General Information of MET (ID: META00775)
Name 2-Methyl-3-hydroxybutyric acid
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
Source Endogenous;Fatty acyls;Food
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
PubChem CID
160471
HMDB ID
HMDB0000354
Formula
C5H10O3
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
ChEBI ID
37051
FooDB ID
FDB021977
ChemSpider ID
141015
METLIN ID
3786
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.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Pore-forming PNC peptide (PNC)
            Cellular tumor antigen p53 (TP53) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Knockout of TP53
                      Induced Change 2-Methyl-3-hydroxybutyric acid concentration: increase (Log2 FC=1.08)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Colon cancer [ICD-11: 2B90]
                      Details It is reported that knockout of TP53 leads to the increase of 2-methyl-3-hydroxybutyric acid levels compared with control group.
References
1 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.

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