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Structure of Bufalin
CAS No.: 465-21-4
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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.
Bufalin a major digoxin-like immunoreactive component of the Chinese medicine Chan Su and has been shown to exert a potential for anticancer activity against various human cancer cell lines in vitro.
Synonyms: NSC 89595; BF
4.5
*For Research Use Only !
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Search for reports by entering the product batch number.
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CAS No. : | 465-21-4 |
Formula : | C24H34O4 |
M.W : | 386.52 |
SMILES Code : | O=C(C=C1)OC=C1[C@H]2CC[C@]3(O)[C@]4([H])CC[C@]5([H])C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@@]32C |
Synonyms : |
NSC 89595; BF
|
MDL No. : | MFCD00056525 |
GHS Pictogram: |
![]() |
Signal Word: | Danger |
Hazard Statements: | H300 |
Precautionary Statements: | P264-P270-P301+P310+P330-P405-P501 |
Class: | 6.1 |
UN#: | 3462 |
Packing Group: | Ⅱ |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
Vero cells | 0.0625 µM, 0.125 µM, 0.25 µM, 0.5 µM, 1 µM | 24 hours | To evaluate the inhibitory effect of Bufalin on HSV-1 replication, results showed Bufalin significantly inhibited HSV-1 replication. | PMC10572507 |
PK-15 cells | 0.015 µM, 0.03 µM, 0.06 µM, 0.12 µM | 24 hours | To evaluate the inhibitory effect of Bufalin on PRV replication, results showed Bufalin significantly inhibited PRV replication. | PMC10572507 |
Human umbilical vein endothelial cells (HUVECs) | 10 nM | 24 hours | To evaluate the effect of Bufalin on TME-mediated angiogenesis, results showed that Bufalin significantly inhibited HUVEC tube formation, migration, and adhesion induced by TME cells. | PMC8424978 |
L02 | 0, 20, 40, 80, 160, 320 nM | 24, 48, 72 hours | Bufalin had no significant inhibitory effect on normal hepatocyte L02 cells. | PMC10714474 |
RBE | 0, 20, 40, 80, 160, 320 nM | 24, 48, 72 hours | Bufalin significantly inhibited the proliferation and migration of RBE cells in a dose- and time-dependent manner. | PMC10714474 |
QBC-939 | 0, 20, 40, 80, 160, 320 nM | 24, 48, 72 hours | Bufalin significantly inhibited the proliferation and migration of QBC-939 cells in a dose- and time-dependent manner. | PMC10714474 |
HCCC-9810 | 0, 20, 40, 80, 160, 320 nM | 24, 48, 72 hours | Bufalin significantly inhibited the proliferation and migration of HCCC-9810 cells in a dose- and time-dependent manner. | PMC10714474 |
U266R | 24 nM | 48 h | Bufalin alone increased p-AKT levels in U266R cells, and combination with MK2206 enhanced apoptosis induction. | PMC5520709 |
H929R | 24 nM | 48 h | Bufalin alone increased p-AKT levels in H929R and U266R cells, and combination with MK2206 enhanced apoptosis induction. | PMC5520709 |
U266 | 12 nM | 48 h | Bufalin alone moderately induced apoptosis in U266 cells, accompanied by increased p-AKT levels. | PMC5520709 |
NCI-H929 | 12 nM | 48 h | Bufalin alone moderately induced apoptosis in H929 and U266 cells, accompanied by increased p-AKT levels. | PMC5520709 |
HepG2 cells | 5, 10, 20 or 50 nM | 48 hours | To evaluate the effects of Bufalin on proliferation and apoptosis of HepG2 cells. Bufalin at higher concentrations could inhibit proliferation and induce apoptosis of HepG2 cells. | PMC5927531 |
MHCC97 H cells | 5, 10, 20 or 50 nM | 48 hours | To evaluate the effects of Bufalin on proliferation and apoptosis of HCC cells. Bufalin (higher than 10 nM) could inhibit cell proliferation and induce apoptosis of HCC cells. | PMC5927531 |
CEF cells | 0.0625 µM, 0.125 µM, 0.25 µM, 0.5 µM, 1 µM | 48 hours | To evaluate the inhibitory effect of Bufalin on MDV replication, results showed Bufalin significantly inhibited MDV replication. | PMC10572507 |
SH-SY5Y | 30 nM | 72 hours | Inhibits cell proliferation and migration | PMC7595673 |
SK-N-BE(2) | 90 nM | 72 hours | Inhibits cell proliferation and migration | PMC7595673 |
Recombinant human CYP3A4 | 0, 0.1, 0.5, 1, 2.5, 5, 7.5, 10, 15, 20, 30 μM | 5 minutes | To determine the inhibitory effect of Bufalin on CYP3A4 activity, the IC50 value was 14.52 μmol/L. | PMC4002827 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
BALB/c nu/nu mice | MOPC315 xenograft model | Intraperitoneal injection | 1 mg/kg | Once daily for 10 days | Combination treatment significantly inhibited MM tumor growth without significant side effects. | PMC5520709 |
SCID/NOD mice | MM xenograft model | Intraperitoneal injection | 1 mg/kg | Twice weekly | AHSA1 overexpression promotes MM cell growth and BTZ resistance | PMC8734095 |
C57BL/6 mice | Orthotopic HCC model | Intraperitoneal injection | 10 μg/kg | Every other day for 3 weeks | To investigate the inhibitory effect of bufalin on HCC in immunocompetent mice, results showed that bufalin promoted macrophage polarization toward M1 phenotype, activated antitumor T cell immune response, and thereby suppressed HCC growth. | PMC9125767 |
BALB/c nude mice | ICC xenograft model | Intraperitoneal injection | 1 mg/kg | Every two days for 2-3 weeks | Bufalin significantly inhibited CAMKK2 overexpression-induced ICC tumor growth. | PMC10714474 |
Wistar rats | Healthy male Wistar rats | Oral (ig) and intravenous (iv) injection | 10 mg/kg | Single dose | To evaluate the effect of Bufalin on CYP3A4 activity, results showed that Bufalin significantly increased AUC0–t and t1/2, and decreased CL and the formation of 1-hydroxy-midazolam. | PMC4002827 |
