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Silybin

CAS No.
22888-70-6
Chemical Name:
Silybin
Synonyms
SILYMARIN;SILYBIN;SILYBIN A;Silybin(Silibinin);Sylibin;ybin;7c3mt;Mepasil;Realsil;silybine
CBNumber:
CB6112194
Molecular Formula:
C25H22O10
Molecular Weight:
482.44
MDL Number:
MFCD00872186
MOL File:
22888-70-6.mol
MSDS File:
SDS
Last updated:2024-04-28 19:50:54

Silybin Properties

Melting point 164-174°C
Boiling point 793.0±60.0 °C(Predicted)
alpha D20 +11° (c = 0.25 in acetone + alcohol)
Density 1.527±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility Acetone (Sparingly), DMSO, Methano (Sparingly)
form Solid
pka pKa 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.
LogP 4.232 (est)
CAS DataBase Reference 22888-70-6(CAS DataBase Reference)
EWG's Food Scores 1
NCI Dictionary of Cancer Terms silymarin
FDA UNII 33X338MNE4
NCI Drug Dictionary silymarin
ATC code A05BA03

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-37/39-24/25-22-36
RIDADR  3172
WGK Germany  3
RTECS  DJ2981770
HS Code  29329990
Toxicity LD50 intravenous in mouse: 1056mg/kg

Silybin price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich S0417 Silibinin ≥98% (HPLC) 22888-70-6 1g $53.6 2024-03-01 Buy
Sigma-Aldrich PHR2655 Silybin Pharmaceutical Secondary Standard; Certified Reference Material 22888-70-6 100MG $173 2024-03-01 Buy
Sigma-Aldrich 1612630 Silybin United States Pharmacopeia (USP) Reference Standard 22888-70-6 50mg $394 2024-03-01 Buy
Cayman Chemical 10006211 Silybin ≥98% 22888-70-6 1000mg $17 2024-03-01 Buy
Cayman Chemical 10006211 Silybin ≥98% 22888-70-6 5000mg $61 2024-03-01 Buy
Product number Packaging Price Buy
S0417 1g $53.6 Buy
PHR2655 100MG $173 Buy
1612630 50mg $394 Buy
10006211 1000mg $17 Buy
10006211 5000mg $61 Buy

Silybin Chemical Properties,Uses,Production

Description

Silybin, also known as silibinin, is the principal biologically active constituent of the silymarin complex (about 70–80%) and is a mixture of silybin A and silybin B. Pharmacological research demonstrated that silybin has shown pleiotropic biological properties, including potent antioxidant, anti-inflammatory, anticancer, antidiabetic, hepatoprotective, neuroprotective, antiviral, antimicrobial and immunosuppressive activities. Silibinin demonstrates promising anticancer effects in vitro and in vivo[1].
Silybin

Chemical Properties

solid

Originator

Legalon,Madaus,W. Germany,1969

Uses

Labelled Silybin (S465850). Hepatoprotectant.

Uses

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

Definition

ChEBI: A flavonolignan isolated from milk thistle, Silybum marianum, that has been shown to exhibit antioxidant and antineoplastic activities.

Manufacturing Process

Silymarin 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 Function

Hepatoprotectant

Biological Functions

Silybin has excellent therapeutic effects on EAE by inhibiting the polarization of Th1. Moreover, it has been proven to protect pancreatic β-cells, attenuate hepatic glucose production, and increase glucose uptake in muscle in vitro and in vivo. Glucokinase (GK) and PPARγ are essential targets for antidiabetic use. Silybin was an agonist of GK and PPARγ. It could improve glycemic homeostasis by improving the activity of pancreatic β,-cells, increasing insulin sensitivity of liver and muscle cells, and decreasing lipid deposition in adipocytes. The molecular mechanisms of silibinin-mediated antiproliferative effects are mainly via receptor tyrosine kinases, androgen receptors, STATs, NF-&kappa, B, cell cycle arrest, and apoptosis/autophagy-inducing signaling pathways in various cancer cells. Next to modulating the NF&kappa signaling pathway, Sibilin inhibits NLRP1/NLRP3 inflammasome signaling pathways. It modulates many molecular changes caused by xenobiotics and ultraviolet radiation to protect the skin and is used in cosmeceutical preparations[2].

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).

Biochem/physiol Actions

Silibinin (Silybin) 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.

References

[1] Huan-Li Yang, Xiao-Wu Shi. “Silybin Alleviates Experimental Autoimmune Encephalomyelitis by Suppressing Dendritic Cell Activation and Th17 Cell Differentiation.” Frontiers in Neurology (2021): 659678.
[2] Zhipeng Zhang. “Discovery of Potent Glucokinase and PPARγ Dual-Target Agonists through an Innovative Scheme for Regioselective Modification of Silybin.” ACS Omega 7 4 (2022): 3812–3822.
[3] Romanucci, Valeria et al. “7-O-tyrosyl Silybin Derivatives as a Novel Set of Anti-Prostate Cancer Compounds.” Antioxidants 38 1 (2024).

