General Information of MET (ID: META00775) |
Name |
2-Methyl-3-hydroxybutyric acid
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Synonyms |
Click to Show/Hide Synonyms of This Metabolite
2-Methyl-3-hydroxybutanoate; 2-Methyl-3-hydroxybutanoic acid; 2-Methyl-3-hydroxybutyrate; 2-Methyl-3-hydroxybutyric acid, (R-(r*,s*))-isomer; 3-Hydroxy-2-methyl-butyrate; 3-Hydroxy-2-methyl-butyric acid; 3-Hydroxy-2-methylbutanoate; 3-Hydroxy-2-methylbutanoic acid; 3-Hydroxy-2-methylbutyrate; 3-Hydroxy-2-methylbutyric acid; Nilate; Nilic acid; a-Methyl-b-hydroxybutyrate; a-Methyl-b-hydroxybutyric acid; alpha-Methyl-beta-hydroxybutyrate; alpha-Methyl-beta-hydroxybutyric acid
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Source |
Endogenous;Fatty acyls;Food
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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 |
C5H10O3
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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 |
118.13 |
Topological Polar Surface Area |
57.5 |
XlogP |
N.A. |
Complexity |
89.7 |
Heavy Atom Count |
8 |
Rotatable Bond Count |
2 |
Hydrogen Bond Donor Count |
2 |
Hydrogen Bond Acceptor Count |
3 |
Function |
3-Hydroxy-2-methyl-butanoic acid (HMBA) is a normal urinary metabolite involved in the isoleucine catabolism, as well as presumably beta-oxidation of fatty acids and ketogenesis, excreted in abnormally high amounts in beta-ketothiolase deficiency, which is a genetic disorder. Differences in the enantiomeric ratio of HMBA may originate from the enantioselectivity of different enzyme systems.
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Regulatory Network
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