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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H22O18
Molecular Weight 634.4528
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CORILAGIN

SMILES

O[C@H]1[C@@H]2COC(=O)C3=CC(O)=C(O)C(O)=C3C4=C(C=C(O)C(O)=C4O)C(=O)O[C@H]1[C@H](O)[C@@H](OC(=O)C5=CC(O)=C(O)C(O)=C5)O2

InChI

InChIKey=TUSDEZXZIZRFGC-VPIGZIKCSA-N
InChI=1S/C27H22O18/c28-9-1-6(2-10(29)16(9)32)24(39)45-27-22(38)23-19(35)13(43-27)5-42-25(40)7-3-11(30)17(33)20(36)14(7)15-8(26(41)44-23)4-12(31)18(34)21(15)37/h1-4,13,19,22-23,27-38H,5H2/t13-,19-,22-,23+,27+/m0/s1

HIDE SMILES / InChI

Molecular Formula C27H22O18
Molecular Weight 634.4528
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Corilagin is a polyphenol, ellagitannin and hydrolyzable tannin that can be isolated from a variety of plants. This compound displays the ability to inhibit squalene epoxidase, a key enzyme in cholesterol synthesis, and NFκB pathway activation and also prevent the release of TNF-α at an IC50 of 76 μM. Additional studies show that Corilagin significantly inhibits type 1 plasminogen activator inhibitor (PAI-1) in rat plasma. Also has been reported to result in an increase in plasma tissue-type plasminogen activator (tPA) which results in the thrombolytic effect of Corilagin. In other studies, Corilagin showed some other pharmaceutical activities, such as antiviral effects in vitro, antinociceptive activity, anti-hyperalgesic activity, and action of anti-tumor in hepatocellular carcinoma and ovarian cancer.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
40.0 µM [IC50]
4.0 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
Mice were treated with 20, 40, 80 mg/kg/day of Corilagin for consecutive four weeks
Route of Administration: Oral
In Vitro Use Guide
RAW 264.7 cells were cultured at 2×105 cells/mL in 96-well plates and treated with various concentrations of compound 8(Corilagin) (0.4, 2.0, and 10.0 μM) in the presence of 1μg/ml LPS for 18 h. Cell viability was evaluated by the MTT methods
Substance Class Chemical
Record UNII
62LOS9TW6D
Record Status Validated (UNII)
Record Version