Silybin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 553)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12471 58
ZhenYiBio Technology Inc
+8615309206328 alexxue@zhenyibio.com China 299 58
Chongqing Zhihe Biopharmaceutical Co., Ltd.
+86-18580541567 +86-17782035140 sales@zhswyy.com China 242 58
Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652 info@fdachem.com China 18229 58
Shanghai Affida new material science and technology center
+undefined15081010295 2691956269@qq.com China 371 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21689 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9341 55
Nanjing Finetech Chemical Co., Ltd.
025-85710122 17714198479 sales@fine-chemtech.com CHINA 885 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58

Related articles

View Lastest Price from Silybin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Silibinin pictures 2024-05-11 Silibinin
22888-70-6
US $0.00-0.00 / kg 0.10000000149011612kg ≥98% 20tons Chongqing Zhihe Biopharmaceutical Co., Ltd.
Silybin pictures 2024-04-28 Silybin
22888-70-6
US $10.00-2.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
Silibinin pictures 2024-03-26 Silibinin
22888-70-6
US $0.00 / KG 1KG 99% 5Tons ZhenYiBio Technology Inc
  • Silibinin pictures
  • Silibinin
    22888-70-6
  • US $0.00-0.00 / kg
  • ≥98%
  • Chongqing Zhihe Biopharmaceutical Co., Ltd.
  • Silybin pictures
  • Silybin
    22888-70-6
  • US $10.00-2.00 / KG
  • 99%
  • Henan Fengda Chemical Co., Ltd
  • Silibinin pictures
  • Silibinin
    22888-70-6
  • US $0.00 / KG
  • 99%
  • ZhenYiBio Technology Inc
Silybin-A ,98% Silybin (50 mg) Silybin, 2,3-Dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-6-(3,5,7-trihydroxy-4-oxobenzopyran-2-yl)benzodioxin Silybin,Silymarin (2R)-2α-[[(2R,3R)-2,3-Dihydro-3β-(4-hydroxy-3-methoxyphenyl)-2α-(hydroxymethyl)-1,4-benzodioxin]-6-yl]-2,3-dihydro-3β,5,7-trihydroxy-4H-1-benzopyran-4-one (2R,3R)-2-[[(2R,3R)-2,3-Dihydro-3β-(4-hydroxy-3-methoxyphenyl)-2α-(hydroxymethyl)-1,4-benzodioxin]-6-yl]-2,3-dihydro-3,5,7-trihydroxy-4H-1-benzopyran-4-one Flavobion silliver silybine silymarinei silymaringroup Silymrin (2R,3R)-3,5,7-TRIHYDROXY-2-[(2R,3R)-3-(4-HYDROXY-3-METHOXY-PHENYL)-2-HYDROXYMETHYL-2,3-DIHYDRO-BENZO[1,4]DIOXIN-6-YL]-CHROMAN-4-ONE Silibinin (Silybin) 2-[2R,3R-DIHYDRO-3-(4-HYDROXY-3-METHOXYPHENYL)-2-(HYDROXYMETHYL)-1,4-BENZODIOXIN-6-YL]-2R,3R-DIHYDRO-3,5,7-TRIHYDROXY-4H-1-BENZOPYRAN-4-ONE 2,3-DIHYDRO-3-(4-HYDROXY-3-METHOXYPHENYL)-2-(HYDROXYMETHYL)-6-(3,5,7-TRIHYDROXY-4-OXOBENZOPYRAN-2-YL)BENZODIOXINE Silybin(Mixture A&B) Silibinin A Silybin b1 SilybuM substance E6 SilyMarin MZ 80 (2R,3R)-3,5,7-trihydroxy-2-((2S,3S)-3-(4-hydroxy-3-Methoxyphenyl)-2-(hydroxyMethyl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)chroMan-4-one Silibinin, froM SilybuM MarianuM SILYBIN (A AND B) SILYMARIN I SILYBININ SILYBIN (MIX) SILIBININ PRINCIPAL COMPONENT OF SILYMARINE SILYBIN (SYN. SILYMARIN) MILK THISTLE EXTRACT 80% 2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-6-(3,5,7-trihydroxy-4-oxobenzopyran-2-yl)benzodioxin -2-(hydroxymethyl)-1,4-benzodioxin-6-yl)-3,5,7-trihydroxy-,(2r-(2-alpha,3-bet 3r*)))-6(2r* 7c3mt flavobin flavobinspofa 2,3-DIHYDRO-3-[4-HYDROXY-3-METHOXYPHENYL]-2-[HYDROXYMETHYL]-6-[3,5,7-TRIHYDROXY-4-OXOBENZOPYRAN-2-YL]BENZODIOXIN 4H-1-BENZOPYRAN-4-ONE, 2-[(2R,3R)-2,3-DIHYDRO-3-(4-HYDROXY-3-METHOXYPHENYL)-2-(HYDROXYMETHYL)-1,4-BENZODIOXIN-6-YL]-2,3-DIHYDRO-3,5,7-TRIHYDROXY-, (2R,3R)- 4H-1-Benzopyran-4-one,2-[2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl]-2,3-dihydro-3,5,7-trihydroxy-,[2R-[2α,3β,6(2R*,3R*)]]- Silybin ,98% (3S)-3,5,7-trihydroxy-2-[(2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one Soluble SILYBIN, Liposomal SILYBIN, SILYBIN NanoEmulsion, NanoActive SILYBIN Silibinin(A+B) Silibinin 22888-70-6 22888-70-6 Silibinin Silymarin (Silibinin) Silibinin, 98%, from Silybum marianum (2R,3R)-3,5,7-Trihydroxy-2-((2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)chroman-4-one Silymarin 20 Silybin (Mixture of Silybin A and B Mepasil Realsil ybin SILIBININ (LEGALON-SIL) Silibinin USP/EP/BP silliness Silibinin, ≥98% (HPLC)