2,3)7-6-12(18)21/h10-13,15-16,21,23-25H,1,4-8H2,2-3H3/t10?,11?,12-,13+,15+,16-,18+,19-,20+/m0/s1
• InChIKey: SDHTXBWLVGWJFT-HILOZQTFSA-N

名称和登记号

名称

• IUPAC标准名: (1S,5S,8R,9S,10S,11R,15S,18R)-9,10,15,18-tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.1^{5,8}.0^{1,11}.0^{2,8}]octadecan-7-one
• IUPAC传统名: (1S,5S,8R,9S,10S,11R,15S,18R)-9,10,15,18-tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.1^{5,8}.0^{1,11}.0^{2,8}]octadecan-7-one
• 别名: Isodonol; Oridonin

登记号

• CAS号: 28957-04-2
• PubChem SID: 162037886
• PubChem CID: 49867940

理论计算性质

• Acid pKa: 10.51331
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): 0.540604
• LogD (pH = 7.4): 0.5402741
• Log P: 0.54060817
• 摩尔折射率: 91.8773 cm^3
• 极化性: 37.001152 Å^3
• 极化表面积: 107.22 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

安全信息

• 保存条件: -20°C

产品相关信息

• 成盐信息: Free Base

详细说明

Selleck Chemicals - S2335

Research Area: Cancer
Biological Activity:
Oridonin(Isodonol), an entkaurane diterpenoid isolated from Rabdosia rubescens, is an important traditional Chinese herbal remedy. Studies showed that oridonin induced apoptosis in a variety of cancer cells including those from prostate,breast, non-small cell lung cancer, acute leukemia, glioblastoma multiforme and human melanoma cells. Cell culture experiments have indicated that oridonin inhibits cell cycle progression and induces apoptosis as well as enhance the phagocytosis of apoptotic cells by macrophages. Oridonin has also immunosuppressive properties both in vitro and in vivo. [1]

参考文献

• http://en.wikipedia.org/wiki/Oleanolic_acid