carbenoxolone

Carbenoxolone (CBX) is a glycyrrhetinic acid derivative with a steroid-like structure, similar to substances found in the root of the licorice plant. Carbenoxolone is used for the treatment of peptic, esophageal and oral ulceration and inflammation. Electrolyte imbalance is a serious side effect of carbenoxolone when used systemically.

In the Vinony graph

Within Vinony's link graph, carbenoxolone is referenced by 225 other articles, and connects out to mometasone furoate, fludrocortisone and ulipristal acetate.

Vinony files it under 11β-Hydroxysteroid dehydrogenase inhibitors, Carboxylate esters and Dicarboxylic acids.

Its subject is documented across 12 Wikipedia language editions.

Chemical data

Formula: C34H50O7
Molecular weight: 570.8 g/mol
IUPAC name: (2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-(3-carboxypropanoyloxy)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid
SMILES: C[C@]12CC[C@](C[C@H]1C3=CC(=O)[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)OC(=O)CCC(=O)O)C)(C)C(=O)O
InChIKey: OBZHEBDUNPOCJG-WBXJDKIVSA-N
XLogP: 6.4
Polar surface area: 118 Å²
H-bond donors: 2
H-bond acceptors: 7
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
Admin. routes: oral
Indications: gastroesophageal reflux disease, Peptic ulcer

via ChEMBL · EBI

Research

1,881 papers

Analgesic and anti-inflammatory properties of carbenoxolone: a review.Inflammopharmacology · 2025
Carbenoxolone disodium suppresses the migration of gastric cancer by targeting HDAC6.Future medicinal chemistry · 2023
Carbenoxolone: a review of its pharmacological properties and therapeutic efficacy in peptic ulcer disease.Drugs · 1976
Systematic review of neurological diseases and carbenoxolone: A double-edged sword?European journal of pharmacology · 2025
Carbenoxolone Ameliorates Allergic Airway Inflammation through NF-κB/NLRP3 Pathway in Mice.Biological & pharmaceutical bulletin · 2022

via PubMed

Wikidata facts

Mass: 570.356

Show 5 more facts

chemical formula: C₃₄H₅₀O₇
isomeric SMILES: C[C@]12CC[C@](C[C@H]1C3=CC(=O)[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)OC(=O)CCC(=O)O)C)(C)C(=O)O
canonical SMILES: CC1(C2CCC3(C(C2(CCC1OC(=O)CCC(=O)O)C)C(=O)C=C4C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C
Commons category: Carbenoxolone
subject has role: nootropic

Sources (3)

via Wikidata · CC0

~2 min read

Encyclopedic overview

3 sections

Contents

Nootropic effects
See also
References

Carbenoxolone reversibly inhibits the conversion of inactive cortisone to cortisol by blocking 11β-hydroxysteroid dehydrogenase (11β-HSD). 11β-HSD also reversibly catalyzes the conversion of 7-ketocholesterol to 7-beta-hydroxycholesterol.

Excerpted from Wikipedia’s “carbenoxolone” article, available under the CC BY-SA 4.0 licence.