Chemicals and Drugs

Leukotriene A4

(2S-(2 alpha,3 beta(1E,3E,5Z,8Z)))-3-(1,3,5,8-Tetradecatetraenyl)oxiranebutanoic acid. An unstable allylic epoxide, formed from the immediate precursor 5-HPETE via the stereospecific removal of a proton at C-10 and dehydration. Its biological actions are determined primarily by its metabolites, i.e., LEUKOTRIENE B4 and cysteinyl-leukotrienes. Alternatively, leukotriene A4 is converted into LEUKOTRIENE C4 by glutathione-S-transferase or into 5,6-di-HETE by the epoxide-hydrolase. (From Dictionary of Prostaglandins and Related Compounds, 1990)

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

(2S-(2 alpha,3 beta(1E,3E,5Z,8Z)))-3-(1,3,5,8-Tetradecatetraenyl)oxiranebutanoic acid. An unstable allylic epoxide, formed from the immediate precursor 5-HPETE via the stereospecific removal of a proton at C-10 and dehydration. Its biological actions are determined primarily by its metabolites, i.e., LEUKOTRIENE B4 and cysteinyl-leukotrienes. Alternatively, leukotriene A4 is converted into LEUKOTRIENE C4 by glutathione-S-transferase or into 5,6-di-HETE by the epoxide-hydrolase. (From Dictionary of Prostaglandins and Related Compounds, 1990)

Chemical Identity

Chemical Information

Molecular Formula
C20H30O3
Molecular Weight
318.4 g/mol
CAS Registry No.
72059-45-1
IUPAC Name
4-[(2S,3S)-3-[(1E,3E,5Z,8Z)-tetradeca-1,3,5,8-tetraenyl]oxiran-2-yl]butanoic acid
InChIKey
UFPQIRYSPUYQHK-WAQVJNLQSA-N
SMILES
CCCCC/C=C\C/C=C\C=C\C=C\[C@H]1[C@@H](O1)CCCC(=O)O
MeSH Unique ID
D017572
Source
PubChem CID 5280383

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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MeSH Record

Synonyms

5 entry terms
  • LTA4
  • Leukotriene A-4
  • Leukotriene A 4
  • Leukotriene A
  • Leukotrienes A

MeSH Record

Aspects Covered

29 allowable subheadings

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

MeSH Record

Indexing Annotation

/biosyn /physiol permitted

MeSH Record

History Note

94; was LEUKOTRIENE A (NM) 1980-93

MeSH Record

Previous Indexing

  • Arachidonic Acids (1980-1988)
  • Leukotrienes (1989-1993)

MeSH Hierarchy

Tree Numbers

  1. D10w.251w.355w.255w.100.450w.405w
  2. D10w.251w.355w.310w.166.887w.405w
  3. D23.469.050w.175w.450w.400w

AMA Style

References

  1. National Library of Medicine. Leukotriene A4. Medical Subject Headings (MeSH). 2026. Unique ID D017572. http://id.nlm.nih.gov/mesh/2026/D017572
  2. Leukotriene A4. In: Wikipedia. https://en.wikipedia.org/wiki/Leukotriene_A4
  3. Leukotriene A4. In: Wikidata. https://www.wikidata.org/wiki/Q3024044
  4. Leukotriene A4. In: PubChem Compound. CID 5280383. https://pubchem.ncbi.nlm.nih.gov/compound/5280383