Ruberythric acid
Ruberythric acid is a natural product found in madder (Rubia tinctorum). Acid treatment induces hydrolysis of Ruberythric acid, producing pentose-containing sugar residues and alizarin. Ruberythric acid inhibits stimulus-induced phosphorylation of IKK, IκBα and p65 in the NF-κB pathway, regulates tight junction integrity, suppresses stimulus-induced MLCK activation and myosin light chain phosphorylation, reduces tight junction disruption associated with cytoskeletal contraction, alleviates stimulus-induced increase in intestinal permeability, and prevents stimulus-induced redistribution of tight junction proteins. Ruberythric acid forms red salts when dissolved in alkali and can be used as a dye. Ruberythric acid is applicable to research related to inflammatory bowel disease.
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- CAS No.: 152-84-1
- Formule: C25H26O13
- Masse moléculaire:534.47
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Stockage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Activité biologique
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Chemical Information
- Pureté et documentation
- Références
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Help & FAQs
Activité biologique
Description
IC50 & Target
[1]|
IKK |
MLCK |
Claudin-2 |
In Vitro
Ruberythric acid (RBA) (12.5-50 μM; 24 h) exhibits no cytotoxicity against Caco-2 cells[1].
Ruberythric acid (12.5-50 μM; pretreated for 1 h prior to 48 h of STI exposure) significantly alleviates the STI-induced reduction in transepithelial electrical resistance (TEER) and increase in FITC-dextran permeability of Caco-2 cell monolayers[1].
Ruberythric acid (25-50 μM; 1 h pretreatment prior to STI exposure) inhibits STI-induced redistribution of the tight junction proteins ZO-1 and claudin-2 in Caco-2 cells and maintains their normal membrane localization[1].
Ruberythric acid (50 μM; 1 h pretreatment prior to 0.75 h and 1 h STI exposure) inhibits STI-induced MLCK activation and MLC phosphorylation in Caco-2 cells[1].
Ruberythric acid can be hydrolyzed by amygdalinase and contains a pentose residue, which supports its classification as a pentose-β-glucoside of the primveroside or vicianoside type[2].
Ruberythric acid can be efficiently recovered from madder pigment samples via a combination of 4-hour hydrofluoric acid hydrolysis, oxalic acid hydrolysis, and conventional hydrochloric acid hydrolysis; it can be highly efficiently recovered from madder-dyed silk and wool textile samples via a combination of oxalic acid hydrolysis and conventional hydrochloric acid hydrolysis[3].
Ruberythric acid (50 μM; 1 h pretreatment prior to 1 h STI exposure) inhibits STI-induced phosphorylation of IKKα/β, IκBα and p65 in the NF-κB signaling pathway in Caco-2 cells[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:human colorectal adenocarcinoma Caco-2 cells
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Concentration:12.5, 25, 50 μM
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Incubation Time:24 h
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Result:Showed no cytotoxic effects on Caco-2 cells at all tested concentrations, with cell viability remaining comparable to the untreated control group.
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Cell Line:differentiated human colorectal adenocarcinoma Caco-2 cells
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Concentration:25, 50 μM
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Incubation Time:1 h pretreatment prior to STI exposure
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Result:Confirmed inhibition of STI-induced redistribution of ZO-1 (restaining at cell junctions) and claudin-2 (reducing its membrane localization to control-like levels).
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Cell Line:differentiated human colorectal adenocarcinoma Caco-2 cells
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Concentration:50 μM
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Incubation Time:1 h pretreatment prior to STI exposure
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Result:Inhibited STI-induced delocalization of ZO-1 and claudin-2 from the cell membrane to the cytosol at 1 h post-stimulation.
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Cell Line:differentiated human colorectal adenocarcinoma Caco-2 cells
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Concentration:50 μM
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Incubation Time:1 h pretreatment prior to 1 h STI exposure
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Result:Significantly inhibited STI-induced phosphorylation of IKKα/β, IκBα, and p65 in the NF-κB pathway at 1 h post-stimulation.
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Cell Line:differentiated human colorectal adenocarcinoma Caco-2 cells
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Concentration:50 μM
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Incubation Time:1 h pretreatment prior to 0.75 h and 1 h STI exposure
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Result:Significantly alleviated STI-induced activation of MLCK at 0.75 h post-stimulation.
Significantly alleviated STI-induced phosphorylation of MLC at 1 h post-stimulation.
Chemical Information
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CAS No. 152-84-1
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Masse moléculaire 534.47
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Formule C25H26O13
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SMILES
O=C1C2=C(O)C(O[C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO[C@H]4[C@@H]([C@H]([C@@H](CO4)O)O)O)=CC=C2C(C5=CC=CC=C51)=O
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Structure Classification
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Initial Source
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Livraison
Room temperature in continental US; may vary elsewhere.
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Stockage
Please store the product under the recommended conditions in the Certificate of Analysis.
Pureté et documentation
Références
[1]. Jo HJ, et al. Therapeutic Potential of Ruberythric Acid in Intestinal Inflammation and Barrier Function Reduction. Preventive nutrition and food science. 2026 Feb;31(1):pnf.2025.236. [Content Brief]
[2]. Jones E T. 275. Natural glycosides. Part V. Ruberythric acid. J. Chem. Soc., 1933, 136: 1167‑1169.
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Ruberythric acid Related Classifications
HY-W718178 Related Classifications
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