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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

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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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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
Bin-Chuan Ji et al.
Oncology reports, 27(4), 959-964 (2012-01-10)
It has been shown that deguelin, one of the compounds of rotenoids from flavonoid family, induced cytotoxic effects through induction of cell cycle arrest and apoptosis in many types of human cancer cell lines, but deguelin-affected DNA damage and repair
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
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
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
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