Chemicals and Drugs

Oleanolic Acid

A pentacyclic triterpene that occurs widely in many PLANTS as the free acid or the aglycone for many SAPONINS. It is biosynthesized from lupane. It can rearrange to the isomer, ursolic acid, or be oxidized to taraxasterol and amyrin.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A pentacyclic triterpene that occurs widely in many PLANTS as the free acid or the aglycone for many SAPONINS. It is biosynthesized from lupane. It can rearrange to the isomer, ursolic acid, or be oxidized to taraxasterol and amyrin.

Chemical Identity

Chemical Information

Molecular Formula
C30H48O3
Molecular Weight
456.7 g/mol
CAS Registry No.
508-02-1
IUPAC Name
(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
InChIKey
MIJYXULNPSFWEK-GTOFXWBISA-N
SMILES
C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)C)O
MeSH Unique ID
D009828
Source
PubChem CID 10494

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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MeSH Record

Synonyms

4 entry terms
  • Oleanol
  • Hederins
  • Oleanane Triterpenes
  • Triterpenes, Oleanane

MeSH Record

Aspects Covered

28 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, biosynthesis, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, genetics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, physiology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

91(75); was see under SAPOGENINS 1979-90; was see under TRITERPENES 1975-78

MeSH Record

Previous Indexing

  • Carboxylic Acids (1974)
  • Triterpenes (1974)

MeSH Hierarchy

Tree Numbers

  1. D02w.455w.849w.919w.530.733w
  2. D02w.455w.849w.919w.650w.600w

AMA Style

References

  1. National Library of Medicine. Oleanolic Acid. Medical Subject Headings (MeSH). 2026. Unique ID D009828. http://id.nlm.nih.gov/mesh/2026/D009828
  2. Oleanolic Acid. In: Wikipedia. https://en.wikipedia.org/wiki/Oleanolic_acid
  3. Oleanolic Acid. In: Wikidata. https://www.wikidata.org/wiki/Q418628
  4. Oleanolic Acid. In: PubChem Compound. CID 10494. https://pubchem.ncbi.nlm.nih.gov/compound/10494