Description
Silymarin, isolated from the herb of Silybum marianum (L.) Gaertn, is an antioxidant or free radical scavenger. Silymarin and Prunella vulgaris improve antioxidant status in blood and liver, and positively affect plasma lipoprotein profile in an experimental model of dietary induced hypertriglyceridemia. Both in vitro and animal research suggest that Silymarin has hepatoprotective (antihepatotoxic) properties that protect liver cells against toxins. Silymarin has also demonstrated in vitro anti-cancer effects against human prostate adenocarcinoma cells, estrogen-dependent human breast carcinoma cells, human ectocervical carcinoma cells, human colon cancer cells, and both small and nonsmall human lung carcinoma cells. Silymarin treatment in type II diabetic patients for 4 months has a beneficial effect on improving the glycemic profile. Treatment with silymarin may reduce the lipoperoxidation of cell membranes and insulin resistance, significantly decreasing endogenous insulin overproduction and the need for exogenous insulin administration. Silybin is a natural compound also can be used in cosmetics material.
Synonyms
Silybin; 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)-; (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; 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*)]]-; 7C3MT; Mepasil; Realsil; Silibinin; Silibinin A; Silliver; Silybin A; Silybin b1; Silybine; Silybum substance E6; Silymarin I; Silymarin MZ 80; Silymarine I
IUPAC Name
(2R,3R)-3,5,7-trihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one
Molecular Formula
C25H22O10
Canonical SMILES
COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O
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
InChIKey
SEBFKMXJBCUCAI-HKTJVKLFSA-N
Boiling Point
793.0±60.0°C at 760 mmHg
Solubility
Soluble in Acetone (Sparingly), DMSO (Slightly), Methanol (Sparingly)
Appearance
White to Pale Yellow Solid
Application
Protective Agents