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Merck

T8951

Sigma-Aldrich

Tangeretin

≥95% (HPLC)

別名:

4′,5,6,7,8-Pentamethoxyflavone, 5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one, NSC 53909, NSC 618905, Ponkanetin

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About This Item

実験式(ヒル表記法):
C20H20O7
CAS番号:
分子量:
372.37
Beilstein:
351695
EC Number:
MDL番号:
UNSPSCコード:
12352205
PubChem Substance ID:
NACRES:
NA.25

アッセイ

≥95% (HPLC)

アプリケーション

metabolomics
vitamins, nutraceuticals, and natural products

SMILES記法

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

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

InChI Key

ULSUXBXHSYSGDT-UHFFFAOYSA-N

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詳細

Tangeretin is a polymethoxyflavone extracted primarily from the peels of citrus fruits like Citrus sinensis and Citrus reticulata.

アプリケーション

Tangeretin has been used as an antioxidant and antifungal agent to test its effects on ferroptosis inhibition, conidial development, and appressorium formation against Magnaporthe oryzae. It has also been used as a co-chemotherapeutics agent to study its cytotoxic effects in combination with 5-Fluorouracil (5-Fu) on WiDr colon cancer cells.

生物化学的/生理学的作用

Tangeretin displays its anti-cancer effects by modulating different pathways in several cancer types in both in-vitro and in-vivo studies. It also exerts antioxidant, anti-inflammatory, and estrogenic properties.
Tangeretin is a flavonoid found in the peel of citrus fruits where it most likely provides natural resistance to fungi. Tangeretin has been shown to counteract tumor promoter-induced inhibition of intercellular communication and to inhibit cell proliferation in several cancer lines.

ピクトグラム

Exclamation mark

シグナルワード

Warning

危険有害性情報

危険有害性の分類

Acute Tox. 4 Oral

保管分類コード

11 - Combustible Solids

WGK

WGK 3

個人用保護具 (PPE)

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


適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

Jan Code

T8951-BULK:
T8951-VAR:
T8951-5MG:
T8951-10MG:


試験成績書(COA)

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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)
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.
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
Juhee Seo et al.
European journal of pharmacology, 673(1-3), 56-64 (2011-11-02)
Tangeretin, a natural polymethoxylated flavone concentrated in the peel of citrus fruits, is known to have antiproliferative, antiinvasive, antimetastatic and antioxidant activities. However, the effect of tangeretin on vascular smooth muscle cells (VSMCs) is unknown. This study examined the effect
Christophe Tistaert et al.
Analytica chimica acta, 705(1-2), 111-122 (2011-10-04)
Extracts of Citri reticulatae pericarpium (PCR) are commonly used in the Traditional Chinese Medicine. The quality control of PCR is currently performed by single marker analysis, which can hardly describe the complexity of such natural samples. In this study, a

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