U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ABSOLUTE
Molecular Formula C20H22O6
Molecular Weight 358.3851
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of COLUMBIN

SMILES

C[C@@]12C[C@H](OC(=O)[C@@H]1CC[C@]3(C)[C@H]2[C@H]4OC(=O)[C@]3(O)C=C4)C5=COC=C5

InChI

InChIKey=AALLCALQGXXWNA-DURQJQQASA-N
InChI=1S/C20H22O6/c1-18-9-14(11-5-8-24-10-11)25-16(21)12(18)3-6-19(2)15(18)13-4-7-20(19,23)17(22)26-13/h4-5,7-8,10,12-15,23H,3,6,9H2,1-2H3/t12-,13-,14-,15-,18+,19+,20+/m0/s1

HIDE SMILES / InChI

Description

Columbin is a diterpenoid furanolactone, was isolated from the plant species Tinspora bakis. It displays anti-inflammatory activity, protects from azoxymethane-induced rat colon carcinogenesis and possess trypanocidal mechanism.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
53.1 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
In anti-canrogenesis experiments rats were fed by experimental diets, made by mixing columbin at doses of 4, 20, and 100 ppm with a powdered CE-2 basal diet. Anti-inflammatory activity was evaluated in carrageenan-induced mice paw oedema test. Columbin was intra-peritoneally administered to mice at the dose of 30, 100, 300 and 700 mg/kg.
Route of Administration: Oral
In Vitro Use Guide
COX-2 activity was tested using COX-inhibitor screening kit (Cayman Chemical, USA). This assay measures the production of PGF2-alpha generated by SnCl2, in the presence of PGH2. Columbin inhibits COX-2 with IC50 of 53 uM.