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R7269

大黄酸

Name: 大黄酸
Brand: SIGMA

≥98% (HPLC), powder, cytotoxic agent

别名:

4,5-二羟基蒽醌-2-羧酸, 1,8-二羟基-3-羧基蒽醌, 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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关于此项目

经验公式（希尔记法）:

C₁₅H₈O₆

化学文摘社编号:

478-43-3

分子量:

284.22

NACRES:

NA.77

PubChem Substance ID:

24899390

UNSPSC Code:

12352200

EC Number:

207-521-4

MDL number:

MFCD00009618

Beilstein/REAXYS Number:

2222155

Quality level:

100

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属性

产品名称

大黄酸,

Quality Level

100

mp

≥300 °C (lit.)

storage temp.

2-8°C

SMILES string

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 key

FCDLCPWAQCPTKC-UHFFFAOYSA-N

说明

Application

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

Biochem/physiol Actions

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。

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pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

ppe

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Anti-interleukin-1 effects of diacerein and rhein in human osteoarthritic synovial tissue and cartilage cultures.

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

RNA demethylation by FTO stabilizes the FOXJ1 mRNA for proper motile ciliogenesis.

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

Diacerein reduces the level of cartilage chondrocyte DNA fragmentation and death in experimental dog osteoarthritic cartilage at the same time that it inhibits caspase-3 and inducible nitric oxide synthase.

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

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全球贸易项目编号

货号	GTIN
R7269-50MG	04061836696191
R7269-10MG	04061836696177