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Details

Stereochemistry ACHIRAL
Molecular Formula C14H8N2O
Molecular Weight 220.2261
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CANTHIN-6-ONE

SMILES

O=C1C=CC2=C3N1C4=CC=CC=C4C3=CC=N2

InChI

InChIKey=ZERVJPYNQLONEK-UHFFFAOYSA-N
InChI=1S/C14H8N2O/c17-13-6-5-11-14-10(7-8-15-11)9-3-1-2-4-12(9)16(13)14/h1-8H

HIDE SMILES / InChI

Description

Canthin-6-one is a natural product isolated from various plant genera and from fungi with potential antitumor activity. It induces cell death, cell cycle arrest and differentiation in human myeloid leukemia cells. Canthin-6-one is main compound isolated from Zanthoxylum chiloperone var angustifolium with broad spectrum antifungal, leishmanicidal and trypanocidal activities. Canthin-6-one exhibited trypanocidal activity in vivo in the mouse model of acute or chronic infection. Canthin-6-one exhibited a broad spectrum of activities against Aspergillus fumigatus, A. niger, A. terreus, Candida albicans, C. tropicalis, C. glabrata, Cryptococcus neoformans, Geotrichum candidum, Saccharomyces cerevisiae, Trichosporon beigelii, Trichosporon cutaneum and Trichophyton mentagrophytes var. interdigitale with MICs values between 5.3 and 46 umol/L.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
The mice were treated for 5 weeks postinfection with Canthin-6-one by oral (14 days) or intralesional route (4 days) at 10 mg/kg daily.
Route of Administration: Other
In Vitro Use Guide
Canthin-6-one induced cell cycle arrest at G0/G1 (7uM) and G2 (45uM) evidenced by DNA content, BrdU incorporation and cyclin B1/histone 3 quantification in Kasumi-1 human myeloid leukemia cells.