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Merck
CN

D0817

(−)- 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
UNSPSC Code:
12352200
PubChem Substance ID:
329798641
NACRES:
NA.77
MDL number:
MFCD01740600
Assay:
>98% (HPLC)
Form:
powder
Quality level:
100

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产品名称

(−)- 鱼藤素, >98% (HPLC), powder

SMILES string

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

InChI key

ORDAZKGHSNRHTD-UXHICEINSA-N

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

assay

>98% (HPLC)

form

powder

optical activity

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

color

white to beige

mp

85-87 °C (lit.)

solubility

DMSO: 10 mg/mL, clear

storage temp.

−20°C

Quality Level

100

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相关类别

Application

(−)-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

Biochem/physiol Actions

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。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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
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
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
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