3-Hydroxyvaleric acid

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]

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3-Hydroxyvaleric acid

Names
Preferred IUPAC name 3-Hydroxypentanoic acid
Other names β-Hydroxyvaleric acid β-Hydroxypentanoic acid
Identifiers
CAS Number	10237-77-1 Y
3D model (JSmol)	Interactive image Interactive image
ChemSpider	96952 Y
ECHA InfoCard	100.123.761
PubChem CID	107802
UNII	9D6K40J6UZ Y
CompTox Dashboard (EPA)	DTXSID00864240
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
SMILES CCC(CC(=O)O)O O=C(O)CC(O)CC
Properties
Chemical formula	C5H10O3
Molar mass	118.132 g·mol−1
Solubility in water	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). N verify (what is YN ?) Infobox references

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