Structure of Tetrandrine
CAS No.: 518-34-3
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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.
Tetrandrine, a bis-benzylisoquinoline alkaloid derived from Stephania tetrandra, is a calcium channel blocker that inhibits voltage-gated Ca2+ current (ICa) and Ca2+-activated K+ current.
Synonyms: NSC-77037; d-Tetrandrine; TTD.
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| CAS No. : | 518-34-3 |
| Formula : | C38H42N2O6 |
| M.W : | 622.75 |
| SMILES Code : | CN1CCC2=CC(OC)=C(O3)C=C2[C@]1([H])CC4=CC=C(OC5=C(OC)C=CC(C[C@@]6([H])C7=C3C(OC)=C(OC)C=C7CCN6C)=C5)C=C4 |
| Synonyms : |
NSC-77037; d-Tetrandrine; TTD.
|
| MDL No. : | MFCD08689909 |
| InChI Key : | WVTKBKWTSCPRNU-KYJUHHDHSA-N |
| Pubchem ID : | 73078 |
| GHS Pictogram: |
|
| Signal Word: | Warning |
| Hazard Statements: | H302 |
| Precautionary Statements: | P280-P305+P351+P338 |
| Target |
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In Vitro:
|
Cell Line
|
Concentration | Treated Time | Description | References |
| HepG2 cells | 2 μg/mL | 12 hours | To detect TET-CTM/L induced apoptosis in HepG2 cells, results showed that TET-CTM/L significantly induced apoptosis. | Int J Nanomedicine. 2024 Jan 23;19:727-742. |
| Huh7 cells | 0, 0.5, 1, 2 or 4 µM | 24 hours | Tetrandrine significantly inhibited the migration and invasion of Huh7 cells | J Exp Clin Cancer Res. 2018 Jan 15;37(1):7. |
| HCCLM9 cells | 0, 0.5, 1, 2 or 4 µM | 24 hours | Tetrandrine significantly inhibited the migration and invasion of HCCLM9 cells | J Exp Clin Cancer Res. 2018 Jan 15;37(1):7. |
| Hep3B cells | 0, 0.5, 1, 2 or 4 µM | 24 hours | Tetrandrine significantly inhibited the migration and invasion of Hep3B cells | J Exp Clin Cancer Res. 2018 Jan 15;37(1):7. |
| HepG2 cells | 0.675-20 μg/mL | 24 hours | To evaluate the cytotoxicity of TET-CTM/L against HepG2 cells, results showed that TET-CTM/L has significant anti-tumor efficacy. | Int J Nanomedicine. 2024 Jan 23;19:727-742. |
| Murine peritoneal macrophages | 100 µM | 3 hours | Tetrandrine inhibited NLRP3 inflammasome activation and reduced the release of IL-1β and IL-18. | Acta Pharmacol Sin. 2022 May;43(5):1274-1284. |
| Cardiac myocytes | 10 µM | 30 minutes | Tetrandrine significantly inhibited Ang II-induced ROS generation | Br J Pharmacol. 2010 Feb;159(4):970-81. |
| K562 | 2 µM | 48 hours | Tetrandrine inhibited the proliferation of K562 cells and induced cell cycle arrest at the G0/G1 phase. | Cell Death Dis. 2018 May 1;9(5):473. |
| THP-1 | 2 µM | 48 hours | Tetrandrine inhibited the proliferation of THP-1 cells and induced cell cycle arrest at the G0/G1 phase. | Cell Death Dis. 2018 May 1;9(5):473. |
| HL60 | 2 µM | 48 hours | Tetrandrine inhibited the proliferation of HL60 cells and induced cell cycle arrest at the G0/G1 phase. | Cell Death Dis. 2018 May 1;9(5):473. |
| U937 | 2 µM | 48 hours | Tetrandrine inhibited the proliferation of U937 cells and induced cell cycle arrest at the G0/G1 phase. | Cell Death Dis. 2018 May 1;9(5):473. |
| K562 cells | 2 µM | 48 hours | Tetrandrine induced cell cycle arrest and megakaryocyte differentiation in K562 cells via activation of autophagy. | Br J Pharmacol. 2017 Dec;174(23):4308-4328. |
| 6133 cells | 2 µM | 48 hours | Tetrandrine induced cell cycle arrest and megakaryocyte differentiation in 6133 cells via activation of autophagy. | Br J Pharmacol. 2017 Dec;174(23):4308-4328. |
| CMK cells | 2 µM | 48 hours | Tetrandrine induced cell cycle arrest and megakaryocyte differentiation in CMK cells via activation of autophagy. | Br J Pharmacol. 2017 Dec;174(23):4308-4328. |
