2-Hydroxybutyric acid

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2-hydroxybutyrate
)
2-Hydroxybutyric acid
2-Hydroxybutyric acid molecule
Names
Preferred IUPAC name
2-Hydroxybutanoic acid
Other names
α-Hydroxybutyric acid
Identifiers
3D model (
JSmol
)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard
 100.009.079 Edit this at Wikidata
KEGG
MeSH 2-hydroxybutyric+acid
UNII
  • InChI=1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7) checkY
    Key: AFENDNXGAFYKQO-UHFFFAOYSA-N checkY
  • InChI=1/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7)
    Key: AFENDNXGAFYKQO-UHFFFAOYAH
  • CCC(O)C(=O)O
  • O=C(O)C(O)CC
Properties
C4H8O3
Molar mass 104.105 g·mol−1
Related compounds
Other anions
hydroxybutyrate
hydroxypentanoic acid
Related compounds
1,4-butanediol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

2-Hydroxybutyric acid, is a

conjugate base
is known as alpha-hydroxybutyrate and α-hydroxybutyrate.

  • Molecular diagram of 2-hydroxybutyric acid, with the central alcohol carbon labeled "(R)"
    d-2-hydroxybutyric acid
  • Molecular diagram of 2-hydroxybutyric acid, with the central alcohol carbon labeled "(S)"
    l-2-hydroxybutyric acid

2-Hydroxybutyrate, the

transsulfuration pathway forming cystathionine. 2-Hydroxybutyrate is released as a byproduct when cystathionine
is cleaved to cysteine that is incorporated into glutathione. Chronic shifts in the rate of glutathione synthesis may be reflected by urinary excretion of 2-hydroxybutyrate.

α-hydroxybutyrate may be useful as an early indicator of

glucose tolerance.[2]

References

  1. PMID 20526369
    .
  2. PMID 23160532
    .
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