8-prenylkaempferol

Modify Date: 2024-01-06 10:38:32

8-prenylkaempferol Structure
8-prenylkaempferol structure
Common Name 8-prenylkaempferol
CAS Number 28610-31-3 Molecular Weight 354.353
Density 1.4±0.1 g/cm3 Boiling Point 605.7±55.0 °C at 760 mmHg
Molecular Formula C20H18O6 Melting Point 220-222°C
MSDS N/A Flash Point 219.2±25.0 °C

 Use of 8-prenylkaempferol


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].

 Names

Name 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
Synonym More Synonyms

 8-prenylkaempferol 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
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

~%

8-prenylkaempferol Structure

8-prenylkaempferol

CAS#:28610-31-3

Literature: Zhang, Nan; Calderwood, Stuart K. Patent: US2008/214844 A1, 2008 ; Location in patent: Page/Page column 2 ;

~82%

8-prenylkaempferol Structure

8-prenylkaempferol

CAS#:28610-31-3

Literature: Fukai, Toshio; Nomura, Taro Heterocycles, 1992 , vol. 34, # 6 p. 1213 - 1225

~73%

8-prenylkaempferol Structure

8-prenylkaempferol

CAS#:28610-31-3

Literature: Daskiewicz, Jean-Baptiste; Depeint, Flore; Viornery, Lionel; Bayet, Christine; Comte-Sarrazin, Geraldine; Comte, Gilles; Gee, Jennifer M.; Johnson, Ian T.; Ndjoko, Karine; Hostettmann, Kurt; Barron, Denis Journal of Medicinal Chemistry, 2005 , vol. 48, # 8 p. 2790 - 2804

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8-prenylkaempferol Structure

8-prenylkaempferol

CAS#:28610-31-3

Literature: Yamamoto, Hirobumi; Senda, Masayuki; Inoue, Kenichiro Phytochemistry, 2000 , vol. 54, # 7 p. 649 - 655

~%

8-prenylkaempferol Structure

8-prenylkaempferol

CAS#:28610-31-3

Literature: Fukai, Toshio; Nomura, Taro Heterocycles, 1992 , vol. 34, # 6 p. 1213 - 1225

~%

8-prenylkaempferol Structure

8-prenylkaempferol

CAS#:28610-31-3

Literature: Fukai, Toshio; Nomura, Taro Heterocycles, 1992 , vol. 34, # 6 p. 1213 - 1225

~%

8-prenylkaempferol Structure

8-prenylkaempferol

CAS#:28610-31-3

Literature: Daskiewicz, Jean-Baptiste; Depeint, Flore; Viornery, Lionel; Bayet, Christine; Comte-Sarrazin, Geraldine; Comte, Gilles; Gee, Jennifer M.; Johnson, Ian T.; Ndjoko, Karine; Hostettmann, Kurt; Barron, Denis Journal of Medicinal Chemistry, 2005 , vol. 48, # 8 p. 2790 - 2804

~%

8-prenylkaempferol Structure

8-prenylkaempferol

CAS#:28610-31-3

Literature: Fukai, Toshio; Nomura, Taro Heterocycles, 1992 , vol. 34, # 6 p. 1213 - 1225

 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%

 Synonyms

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
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