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Merck

R7269

レイン

≥98% (HPLC), powder, cytotoxic agent

別名:

4,5-ジヒドロキシアントラキノン-2-カルボン酸, 9,10-ジヒドロ-4,5-ジヒドロキシ-9,10-ジオキソ-2-アントラセンカルボン酸, ルバーブイエロー

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この商品について

実験式(ヒル表記法):
C15H8O6
CAS番号:
分子量:
284.22
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
207-521-4
MDL number:
Beilstein/REAXYS Number:
2222155
Quality level:
テクニカルサービス
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製品名

レイン,

Quality Level

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

Application

Rhein has been used:
  • as a potassium simplex optimization medium with amino acids (KSOMaa) to induce degeneration in embryos to study its effect on the intracellular and extracellular micro-RNA (miRNA) signature
  • as a fat mass and obesity-associated protein (FTO) inhibitor to study its role in motile ciliogenesis in an m6A-dependent manner in Xenopus embryos
  • as an FTO inhibitor to infer its antiviral action in relation with the SARS-associated coronavirus 2 (SARS-CoV-2) infection

Biochem/physiol Actions

Rhein, a cytotoxic agent, exhibits tumor suppression by activating apoptosis. It is a selective inhibitor of demethylase fat mass and obesity-associated protein (FTO). Rhein is known to participate in various biological processes including obesity and adipogenesis.


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Warning

Hazard Classifications

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

target_organs

Respiratory system

保管分類

11 - Combustible Solids

ppe

dust mask type N95 (US), Eyeshields, Gloves



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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
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
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