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8-prenylkaempferol

Names

[ CAS No. ]:
28610-31-3

[ Name ]:
8-prenylkaempferol

[Synonym ]:
3,5,7-trihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
Noranhydroicaritin
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one
4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-
4'-Desmethylicaritin
Desmethyl Icaritin
De-O-methylanhydroicaritin
8-Prenylkaempferol
desmethylanhydroicaritin

Biological Activity

[Description]:

Desmethylicaritin is a phytoestrogenic molecule, has inducible effect on directional differentiation of embryonic stem cells into cardiomyocytes. Desmethylicaritin also suppresses adipogenesis via Wnt/β-catenin signaling pathway[1][2].

[Related Catalog]:

Signaling Pathways >> Stem Cell/Wnt >> Wnt
Research Areas >> Metabolic Disease

[In Vitro]

去甲基菌素是血清中淫羊藿类黄酮的生物活性代谢产物[1]。 去甲基甘草素 (0.1, 1, 10 μM; 48 h) 以剂量依赖的方式抑制 3T3-L1 细胞的脂肪生成并抑制脂肪生成过程中的克隆扩增[1]。 去甲基孢菌素 (10 μM; 48 h) 不影响 CCAAT/增强子结合蛋白 δ 和 β 的 mRNA 的表达,但降低了 CCAAT/增强子结合蛋白 α、过氧化物酶体增殖物激活受体 γ、脂肪细胞脂质结合蛋白和脂蛋白脂肪酶的mRNA表达[1]。 去甲基孢菌素 (10 μM; 2、4、6、10 d) 增加了细胞质和细胞核中 β-catenin 的蛋白表达,免疫荧光结果证实去甲基化菌素增加了 β-catenin 的核转运[1]。

[References]

[1]. Wang XL, et al. Phytoestrogenic molecule desmethylicaritin suppressed adipogenesis via Wnt/β-catenin signaling pathway. Eur J Pharmacol. 2013 Aug 15;714(1-3):254-60.  

[2]. Zhu DY, et al. Inducible effects of icariin, icaritin, and desmethylicaritin on directional differentiation of embryonic stem cells into cardiomyocytes in vitro. Acta Pharmacol Sin. 2005 Apr;26(4):477-85.  

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
605.7±55.0 °C at 760 mmHg

[ Melting Point ]:
220-222°C

[ Molecular Formula ]:
C20H18O6

[ Molecular Weight ]:
354.353

[ Flash Point ]:
219.2±25.0 °C

[ Exact Mass ]:
354.110352

[ PSA ]:
111.13000

[ LogP ]:
4.15

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.700

[ Storage condition ]:
Refrigerator

Safety Information

[ Hazard Codes ]:
Xi

[ HS Code ]:
2914501900

Synthetic Route

Precursor & DownStream

Customs

[ HS Code ]: 2914501900

[ Summary ]:
2914501900 other ketone-phenols。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%


Related Compounds

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