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Details

Stereochemistry ACHIRAL
Molecular Formula C22H22O5
Molecular Weight 366.4071
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of CYCLOVALONE

SMILES

COC1=CC(C=C2CCCC(=CC3=CC=C(O)C(OC)=C3)C2=O)=CC=C1O

InChI

InChIKey=DHKKONBXGAAFTB-OTYYAQKOSA-N
InChI=1S/C22H22O5/c1-26-20-12-14(6-8-18(20)23)10-16-4-3-5-17(22(16)25)11-15-7-9-19(24)21(13-15)27-2/h6-13,23-24H,3-5H2,1-2H3/b16-10+,17-11+

HIDE SMILES / InChI

Description

Cyclovalone is a synthetic curcumin derivative in which the keto-enolic system is replaced by a cyclohexanone ring. Cyclovalone is a choleretic and cholagogic agent which stimulates the formation and secretion of bile, and also has an anti-inflammatory effect.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Vanilone Infantile
Primary
Vanilone Infantile

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
Oral. First 2 days of therapy in a daily dose of 300 mg, then - 400 mg. Multiplicity of admission - 3-4 r / day. The course of treatment is 3-4 weeks.
Route of Administration: Oral
In Vitro Use Guide
For these studies the LNCaP and PC-3 human prostate cancer cell lines were obtained from ATC. These cells were maintained in RPMI (LNCaP cells) or DMEM-S12 (PC-3 cells) media containing 10% fetal calf serum and 1% penicillinstreptomycin. To assess BMHPC (Cyclovalone) effects on cell proliferation, LNCaP or PC-3 cells were seeded in 24-well plates (5,000 cells/well) containing 1.0 ml of RPMI (LNCaP cells) or DMEM-S12 medium and allowed to attach for 72 h. Following attachment (day 0), the medium was replaced with fresh medium and the cells were treated with 5 fil of ethanol (controls) or BMHPC (0.2-10 mkg/ml tissue culture medium) added in 5 mkl absolute ethanol. The cells were grown in the presence of BMHPC for 2-9 days and medium and the drug were replaced every 48 h. Cell number was determined by hemocytometer counts at the times indicated in the text and figure legends and DNA content per well was determined by the Burton assay