acetoxolone

Also known as Acetylglycyrrhetinic acid

Acetoxolone (also known as acetylglycyrrhetic acid, acetylglycyrrhetinic acid, glycyrrhetinyl acetate and glycyrrhetic acid acetate) is a drug used for peptic ulcer and gastroesophageal reflux disease. It is an acetyl derivative of glycyrrhetinic acid. It is found in Echinopora lamellosa.

Chemical data

Formula: C32H48O5
Molecular weight: 512.7 g/mol
IUPAC name: (2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-acetyloxy-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: CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]3([C@@H]2C(=O)C=C4[C@]3(CC[C@@]5([C@H]4C[C@@](CC5)(C)C(=O)O)C)C)C)C
InChIKey: FTQDJVZNPJRVPG-XWEVEMRCSA-N
XLogP: 7
Polar surface area: 80.7 Å²
H-bond donors: 1
H-bond acceptors: 5
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule
Indications: gastroesophageal reflux disease, Peptic ulcer

via ChEMBL · EBI

Wikidata facts

Subclass of: carboxylic acid
Mass: 512.350175

Show 4 more facts

chemical formula: C₃₂H₄₈O₅
isomeric SMILES: CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]3([C@@H]2C(=O)C=C4[C@]3(CC[C@@]5([C@H]4C[C@@](CC5)(C)C(=O)O)C)C)C)C
canonical SMILES: CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2C(=O)C=C4C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C
found in taxon: Echinopora lamellosa

Sources (2)

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Encyclopedic overview

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Contents

See also
References

==See also== Carbenoxolone Enoxolone

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

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