531-75-9
531-75-9
Chemical Structure
Esculin
- CAS No.: 531-75-9
- Formula:C15H16O9
- Molecular Weight:340.28
IUPAC Name: 7-hydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2H-chromen-2-one
InChIKey: XHCADAYNFIFUHF-TVKJYDDYSA-N
SMILES: O=C1C=CC2=CC(O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O)=C(O)C=C2O1
Biological Activity: Esculin is a fluorescent coumarin glucoside, the active ingredient in ash bark. Esculin has antidiabetic effects, improves cognitive impairment in experimental diabetic nephropathy (DN) via the MAPK signaling pathway, and exerts antioxidant stress and anti-inflammatory effects. Esculin also has anticancer, antibacterial, antiviral, neuroprotective, antithrombotic, and therapeutic properties for eye diseases[1][2][3][4][5][6][7].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Esculin | 99.85% | Esculin is a fluorescent coumarin glucoside, the active ingredient in ash bark. Esculin has antidiabetic effects, improves cognitive impairment in experimental diabetic nephropathy (DN) via the MAPK signaling pathway, and exerts antioxidant stress and anti-inflammatory effects. Esculin also has anticancer, antibacterial, antiviral, neuroprotective, antithrombotic, and therapeutic properties for eye diseases. | ||||||||||||||||||||
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Esculin (Standard) | 98.67% | Esculin (Standard) is the analytical standard of Esculin. This product is intended for research and analytical applications. Esculin is a fluorescent coumarin glucoside, the active ingredient in ash bark. Esculin has antidiabetic effects, improves cognitive impairment in experimental diabetic nephropathy (DN) via the MAPK signaling pathway, and exerts antioxidant stress and anti-inflammatory effects. Esculin also has anticancer, antibacterial, antiviral, neuroprotective, antithrombotic, and therapeutic properties for eye diseases. | ||||||||||||||||||||
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4-Methylumbelliferyl-α-D-Glucopyranoside | 99.90% | 4-Methylumbelliferyl-α-D-Glucopyranoside (4-Methylumbelliferyl-α-D-Glucose) is a fluorescent substrate for α-glucosidase, which releases the fluorescent moiety 4-methylumbelliferyl (4-MU) upon cleavage. 4-MU has pH-dependent fluorescence excitation activity, with excitation wavelengths of 320 nm at low pH (1.97-6.72) and 360 nm at high pH (7.12-10.3), respectively. The emission wavelength of 4-Methylumbelliferyl-α-D-Glucopyranoside increases with decreasing pH, ranging from 445-455 nm. 4-Methylumbelliferyl-α-D-Glucopyranoside can be used as a biomarker for Fabry and Pompe diseases to quantify α-glucosidase activity in infant blood spot samples. | ||||||||||||||||||||
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Scopolin | 99.65% | Scopolin is a coumarin isolated from Arabidopsis thaliana (Arabidopsis) roots. Scopolin attenuated hepatic steatosis through activation of SIRT1-mediated signaling cascades. | ||||||||||||||||||||
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5,7-Dihydroxycoumarin 7-O-β-D-glucopyranoside | 5,7-Dihydroxycoumarin 7-O-β-D-glucopyranoside is a natural product that can be isolated from the roots of Morus nigra. | |||||||||||||||||||||
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Prionanthoside | Prionanthoside is a natural product. | |||||||||||||||||||||
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Skimmin | 99.64% | Skimmin (Umbelliferone glucoside) is a major pharmacologically active and orally active molecule present in Hydrangea paniculata, a medical herb used in traditional Chinese medicine as an anti-inflammatory agent. Skimmin has renal protective activity. Skimmin can improve creatinine clearance, and reduce plasma creatinine, and kidney injuries. Skimmin has good anti-amoebic activity against the HM1:IMMS strain of Entamoeba histolytica. Skimmin has anti-cancer and neuroprotective activities. Skimmin reduces cardiac fibrosis as well as decreasing TNF-α, IL-6, IL1β, and TGFβ1 in cardiac tissues. Skimmin can be studied in research for diabetes and diabetes-related diseases. | ||||||||||||||||||||
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Magnolioside | 98.99% | Magnolioside, isolated from Angelica gigas Nakai (Umbelliferae), exhibits significant neuroprotective activities against glutamate-induced toxicity. | ||||||||||||||||||||
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Daphnin | 99.85% | Daphnin is one of the major coumarin bioactive components with antibacterial activity. Daphnin is isolated from the whole herb of Daphne odora (Thunb.), which is a folk medicine in China for the relief of fever. | ||||||||||||||||||||
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Cichoriin | 99.9% | Cichoriin is an orally active coumarin glycoside with broad biological activities. Cichoriin exhibits inhibitory activities against α-amylase, α-glucosidase, pancreatic lipase and DPP-IV, with IC50 values of 5.76, 2.94, 16.83 and 9.16 μg/mL, respectively. Cichoriin significantly improves metabolic dysfunction-associated steatohepatitis (MASH) in mice by activating the AMPK signaling pathway. Cichoriin upregulates PPAR-γ in adipose tissue and alleviates obesity and associated cardiorenal injury in rats. Cichoriin blocks monosodium urate crystal-induced activation of the NLRP3 inflammasome and cell pyroptosis by inhibiting P2Y14R (IC50 = 8.47 nM). In silico virtual screening reveals that Cichoriin has a strong binding affinity for SARS-CoV-2. | ||||||||||||||||||||
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4-Methylumbelliferyl-α-d-mannoside | 99.25% | 4-Methylumbelliferyl-α-d-mannoside is a fluorescent substrate for α-D-mannosidase. | ||||||||||||||||||||
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Daphnetin 8-O-glucoside | Daphnetin 8-O-glucoside is a natural coumarin. | |||||||||||||||||||||
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References
- [1]. Knox K, et al. The Coumarin Glucoside, Esculin, Reveals Rapid Changes in Phloem-Transport Velocity in Response to Environmental Cues. Plant Physiol. 2018 Oct;178(2):795-807. [Content Brief]
- [2]. Song Y, et al. Esculin ameliorates cognitive impairment in experimental diabetic nephropathy and induces anti-oxidative stress and anti-inflammatory effects via the MAPK pathway. Mol Med Rep. 2018 May;17(5):7395-7402. [Content Brief]
- [3]. Li CX, et al. Phytother Res. 2022 Jun;36(6):2434-2448. [Content Brief]
- [4]. Li W, et al. Gastroprotective effect of esculin on ethanol-induced gastric lesion in mice. Fundam Clin Pharmacol. 2017 Apr;31(2):174-184. [Content Brief]
- [5]. Arif A, et al. Esculin protects human blood cells from bioallethrin-induced toxicity: An ex vivo study. Pestic Biochem Physiol. 2023 Apr;191:105375. [Content Brief]
- [6]. Shan LP, et al. Antiviral activity of esculin against white spot syndrome virus: A new starting point for prevention and control of white spot disease outbreaks in shrimp seedling culture. J Fish Dis. 2022 Jan;45(1):59-68. [Content Brief]
