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Silibinin

SIGMA/S0417 - ≥98% (HPLC)

Synonym: 2,3-Dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-6-(3,5,7-trihydroxy-4-oxobenzopyran-2-yl)benzodioxin; Silybin

CAS Number: 22888-70-6
Empirical Formula (Hill Notation): C25H22O10
Molecular Weight: 482.44
EC Number: 245-302-5
MDL Number: MFCD03225424
Linear Formula: C25H22O10
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-S0417-1G 1 g
$59.20
1/EA
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45-S0417-10G 10 g
$176.00
1/EA
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assay ≥98% (HPLC)
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
Quality Level 200 
SMILES string COc1cc(ccc1O)[C@@H]2Oc3cc(ccc3O[C@H]2CO)[C@H]4Oc5cc(O)cc(O)c5C(=O)[C@H]4O
storage temp. −20°C
Application: Silibinin has been used:
• to study its effect on gene expression levels of various proteins involved in chromatin regulations of prostate cancer, by real time polymerase chain reaction (RT-PCR)
• to study its effect on cell proliferation in platelet-derived growth factor (PDGF)-treated human tenon′s fibroblasts (HTFs) by investigating the expression of proliferating cell nuclear antigen (PCNA) and by water-soluble tetrazolium salt (WST-1) assay
• to examine its effect on gene expression levels of stromelysine 1 (STM1), acetyl hexoseamines and collagen production during skin wound healing
• to study its inhibitory effect on Escherichia coli ATP synthase

Biochem/physiol Actions: Silibinin functions as a hepatoprotectant in patients with acute and chronic liver injury. This flavonoid fights against various cancer cells including, prostate, skin, breast, colon, lung, bladder and hepatocellular carcinoma (HCC). Silibinin exhibits its efficacy as an anti-cancer agent by blocking the secretion of proangiogenic factors from tumor cells, and by hindering growth and inducing apoptotic death of endothelial cells. In addition, it also interrupts capillary tube formation on Matrigel. Silibinin might be a good candidate for chemoprevention of prostate cancer (PC). It might be used as a potential therapeutic regimen for the treatment of endometriosis in vitro and in vivo.
General description: Silibinin, a principal component of silymarin, is a flavonolignan and an orally active flavonoid. It is isolated from the seeds of milk thistle (Sylibum marianum L).
Other Notes: Contains both A and B diastereomers
Packaging: 1 g in poly tube
Packaging: 10 g in poly bottle
Symbol GHS07  GHS07
Signal word Warning
Hazard statements H302
Precautionary statements P264 - P270 - P301 + P312 - P501
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
RIDADR NONH for all modes of transport
WGK Germany WGK 2
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352204

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