Showing metabocard for (S)-2-ethyl-2-hydroxy-3-oxobutanoic acid (MMDBc0055058)

Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-06-17 19:40:56 UTC
Update Date2025-10-07 16:08:53 UTC
Metabolite IDMMDBc0055058
Metabolite Identification
Common Name(S)-2-ethyl-2-hydroxy-3-oxobutanoic acid
Description(S)-2-ethyl-2-hydroxy-3-oxobutanoic acid is a ketone and hydroxy acid. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fadd8b6e3c8>


  Mrv1652306172221402D          

 10  9  0  0  1  0            999 V2000
    2.2539    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    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
    1.5395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  3  1  6  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
  6 10  1  1  0  0  0
M  CHG  1   9  -1
M  END
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3D MOL for #<Metabolite:0x00007fadd8b6e3c8>

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3D SDF for #<Metabolite:0x00007fadd8b6e3c8>

  Mrv1652306172221402D          

 10  9  0  0  1  0            999 V2000
    2.2539    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    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
    1.5395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  3  1  6  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
  6 10  1  1  0  0  0
M  CHG  1   9  -1
M  END
> <DATABASE_ID>
MMDBc0055058

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O4/c1-3-6(10,4(2)7)5(8)9/h10H,3H2,1-2H3,(H,8,9)/p-1/t6-/m0/s1

> <INCHI_KEY>
VUQLHQFKACOHNZ-LURJTMIESA-M

> <FORMULA>
C6H9O4

> <MOLECULAR_WEIGHT>
145.135

> <EXACT_MASS>
145.05063235

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
13.299613973966837

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
0.23863807466666656

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.22864662869457

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.602709116384785

> <JCHEM_PKA_STRONGEST_BASIC>
-4.6693092913361545

> <JCHEM_POLAR_SURFACE_AREA>
77.43

> <JCHEM_REFRACTIVITY>
43.9515

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(S)-2-aceto-2-hydroxybutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fadd8b6e3c8>
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PDB for #<Metabolite:0x00007fadd8b6e3c8>
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       4.207   3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.207   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.644  -0.564   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  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.874  -1.897   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.540  -1.540   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.206   0.770   0.000  0.00  0.00           O-1
HETATM   10  O   UNK     0       2.104   2.104   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    6                                                       
CONECT    4    2    6    7                                                  
CONECT    5    6    8    9                                                  
CONECT    6    3    4    5   10                                             
CONECT    7    4                                                            
CONECT    8    5                                                            
CONECT    9    5                                                            
CONECT   10    6                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for #<Metabolite:0x00007fadd8b6e3c8>
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SMILES for #<Metabolite:0x00007fadd8b6e3c8>
CC[C@](O)(C(C)=O)C([O-])=O
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INCHI for #<Metabolite:0x00007fadd8b6e3c8>
InChI=1S/C6H10O4/c1-3-6(10,4(2)7)5(8)9/h10H,3H2,1-2H3,(H,8,9)/p-1/t6-/m0/s1
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Synonyms
ValueSource
(S)-2-Aceto-2-hydroxybutanoateChEBI
(S)-2-Acetyl-2-hydroxybutyrateChEBI
(S)-2-Ethyl-2-hydroxy-3-oxobutanoateChEBI
(S)-2-Hydroxy-2-ethyl-3-oxobutanoateChEBI
(S)-2-Aceto-2-hydroxybutanoic acidGenerator
(S)-2-Acetyl-2-hydroxybutyric acidGenerator
(S)-2-Ethyl-2-hydroxy-3-oxobutanoic acidGenerator
(S)-2-Hydroxy-2-ethyl-3-oxobutanoic acidGenerator
(S)-2-Acetyl-2-hydroxybutanoic acidGenerator
Molecular FormulaC6H9O4
Average Mass145.135
Monoisotopic Mass145.05063235
IUPAC Name(2S)-2-ethyl-2-hydroxy-3-oxobutanoate
Traditional Name(S)-2-aceto-2-hydroxybutanoate
CAS Registry NumberNot Available
SMILES
CC[C@](O)(C(C)=O)C([O-])=O
InChI Identifier
InChI=1S/C6H10O4/c1-3-6(10,4(2)7)5(8)9/h10H,3H2,1-2H3,(H,8,9)/p-1/t6-/m0/s1
InChI KeyVUQLHQFKACOHNZ-LURJTMIESA-M