Structure of Fraxin
CAS No.: 524-30-1
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Fraxin protects HUVECs from oxidative stress, enhances urate excretion partly by inhibiting mURAT1 or mGLUT9 in kidney of hyperuricemic mice. It is a natural product isolated and purified from the bark of Fraxinus brngeana DC..
Synonyms: Fraxoside; Fraxetol 8-glucoside; Fraxetin-8-O-glucoside
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Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 524-30-1 |
Formula : | C16H18O10 |
M.W : | 370.31 |
SMILES Code : | COC(C=C1C=C2)=C(O)C(O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)=C1OC2=O |
Synonyms : |
Fraxoside; Fraxetol 8-glucoside; Fraxetin-8-O-glucoside
|
MDL No. : | MFCD00010093 |
InChI Key : | CRSFLLTWRCYNNX-QBNNUVSCSA-N |
Pubchem ID : | 5273568 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
SK-N-SH cells | 10 and 20 µM | 48 hours | Evaluate the antiviral effect of Fraxin on HSV-1 infection, results showed Fraxin inhibited HSV-1 GFP expression at 20 µM. | Antioxidants (Basel). 2021 Oct 18;10(10):1638 |
glomerular mesangial cells (GMCs) | 20, 40, 60 μM | 24 hours | Fraxin significantly inhibited HG-induced FN and ICAM-1 expression and promoted the activation of the Nrf2 signaling pathway | Front Pharmacol. 2022 Mar 24;13:853383 |
MNT1 cells | 20, 40, 80 μM | 24 hours | To evaluate the protective effect of Fraxin against H2O2-induced apoptosis. Results showed that Fraxin pretreatment significantly reduced the apoptosis rate induced by H2O2 and decreased nuclear pyknosis and fragmentation. | Heliyon. 2023 Aug 3;9(8):e18929 |
MNT1 cells | 0, 40, 80, 160, 320 μM | 48 hours | To evaluate the effect of Fraxin on melanogenesis. Results showed that Fraxin treatment reduced melanin content and downregulated melanogenesis-related proteins (TYR, TYRP1, DCT, and RAB27A). | Heliyon. 2023 Aug 3;9(8):e18929 |
MNT1 cells | 2.5 to 640 μM | 24, 48, and 72 hours | To evaluate the effect of Fraxin on MNT1 cell viability. Results showed that low concentrations of Fraxin (2.5 to 320 μM) had no significant effect on cell viability, while 640 μM Fraxin significantly reduced cell viability after 48 and 72 hours of treatment. | Heliyon. 2023 Aug 3;9(8):e18929 |
Hep G2 cells | 1-100 μg/mL | 12 hours | To evaluate the protective effect of Fraxin against t-BHP-induced hepatotoxicity. Results showed that Fraxin significantly reduced t-BHP-induced cytotoxicity and decreased reactive oxygen species (ROS) production. | Molecules. 2017 Apr 6;22(4):587 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Db/db mice | Diabetic nephropathy model | Oral | 25, 50, 100 mg/kg | 6 days per week for 8 weeks | Fraxin significantly improved renal dysfunction and pathological changes of renal fibrosis in diabetic db/db mice, and upregulated the expression of Cx43 and Nrf2/ARE pathway-related proteins | Front Pharmacol. 2022 Mar 24;13:853383 |
Zebrafish | Zebrafish embryos | Treatment in culture medium | 40, 80, 160, 320 μM | Daily replacement of culture medium for 5 days | To verify the inhibitory effect of Fraxin on melanogenesis in zebrafish. Results showed that Fraxin treatment significantly reduced the density of melanin granules in the tails of zebrafish in a concentration-dependent manner. | Heliyon. 2023 Aug 3;9(8):e18929 |
Sprague-Dawley rats | CCl4-induced hepatotoxicity model | Oral | 5, 10, 50 mg/kg | Five consecutive days | To evaluate the protective effect of Fraxin against CCl4-induced hepatotoxicity. Results showed that Fraxin significantly reduced serum AST and ALT levels, increased glutathione (GSH) levels, and decreased malondialdehyde (MDA) levels in the liver. | Molecules. 2017 Apr 6;22(4):587 |
Mice | Reserpine-induced depressive-like disorder model | Oral | 50 mg/kg | Once daily for 10 days | To evaluate the effects of Fraxin on reserpine-induced depressive-like behaviors. The results showed that Fraxin significantly reduced immobility time in the forced swim test and tail suspension test and increased activity in the center zone in the open field test. Additionally, Fraxin decreased plasma corticosterone concentrations, reduced mRNA levels of pro-inflammatory cytokines in the hippocampus, and increased the expression of pCREB and BDNF in the hippocampus. | Front Behav Neurosci. 2021 Jun 17;15:650833 |
Swiss albino BALB/c mice | LPS-induced cytokine storm model | Intraperitoneal injection | 120 mg/kg | Single dose, lasted for 24 hours | To evaluate the prophylactic effect of Fraxin on LPS-induced cytokine storm. Results showed that Fraxin significantly reduced the levels of IL-1β, IL-6, and TNF-α, and alleviated pathological damage in lung and kidney tissues. | Iran J Med Sci. 2024 May 1;49(5):322-331 |
Wistar albino rats | Cisplatin-induced hepatotoxicity model | Oral | 40 mg/kg | Once daily for one week | To evaluate the protective effect of Fraxin against cisplatin-induced hepatotoxicity. Results showed that Fraxin significantly reduced oxidative stress parameters (e.g., MDA), enhanced antioxidant parameters (e.g., GSH, SOD, CAT, and GPx), and alleviated histopathological damage and inflammatory responses (e.g., TNF-α and Caspase-3 expression). | Iran J Basic Med Sci. 2020 Nov;23(11):1382-1387 |
Tags: Fraxin | Fraxoside | Phosphodiesterase (PDE) | inhibitor | 524-30-1 |
Precautionary Statements-General | |
Code | Phrase |
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P232 | Protect from moisture. |
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P234 | Keep only in original container. |
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P272 | Contaminated work clothing should not be allowed out of the workplace. |
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P284 | Wear respiratory protection. |
P285 | In case of inadequate ventilation wear respiratory protection. |
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P235 + P410 | Keep cool. Protect from sunlight. |
Response | |
Code | Phrase |
P301 | IF SWALLOWED: |
P304 | IF INHALED: |
P305 | IF IN EYES: |
P306 | IF ON CLOTHING: |
P307 | IF exposed: |
P308 | IF exposed or concerned: |
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P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
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P378 | |
P380 | Evacuate area. |
P381 | Eliminate all ignition sources if safe to do so. |
P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
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P420 | Store away from other materials. |
P422 | |
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P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
P403 + P235 | Store in a well-ventilated place. Keep cool. |
P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
Code | Phrase |
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Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
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H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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