R7269
Rhein
≥98% (HPLC), powder, cytotoxic agent
Synonym(s):
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
Empirical Formula (Hill Notation):
C15H8O6
CAS Number:
Molecular Weight:
284.22
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
207-521-4
MDL number:
Beilstein/REAXYS Number:
2222155
Quality level:
Product Name
Rhein,
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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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
ppe
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.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| R7269-10MG | 04061836696177 |
| R7269-50MG | 04061836696191 |