| HEL cells | 2 µM | 48 hours | Tetrandrine induced cell cycle arrest and megakaryocyte differentiation in HEL cells via activation of autophagy. | Br J Pharmacol. 2017 Dec;174(23):4308-4328. |
| RAW264.7 cells | 0.3 µM | 6 hours | Tetrandrine significantly inhibited RANKL-induced osteoclastogenesis and enhanced the ubiquitination and degradation of Syk through the AhR/c-src/c-Cbl signaling pathway. | Cell Death Dis. 2019 Jan 15;10(2):38. |
| BMMs | 0.3 µM | 6 hours | Tetrandrine significantly inhibited RANKL-induced osteoclastogenesis and enhanced the ubiquitination and degradation of Syk through the AhR/c-src/c-Cbl signaling pathway. | Cell Death Dis. 2019 Jan 15;10(2):38. |
| Human breast cancer cells (MDA-MB-231, MDA-MB-468, MCF-7) | 0-5 µM | 72 hours | Tetrandrine alone or in combination with H89 exhibited antitumor effects on various cancer cells, and the combination showed synergistic effects. | J Exp Clin Cancer Res. 2018 Jun 4;37(1):114. |
| Human hepatoma cells (Hep3B, Huh7) | 0-5 µM | 72 hours | Tetrandrine alone or in combination with H89 exhibited antitumor effects on various cancer cells, and the combination showed synergistic effects. | J Exp Clin Cancer Res. 2018 Jun 4;37(1):114. |
| Human renal carcinoma cells (769-P, ACHN, 786-O) | 0-5 µM | 72 hours | Tetrandrine alone or in combination with H89 exhibited antitumor effects on various cancer cells, and the combination showed synergistic effects. | J Exp Clin Cancer Res. 2018 Jun 4;37(1):114. |
| Human colon cancer cells (LOVO, HCT116) | 0-5 µM | 72 hours | Tetrandrine alone or in combination with H89 exhibited antitumor effects on various cancer cells, and the combination showed synergistic effects. | J Exp Clin Cancer Res. 2018 Jun 4;37(1):114. |
In Vivo:
|
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
| Nude mice | HepG2 xenograft tumor model | Intraperitoneal injection | 1.5 mg/kg | Once every two days for 24 days | To evaluate the in vivo anti-tumor efficacy of TET-CTM/L, results showed that TET-CTM/L significantly inhibited tumor growth. | Int J Nanomedicine. 2024 Jan 23;19:727-742. |
| Mice | Thy1-hTau.P301S transgenic mice | Intraperitoneal injection | 2.5 mg/kg, 5 mg/kg, 10 mg/kg | Every two days for two months | To study the effect of Tetrandrine on tau aggregation and cognitive dysfunction, results showed that Tetrandrine reduced tau aggregation in a dose-dependent manner and improved memory function in mice. | J Biomed Sci. 2022 Oct 22;29(1):85 |
| Nude mice (BALB/c) | MDA-MB-231 xenograft model | Oral and intraperitoneal injection | 25 mg/kg | Every other day for 28 days | The combination of Tetrandrine and H89 significantly inhibited tumor growth in vivo, showing synergistic effects. | J Exp Clin Cancer Res. 2018 Jun 4;37(1):114. |
| Nude mice | Subcutaneous tumor xenograft model | Oral | 25 mg/kg or 50 mg/kg | Once daily for 13 days | Tetrandrine significantly inhibited tumor growth and promoted tumor cell differentiation. | Cell Death Dis. 2018 May 1;9(5):473. |
| Nude mice | HCCLM9 subcutaneous tumor xenograft model | Oral | 30 mg/kg | Every other day for 37 days | Tetrandrine significantly inhibited lung metastasis of HCCLM9 cells in vivo | J Exp Clin Cancer Res. 2018 Jan 15;37(1):7. |
| Nude mice | K562 tumor xenograft model | Oral | 50 mg/kg | Once daily for 23 days | Tetrandrine significantly inhibited the growth of K562 tumors, reducing tumor volume and weight. | Br J Pharmacol. 2017 Dec;174(23):4308-4328. |
