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22888-70-6 (Silibinin)

1

Identification

Silibinin Silibinin
Name Silibinin
Formula C25H22O10
MW 482.44
CAS No. 22888-70-6
EINECS 245-302-5
Smiles OC[[email protected]@H]1[[email protected]](OC(C=C2[[email protected]]([[email protected]]3O)OC(C=C4O)=C(C(O)=C4)C3=O)=C(C=C2)O1)C5=CC(OC)=C(O)C=C5
Synonyms 2,3-Dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-6-(3,5,7-trihydroxy-4-oxobenzopyran-2-yl)benzodioxin; Silymarin; (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
InChI 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-/m1/s1
2

Introduction

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: anticancer in 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].

Background Information

Silibinin (INN), also known as silybin, is the major active constituent of silymarin, standardized extract of the milk thistle seeds, containing mixture of flavonolignans consisting of among others of silibinin, isosilibinin, silicristin and silidianin. S ......by BOC Sciences
Silibinin (INN), also known as silybin, is the major active constituent of silymarin, standardized extract of the milk thistle seeds, containing mixture of flavonolignans consisting of among others of silibinin, isosilibinin, silicristin and silidianin. Silibinin itself is mixture of two diastereomers Silibinin A and Silybinin B in approximately equimolar ratio. Both in vitro and animal research suggest that silibinin has hepatoprotective (antihepatotoxic) properties that protect liver cells against toxins. Silibinin has also demonstrated anti-cancer effects against human prostate adenocarcinoma cells, estrogen-dependent and -independent human breast carcinoma cells, human ectocervical carcinoma cells, human colon cancer cells, and both small and nonsmall human lung carcinoma cells. (source: http://en.wikipedia.org/wiki/Silibinin). Shelf life: >2 years if stored properly Drug formulation: ......by MedKoo Biosciences, Inc.
Silibinin, the main flavonoid extracted from the milk thistle Silybum marianum, displays hepatoprotective properties in acute and chronic liver injury. ......by Selleck Chemicals LLC
Silibinin, the main flavonoid extracted from the milk thistle Silybum marianum, displays hepatoprotective properties in acute and chronic liver injury. ......by Target Molecule Corp.
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Protocol(Only for Reference)

Cell Experiment

Animal Experiment

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Physical and Chemical Properties

Appearance:White to off-white Solid EBNumber:EB000015604

Storage condition

Solubility

DMSO by MedChemexpress Co., Ltd.
(25°C) * In vitro DMSO 96 mg/mL (198.98 mM); Water<1 mg/mL (<1 mM); Ethanol<1 mg/mL warming (<1 mM) by Selleck Chemicals LLC
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Mechanism and Indication

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Clinical Information

Product Name Sponsor & Collaborators Indications Start Date End Date Phase
Silibinin Rottapharm Group Hepatitis C virus infection 2013/8/31 2016/2/29 Phase 3 Clinical
Silibinin Medical University of Vienna Hepatitis C virus infection 2007/10/31 2011/6/30 Phase 2 Clinical
Silibinin University of Malaya Non alcoholic fatty liver disease 2012/6/30 2015/6/30 Phase 2 Clinical
Silibinin University of Zurich HIV infection 2013/4/30 2013/12/31 Phase 2 Clinical
Silibinin Rottapharm Group Hepatitis C virus infection 2010/9/30 2011/11/30 Phase 2 Clinical
Silibinin - Launched
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Safety Data of Silibinin

Hazard Symbols : Xi
Risk Statements : R36/37/38
Safety Statements : S26;S37/39
RTECS : DJ2981770
WGKGermany : 3
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Spectral Information

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Suppliers List

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Related Products

Other Forms of 22888-70-6

Name CAS No Formula MW

Recommended Compounds in Autophagy

Name CAS No Formula MW
Pirarubicin (Hydrochloride) 95343-20-7 C32H38ClNO12 664.1
Berberine (chloride) 633-65-8 C20H18ClNO4 371.8142
DMH-1 1206711-16-1 C24H20N4O 380.44
CB-839 1439399-58-2 C26H24F3N7O3S 571.57
H-89 (dihydrochloride) 130964-39-5 C20H22BrCl2N3O2S 519.2826
Shikonin 517-89-5 C16H16O5 288.3
H 89 127243-85-0 C20H20BrN3O2S 446.36
Eupatilin 22368-21-4 C18H16O7 344.32
Isoalantolactone 470-17-7 C15H20O2 232.32
Scutellarein 529-53-3 C15H10O6 286.24
Leonurine 24697-74-3 C14H21N3O5 311.33
Berbamine (dihydrochloride) 6078-17-7 C37H42Cl2N2O6 681.6452
Ruxolitinib (S enantiomer) 941685-37-6 C17H18N6 306.37
D-Glucosamine (Hydrochloride) 66-84-2 C6H14ClNO5 215.63
Schizandrin A 61281-38-7 C22H28O6 388.45
Schisandrol B 58546-54-6 C23H28O7 416.46
Schisandrol A 7432-28-2 C24H32O7 432.51
Icaritin 118525-40-9 C21H20O6 368.3799
Bicyclol 118159-48-1 C19H18O9 390.34
Azithromycin 83905-01-5 C38H72N2O12 748.9845

Recommended Compounds in Same Indication

Name CAS No Formula MW
Daclatasvir (dihydrochloride) 1009119-65-6 C40H52Cl2N8O6 811.8
Telaprevir 402957-28-2 C36H53N7O6 679.85
Rifabutin 72559-06-9 C46H62N4O11 847.0
Danoprevir 850876-88-9 C35H46FN5O9S 731.83
Alfacalcidol 41294-56-8 C27H44O2 400.64
Lersivirine 473921-12-9 C17H18N4O2 310.35
Sorafenib (Tosylate) 475207-59-1 C28H24ClF3N4O6S 637.03
Rilpivirine 500287-72-9 C22H18N6 366.42
AMD-070 558447-26-0 C21H27N5 349.47
Vicriviroc (maleate) 599179-03-0 C32H42F3N5O6 649.7
Darunavir (Ethanolate) 635728-49-3 C29H43N3O8S 593.73
Narlaprevir 865466-24-6 C36H61N5O7S 707.96
Zalcitabine 7481-89-2 C9H13N3O3 211.22
Rifaximin 80621-81-4 C43H51N3O11 785.88
Emricasan 254750-02-2 C26H27F4N3O7 569.5
Zidovudine 30516-87-1 C10H13N5O4 267.24
Balapiravir 690270-29-2 C21H30N6O8 494.5
Pafuramidine 186953-56-0 C20H20N4O3 364.4
Atazanavir 198904-31-3 C38H52N6O7 704.86
Tenofovir (Disoproxil Fumarate) 202138-50-9 C23H34N5O14P 635.51
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Route of Synthesis

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References

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More Information

Silibinin

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