Silibinin

Silibinin Chemical Properties
Melting point 164-174°C
alpha D20 +11° (c = 0.25 in acetone + alcohol)
Boiling point 793.0±60.0 °C(Predicted)
density 1.527±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility Acetone (Sparingly), DMSO, Methano (Sparingly)
form Solid
pkapKa 6.42±0.04 (Uncertain)
color Pale Yellow
Water Solubility 54mg/L(24.99 ºC)
Merck 13,8607
Stability:Stable. Incompatible with strong oxidizing agents, strong bases.
LogP4.232 (est)
CAS DataBase Reference22888-70-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39-24/25-22-36
RIDADR 3172
WGK Germany 3
RTECS DJ2981770
HS Code 29329990
ToxicityLD50 intravenous in mouse: 1056mg/kg
MSDS Information
Silibinin Usage And Synthesis
Chemical Propertiessolid
OriginatorLegalon,Madaus,W. Germany,1969
UsesSilibinin 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

UsesLabelled Silybin (S465850). Hepatoprotectant.
DefinitionChEBI: A flavonolignan isolated from milk thistle, Silybum marianum, that has been shown to exhibit antioxidant and antineoplastic activities.
Manufacturing ProcessSilymarin comprising polyhydroxyphenyl chromanones is recovered from the dried fruit of Silybum marianum Gaertn. by separating the fatty oils therefrom, extracting the remaining solid residue with ethyl acetate, evaporating the ethyl acetate and dissolving the dry residue in a solvent mixture comprising methanol, water and petroleum ether to form a two-phase system wherein the chromanones are contained in the lower phase, recovering the polyhydroxyphenyl chromanones from the lower phase after subjecting same to multiple counter-current contact with petroleum ether.
Therapeutic FunctionHepatoprotectant
General DescriptionSilibinin, 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).
Biochem/physiol ActionsSilibinin 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.
Silibinin Preparation Products And Raw materials
Raw materialsEthyl acetate
Preparation Products2,3-Dehydrosilybin A
METHYL ISOCYANOACETATE SILIBININ-N-METHYLGLUCAMINE, 95% (HPLC) Tris(2,4-pentanedionato)chroMiuM(III) DICHLORO(ETHYLENEDIAMINE)PLATINUM(II) SALCOMINE 2,4-PENTANEDIONE, SILVER DERIVATIVE Tosylmethyl isocyanide Centchroman Silibinin SILYBIN A/B Ethyl isocyanoacetate Ferric acetylacetonate COBALT ETHYLENE DIAMINE CHLORIDE Benzyl isocyanide CHLOROPHOSPHONAZO III TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)DYSPROSIUM(III) Diphenylsilanediol AKOS NCG1-0054

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