Structure of Silybin
CAS No.: 802918-57-6
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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.
Silybin is a flavonolignan isolated from the seeds of milk thistle (Silybum marianum). Silybin induces apoptosis and possesses hepatoprotective, antioxidant, anti-inflammatory, and anticancer activities.
Synonyms: Silibinin
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Batch number can be found on the product's label following the word 'Batch'.
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Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 802918-57-6 |
Formula : | C25H22O10 |
M.W : | 482.44 |
SMILES Code : | O=C1[C@@H]([C@H](OC2=CC(O)=CC(O)=C12)C3=CC=C4OC(C(OC4=C3)C5=CC=C(C(OC)=C5)O)CO)O |
Synonyms : |
Silibinin
|
MDL No. : | MFCD00872186 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501 |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
HepG2 cells | 2, 10, 50 µM | 24 hours | To evaluate the effect of silybin on P450s activity under TG-induced ER stress. Results showed that silybin at medium and low concentrations ameliorated P450s activity, while high concentration may inhibit P450s activity. | Acta Pharmacol Sin. 2023 Jan;44(1):133-144. |
LX-2 cells | 20 μg/mL | 24 hours | Evaluate the inhibitory effect of SLB nanosuspension on collagen I secretion, results showed NS-SLB and NS-SLB-HC significantly inhibited collagen I secretion | Int J Nanomedicine. 2023 Sep 12;18:5197-5211. |
3T3-L1 adipocytes | 30 µM or 80 µM | 24 hours | To evaluate the effect of Silybin on TNFα secretion and glucose uptake. Silybin 80 µM as post-treatment or pre-treatment decreased TNFα levels, improving glucose uptake, but the glucose uptake enhancement did not depend on GLUT4 protein expression. | Adipocyte. 2024 Dec;13(1):2374062 |
SKOV3 cells | 100 µM | 24 hours | Silybin inhibits mitochondrial oxidative phosphorylation and the PPP pathway. | Cancer Sci. 2022 Sep;113(9):3032-3043. |
OVCAR3 cells | 50 µM and 100 µM | 24 hours and 48 hours | Silybin inhibits cell proliferation and induces apoptosis by increasing ROS levels. | Cancer Sci. 2022 Sep;113(9):3032-3043. |
SCC (Huh7:LX2 coculture) | 5-7.5 µM | 24, 96, 144 hours | To assess the effect of Silybin on cell viability and collagen deposition in the coculture model. Silybin showed no toxic effects and significantly reduced FFA-induced collagen deposition (40% reduction, 5 µM Silybin). | Molecules. 2019 Apr 2;24(7):1280 |
Huh7 cells | 5-7.5 µM | 24, 96, 144 hours | To assess the effect of Silybin on Huh7 cell viability and proliferation. Silybin significantly reduced cell viability at the highest concentration after 144 h (≈22%). FFA treatment did not significantly affect Huh7 cell viability, but the combination of FFA + Silybin showed deleterious effects at 96 and 144 h. | Molecules. 2019 Apr 2;24(7):1280 |
LX2 cells | 5-7.5 µM | 24, 96, 144 hours | To assess the effect of Silybin on LX2 cell viability and proliferation. Silybin significantly reduced cell viability at the highest concentration after 144 h (≈18%). FFA treatment increased LX2 cell proliferation, which was partially reversed by Silybin. | Molecules. 2019 Apr 2;24(7):1280 |
HeLa | 10 µM and 50 µM | 48 hours | Evaluation of antiproliferative activity, results showed inhibition of proliferation at 10 µM and 50 µM | Molecules. 2022 Mar 5;27(5):1702 |
WM266 | 10 µM and 50 µM | 48 hours | Evaluation of antiproliferative activity, results showed inhibition of proliferation at 10 µM and 50 µM | Molecules. 2022 Mar 5;27(5):1702 |
A375 | 10 µM and 50 µM | 48 hours | Evaluation of antiproliferative activity, results showed inhibition of proliferation at 10 µM and 50 µM | Molecules. 2022 Mar 5;27(5):1702 |
Jurkat | 10 µM and 50 µM | 48 hours | Evaluation of antiproliferative activity, results showed a reduction in proliferation of about 20% at 10 µM and more than 40% at 50 µM | Molecules. 2022 Mar 5;27(5):1702 |
RAW 264.7 cells | 1.0 μg/mL to 50 μg/mL | 48 hours | Evaluate the cytotoxicity of SLB nanosuspension, results showed SLB exhibited low toxicity against RAW 264.7 cells at concentrations up to 50 μg/mL | Int J Nanomedicine. 2023 Sep 12;18:5197-5211. |
LO2 cells | 1.0 μg/mL to 50 μg/mL | 48 hours | Evaluate the cytotoxicity of SLB nanosuspension, results showed SLB exhibited low toxicity against LO2 cells at concentrations up to 50 μg/mL | Int J Nanomedicine. 2023 Sep 12;18:5197-5211. |
HepG2 cells | 1.0 μg/mL to 50 μg/mL | 48 hours | Evaluate the cytotoxicity of SLB nanosuspension, results showed SLB exhibited low toxicity against HepG2 cells at concentrations up to 50 μg/mL | Int J Nanomedicine. 2023 Sep 12;18:5197-5211. |
