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Fraxin (Synonyms: Fraxetol 8-glucoside, Fraxoside)

Catalog No.GN10231 Copy One-Click Copy Product Info

Fraxin is a coumarin derivative extracted from Cortex Fraxini, possessing various biological activities including antioxidant, anti-inflammatory, analgesic, antibacterial, antiviral, and immunomodulatory effects.

Products are for research use only. Not for human use. We do not sell to patients.

Fraxin Chemical Structure

Cas No.: 524-30-1

Tamaño Precio Disponibilidad Cantidad
10mM (in 1mL DMSO)
51,00 $
Disponible
5mg
46,00 $
Disponible
10mg
74,00 $
Disponible
25mg
140,00 $
Disponible
50mg
210,00 $
Disponible
100mg
315,00 $
Disponible

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Sample solution is provided at 25 µL, 10mM.



Description of Fraxin

Fraxin is a coumarin derivative extracted from Cortex Fraxini, possessing various biological activities including antioxidant, anti-inflammatory, analgesic, antibacterial, antiviral, and immunomodulatory effects. Fraxin can modulate signaling pathways such as TLR4/PI3K/Akt and PPAR-γ/NF-κB. Fraxin can be used in research related to atherosclerosis, non-alcoholic fatty liver disease (NAFLD), cerebral ischemia-reperfusion injury, and oral lichen planus (OLP)[1-4].

In vitro, Fraxin (20-320μM) pretreated the melanoma cell line (MNT1) cells for 24-48 hours, followed by stimulation with H₂O₂ (1mM) for 24 hours. Fraxin significantly inhibited the expression of melanogenesis-related proteins (MITF, TYR, TYRP1, DCT) and tyrosinase activity, reduced reactive oxygen species production and cell apoptosis, activated the NRF2 signaling pathway, and upregulated the expression of antioxidant enzymes (CAT, HO-1)[5]. Fraxin (10-40μM) pretreated human immortalized keratinocytes (HaCaT) for 48 hours, followed by stimulation with lipopolysaccharide (10μg/mL) for 24 hours. Fraxin significantly increased cell viability, reduced cell apoptosis, and decreased the expression and secretion of inflammatory factors interleukin-6 and tumor necrosis factor-α[6].

In vivo, Fraxin (10, 20, 50mg/kg; daily administration) was orally administered to dextran sulfate sodium-induced C57BL/6J mouse ulcerative colitis models for 10 days. Fraxin significantly alleviated colon injury, reduced the secretion of pro-inflammatory cytokines, and inhibited the activation of the TLR4/NF-κB and MAPK signaling pathways[7]. Fraxin (5, 10, 50mg/kg; daily administration) was orally administered to CCl4-induced Sprague-Dawley rat hepatotoxicity models for 5 consecutive days. Fraxin significantly reduced serum AST and ALT levels in rats, increased liver GSH, decreased MDA, and alleviated liver tissue pathological damage[8].

References:
[1] Whang WK, Park HS, Ham I, et al. Natural compounds,fraxin and chemicals structurally related to fraxin protect cells from oxidative stress. Exp Mol Med. 2005 Oct 31;37(5):436-46.
[2] Ferdous J, Bhuia MS, Chowdhury R, et al. Pharmacological Activities of Plant-Derived Fraxin with Molecular Mechanisms: A Comprehensive Review. Chem Biodivers. 2024 May;21(5):e202301615.
[3] Tang FL, Xie LW, Tang LF, et al. Fraxin (7-hydroxy-6-methoxycoumarin 8-glucoside) confers protection against ionizing radiation-induced intestinal epithelial injury in vitro and in vivo. Int Immunopharmacol. 2024 Mar 10;129:111637.
[4] Li W, Li W, Yu J, et al. Fraxin inhibits lipopolysaccharide-induced inflammatory cytokines and protects against endotoxic shock in mice. Fundam Clin Pharmacol. 2020 Feb;34(1):91-101.
[5] Luo L, Yu X, Zeng H, et al. Fraxin inhibits melanogenesis by suppressing the ERK/MAPK pathway and antagonizes oxidative stress by activating the NRF2 pathway. Heliyon. 2023 Aug 3;9(8):e18929.
[6] Peng B, Dai Q, Liu X, et al. Fraxin alleviates oral lichen planus by suppressing OCT3-mediated activation of FGF2/NF-κB pathway. Naunyn Schmiedebergs Arch Pharmacol. 2024 Dec;397(12):10125-10141.
[7] Sun W, Hang L, Chen L, et al. Fraxin Ameliorates Ulcerative Colitis by Modulating Oxidative Stress, Inflammation and TLR4/NF-κB and MAPK Signaling Pathways. Altern Ther Health Med. 2024 Dec;30(12):117-125.
[8] Chang BY, Jung YS, Yoon CS, et al. Fraxin Prevents Chemically Induced Hepatotoxicity by Reducing Oxidative Stress. Molecules. 2017 Apr 6;22(4):587.

