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Details

Stereochemistry ACHIRAL
Molecular Formula C13H10O4
Molecular Weight 230.2161
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VISNAGIN

SMILES

COC1=C2C(=O)C=C(C)OC2=CC3=C1C=CO3

InChI

InChIKey=NZVQLVGOZRELTG-UHFFFAOYSA-N
InChI=1S/C13H10O4/c1-7-5-9(14)12-11(17-7)6-10-8(3-4-16-10)13(12)15-2/h3-6H,1-2H3

HIDE SMILES / InChI

Molecular Formula C13H10O4
Molecular Weight 230.2161
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Visnagin is furanochromone and one of the main compounds of Ammi visnaga L. (syn. Khella) that can be frequently found in ethnomedical formulations in Asia and the Middle East. Visnagin possess analgesic properties due to its calcium channel blocking properties and act in an anti-inflammatory manner by inhibiting AP-1 and NF-κB signaling.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
60.0 µM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
Mice: 25 mg/kg i.v. single dose.
Route of Administration: Intravenous
In Vitro Use Guide
Neonatal rat cardiomyocytes were used for activity evaluation. Neonatal rat cardiomyocytes and HL1 cells were stained with fluorescent Annexin V (Roche) and were live imaged after being treated with doxorubicin (1-50mkM), visnagin and diphenylurea for the indicated amounts of time. Apoptosis indices were quantified as percentage of AnnexinV positive cells.
Substance Class Chemical
Record UNII
P64438MLBW
Record Status Validated (UNII)
Record Version