Structured Summary
Abstract
A widely used anti-inflammatory agent isolated from the licorice root. It is metabolized to GLYCYRRHETINIC ACID, which inhibits 11-BETA-HYDROXYSTEROID DEHYDROGENASES and other enzymes involved in the metabolism of CORTICOSTEROIDS. Therefore, glycyrrhizic acid, which is the main and sweet component of licorice, has been investigated for its ability to cause hypermineralocorticoidism with sodium retention and potassium loss, edema, increased blood pressure, as well as depression of the renin-angiotensin-aldosterone system.
Chemical Identity
Chemical Information
- Molecular Formula
- C42H59O16-3
- Molecular Weight
- 819.9 g/mol
- IUPAC Name
- (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6S)-2-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxylato-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]-6-carboxylato-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylate
- InChIKey
- LPLVUJXQOOQHMX-QWBHMCJMSA-K
- 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@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)[O-])O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)[O-])O)O)O)C)(C)C(=O)[O-]
- MeSH Unique ID
- D019695
- Source
- PubChem CID 5460305
MeSH Record
Classification
Broader headings
Related Concepts
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Drug Class
Pharmacological Action
MeSH Record
Synonyms
10 entry terms
- Glycyrrhizin
- Glycyrrhizinic Acid
- Acid, Glycyrrhizic
- Acid, Glycyrrhizinic
- Diammonium Glycyrrhizinate
- Dipotassium Glycyrrhizinate
- Zinc Glycyrrhizate
- Glycyrrhizate, Zinc
- Glycyrrhizinate, Diammonium
- Glycyrrhizinate, Dipotassium
MeSH Record
Aspects Covered
25 allowable subheadings
Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.
MeSH Record
Indexing Annotation
do not confuse with GLYCYRRHETINIC ACID
MeSH Record
History Note
98; see GLYCYRRHIZIC ACID (NM) 1976-97
MeSH Record
Previous Indexing
- Glycyrrhetinic Acid (1977-1997)
- Glycyrrhiza (1976-1985)
MeSH Hierarchy
Tree Number
AMA Style
References
- National Library of Medicine. Glycyrrhizic Acid. Medical Subject Headings (MeSH). 2026. Unique ID D019695. http://id.nlm.nih.gov/mesh/2026/D019695
- Glycyrrhizic Acid. In: Wikidata. https://www.wikidata.org/wiki/Q27104090
- Glycyrrhizic Acid. In: PubChem Compound. CID 5460305. https://pubchem.ncbi.nlm.nih.gov/compound/5460305