3-Hydroxyvaleric acid

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3-Hydroxyvaleric acid
File:3-hydroxypentanoic acid.png
Names
Preferred IUPAC name
3-Hydroxypentanoic acid
Other names
β-Hydroxyvaleric acid
β-Hydroxypentanoic acid
Identifiers
3D model (JSmol)
ChemSpider
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UNII
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  • InChI=1S/C5H10O3/c1-2-4(6)3-5(7)8/h4,6H,2-3H2,1H3,(H,7,8) checkY
    Key: REKYPYSUBKSCAT-UHFFFAOYSA-N checkY
  • InChI=1/C5H10O3/c1-2-4(6)3-5(7)8/h4,6H,2-3H2,1H3,(H,7,8)
    Key: REKYPYSUBKSCAT-UHFFFAOYAT
  • CCC(CC(=O)O)O
  • O=C(O)CC(O)CC
Properties
C5H10O3
Molar mass 118.132 g·mol−1
784.8 g/L (estimated)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

3-Hydroxyvaleric acid (3-hydroxypentanoic acid) is the organic compound with the formula CH3CH2CH(OH)CH2CO2H. 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-hydroxyvaleric acid is anaplerotic, meaning it can refill the pool of TCA cycle intermediates. The triglyceride triheptanoin is used clinically to produce 3-hydroxyvalerate (the carboxylate form).[2]

Properties

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  • Solubility in water: 784.8 g/L at 25 °C (estimated)[3]

References

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