(7As,13As)-9,10-Dimethoxy-3,3-Dimethyl-13,13A-Dihydro-3H-Pyrano[2,3-C:6,5-F’]Dichromen-7(7Ah)-One (7aS,13aS)-9,10-二甲氧基-3,3-二甲基-13,13a-二氢-3H-吡喃并[2,3-c:6,5-f’]二苯并吡喃--7(7aH)-酮
CAS 522-17-8 MFCD01740600
化学结构图
SMILES: COc1cc2c(cc1OC)[C@@H]1C(=O)c3ccc4c(c3O[C@@H]1CO2)C=CC(C)(C)O4
化学属性
| Mol. Formula | C23 H22 O6 |
|---|---|
| Mol. Weight | 394.42 |
| Melting Point | 85-87 °C(lit.) |
| Appearance | Solid powder |
| Solubility | Soluble in DMSO, not in water |
别名和识别编码
| Chemical Name | (7As,13As)-9,10-Dimethoxy-3,3-Dimethyl-13,13A-Dihydro-3H-Pyrano[2,3-C:6,5-F’]Dichromen-7(7Ah)-One |
|---|---|
| Synonym | (7aS,13aS)-13,13a-Dihydro-9,10-dimethoxy-3,3-dimethyl-3H-bis[1]benzopyrano[3,4-b:6′,5′-e]pyran-7(7aH)-one (7aS,13aS)-13,13a-Dihydro-9,10-dimethoxy-3,3-dimethyl-3H-bis[1]benzopyrano[3,4-b:6',5'-e]pyran-7(7aH)-one (7aS,13aS)-13,13a-Dihydro-9,10-dimethoxy-3,3-dimethyl-3H-bis[1]benzopyrano[3,4-b:6′,5′-e]pyran-7(7aH)-one Deguelin |
| MDL Number | MFCD01740600 |
| CAS Number | 522-17-8 |
| Chemical Name Translation | (7aS,13aS)-9,10-二甲氧基-3,3-二甲基-13,13a-二氢-3H-吡喃并[2,3-c:6,5-f’]二苯并吡喃--7(7aH)-酮 |
| PubChem Substance ID | 107935 |
| InChI | InChI=1S/C23H22O6/c1-23(2)8-7-12-15(29-23)6-5-13-21(24)20-14-9-17(25-3)18(26-4)10-16(14)27-11-19(20)28-22(12)13/h5-10,19-20H,11H2,1-4H3/t19-,20+/m1/s1 |
| Formula | C23H22O6 |
| IUPAC Name | (7aS,13aS)-9,10-dimethoxy-3,3-dimethyl-13,13a-dihydro-3H-pyrano[2,3-c:6,5-f']dichromen-7(7aH)-one. |
| InChIKey | ORDAZKGHSNRHTD-UXHICEINSA-N |
| Canonical SMILES | O=C1[C@]2([H])[C@](COC3=CC(OC)=C(OC)C=C32)([H])OC4=C5C=CC(C)(C)OC5=CC=C14 |
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分类
- {SNA} A to C, Akt, Antitumor Agents, Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology, Cell Signaling and Neuroscience, D-DIF, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Enzymes, Inhibitors, and Substrates, Kinase/Phosphatase Biology, Protein Kinase B (Akt/PKB), Protein Kinase Inhibitors, Serine/Threonine Kinase Biology, Serine/Threonine Kinase Inhibitors, 癌症研究
- {SNA} A to C, Akt, Antitumor Agents, Bioactive Small Molecules, Biochemicals and Reagents, Cell Signaling and Neuroscience, D-DIF, Enzyme Inhibitors,
- {SNA} A
产品应用
- Deguelin is a naturally occurring rotenoid, is known to be an Akt inhibitor and to have an anti-tumor effect on several cancers. Deguelin displays anti-cancer activity by inhibiting the growth of pre-cancerous and cancerous cells - particularly for lung cancer. So far the compound has shown no toxic effects on normal cells. However, high doses of deguelin are suspected of having negative effects on the heart, lungs and nerves. The molecular mechanisms include the induction of apoptosis, mediatated through AKT/PKB signaling pathways in malignant and premaligant human bronchial epithelia (HBE) cells, with only minimal effects on normal HBE cells. Deguelin inhibits AKT by both Phosphoinositol-3-phosphate kinase (PI3K)-dependent and PI3K-independent pathways. (http://en.wikipedia.org/wiki/Deguelin).
相关文献及参考
- Chun, K. H., et al., Effects of deguelin on the phosphatidylinositol 3-kinase/Akt pathway and apoptosis in premalignant human bronchial epithelial cells. J. Natl. Cancer Inst. 95 , 291-302 , (2003) 摘要
- Merck 14 ,2863
安全信息
- S22 Do not breathe dust 不要吸入粉尘；
- S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
