(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

522-17-8
SMILES: COc1cc2c(cc1OC)[C@@H]1C(=O)c3ccc4c(c3O[C@@H]1CO2)C=CC(C)(C)O4

化学属性

Mol. FormulaC23H22O6
Mol. Weight394
Melting Point85-87 °C(lit.)
Appearance Solid powder
SolubilitySoluble 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 NumberMFCD01740600
CAS Number522-17-8
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 ID107935
InChIInChI=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
FormulaC23H22O6
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.
InChIKeyORDAZKGHSNRHTD-UXHICEINSA-N
Canonical SMILESO=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

RTECSDX1500000
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
WGK Germany3
Safety Statements
  • 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；
Storage condition Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years). 储存温度-20°C

系列性分类

  1. Life Science 生命科学
  2. Cancer Research
  3. Antitumor Agents - Cancer Research
  4. Enzyme Inhibitors - Antitumor Agents
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Enzymes, Inhibitors, and Substrates - Biochemicals and Reagents
  4. Enzyme Inhibitors - Enzymes, Inhibitors, and Substrates
  5. Enzyme Inhibitors by Enzyme - Enzyme Inhibitors
  6. A to C - Enzyme Inhibitors by Enzyme
  7. Akt - A to C
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. Kinase/Phosphatase Biology - Cell Signaling and Neuroscience
  5. Serine/Threonine Kinase Biology - Kinase/Phosphatase Biology
  6. Serine/Threonine Kinase Inhibitors - Serine/Threonine Kinase Biology
  7. Protein Kinase B (Akt/PKB) - Serine/Threonine Kinase Inhibitors
  1. Medical Research Areas
  2. PI3K/AKT/mTOR
  3. PI3K

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