HepG2 cells | 68 µM | 48 hours | To evaluate the effect of Silybin on BPA-induced lipid peroxidation. Results showed that Silybin significantly reduced BPA-induced lipid peroxidation. | Sci Rep. 2019 Mar 1;9(1):3228 |
HepG2 cells | 68 µM | 48 hours | To evaluate the effect of Silybin on BPA-induced proliferation in HepG2 cells. Results showed that Silybin significantly counteracted BPA-induced cell proliferation. | Sci Rep. 2019 Mar 1;9(1):3228 |
HepG2 cells | 68 µM | 72 hours | Silybin induced growth inhibition by increasing nitric oxide (NO) production and MnSOD activity, reducing lipid peroxidation, blocking HepG2 cells in the G1 phase of the cell cycle and activating apoptosis. Additionally, silybin increased ceramide synthesis and modulated miRNA secretion, specifically upregulating miR223-3p and miR16-5p, and downregulating miR-92-3p. | Int J Mol Sci. 2019 May 3;20(9):2190. |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
BALB/c nude mice | Ovarian cancer xenograft model | Oral gavage | 100 mg/kg | Once daily for 6 weeks | Silybin suppresses tumor growth of ovarian cancer cells via oral administration. | Cancer Sci. 2022 Sep;113(9):3032-3043. |
Male C57BL/6J mice | MPTP-induced Parkinson's disease model | Oral | 100, 200, 300, 400, 500 mg/kg | Once daily for 5 consecutive days | To evaluate the neuroprotective effects of silybin in the MPTP-induced Parkinson's disease model. Results showed that oral administration of silybin at 100 mg/kg preserved about 60% of dopamine levels, improved motor deficits, preserved neurotrophic factors content and mitochondrial function, reduced lipid peroxidation, diminished proinflammatory cytokines to basal levels, enhanced fractalkine production in the striatum and substantia nigra, and increased IL-10 and IL-4 levels in the substantia nigra in MPTP mice. | Mol Neurobiol. 2023 Dec;60(12):6774-6788 |
C57BL/6 mice | High-fat-diet induced nonalcoholic fatty liver disease model | Intragastric administration | 50, 100 mg/kg/day | Once daily for 4 weeks | To investigate the effect of silybin on P450s activity in HFD-induced NAFLD mice. Results showed that silybin dose-dependently reversed the inhibition of P450s activity by HFD. | Acta Pharmacol Sin. 2023 Jan;44(1):133-144. |
Kunming mice | CCl4-induced hepatic fibrosis model and bile duct ligation (BDL)-induced hepatic fibrosis model | Tail vein injection | 8 mg/kg SLB | Twice a week, treatment lasted for 2 to 3 weeks | Evaluate the therapeutic effect of SLB nanosuspension on hepatic fibrosis, results showed NS-SLB and NS-SLB-HC significantly alleviated hepatic fibrosis, reduced ALT and AST levels, and inhibited the expression of α-SMA and collagen I | Int J Nanomedicine. 2023 Sep 12;18:5197-5211. |
Clinical Trial:
NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
NCT03538327 | Hypertension | PHASE4 | COMPLETED | 2025-05-14 | - |
NCT00915681 | Amatoxin Poisoning|Amanita Poi... More >>soning|Mushroom Poisoning|Liver Failure Less << | PHASE2 | TERMINATED | 2020-04-10 | Recruitment Hot Line for the U... More >>nited States, Somerset, New Jersey, 08873, United States|Mylan Specialty LLP, Morgantown, West Virginia, 26504-4310, United States Less << |
NCT01129570 | Advanced Hepatocellular Carcin... More >>oma Less << | PHASE1 | COMPLETED | 2025-06-13 | Columbia University Medical Ce... More >>nter, New York, New York, 10032, United States Less << |
Bio Calculators | ||||
Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
1 mM 5 mM 10 mM |
2.07mL 0.41mL 0.21mL |
10.36mL 2.07mL 1.04mL |
20.73mL 4.15mL 2.07mL |
Tags: Silybin | Silibinin | Apoptosis | thistle | hepatoprotective | antioxidant | anti-inflammatory | anti-cancer | G1-phase | S-phase | AKT | inhibitor | 802918-57-6 |
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Code | Phrase |
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P378 | |
P380 | Evacuate area. |
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P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
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P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
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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. |
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P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
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P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
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H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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