3-Hydroxypentanoic acid

3-Hydroxypentanoic acid

IUPAC name 3-Hydroxypentanoic acid
Other names 3-Hydroxyvalerate 3-Hydroxy valeric acid beta-Hydroxyvaleric acid beta-Hydroxypentanoate
Identifiers
CAS number	10237-77-1
PubChem	107802
ChemSpider	96952^Y
Jmol-3D images	Image 1 Image 2
SMILES CCC(CC(=O)O)O O=C(O)CC(O)CC
InChI InChI=1S/C5H10O3/c1-2-4(6)3-5(7)8/h4,6H,2-3H2,1H3,(H,7,8)^Y Key: REKYPYSUBKSCAT-UHFFFAOYSA-N^Y InChI=1/C5H10O3/c1-2-4(6)3-5(7)8/h4,6H,2-3H2,1H3,(H,7,8) Key: REKYPYSUBKSCAT-UHFFFAOYAT
Properties
Molecular formula	C₅H₁₀O₃
Molar mass	118.13 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

3-Hydroxypentanoic acid, or beta-hydroxypentanoate is a 5-carbon ketone body. It is made from odd carbon fatty acids in the liver and rapidly enters the brain. As opposed to 4-carbon ketone bodies, 3-hydroxypentanoic acid is anaplerotic, meaning it can refill the pool of TCA cycle intermediates. The triglyceride triheptanoin is used clinically to produce beta-hydroxypentanoate.^[1]

References

^ Renée P. Kinman, Takhar Kasumov, Kathryn A. Jobbins, Katherine R. Thomas, Jillian Adams, Lisa N. Brunengraber, Gerd Kutz, Wolf-Ulrich Brewer, Charles R. Roe, and Henri Brunengraber (2006). "Parenteral and Enteral Metabolism of Anaplerotic Triheptanoin in Normal Rats". Am J Physiol Endocrinol Metab 291 (4): E860–E866. doi:10.1152/ajpendo.00366.2005. PMID 16705058. Reprint