Showing metabocard for 3-Hydroxy-3-methyl-2-oxobutanoic acid (MMDBc0030000)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:50:08 UTC
Update Date2022-08-31 17:38:33 UTC
Metabolite IDMMDBc0030000
Metabolite Identification
Common Name3-Hydroxy-3-methyl-2-oxobutanoic acid
Description3-hydroxy-3-methyl-2-oxobutanoic acid belongs to the class of Branched Fatty Acids. These are fatty acids containing a branched chain. (inferred from compound structure)α-Acetolactic acid (α-acetolactate) is a precursor in the biosynthesis of the branched chain amino acids valine and leucine. α-Acetolactic acid is produced from two molecules of pyruvic acid by acetolactate synthase. α-Acetolactic acid can also be decarboxylated by alpha-acetolactate decarboxylase to produce acetoin. (WikiPedia)
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00005645c9b53b68>


  Mrv1652310061707272D          

  9  8  0  0  0  0            999 V2000
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  3  2  0  0  0  0
  7  4  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00005645c9b53b68>

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3D SDF for #<Metabolite:0x00005645c9b53b68>

  Mrv1652310061707272D          

  9  8  0  0  0  0            999 V2000
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  3  2  0  0  0  0
  7  4  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030000

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)(O)C(=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H8O4/c1-5(2,9)3(6)4(7)8/h9H,1-2H3,(H,7,8)

> <INCHI_KEY>
DNOPJXBPONYBLB-UHFFFAOYSA-N

> <FORMULA>
C5H8O4

> <MOLECULAR_WEIGHT>
132.1146

> <EXACT_MASS>
132.042258744

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
11.820524785027752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxy-3-methyl-2-oxobutanoic acid

> <ALOGPS_LOGP>
-0.45

> <JCHEM_LOGP>
0.25015603566666667

> <ALOGPS_LOGS>
0.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.657501869746838

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0052066952204672

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5469439548562933

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
28.899100000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.44e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-oxo-3-hydroxyisovaleric acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00005645c9b53b68>
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PDB for #<Metabolite:0x00005645c9b53b68>
HEADER    PROTEIN                                 06-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-OCT-17         0                                  
HETATM    1  C   UNK     0       1.540  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.080  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.874   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.206   2.310   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       2.874   3.850   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.207   1.540   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    5                                                            
CONECT    3    4    5    6                                                  
CONECT    4    3    7    8                                                  
CONECT    5    1    2    3    9                                             
CONECT    6    3                                                            
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END

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3D PDB for #<Metabolite:0x00005645c9b53b68>
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SMILES for #<Metabolite:0x00005645c9b53b68>
CC(C)(O)C(=O)C(O)=O
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INCHI for #<Metabolite:0x00005645c9b53b68>
InChI=1S/C5H8O4/c1-5(2,9)3(6)4(7)8/h9H,1-2H3,(H,7,8)
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Synonyms
ValueSource
2-oxo-3-Hydroxyisovaleric acidChEBI
3-Hydroxy-3-methyl-2-oxobutanoateChEBI
2-oxo-3-HydroxyisovalerateKegg
3-Hydroxy-3-methyl-2-oxobutanoic acidGenerator
3-Hydroxy-3-methyl-2-oxo-butanoateGenerator
Molecular FormulaC5H8O4
Average Mass132.1146
Monoisotopic Mass132.042258744
IUPAC Name3-hydroxy-3-methyl-2-oxobutanoic acid
Traditional Name2-oxo-3-hydroxyisovaleric acid
CAS Registry NumberNot Available
SMILES
CC(C)(O)C(=O)C(O)=O
InChI Identifier
InChI=1S/C5H8O4/c1-5(2,9)3(6)4(7)8/h9H,1-2H3,(H,7,8)
InChI KeyDNOPJXBPONYBLB-UHFFFAOYSA-N