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Merck
CN

T8951

桔皮素

≥95% (HPLC)

别名:

4′,5,6,7,8-五甲氧基黄酮, 5,6,7,8-四甲基-2-(4-甲氧基苯基)-4H-1-苯并吡喃-4-酮, NSC 53909, NSC 618905, 桔皮素

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关于此项目

经验公式(希尔记法):
C20H20O7
化学文摘社编号:
分子量:
372.37
UNSPSC Code:
12352205
NACRES:
NA.25
PubChem Substance ID:
EC Number:
207-570-1
Beilstein/REAXYS Number:
351695
MDL number:
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InChI

1S/C20H20O7/c1-22-12-8-6-11(7-9-12)14-10-13(21)15-16(23-2)18(24-3)20(26-5)19(25-4)17(15)27-14/h6-10H,1-5H3

SMILES string

COc1ccc(cc1)C2=CC(=O)c3c(OC)c(OC)c(OC)c(OC)c3O2

InChI key

ULSUXBXHSYSGDT-UHFFFAOYSA-N

assay

≥95% (HPLC)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Quality Level

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General description

桔皮素是一种多甲氧基黄酮,主要从柑橘类水果的果皮中提取,如 甜橙中国桔子

Application

桔皮素已被用作抗氧化剂和抗真菌剂,用于测试其对 稻瘟病原菌的铁死亡抑制、分生孢子发育和附着胞形成的影响。它还被用作辅助化疗剂,以研究其与5-氟尿嘧啶(5-Fu)联合使用对WiDr结肠癌细胞的细胞毒性作用。

Biochem/physiol Actions

体外体内 研究中,桔皮素通过调节几种癌症类型中的不同途径来发挥其抗癌作用。它还具有抗氧化、抗炎和雌激素特性。
桔皮素是一种在柑橘类水果皮中发现的黄酮类化合物,它最有可能对真菌产生天然抗性。 桔皮素已被证明可以抵消肿瘤启动子诱导的细胞间通讯抑制,并可抑制几种癌症细胞的细胞增殖。

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

存储类别

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Jérôme Quintin et al.
Bioorganic & medicinal chemistry letters, 19(1), 167-169 (2008-11-18)
A series of chalcones polyoxygenated on the ring A (with pentamethoxy or 2'-hydroxy-3',4',5',6'-tetramethoxy substitution patterns) was synthesized from tangeretin, a natural Citrus flavonoid. These chalcones were evaluated for their antiproliferative, activation of apoptosis, inhibition of tubulin assembly and antileishmanial activities.
Combination of Tangeretin and 5-Fluorouracil Modulates Cell Cycle and Induce Apoptosis on WiDr Cells
Indriyani L, et al.,
Indonesian Journal of Cancer Chemoprevention, 3(1), 364-369 (2012)
Hideo Satsu et al.
Journal of agricultural and food chemistry, 56(13), 5366-5373 (2008-06-11)
The pregnane X receptor (PXR) is understood to be the key regulator for gene expression of such drug-metabolizing enzymes and transporters as multidrug-resistant protein 1 (MDR1) and the cytochrome P450 (CYP) family. We examined the effect of dietary phytochemicals on
Hong-Yin Wu et al.
Journal of agricultural and food chemistry, 59(5), 1713-1722 (2011-02-15)
This study investigated the potential effects of natural products ursolic acid (UA) and oleanolic acid (OA) against HBx-mediated tumorigenic activities in vitro and in vivo. HBx transactivated Sp-1 and Smad 3/4 in Huh7 and FL83B hepatocytes and induced cell migration
John A Manthey et al.
Journal of agricultural and food chemistry, 59(1), 145-151 (2010-12-08)
Nobiletin (NOB) and tangeretin (TAN), two of the main polymethoxylated flavones (PMFs) in citrus, influence a number of key biological pathways in mammalian cells. Although the impacts of NOB and TAN on glucose homeostasis and cholesterol regulation have been investigated

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