β-Ketoisocaproic acid

β-Ketoisocaproic acid, also known as 4-methyl-3-oxopentanoic acid, is an intermediate in the metabolism of leucine.[1][2] Its metabolic precursor and metabolic product in the leucine metabolic pathway are β-leucine and β-ketoisocaproyl-CoA, respectively.[1]

β-Ketoisocaproic acid
Skeletal formula of beta-ketoisocaproic acid
Names
Preferred IUPAC name
4-Methyl-3-oxopentanoic acid
Other names
4-Methyl-3-oxopentanoic acid
4-Methyl-3-oxovaleric acid
Isobutanoylacetic acid
Isobutyrylacetic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
MeSH Beta-ketoisocaproic+acid
UNII
  • Key: ZXLSKTZECNUVIS-UHFFFAOYSA-N checkY
  • CC(C)C(CC(O)=O)=O
Properties
C6H10O3
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
Hazards
GHS labelling:
GHS05: Corrosive
Danger
H314
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Kohlmeier M (May 2015). "Leucine". Nutrient Metabolism: Structures, Functions, and Genes (2nd ed.). Academic Press. pp. 385–388, Figure 8.57. 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 ...
  2. "Leucine metabolism". BRENDA. Technische Universität Braunschweig. Archived from the original on 17 August 2016. Retrieved 12 August 2016.


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