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Details

Stereochemistry EPIMERIC
Molecular Formula C20H24O10
Molecular Weight 424.3986
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SALICORTIN

SMILES

OC[C@H]1O[C@@H](OC2=CC=CC=C2COC(=O)C3(O)C=CCCC3=O)[C@H](O)[C@@H](O)[C@@H]1O

InChI

InChIKey=CZDNLUMNELLDDD-QZFWYPLZSA-N
InChI=1S/C20H24O10/c21-9-13-15(23)16(24)17(25)18(30-13)29-12-6-2-1-5-11(12)10-28-19(26)20(27)8-4-3-7-14(20)22/h1-2,4-6,8,13,15-18,21,23-25,27H,3,7,9-10H2/t13-,15-,16+,17-,18-,20?/m1/s1

HIDE SMILES / InChI

Molecular Formula C20H24O10
Molecular Weight 424.3986
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 5 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/24286322

Salicortin, a phenolic glycoside, is the dominant secondary metabolites in many plants, including Populus and Salix species, and exerts various biological effects, such as anti-amnesic and anti-adipogenic effects. It was reported that salicortin significantly inhibited iNOS expression and NO production in LPS-stimulated macrophages and microglia. Salicortin suppressed TNF-α-induced ICAM-1 expression in human endothelial cells. These studies suggest that salicortin has immune-modulatory activity, even though the molecular action mechanism for this activity has not been fully determined. Recently also was dfiscovered that salicortin may be of interest in developments of treatment for osteoclast related diseases by down-regulating JNK and NF-κB/NFATc1 signaling pathways.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Salicortin suppresses lipopolysaccharide-stimulated inflammatory responses via blockade of NF-κB and JNK activation in RAW 264.7 macrophages.
2014 Jun

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Effects of salicortin on LPS-induced iNOS expression and NO production in RAW 264.7 macrophages was studied. Cells were pretreated with the indicated concentrations of salicortin (10-40 ug/mL) for 3 h and were then stimulated with LPS (1 μg/ml) for 18 h (for protein) or 4 h (for mRNA). Cell lysates were electrophoresed and the protein expression of iNOS was detected by the specific antibody. Salicortin-mediated inhibition of NO production in LPS-stimulated RAW 264.7 cells is associated with the inhibition of iNOS expression at a transcriptional level.
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:37:41 GMT 2023
Edited
by admin
on Sat Dec 16 09:37:41 GMT 2023
Record UNII
YI29948E0Q
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SALICORTIN
Common Name English
.BETA.-D-GLUCOPYRANOSIDE, 2-((((1-HYDROXY-6-OXO-2-CYCLOHEXEN-1-YL)CARBONYL)OXY)METHYL)PHENYL
Systematic Name English
Code System Code Type Description
FDA UNII
YI29948E0Q
Created by admin on Sat Dec 16 09:37:41 GMT 2023 , Edited by admin on Sat Dec 16 09:37:41 GMT 2023
PRIMARY
CAS
11016-74-3
Created by admin on Sat Dec 16 09:37:41 GMT 2023 , Edited by admin on Sat Dec 16 09:37:41 GMT 2023
SUPERSEDED
EPA CompTox
DTXSID70952264
Created by admin on Sat Dec 16 09:37:41 GMT 2023 , Edited by admin on Sat Dec 16 09:37:41 GMT 2023
PRIMARY
CAS
29836-41-7
Created by admin on Sat Dec 16 09:37:41 GMT 2023 , Edited by admin on Sat Dec 16 09:37:41 GMT 2023
PRIMARY
PUBCHEM
115158
Created by admin on Sat Dec 16 09:37:41 GMT 2023 , Edited by admin on Sat Dec 16 09:37:41 GMT 2023
PRIMARY