| C57BL/6J mice | Silicosis model | Gavage | 50 mg/kg or 100 mg/kg | Once daily for 4 weeks | Tetrandrine alleviated pulmonary inflammation and fibrosis, and improved lung function in silicosis mice. | Acta Pharmacol Sin. 2022 May;43(5):1274-1284. |
| C57/B6 mice | Aortic banding (AB) model | Oral gavage | 50 mg/kg/day | Three times a day for one week | Tetrandrine significantly attenuated AB-induced cardiac hypertrophy, reduced heart weight/body weight and lung weight/body weight ratios, and inhibited fibrosis and inflammatory response | Br J Pharmacol. 2010 Feb;159(4):970-81. |
Clinical Trial:
| NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
| NCT04308317 | Corona Virus Disease 2019,COVI... More >>D-19 Less << | PHASE4 | UNKNOWN | 2021-05-01 | Tetrandrine Tablets, Jinhua, Z... More >>hejiang, 321000, China Less << |
| NCT05697029 | COVID-19 | PHASE4 | WITHDRAWN | 2025-12-12 | Peking University Third Hospit... More >>al, Beijing, Beijing, 100191, China Less << |
| Bio Calculators | ||||
| Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
|
1 mM 5 mM 10 mM |
1.61mL 0.32mL 0.16mL |
8.03mL 1.61mL 0.80mL |
16.06mL 3.21mL 1.61mL |
|
Tags: Tetrandrine | NSC-77037 | d-Tetrandrine | NSC77037 | NSC 77037 | Calcium Channel Blocker | Calcium Channel | Ca2+ channel | Ca channels | Potassium Channel | Parasite | Ca2+ channels | Ca channels | KcsA | 518-34-3
Precautionary Statements-General | |
| Code | Phrase |
| P101 | If medical advice is needed,have product container or label at hand. |
| P102 | Keep out of reach of children. |
| P103 | Read label before use |
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| Code | Phrase |
| P201 | Obtain special instructions before use. |
| P202 | Do not handle until all safety precautions have been read and understood. |
| P210 | Keep away from heat/sparks/open flames/hot surfaces. - No smoking. |
| P211 | Do not spray on an open flame or other ignition source. |
| 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. |
| P242 | Use only non-sparking tools. |
| P243 | Take precautionary measures against static discharge. |
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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. |
| P315 | Get immediate medical advice/attention. |
| P320 | |
| P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
| P321 | |
| P322 | |
| P330 | Rinse mouth. |
| P331 | Do NOT induce vomiting. |
| P332 | IF SKIN irritation occurs: |
| P333 | If skin irritation or rash occurs: |
| P334 | Immerse in cool water/wrap n wet bandages. |
| 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. |
| P360 | Rinse immediately contaminated clothing and skin with plenty of water before removing clothes. |
| P361 | Remove/Take off immediately all contaminated clothing. |
| 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 |
| P401 | |
| P402 | Store in a dry place. |
| P403 | Store in a well-ventilated place. |
| P404 | Store in a closed container. |
| P405 | Store locked up. |
| P406 | Store in corrosive resistant/ container with a resistant inner liner. |
| P407 | Maintain air gap between stacks/pallets. |
| P410 | Protect from sunlight. |
| P411 | |
| P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
| 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 | |
| Code | Phrase |
| P501 | Dispose of contents/container to ... |
| P502 | Refer to manufacturer/supplier for information on recovery/recycling |
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 |
| H226 | Flammable liquid and vapour |
| H227 | Combustible liquid |
| 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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