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Silybin

Product Name
Silybin
CAS No.
22888-70-6
Chemical Name
Silybin
Synonyms
SILYMARIN;SILYBIN;SILYBIN A;Silybin(Silibinin);Sylibin;ybin;7c3mt;Mepasil;Realsil;flavobin
CBNumber
CB6112194
Molecular Formula
C25H22O10
Formula Weight
482.44
MOL File
22888-70-6.mol
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Silybin Property

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
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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S0417
Product name
Silibinin
Purity
≥98% (HPLC)
Packaging
1g
Price
$53.6
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR2655
Product name
Silybin
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
100MG
Price
$173
Updated
2024/03/01
Sigma-Aldrich
Product number
1612630
Product name
Silybin
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
50mg
Price
$394
Updated
2024/03/01
Cayman Chemical
Product number
10006211
Product name
Silybin
Purity
≥98%
Packaging
1000mg
Price
$17
Updated
2024/03/01
Cayman Chemical
Product number
10006211
Product name
Silybin
Purity
≥98%
Packaging
5000mg
Price
$61
Updated
2024/03/01
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Silybin Chemical Properties,Usage,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].

Chemical Properties

solid

Originator

Legalon,Madaus,W. Germany,1969

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

Uses

Labelled Silybin (S465850). Hepatoprotectant.

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

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Silybin Suppliers

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View Lastest Price from Silybin manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
Silibinin 22888-70-6
Price
US $150.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500kg
Release date
2024-12-09
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Silibinin 22888-70-6
Price
US $0.00/KG
Min. Order
1KG
Purity
97.0%
Supply Ability
50kg/month
Release date
2021-07-19
Hebei Weibang Biotechnology Co., Ltd
Product
Silibinin 22888-70-6
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-10-25

22888-70-6, SilybinRelated Search:

Diphenylsilanediol Centchroman CHLOROPHOSPHONAZO III 4-Methoxyphenylacetone POWDERED MILK THISTLE EXTRACT (250 MG) Ethyl isocyanoacetate Benzyl isocyanide DICHLORO(ETHYLENEDIAMINE)PLATINUM(II) 2,4-PENTANEDIONE, SILVER DERIVATIVE METHYL ISOCYANOACETATE N-BUTYLISOCYANIDE Tris(2,4-pentanedionato)chroMiuM(III) SALCOMINE SILIBININ-N-METHYLGLUCAMINE, 95％ （HPLC） TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)EUROPIUM(III) TERT-BUTYL ISOCYANIDE Cupric acetylacetonate TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)DYSPROSIUM(III)

  • SILYBIN
  • SILYBIN A
  • SILYBIN (A AND B)
  • SILYMARIN
  • 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%
  • 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
  • (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)
  • 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
  • Sylibin
  • Silibinin, 98%, from Silybum marianum
  • Silibinin, 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
  • Silybin(Silibinin)
  • Silymarin 20
  • Silybin (Mixture of Silybin A and B
  • Mepasil
  • Realsil