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enoxolone
EntityQ5948038· pop 13· linked from 197 articles

Also known as 18beta-glycyrrhetic acid, (2S,4aS,6aS,6bR,10S,12aS)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic acid, 18b-Glycyrrhetinic acid, 3-Hydroxy-11-oxoolean-12-en-29-oic acid, alpha-Glycyrrhetinic acid, 3b-Hydroxy-11-oxoolean-12-en-30-oic acid, 3-Hydroxy-11-oxoolean-12-en-29-oic acid (ACD/Name 4.0), beta-Glycyrrhetic acid

Enoxolone (INN, BAN; also known as glycyrrhetinic acid or glycyrrhetic acid) is a pentacyclic triterpenoid derivative of the beta-amyrin type obtained from the hydrolysis of glycyrrhizic acid, which was obtained from the herb liquorice.

Key facts

Drug.IUPAC_name
(2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic acid
Drug.image
Glycyrrhetinic acid structure.svg
Drug.image_class
skin-invert-image
Drug.width
200px
Drug.tradename
Arthrodont, PruClair
Drug.legal_US
Rx-only
Drug.routes_of_administration
Oral, topical
Drug.CAS_number
471-53-4
Drug.UNII
P540XA09DR
Drug.ATC_prefix
D03
Drug.ATC_suffix
AX10
Drug.PubChem
10114
Drug.DrugBank
DB13089
Drug.ChemSpiderID
9710
Drug.KEGG
D00156
Drug.ChEBI
30853
Drug.ChEMBL
230006
Drug.C
30

via Wikipedia infobox

Research

4,077 papers

via PubMed

Wikidata facts

Subclass of
carboxylic acid
Mass
470.34
Show 6 more facts
chemical formula
C₃₀H₄₆O₄
canonical SMILES
CC1(C2CCC3(C(C2(CCC1O)C)C(=O)C=C4C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C
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)O)C)(C)C(=O)O
subject has role
anti-inflammatory agent
Commons category
Enoxolone
found in taxon
Glycyrrhiza inflata
Sources (3)

via Wikidata · CC0

~5 min read

Encyclopedic overview

12 sections
Contents
  • Medical uses
  • Oral topical
  • Skin topical
  • Possible other uses
  • Mechanism of action
  • Anti-inflammatory
  • Hypertensive
  • Derivatives
  • See also
  • References
  • Further reading
  • External links

Enoxolone (INN, BAN; also known as glycyrrhetinic acid or glycyrrhetic acid) is a pentacyclic triterpenoid derivative of the beta-amyrin type obtained from the hydrolysis of glycyrrhizic acid, which was obtained from the herb liquorice.

The substance has a sweet taste, so it is used in flavoring to mask the bitter taste of drugs like aloe and quinine. It may have some anti-inflammatory activities. One of its metabolites is responsible for the blood pressure-increasing effect of liquorice.

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

Gallery (2)