Showing metabocard for (2S)-2-acetolactic acid (MMDBc0054849)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 19:36:18 UTC
Update Date2022-08-12 20:09:06 UTC
Metabolite IDMMDBc0054849
Metabolite Identification
Common Name(2S)-2-acetolactic acid
Description(2S)-2-hydroxy-2-methyl-3-oxobutanoate, also known as (2S)-2-acetolactate, belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. Based on a literature review very few articles have been published on (2S)-2-hydroxy-2-methyl-3-oxobutanoate.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fdb4f1131b8>


  Mrv1652306172221362D          

  9  8  0  0  1  0            999 V2000
    0.1105    1.2375    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
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5395    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 O   0  5  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
  3  1  1  0  0  0  0
  5  2  1  6  0  0  0
  5  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  3  2  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
  5  9  1  6  0  0  0
M  CHG  1   8  -1
M  END
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3D MOL for #<Metabolite:0x00007fdb4f1131b8>

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3D SDF for #<Metabolite:0x00007fdb4f1131b8>

  Mrv1652306172221362D          

  9  8  0  0  1  0            999 V2000
    0.1105    1.2375    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
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5395    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 O   0  5  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
  3  1  1  0  0  0  0
  5  2  1  6  0  0  0
  5  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  3  2  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
  5  9  1  6  0  0  0
M  CHG  1   8  -1
M  END
> <DATABASE_ID>
MMDBc0054849

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)[C@](C)(O)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H8O4/c1-3(6)5(2,9)4(7)8/h9H,1-2H3,(H,7,8)/p-1/t5-/m0/s1

> <INCHI_KEY>
NMDWGEGFJUBKLB-YFKPBYRVSA-M

> <FORMULA>
C5H7O4

> <MOLECULAR_WEIGHT>
131.108

> <EXACT_MASS>
131.034982285

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
11.410027428326675

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-hydroxy-2-methyl-3-oxobutanoate

> <JCHEM_LOGP>
-0.2838843203333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.416069462259802

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4493929439633346

> <JCHEM_PKA_STRONGEST_BASIC>
-4.591623143588905

> <JCHEM_POLAR_SURFACE_AREA>
77.43

> <JCHEM_REFRACTIVITY>
39.4275

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(S)-2-acetolactate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fdb4f1131b8>
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PDB for #<Metabolite:0x00007fdb4f1131b8>
HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       0.206   2.310   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       1.540  -1.540   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       2.874   2.310   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       2.874  -2.310   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.206  -2.310   0.000  0.00  0.00           O-1
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    5                                                            
CONECT    3    1    5    6                                                  
CONECT    4    5    7    8                                                  
CONECT    5    2    3    4    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:0x00007fdb4f1131b8>
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SMILES for #<Metabolite:0x00007fdb4f1131b8>
CC(=O)[C@](C)(O)C([O-])=O
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INCHI for #<Metabolite:0x00007fdb4f1131b8>
InChI=1S/C5H8O4/c1-3(6)5(2,9)4(7)8/h9H,1-2H3,(H,7,8)/p-1/t5-/m0/s1
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Synonyms
ValueSource
(2S)-2-AcetolactateChEBI
(2S)-2-Acetolactic acidGenerator
(2S)-2-Hydroxy-2-methyl-3-oxobutanoic acidGenerator
Molecular FormulaC5H7O4
Average Mass131.108
Monoisotopic Mass131.034982285
IUPAC Name(2S)-2-hydroxy-2-methyl-3-oxobutanoate
Traditional Name(S)-2-acetolactate
CAS Registry NumberNot Available
SMILES
CC(=O)[C@](C)(O)C([O-])=O
InChI Identifier
InChI=1S/C5H8O4/c1-3(6)5(2,9)4(7)8/h9H,1-2H3,(H,7,8)/p-1/t5-/m0/s1
InChI KeyNMDWGEGFJUBKLB-YFKPBYRVSA-M