Protocol of Fraxin

Cell experiment [1]:

Cell lines

MNT1 cells (human melanoma cell line enriched in melanin)

Preparation Method

MNT1 cells were maintained in Dulbecco's modified Eagle's medium (DMEM) supplemented with 20% fetal bovine serum (FBS) and 1% penicillin-streptomycin at 37°C, 5% CO₂. MNT1 cells were pretreated with Fraxin at concentrations of 20-320μM for 24-48 hours, then stimulated with H₂O₂ (1mM) for 24 hours.

Reaction Conditions

20-320μM; 24-48 hours pretreatment

Applications

Fraxin significantly inhibited the expression of melanogenesis-related proteins (MITF, TYR, TYRP1, DCT) and tyrosinase activity. Fraxin reduced reactive oxygen species (ROS) production and cell apoptosis, while activating the NRF2 signaling pathway and upregulating the expression of antioxidant enzymes (CAT, HO-1).

Animal experiment [2]:

Animal models

Male C57BL/6J mice

Preparation Method

Mice were given 2.5% dextran sulfate sodium in drinking water for 7 days, then replaced with normal drinking water. The low, medium, and high dose Fraxin treatment groups were given oral 10mg/kg, 20mg/kg, and 50mg/kg Fraxin, respectively, daily for 10 days. The control group was given the same amount of distilled water orally.

Dosage form

10, 20, 50mg/kg; oral; daily for 10 days

Applications

Fraxin significantly alleviated body weight loss, decreased disease activity index score, ameliorated colon length shortening, and reduced histological damage including mucosal epithelium defect, disordered gland structure, inflammatory cell infiltration, cryptitis, goblet cell reduction, and ulcer formation. Fraxin significantly reduced the levels of pro-inflammatory cytokines (IL-6, IL-1β, TNF-α) and increased the level of anti-inflammatory cytokine IL-10 in colon tissue. Fraxin decreased malondialdehyde content and increased superoxide dismutase activity in colon tissue. Fraxin inhibited the activation of TLR4/NF-κB and MAPK signaling pathways by decreasing the expression of TLR4, phosphorylated NF-κB, phosphorylated IkBα, cyclooxygenase-2, inducible nitric oxide synthase, phosphorylated JNK, phosphorylated p38, and phosphorylated ERK.

References:
[1] Luo L, Yu X, Zeng H, et al. Fraxin inhibits melanogenesis by suppressing the ERK/MAPK pathway and antagonizes oxidative stress by activating the NRF2 pathway. Heliyon. 2023 Aug 3;9(8):e18929.
[2] Sun W, Hang L, Chen L, et al. Fraxin Ameliorates Ulcerative Colitis by Modulating Oxidative Stress, Inflammation and TLR4/NF-κB and MAPK Signaling Pathways. Altern Ther Health Med. 2024 Dec;30(12):117-125.

Chemical Properties of Fraxin

Cas No. 524-30-1 SDF
Sinónimos Fraxetol 8-glucoside, Fraxoside
Chemical Name 7-hydroxy-6-methoxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
Canonical SMILES COC1=C(C(=C2C(=C1)C=CC(=O)O2)OC3C(C(C(C(O3)CO)O)O)O)O
Formula C16H18O10 M.Wt 370.31
Solubility ≥ 37mg/mL in DMSO Storage 4°C, protect from light
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Fraxin

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 2.7004 mL 13.5022 mL 27.0044 mL
5 mM 540.1 μL 2.7004 mL 5.4009 mL
10 mM 270 μL 1.3502 mL 2.7004 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 30 reference(s) in Google Scholar.)

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