beta-Ketoisocaproic acid

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β-Ketoisocaproic acid
Skeletal formula of beta-ketoisocaproic acid
IUPAC name
4-methyl-3-oxopentanoic acid
Systematic IUPAC name
4-methyl-3-oxopentanoic acid[1]
Other names
4-Methyl-2-oxovaleric acid
3D model (JSmol)
MeSH Beta-ketoisocaproic+acid
Molar mass 130.143 g·mol−1
Density 1.1 g cm−3 (at 20 °C)
Boiling point 236 °C (457 °F; 509 K) ±23 at 760 mmHg
log P 0.36
Corrosive C
R-phrases (outdated) R34
S-phrases (outdated) S26, S36/37/39, S45
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

β-Ketoisocaproic acid is an intermediate in the metabolism of leucine.[2][3] Its metabolic precursor and metabolic product in the leucine metabolic pathway are β-leucine and β-ketoisocaproyl-CoA, respectively.[2]


  1. ^ CID 440024 from PubChem
  2. ^ a b Kohlmeier M (May 2015). "Leucine". Nutrient Metabolism: Structures, Functions, and Genes (2nd ed.). Academic Press. pp. 385–388. ISBN 978-0-12-387784-0. Retrieved 6 June 2016. Energy fuel: Eventually, most Leu is broken down, providing about 6.0kcal/g. About 60% of ingested Leu is oxidized within a few hours ... Ketogenesis: A significant proportion (40% of an ingested dose) is converted into acetyl-CoA and thereby contributes to the synthesis of ketones, steroids, fatty acids, and other compounds ...
    Figure 8.57: Metabolism of L-LEUCINE
  3. ^ "Leucine metabolism". BRENDA. Technische Universität Braunschweig. Archived from the original on 17 August 2016. Retrieved 12 August 2016.