Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C25H22O10 |
| Molecular Weight | 482.4362 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC(=CC=C1O)[C@@H]2OC3=C(O)C=C(C=C3[C@H]2CO)[C@H]4OC5=CC(O)=CC(O)=C5C(=O)[C@@H]4O
InChI
InChIKey=BMLIIPOXVWESJG-LMBCONBSSA-N
InChI=1S/C25H22O10/c1-33-18-6-10(2-3-15(18)28)23-14(9-26)13-4-11(5-17(30)25(13)35-23)24-22(32)21(31)20-16(29)7-12(27)8-19(20)34-24/h2-8,14,22-24,26-30,32H,9H2,1H3/t14-,22+,23+,24-/m1/s1
| Molecular Formula | C25H22O10 |
| Molecular Weight | 482.4362 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Silicristin is a flavonolignan isolated from Silybum marianum and has been shown to exhibit inhibitory activities against lipoxygenase and prostaglandin synthetase. It has a role as a radical scavenger, a lipoxygenase inhibitor, a prostaglandin antagonist and a metabolite. It is a flavonolignan, a member of 1-benzofurans, a polyphenol, an aromatic ether and a secondary alpha-hydroxy ketone. Silicristin is a potent inhibitor of the thyroid hormone transporter MCT8. Silicristin is a sodium pump inhibitor, it inhibited Na(+)/K(+)-ATPase (NKA) with IC50 of 110 uM. Silicristin exhibits relatively good antioxidant effectiveness against phenylglyoxylic ketyl radicals and DPPH. Silicristin protects cardiomyocytes against doxorubicin-induced oxidative stress is due mainly to their cell membrane stabilization effect, radical scavenging and iron chelating potency.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P09917 Gene ID: 240.0 Gene Symbol: ALOX5 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/10782486 |
|||
Target ID: GO:0001516 Sources: https://www.ncbi.nlm.nih.gov/pubmed/118049 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Silychristin derivatives conjugated with coniferylalcohols from silymarin and their pancreatic α-amylase inhibitory activity. | 2020-03 |
|
| Silychristin, a Flavonolignan Derived From the Milk Thistle, Is a Potent Inhibitor of the Thyroid Hormone Transporter MCT8. | 2016-04 |
|
| Stimulatory effects of silibinin and silicristin from the milk thistle Silybum marianum on kidney cells. | 1999-09 |
|
| Effect of the flavanolignans of Silybum marianum L. on lipid peroxidation in rat liver microsomes and freshly isolated hepatocytes. | 1992-02-01 |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26910310
Silicristin is a potent inhibitor of the thyroid hormone transporter MCT8 with IC50 value of approximately 100 nM.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Apr 02 07:52:41 GMT 2025
by
admin
on
Wed Apr 02 07:52:41 GMT 2025
|
| Record UNII |
LK279ER14X
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Preferred Name | English | ||
|
Official Name | English | ||
|
Common Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
NCI_THESAURUS |
C1745
Created by
admin on Wed Apr 02 07:52:41 GMT 2025 , Edited by admin on Wed Apr 02 07:52:41 GMT 2025
|
||
|
NCI_THESAURUS |
C2081
Created by
admin on Wed Apr 02 07:52:41 GMT 2025 , Edited by admin on Wed Apr 02 07:52:41 GMT 2025
|
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
251-720-9
Created by
admin on Wed Apr 02 07:52:41 GMT 2025 , Edited by admin on Wed Apr 02 07:52:41 GMT 2025
|
PRIMARY | |||
|
441764
Created by
admin on Wed Apr 02 07:52:41 GMT 2025 , Edited by admin on Wed Apr 02 07:52:41 GMT 2025
|
PRIMARY | |||
|
CHEMBL2107543
Created by
admin on Wed Apr 02 07:52:41 GMT 2025 , Edited by admin on Wed Apr 02 07:52:41 GMT 2025
|
PRIMARY | |||
|
4105
Created by
admin on Wed Apr 02 07:52:41 GMT 2025 , Edited by admin on Wed Apr 02 07:52:41 GMT 2025
|
PRIMARY | |||
|
LK279ER14X
Created by
admin on Wed Apr 02 07:52:41 GMT 2025 , Edited by admin on Wed Apr 02 07:52:41 GMT 2025
|
PRIMARY | |||
|
C74268
Created by
admin on Wed Apr 02 07:52:41 GMT 2025 , Edited by admin on Wed Apr 02 07:52:41 GMT 2025
|
PRIMARY | |||
|
SUB10519MIG
Created by
admin on Wed Apr 02 07:52:41 GMT 2025 , Edited by admin on Wed Apr 02 07:52:41 GMT 2025
|
PRIMARY | |||
|
C015504
Created by
admin on Wed Apr 02 07:52:41 GMT 2025 , Edited by admin on Wed Apr 02 07:52:41 GMT 2025
|
PRIMARY | |||
|
33889-69-9
Created by
admin on Wed Apr 02 07:52:41 GMT 2025 , Edited by admin on Wed Apr 02 07:52:41 GMT 2025
|
PRIMARY | |||
|
DTXSID50187512
Created by
admin on Wed Apr 02 07:52:41 GMT 2025 , Edited by admin on Wed Apr 02 07:52:41 GMT 2025
|
PRIMARY | |||
|
100000083511
Created by
admin on Wed Apr 02 07:52:41 GMT 2025 , Edited by admin on Wed Apr 02 07:52:41 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
ACTIVE MOIETY |