Showing metabocard for (3R)-3-hydroxy-4-oxobutanoic acid (MMDBc0054895)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 19:37:22 UTC
Update Date2022-08-12 20:09:08 UTC
Metabolite IDMMDBc0054895
Metabolite Identification
Common Name(3R)-3-hydroxy-4-oxobutanoic acid
Description(3R)-3-hydroxy-4-oxobutanoate, also known as L-malic semialdehyde(1-), belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. Based on a literature review very few articles have been published on (3R)-3-hydroxy-4-oxobutanoate.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fecb407c580>


  Mrv1652306172221372D          

  9  8  0  0  1  0            999 V2000
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.2375    1.5395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  3  6  1  6  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
  3  9  1  6  0  0  0
M  CHG  1   8  -1
M  END
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3D MOL for #<Metabolite:0x00007fecb407c580>

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3D SDF for #<Metabolite:0x00007fecb407c580>

  Mrv1652306172221372D          

  9  8  0  0  1  0            999 V2000
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.2375    1.5395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  3  6  1  6  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
  3  9  1  6  0  0  0
M  CHG  1   8  -1
M  END
> <DATABASE_ID>
MMDBc0054895

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H6O4/c5-2-3(6)1-4(7)8/h2-3,6H,1H2,(H,7,8)/p-1/t3-/m1/s1

> <INCHI_KEY>
QWHDXIUUXWGQME-GSVOUGTGSA-M

> <FORMULA>
C4H5O4

> <MOLECULAR_WEIGHT>
117.081

> <EXACT_MASS>
117.019332221

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
9.575055407728065

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R)-3-hydroxy-4-oxobutanoate

> <JCHEM_LOGP>
-1.2722576803333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.654538873545999

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.820340292779072

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5128354940411137

> <JCHEM_POLAR_SURFACE_AREA>
77.42999999999999

> <JCHEM_REFRACTIVITY>
34.7869

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-3-hydroxy-4-oxobutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fecb407c580>
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PDB for #<Metabolite:0x00007fecb407c580>
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       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.357   1.334   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       2.310  -0.206   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       6.311   2.104   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.977  -0.206   0.000  0.00  0.00           O-1
HETATM    9  H   UNK     0       2.310   2.874   0.000  0.00  0.00           H+0
CONECT    1    3    4                                                       
CONECT    2    3    5                                                       
CONECT    3    1    2    6    9                                             
CONECT    4    1    7    8                                                  
CONECT    5    2                                                            
CONECT    6    3                                                            
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    3                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END

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3D PDB for #<Metabolite:0x00007fecb407c580>
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SMILES for #<Metabolite:0x00007fecb407c580>
[H][C@@](O)(CC([O-])=O)C=O
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INCHI for #<Metabolite:0x00007fecb407c580>
InChI=1S/C4H6O4/c5-2-3(6)1-4(7)8/h2-3,6H,1H2,(H,7,8)/p-1/t3-/m1/s1
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Synonyms
ValueSource
L-Malic semialdehyde(1-)ChEBI
(3R)-3-Hydroxy-4-oxobutanoic acidGenerator
Molecular FormulaC4H5O4
Average Mass117.081
Monoisotopic Mass117.019332221
IUPAC Name(3R)-3-hydroxy-4-oxobutanoate
Traditional Name(3R)-3-hydroxy-4-oxobutanoate
CAS Registry NumberNot Available
SMILES
[H][C@@](O)(CC([O-])=O)C=O
InChI Identifier
InChI=1S/C4H6O4/c5-2-3(6)1-4(7)8/h2-3,6H,1H2,(H,7,8)/p-1/t3-/m1/s1
InChI KeyQWHDXIUUXWGQME-GSVOUGTGSA-M