U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ABSOLUTE
Molecular Formula C25H22O10
Molecular Weight 482.4362
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SILIDIANIN

SMILES

COC1=C(O)C=CC(=C1)[C@@H]2[C@H]3CO[C@]4(O)[C@H]3C(=C[C@H]2C4=O)[C@H]5OC6=C(C(=O)[C@@H]5O)C(O)=CC(O)=C6

InChI

InChIKey=CYGIJEJDYJOUAN-JSGXPVSSSA-N
InChI=1S/C25H22O10/c1-33-16-4-9(2-3-14(16)27)18-11-7-12(20-13(18)8-34-25(20,32)24(11)31)23-22(30)21(29)19-15(28)5-10(26)6-17(19)35-23/h2-7,11,13,18,20,22-23,26-28,30,32H,8H2,1H3/t11-,13-,18+,20+,22+,23-,25-/m1/s1

HIDE SMILES / InChI

Description

Silydianin is a flavonolignan from Silymarin, which is the major constituent of milk thistle extract. Silydianin, an active constituent of Silybium marianum, have inhibitory properties against the P2Y12 receptor and block ADP-induced blood platelet activation. Silydianin has antiinflammatory activity, it regulates caspase-3 activation, affects cell membranes and acts as a free radical scavenger. Silydianin non-competitively inhibits the lipoxygenase from soybeans in vitro. It also inhibits the formation of prostaglandins in vitro.

Approval Year

PubMed

Sample Use Guides

In Vitro Use Guide
When polymorphonuclear neutrophils were cultured with 100 uM silydianin for 24 h, caspase-3 was activated. Induction of apoptosis by silydianin was accompanied by a decrease in luminol-enhanced chemiluminescence as well as superoxide radical (O2*-) release in freshly isolated cells and lipid peroxidation in mouse spleen microsomes.