Chemistry:3-Hydroxypentanoic acid

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3-Hydroxypentanoic acid
3-hydroxypentanoic acid.png
Names
Preferred IUPAC name
3-Hydroxypentanoic acid
Other names
3-Hydroxyvalerate
3-Hydroxy valeric acid
beta-Hydroxyvaleric acid
beta-Hydroxypentanoate
Identifiers
3D model (JSmol)
ChemSpider
UNII
Properties
C5H10O3
Molar mass 118.13 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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3-Hydroxypentanoic acid is the organic compound with the formula CH
3
CH
2
CH(OH)CH
2
CO
2
H
. It is one of the hydroxypentanoic acids.[1] 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.[2]

References

  1. Miltenberger, Karlheinz (2000). "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a13_507. 
  2. Renée P. Kinman; Takhar Kasumov; Kathryn A. Jobbins; Katherine R. Thomas; Jillian Adams; Lisa N. Brunengraber; Gerd Kutz; Wolf-Ulrich Brewer et al. (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