Silybin
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Silybin
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CAS No:
22888-70-6
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Formula:
C25H22O10
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Chemical Name:
Silybin
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Synonyms:
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)-;4-Chromanone,3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxan-6-yl]-;Silybin;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*)]]-;1,4-Benzodioxin,4H-1-benzopyran-4-one deriv.;(2R,3R)-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-4H-1-benzopyran-4-one;Silybine;Silymarin I;7C3MT;Silliver;Silymarine I;Silibinin;Silymarin MZ 80;Silybum substance E6;Silybin A;Silybin b1;Silibinin A;Mepasil;Realsil;142796-20-1;11054-49-2;11076-05-4;11076-06-5;22888-69-3;27359-03-1;28577-40-4;29832-10-8;37574-50-8;50976-99-3;87725-90-4
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CAS No:
Description
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: anticancerin 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-regulat
Silibinin is a flavonolignan isolated from milk thistle, Silybum marianum, that has been shown to exhibit antioxidant and antineoplastic activities. It has a role as an antioxidant, an antineoplastic agent, a hepatoprotective agent and a plant metabolite. It is a flavonolignan, a polyphenol, an aromatic ether, a benzodioxine and a secondary alpha-hydroxy ketone.|Silibinin is the major active constituent of silymarin, a standardized extract of the milk thistle seeds, containing a mixture of flavonolignans consisting of silibinin, isosilibinin, silicristin, silidianin and others. Silibinin is presented as a mixture of two diastereomers, silybin A and silybin B, which are found in an 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 in vitro 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.|The major active component of silymarin flavonoids extracted from seeds of the MILK THISTLE, Silybum marianum; it is used in the treatment of HEPATITIS; LIVER CIRRHOSIS; and CHEMICAL AND DRUG INDUCED LIVER INJURY, and has antineoplastic activity; silybins A and B are diastereomers.
Silybin Basic Attributes
482.44
482.44
245-302-5
33X338MNE4
651520
DTXSID5023580|DTXSID8026018
A - Alimentary tract and metabolism
2932999099
Characteristics
155
2.4
solid
1.5±0.1 g/cm3
158 °C
793°C at 760 mmHg
274.5±26.4 °C
1.684
54mg/L(24.99 ºC)
−20°C
1.63E-26mmHg at 25°C
LD50 intravenous in mouse: 1056mg/kg
D20 +11° (c = 0.25 in acetone + alcohol)
213.6 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
Safety Information
3172
3
36/37/38
26-37/39-24/25-22-36
DJ2981770
Xi
Stable. Incompatible with strong oxidizing agents, strong bases.
P305 + P351 + P338
H315-H319-H335
|Warning|H315 (93.62%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 52 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, and P362|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.|H361 (100%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]|P201, P202, P260, P281, P308+P313, P314, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Currently being tested as a treatment of severe intoxications with hepatotoxic substances, such as death cap (Amanita phalloides) poisoning.
Synthetic or natural substances which are given to prevent a disease or disorder or are used in the process of treating a disease or injury due to a poisonous agent. (See all compounds classified as Protective Agents.)|Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity. (See all compounds classified as Antineoplastic Agents, Phytogenic.)
Silybin has known human metabolites that include O-demethylated-silybin.
2,3 Dehydrosilybin
Computed Properties
Molecular Weight:482.4
XLogP3:2.4
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:4
Exact Mass:482.12129689
Monoisotopic Mass:482.12129689
Topological Polar Surface Area:155
Heavy Atom Count:35
Complexity:750
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
As a component of silymarin, it indirectly participates in the above anti-toxic effects
Registered Holders
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Guangshengtang Zhongxing (Jiangsu) Pharmaceutical Co., Ltd.
Active
China
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Jiangsu Tasly DIYI Pharmaceutical Co., Ltd.
Active
China
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INNER MONGOLIA Ever Brilliance BIOTECHNOLOGY Co., Ltd.
Inactive
China
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