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Merck
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R7269

Sigma-Aldrich

Rhein

≥98% (HPLC), powder, cytotoxic agent

Sinónimos:

4,5-Dihydroxyanthraquinone-2-carboxylic acid, 9,10-Dihydro-4,5-dihydroxy-9,10-dioxo-2-anthracenecarboxylic acid, Cassic acid, Chrysazin 3-carboxylic acid, Monorhein, Rheic acid, Rhubarb yellow

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About This Item

Fórmula empírica (notación de Hill):
C15H8O6
Número de CAS:
478-43-3
Peso molecular:
284.22
Beilstein/REAXYS Number:
2222155
EC Number:
207-521-4
MDL number:
MFCD00009618
UNSPSC Code:
12352200
PubChem Substance ID:
24899390
NACRES:
NA.77

product name

Rhein,

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

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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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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
David Connor Hawke et al.
Frontiers in genetics, 12, 655882-655882 (2021-06-15)
Extracellular microRNA (miRNA) sequences derived from the pre-implantation embryo have attracted interest for their possible contributions to the ongoing embryonic-uterine milieu, as well as their potential for use as accessible biomarkers indicative of embryonic health. Spent culture media microdroplets used
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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