U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C11H10N2O2
Molecular Weight 202.2093
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VASICINONE

SMILES

O[C@H]1CCN2C1=NC3=C(C=CC=C3)C2=O

InChI

InChIKey=SDIVYZXRQHWCKF-VIFPVBQESA-N
InChI=1S/C11H10N2O2/c14-9-5-6-13-10(9)12-8-4-2-1-3-7(8)11(13)15/h1-4,9,14H,5-6H2/t9-/m0/s1

HIDE SMILES / InChI

Description
Curator's Comment: https://www.ncbi.nlm.nih.gov/pubmed/25059038

Vasicinone is a quinazoline alkaloid. Hepatoprotective activity of vasicinone has being shown in mice. Pre-treatment with vasicinone and silymarin (25 mg/kg/day for 7 days) significantly decreased CCl4-induced increase in SGOT, SGPT, ALP levels. Vasicinone has shown cytotoxic and antiproliferative activity in several tumor cell lines. Vasicinone, an oxidation product of vascinine is a potent bronchodialator. Vasicinone could be utilised in alternate anti asthmatic therapy, since it plays a vital role in scavenging Nitric oxide which could prevent the bronchial inflammation in asthmatic patients.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Invitro antioxidant activity of selected antiasthmatic herbal constituents.
2009 Apr
Antitussive, expectorant, and bronchodilating effects of quinazoline alkaloids (±)-vasicine, deoxyvasicine, and (±)-vasicinone from aerial parts of Peganum harmala L.
2015 Nov 15
Patents

Sample Use Guides

Rats experimental arthritis model: maximum inhibition rate was observed of vasicinone (63.94%) atter dose of 10.0 mg/kg p.o at 4 days after CFA injection.
Route of Administration: Oral
The concentration of vasicinone needed to inhibit the incorporation of {(3)H-TDR} in the DNA cells of Jurkat, E6-1 clone by 50% (IC50) were 8.60 ± 0.023 ug/mL
Name Type Language
VASICINONE
Common Name English
VASICINONE (CONSTITUENT OF MALABAR NUT TREE, LEAF) [DSC]
Common Name English
(-)-VASICINONE
Common Name English
L-VASICINONE
Common Name English
PYRROLO(2,1-.BETA.)QUINAZOLIN-9(1H)-ONE, 2,3-DIHYDRO-3-HYDROXY-, (3S)-
Systematic Name English
Code System Code Type Description
FDA UNII
G6T5819NXM
Created by admin on Fri Dec 15 16:38:09 GMT 2023 , Edited by admin on Fri Dec 15 16:38:09 GMT 2023
PRIMARY
EPA CompTox
DTXSID80964090
Created by admin on Fri Dec 15 16:38:09 GMT 2023 , Edited by admin on Fri Dec 15 16:38:09 GMT 2023
PRIMARY
PUBCHEM
442935
Created by admin on Fri Dec 15 16:38:09 GMT 2023 , Edited by admin on Fri Dec 15 16:38:09 GMT 2023
PRIMARY
WIKIPEDIA
Vasicinone
Created by admin on Fri Dec 15 16:38:09 GMT 2023 , Edited by admin on Fri Dec 15 16:38:09 GMT 2023
PRIMARY
CAS
486-64-6
Created by admin on Fri Dec 15 16:38:09 GMT 2023 , Edited by admin on Fri Dec 15 16:38:09 GMT 2023
PRIMARY