CAS Number22888-70-6
Synonymsflavobin; EINECS 245-302-5; SILYBIN A; SILYBININ; silliver; Silibinin; Silybin; Silybum Substance E6; silybine; MFCD00872186; Silymrin; Dura-Silymarin
Molecular FormulaC25H22O10
Molecular Weight482.44
Purity≥98 (HPLC)%
Density1.5±0.1 g/cm3
Boiling Point793.0±60.0 °C at 760 mmHg
Melting Point164-174°C
Appearancesolid
EINECS245-302-5
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 22888-70-6 |
| Catalog No. | 2A-9012445 |
| Chinese Name | 水飞蓟宾A |
| Synonyms | flavobin; EINECS 245-302-5; SILYBIN A; SILYBININ; silliver; Silibinin; Silybin; Silybum Substance E6; silybine; MFCD00872186; Silymrin; Dura-Silymarin |
| Molecular Formula | C25H22O10 |
| Molecular Weight | 482.44 |
| Purity | ≥98 (HPLC) |
| Density | 1.5±0.1 g/cm3 |
| Boiling Point | 793.0±60.0 °C at 760 mmHg |
| Melting Point | 164-174°C |
| Appearance | solid |
| Storage Condition | −20°C |
| Application | Silibinin is an anticancer and chemopreventive compound that inhibits cell proliferation and migration. |
| EINECS | 245-302-5 |
| HTC | 2932999099 |
| PubChem ID | 24899437 |
| MDL Number | MFCD03225424 |
| SMILES | COc1cc(ccc1O)[C@@H]2Oc3cc(ccc3O[C@H]2CO)[C@H]4Oc5cc(O)cc(O)c5C(=O)[C@H]4O |
| InChI | 1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23+,24-,25?/m0/s1 |
| InChI Key | SEBFKMXJBCUCAI-ILJKEPSESA-N |
| NACRES Code | NA.83 |
| UNSPSC | 12352204 |
| Hazard Symbols | Transport |
| MSDS | msds/12445_1_22888_70_6.pdf |
| Bioactivity | Silibinin, an effective anti-cancer and chemopreventive agent, has been shown to exert multiple effects on cancer cells, including inhibition of both cell proliferation and migration.IC50 value:Target: anticancerin vitro: silibinin significantly induced the expression of the non-steroidal anti-inflammatory drug-activated gene-1 (NAG-1) in both p53 wild-type and p53-null cancer cell lines, suggesting that silibinin-induced NAG-1 up-regulation is p53-independent manner.Silibinin up-regulates early growth response-1 (EGR-1) expression [1]. silibinin induced cell death in human breast cancer cell lines MCF7 and MDA-MB-231. Silibinininduced cell death was attenuated by antioxidants, N-acetylcysteine (NAC) and Trolox, suggesting that the effect of silibinin was dependent on generation of reactive oxygen species (ROS) [2]. SIL treatment resulted in a dose- and time-dependent inhibition of HCC cell viability, SIL exhibited strong antitumor activity, as evidenced not only by reductions in tumor cell adhesion, migration, intracellular glutathione (GSH) levels and total antioxidant capability (T-AOC) but also by increases in the apoptotic index, caspase3 activity, and reactive oxygen species (ROS). SIL treatment decreased the expression of the Notch1 intracellular domain (NICD), RBP-Jκ, and Hes1 proteins, upregulated the apoptosis pathway-related protein Bax, and downregulated Bcl2, survivin, and cyclin D1. Notch1 siRNA (in vitro) or DAPT (a known Notch1 inhibitor, in vivo) further enhanced the antitumor activity of SIL, and recombinant Jagged1 protein (a known Notch ligand in vitro) attenuated the antitumor activity of SIL [3].in vivo: Topical application of silibinin at the dose of 9 mg/mouse effectively suppressed oxidative stress and deregulated activation of inflammatory mediators and tumorigenesis[4]. The kidney cortex of vehicle-treated control OVE26 mice displayed greater Nox4 expression and twice as much superoxide production than cortex of silybin-treated mice. The glomeruli of control OVE26 mice displayed 35% podocyte drop out that was not present in the silybin-treated mice [5]. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Research Areas >> Cancer Natural Products >> Flavonoids References [1]. Woo SM, et al. Silibinin induces apoptosis of HT29 colon carcinoma cells through early growth response-1 (EGR-1)-mediated non-steroidal anti-inflammatory drug-activated gene-1 (NAG-1) up-regulation. Chem Biol Interact. 2014 Jan 16;211C:36-43. [2]. Kim TH, et al. Silibinin induces cell death through ROS-dependent down-regulation of Notch-1/ERK/Akt signaling in human breast cancer cells. J Pharmacol Exp Ther. 2014 Jan 28. [3]. Zhang S, et al. Silybin-mediated inhibition of Notch signaling exerts antitumor activity in human hepatocellular carcinoma cells. PLoS One. 2013 Dec 27;8(12):e83699. [4]. Khan AQ, et al. Silibinin Inhibits Tumor Promotional Triggers and Tumorigenesis Against Chemically Induced Two-Stage Skin Carcinogenesis in Swiss Albino Mice: Possible Role of Oxidative Stress and Inflammation. Nutr Cancer. 2013 Dec 23. [5]. Khazim K, et al. The antioxidant silybin prevents high glucose-induced oxidative stress and podocyte injury in vitro and in vivo. Am J Physiol Renal Physiol. 2013 Sep 1;305(5):F691-700. Chemical & Physical Properties Density 1.5±0.1 g/cm3 Boiling Point 793.0±60.0 °C at 760 mmHg Melting Point 164-174°C Molecular Formula C25H22O10 Molecular Weight 482.436 Flash Point 274.5±26.4 °C Exact Mass 482.121307 PSA 155.14000 LogP 2.59 Vapour Pressure 0.0±2.9 mmHg at 25°C Index of Refraction 1.684 InChIKey SEBFKMXJBCUCAI-HKTJVKLFSA-N SMILES COc1cc(C2Oc3cc(C4Oc5cc(O)cc(O)c5C(=O)C4O)ccc3OC2CO)ccc1O Storage condition −20°C Stability Stable. Incompatible with strong oxidizing agents, strong bases. |
| Use of | Properties Articles75 Name Silibinin Synonym More Synonyms Silymarin Biological Activity Related Catalog Signaling Pathways >> Autophagy >> Autophagy Research Areas >> Cancer Natural Products >> Flavonoids References [3]. Zhang S, et al. Silybin-mediated inhibition of Notch signaling exerts antitumor activity in human hepatocellular carcinoma cells. PLoS One. 2013 Dec 27;8(12):e83699. [4]. Khan AQ, et al. Silibinin Inhibits Tumor Promotional Triggers and Tumorigenesis Against Chemically Induced Two-Stage Skin Carcinogenesis in Swiss Albino Mice: Possible Role of Oxidative Stress and Inflammation. Nutr Cancer. 2013 Dec 23. [5]. Khazim K, et al. The antioxidant silybin prevents high glucose-induced oxidative stress and podocyte injury in vitro and in vivo. Am J Physiol Renal Physiol. 2013 Sep 1;305(5):F691-700. Chemical & Physical Properties Molecular Formula C25H22O10 Exact Mass 482.121307 PSA 155.14000 Index of Refraction 1.684 InChIKey SEBFKMXJBCUCAI-HKTJVKLFSA-N Stability Stable. Incompatible with strong oxidizing agents, strong bases. |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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