gamma-Hydroxybutyraldehyde

γ-Hydroxybutyraldehyde
Names
	IUPAC name 4-Hydroxybutanal
Identifiers
CAS Number	25714-71-0 ;
3D model (JSmol)	Interactive image;
ChemSpider	84042;
ECHA InfoCard	100.042.900
PubChem CID	93093;
UNII	8T59P1Q6NO ;
CompTox Dashboard (EPA)	DTXSID1067128 ;
	InChI InChI=1S/C4H8O2/c5-3-1-2-4-6/h3,6H,1-2,4H2 Key: PIAOXUVIBAKVSP-UHFFFAOYSA-N; InChI=1/C4H8O2/c5-3-1-2-4-6/h3,6H,1-2,4H2 Key: PIAOXUVIBAKVSP-UHFFFAOYAV;
	SMILES C(CC=O)CO;
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

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.

Metabolic pathway

Metabolic pathway of GHB.

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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