gamma-Hydroxybutyraldehyde

γ-Hydroxybutyraldehyde, also referred to as GHBAL, γ-hydroxybutaldehyde or γ-hydroxybutanal, is a chemical intermediate in the biosynthesis of the neurotransmitter γ-hydroxybutyric acid (GHB) from 1,4-butanediol (1,4-BD).[1] Like 1,4-BD, it also behaves as a prodrug to GHB when taken exogenously. However, as with all aliphatic aldehydes, γ-hydroxybutaldehyde is caustic and is strong-smelling and foul-tasting; thus, actual ingestion of this compound is likely to be unpleasant and result in severe nausea and vomiting.

γ-Hydroxybutyraldehyde
Names
IUPAC name
4-Hydroxybutanal
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.042.900
PubChem CID
Properties
Chemical formula
C4H8O2
Molar mass 88.106 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Metabolic pathway

Metabolic pathway of GHB.

See also

  • γ-Butyrolactone
  • 3-Hydroxybutanal

References

  1. Thomas L. Lemke; David A. Williams (24 January 2012). Foye's Principles of Medicinal Chemistry. Lippincott Williams & Wilkins. pp. 413–. ISBN 978-1-60913-345-0.


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