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Merck

R7269

Sigma-Aldrich

大黄酸

≥98% (HPLC), powder, cytotoxic agent

别名:

1,8-二羟基-3-羧基蒽醌, 4,5-二羟基蒽醌-2-羧酸, 9,10-二氢-4,5-二羟基-9,10-二氧代-2-蒽羧酸, 大黄苷, 大黄酸, 山扁豆酸, 柯嗪3-羧酸

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About This Item

经验公式(希尔记法):
C15H8O6
CAS号:
分子量:
284.22
Beilstein:
2222155
EC號碼:
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77

product name

大黄酸,

mp

≥300 °C (lit.)

儲存溫度

2-8°C

SMILES 字串

OC(=O)c1cc(O)c2C(=O)c3c(O)cccc3C(=O)c2c1

InChI

1S/C15H8O6/c16-9-3-1-2-7-11(9)14(19)12-8(13(7)18)4-6(15(20)21)5-10(12)17/h1-5,16-17H,(H,20,21)

InChI 密鑰

FCDLCPWAQCPTKC-UHFFFAOYSA-N

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應用

大黄酸已用于:
  • 单纯钾优化培养基,联合氨基酸(KSOMaa)用于诱导胚胎变性,研究其对细胞内和细胞外微 RNA(miRNA)特征的影响
  • 脂肪团和肥胖相关蛋白(FTO)抑制剂,研究其在猕猴胚胎中以m6a依赖方式在运动纤毛形成过程中的作用
  • FTO抑制剂,推断其在 SARS 相关冠状病毒 2(SARS-CoV-2)感染中的抗病毒作用

生化/生理作用

大黄酸是一种细胞毒素,通过激活细胞凋亡来抑制肿瘤。它是去甲基化酶脂肪块和肥胖相关蛋白(FTO)的选择性抑制剂。已知大黄酸参与各种生物过程,包括肥胖和脂肪形成。

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 2

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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M Yaron et al.
Osteoarthritis and cartilage, 7(3), 272-280 (1999-05-18)
The etiology of osteoarthritis (OA) is still a matter of debate. Several factors are known to be involved in the destruction of the articular cartilage. Interleukin-1 (IL-1) plays an important role in the pathogenesis of osteoarthritis (OA) either directly or
J P Pelletier et al.
Clinical and experimental rheumatology, 21(2), 171-177 (2003-05-16)
The primary objective of this study was to evaluate the ex vivo therapeutic efficacy of diacerein and its active metabolite, rhein, on osteoarthritic (OA) cartilage chondrocyte DNA fragmentation and death in the experimental canine model of OA. The study also
Alexandrina Ferreira Mendes et al.
Pharmacology & toxicology, 91(1), 22-28 (2002-08-24)
Diacerhein and rhein are anthraquinone compounds that ameliorate the course of osteoarthritis. Recent reports also suggest that these compounds may have antiinflammatory properties, but the cellular mechanisms by which they exert antiosteoarthritic and possibly antiinflammatory effects are still incompletely understood.
Hyunjoon Kim et al.
Developmental cell, 56(8), 1118-1130 (2021-03-25)
Adenosine N6-methylation (m6A) is one of the most pervasive mRNA modifications, and yet the physiological significance of m6A removal (demethylation) remains elusive. Here, we report that the m6A demethylase FTO functions as a conserved regulator of motile ciliogenesis. Mechanistically, FTO
Carla Zannella et al.
Pharmaceuticals (Basel, Switzerland), 14(11) (2021-11-28)
The rapid spread of SARS-CoV-2 and the resulting pandemic has led to a spasmodic search for approaches able to limit the diffusion of the disease. The epigenetic machinery has aroused considerable interest in the last decades, and much evidence has

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