Balb/c nu/nu mice | HCC xenograft model | Intraperitoneal injection | 0.5, 1 or 2 mg/kg | Once a week (poly (I:C)) or five days a week (bufalin) for six weeks | To evaluate the effects of Bufalin on lung metastasis in HCC xenograft model. Bufalin (0.5 mg/kg) could inhibit poly (I:C)-enhanced lung metastasis of HCC cells. | PMC5927531 |
BALB/c mice | PRV infection model | Intraperitoneal injection | 0.5 mg/kg | Every 36 hours until all mice in the PRV-infected group had died | To evaluate the therapeutic effect of Bufalin on PRV infection, results showed Bufalin significantly decreased the viral load in multiple tissues and increased the survival rate of mice. | PMC10572507 |
Nude mice | Subcutaneous xenograft model | Intraperitoneal injection | 5 mg/kg | Three times per week for 4 weeks | Inhibits tumor growth | PMC7595673 |
BALB/c mice | Subcutaneous xenograft tumor model and liver metastasis model | Intraperitoneal injection | 1 mg/kg | Once every other day for 21 days (flank) or 14 days (spleen) | To evaluate the antiangiogenic activity of Bufalin in vivo, results showed that Bufalin significantly inhibited tumor growth and liver metastasis, reducing the number of tumor blood vessels and STAT3 phosphorylation in vascular endothelial cells. | PMC8424978 |
BALB/c nude mice | 4T1 breast cancer model | Intravenous injection | 2 mg/kg Buf | Every 2 days for 3 weeks | Evaluate the in vivo antitumor efficacy of FA-MOF/Buf NPs, showing significant tumor growth inhibition and reduced side effects. | PMC8805731 |
Tags: Bufalin | Na+/K+ ATPase | Sodium potassium pump | Na+/K+-ATPase inhibitor | ATPase α1 subunit | ATPase α2 subunit | ATPase α3 subunit | Chan Su | 465-21-4
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Code | Phrase |
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Code | Phrase |
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P220 | Keep/Store away from clothing/combustible materials. |
P221 | Take any precaution to avoid mixing with combustibles |
P222 | Do not allow contact with air. |
P223 | Keep away from any possible contact with water, because of violent reaction and possible flash fire. |
P230 | Keep wetted |
P231 | Handle under inert gas. |
P232 | Protect from moisture. |
P233 | Keep container tightly closed. |
P234 | Keep only in original container. |
P235 | Keep cool |
P240 | Ground/bond container and receiving equipment. |
P241 | Use explosion-proof electrical/ventilating/lighting/equipment. |
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P261 | Avoid breathing dust/fume/gas/mist/vapours/spray. |
P262 | Do not get in eyes, on skin, or on clothing. |
P263 | Avoid contact during pregnancy/while nursing. |
P264 | Wash hands thoroughly after handling. |
P265 | Wash skin thouroughly after handling. |
P270 | Do not eat, drink or smoke when using this product. |
P271 | Use only outdoors or in a well-ventilated area. |
P272 | Contaminated work clothing should not be allowed out of the workplace. |
P273 | Avoid release to the environment. |
P280 | Wear protective gloves/protective clothing/eye protection/face protection. |
P281 | Use personal protective equipment as required. |
P282 | Wear cold insulating gloves/face shield/eye protection. |
P283 | Wear fire/flame resistant/retardant clothing. |
P284 | Wear respiratory protection. |
P285 | In case of inadequate ventilation wear respiratory protection. |
P231 + P232 | Handle under inert gas. Protect from moisture. |
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: |
P309 | IF exposed or if you feel unwell: |
P310 | Immediately call a POISON CENTER or doctor/physician. |
P311 | Call a POISON CENTER or doctor/physician. |
P312 | Call a POISON CENTER or doctor/physician if you feel unwell. |
P313 | Get medical advice/attention. |
P314 | Get medical advice/attention if you feel unwell. |
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P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
P321 | |
P322 | |
P330 | Rinse mouth. |
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P333 | If skin irritation or rash occurs: |
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P335 | Brush off loose particles from skin. |
P336 | Thaw frosted parts with lukewarm water. Do not rub affected area. |
P337 | If eye irritation persists: |
P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P342 | If experiencing respiratory symptoms: |
P350 | Gently wash with plenty of soap and water. |
P351 | Rinse cautiously with water for several minutes. |
P352 | Wash with plenty of soap and water. |
P353 | Rinse skin with water/shower. |
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P362 | Take off contaminated clothing and wash before reuse. |
P363 | Wash contaminated clothing before reuse. |
P370 | In case of fire: |
P371 | In case of major fire and large quantities: |
P372 | Explosion risk in case of fire. |
P373 | DO NOT fight fire when fire reaches explosives. |
P374 | Fight fire with normal precautions from a reasonable distance. |
P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
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 | |
Code | Phrase |
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P402 | Store in a dry place. |
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P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
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P410 | Protect from sunlight. |
P411 | |
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P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
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 | |
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Physical hazards | |
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 |
H225 | Highly 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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