General Information of MET (ID: META00313) |
Name |
Hydroxyisocaproic acid
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Synonyms |
Click to Show/Hide Synonyms of This Metabolite
(+)-2-Hydroxyisocaproate; (+)-2-Hydroxyisocaproic acid; (+)-a-Hydroxyisocaproate; (+)-a-Hydroxyisocaproic acid; (+)-alpha-Hydroxyisocaproic acid; (2S)-2-Hydroxy-4-methylpentanoate; (2S)-2-Hydroxy-4-methylpentanoic acid; (S)-2-Hydroxy-4-methyl-pentanoate; (S)-2-Hydroxy-4-methyl-pentanoic acid; (S)-2-Hydroxyisocaproate; (S)-2-Hydroxyisocaproic acid; (S)-Leucate; (S)-Leucic acid; 2-HYDROXY-4-methyl-pentanoIC ACID; 2-HYDROXY-4-methyl-pentanoate; Hydroxy-isocaproate; Hydroxyisocaproate; L-2-Hydroxy-4-methylvalerate; L-2-Hydroxy-4-methylvaleric acid; L-2-Hydroxyisocaproate; L-2-Hydroxyisocaproic acid; L-Leucate; L-Leucic acid; L-a-Hydroxyisocaproate; L-a-Hydroxyisocaproic acid; L-alpha-Hydroxyisocaproic acid; S-2-Hydroxy-4-methylpentanoate; S-2-Hydroxy-4-methylpentanoic acid
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Source |
Endogenous;Yeast Metabolite;Fatty acyls;Food;Microbial
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Structure Type |
Fatty acids and conjugates (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Fatty Acyls
Fatty acids and conjugates
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PubChem CID |
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HMDB ID |
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Formula |
C6H12O3
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Structure |
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3D MOL
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2D MOL
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Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
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ChEBI ID |
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FooDB ID |
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ChemSpider ID |
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METLIN ID |
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Physicochemical Properties |
Molecular Weight |
132.16 |
Topological Polar Surface Area |
57.5 |
XlogP |
0.9 |
Complexity |
98.5 |
Heavy Atom Count |
9 |
Rotatable Bond Count |
3 |
Hydrogen Bond Donor Count |
2 |
Hydrogen Bond Acceptor Count |
3 |
Function |
Hydroxyisocaproic acid is an end product of leucine metabolism in human tissues such as muscle and connective tissue. It belongs to 2-hydroxycarboxylic acid group of amino acid metabolites. Hydroxyisocaproic acid functions as an nti-catabolite and is widely used in the body building community. Chronic alpha-hydroxyisocaproic acid treatment of rats has been shown to improve muscle recovery after immobilization-induced atrophy. Additionally, a 4-week hydroxyisocaproic acid supplementation of 1.5 g a day was shown to lead to increases in muscle mass during an intensive training period among soccer athletes. Hydroxyisocaproic acid has also shown some potential as a topical antibiotic. Elevated levels of 2-hydroxyisocaproic acid have been found in the urine of patients with dihydrolipoyl dehydrogenase (E3) deficiency. Hydroxyisocaproic acid is also elevated in maple syrup urine disease, a genetic disorder, and has been shown to accelerate lipid peroxidation. It may also be an indicator of oxidative stress. Hydroxyisocaproic acid has been found to be a metabolite of Lactobacillus and fungal species (http://jultika.oulu.fi/files/isbn9789526211046.pdf).
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Regulatory Network
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