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Merck
CN

D0817

Sigma-Aldrich

(−)- 鱼藤素

>98% (HPLC), activated Akt inhibitor, powder

别名:

(7aS,13aS)-13,13a-二氢-9,10-二甲氧基-3,3-二甲基-3H-双[1]苯并吡喃并[3,4-b:6′,5′-e]吡喃-7(7aH)-酮

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关于此项目

经验公式（希尔记法）:
C23H22O6
化学文摘社编号:
522-17-8
分子量:
394.42
MDL编号:
MFCD01740600
UNSPSC代码:
12352200
PubChem化学物质编号:
329798641
NACRES:
NA.77

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产品名称

(−)- 鱼藤素, >98% (HPLC), powder

质量水平

100

方案

>98% (HPLC)

表单

powder

旋光性

[α]/D -70 to -80°, c = 0.2 in methanol

颜色

white to beige

mp

85-87 °C (lit.)

溶解性

DMSO: 10 mg/mL, clear

储存温度

−20°C

SMILES字符串

COc1cc2OC[C@H]3Oc4c(ccc5OC(C)(C)C=Cc45)C(=O)[C@H]3c2cc1OC

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

InChI key

ORDAZKGHSNRHTD-UXHICEINSA-N

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相关类别

应用

(−)-鱼藤素已被用作：
  • 一种烟酰胺腺嘌呤二核苷酸氢 (NADH) 脱氢酶 (复合物 I) 抑制剂，用于研究其对人肝癌细胞 (HepG2) 和人肾近端小管上皮细胞 (RPTEC) 线粒体呼吸抑制的影响
  • 一种抗病毒化合物，用于研究对人巨细胞病毒 (HCMV) 感染的人包皮成纤维细胞 (HFF) 细胞的抑制作用
  • 高效液相色谱 (HPLC) 的分析标准品

生化/生理作用

活化的Akt抑制剂。不影响MAPK、ERK1/2或JNK。抗癌，化学保护剂。
鱼藤素是一种天然类胡萝卜素化合物，大量存在于豆科植物的树皮、叶子、种子和根中。鱼藤素已被研究作为抗皮肤癌、肺癌和乳腺肿瘤发生的一种治疗剂。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000367197
0000363676
0000363676
0000367197
0000146801

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Zhao-hui Chu et al.
Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine, 9(5), 533-538 (2011-05-14)
To study the effects of deguelin on proliferation and apoptosis of human breast cancer cell line MCF-7 and on phosphatidylinositol 3-kinase/protein kinase B (PI3K/Akt) signaling pathway. After treatment with 0, 1, 5, 10, 15 and 20 μmol/L of deguelin for
Dong-Jo Chang et al.
Journal of medicinal chemistry, 55(24), 10863-10884 (2012-11-29)
Deguelin exhibits potent apoptotic and antiangiogenic activities in a variety of transformed cells and cancer cells. Deguelin also exhibits potent tumor suppressive effects in xenograft tumor models for many human cancers. Our initial studies confirmed that deguelin disrupts ATP binding
Rahel Sarah Varughese et al.
Cancer, 125(11), 1789-1798 (2019-04-02)
Deguelin is a rotenoid compound that exists in abundant quantities in the bark, roots, and leaves of the Leguminosae family of plants. An analysis of evidence from both in vitro and in vivo studies suggests that deguelin displays potent anticancer
Kyung-Hee Chun et al.
Journal of the National Cancer Institute, 95(4), 291-302 (2003-02-20)
Because lung cancer is the leading cause of cancer-related death, new approaches for preventing and controlling the disease are needed. Chemoprevention approaches are both feasible and effective. We evaluated the potential of deguelin, a natural plant product, as a lung
Danielle da Costa et al.
Molecules (Basel, Switzerland), 21(5) (2016-05-06)
The species Deguelia utilis and Deguelia rufescens var. urucu, popularly known as "timbó," have been used for many years as rotenone sources in insecticide formulations. In this work, a method was developed and validated using a high-performance liquid chromatography-photodiode array
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