SILIDIANIN

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 Search

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

Molecular Formula	C25H22O10
Molecular Weight	482.4362
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/29439388 | https://www.ncbi.nlm.nih.gov/pubmed/31069872 | https://www.ncbi.nlm.nih.gov/pubmed/16444663 | https://www.ncbi.nlm.nih.gov/pubmed/118048 | https://www.ncbi.nlm.nih.gov/pubmed/118049

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

Title	Date	PubMed
Inhibitory Effect of Flavonolignans on the P2Y12 Pathway in Blood Platelets.	2018-02-10	29439388
An in vitro study of the protective effect of the flavonoid silydianin against reactive oxygen species.	2006-02	16444663
Silymarin, an inhibitor of prostaglandin synthetase.	1979-12-15	118049
Silymarin, an inhibitor of lipoxygenase.	1979-12-15	118048

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.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:28:31 GMT 2025` Edited by `admin` on `Mon Mar 31 18:28:31 GMT 2025`
Record UNII	7P89L7W179
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SILIDIANIN

Official Name

English

SILYDIANIN

Preferred Name

English

SILIDIANINE

Common Name

English

(+)-2,3.ALPHA.,3A.ALPHA.A,7A-TETRAHYDRO-7A.ALPHA.-HYDROXY-8-(4-HYDROXY-3-METHOXYPHENYL)-4-(3.ALPHA.,5,7-TRIHYDROXY-4-OXO-2.BETA.-CHROMANYL)-3,6-METHANOBENZOFURAN-7(6.ALPHA.H)-ONE

Common Name

English

SILIDIANIN (CONSTITUENT OF MILK THISTLE) [DSC]

Common Name

English

SILYDIANIN [USP-RS]

Common Name

English

silidianin [INN]

Common Name

English

SILIDIANIN [MART.]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2081