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Merck
CN

D0817

Sigma-Aldrich

(−)- 鱼藤素

>98% (HPLC), 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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About This Item

经验公式(希尔记法):
C23H22O6
CAS号:
分子量:
394.42
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

质量水平

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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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

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Wanda van der Stel et al.
Archives of toxicology, 94(8), 2731-2732 (2020-07-29)
In the original publication of the article.
José Garcia et al.
Bioorganic & medicinal chemistry, 20(2), 672-680 (2011-11-01)
Deguelin, a rotenoid, has emerged as an attractive pharmacophore for chemoprevention showing in vivo activity in several xenografts. Recently, several lines of evidence have suggested its mode of action may involve inhibition of HSP90, however binding in a different mode
Sebastian J Buss et al.
American journal of physiology. Heart and circulatory physiology, 302(2), H420-H430 (2011-11-08)
The attenuation of adverse myocardial remodeling and pathological left ventricular (LV) hypertrophy is one of the hallmarks for improving the prognosis after myocardial infarction (MI). The protein kinase Akt plays a central role in regulating cardiac hypertrophy, but the in
Ke Men et al.
Nanoscale, 4(20), 6425-6433 (2012-09-08)
Some bladder disease therapies can benefit from intravesical drug delivery, which involves direct instillation of drug into the bladder via a catheter, to attain high local concentrations of the drug with minimal systemic effects. Deguelin is a potential anticancer agent
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

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