Showing metabocard for 4-Deoxyerythronic acid (MMDBc0030366)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:05:27 UTC
Update Date2024-04-30 19:45:59 UTC
Metabolite IDMMDBc0030366
Metabolite Identification
Common Name4-Deoxyerythronic acid
Description4-Deoxyerythronic acid is an organic acid that is also known as 2,3-dihydroxybutanoic acid. (PubChem)
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f921f8981c8>

4-Deoxyerythronic acid.mol
  Mrv0541 02231218332D          

  8  7  0  0  0  0            999 V2000
    0.7145   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.2063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.2063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  1  0  0  0
  2  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  1  7  2  0  0  0  0
  1  8  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f921f8981c8>

HMDB0000498
     RDKit          3D
4-Deoxyerythronic acid
 16 15  0  0  0  0  0  0  0  0999 V2000
    1.7717   -0.1883   -0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7251    0.4292    0.4741 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4557    1.7092   -0.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5522   -0.3888    0.4765 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5256    0.1766    1.2625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0616   -0.5674   -0.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3337   -1.0654   -1.7679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3555   -0.1700   -1.1834 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6311    0.1629   -1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7723    0.0768   -0.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6447   -1.3025   -0.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1508    0.5274    1.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8670    1.8664   -0.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3033   -1.3856    0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1341   -0.5094    1.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7524    0.6290   -0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  1
  3 13  1  0
  4 14  1  1
  5 15  1  0
  8 16  1  0
M  END
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3D SDF for #<Metabolite:0x00007f921f8981c8>

4-Deoxyerythronic acid.mol
  Mrv0541 02231218332D          

  8  7  0  0  0  0            999 V2000
    0.7145   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.2063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.2063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  1  0  0  0
  2  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  1  7  2  0  0  0  0
  1  8  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030366

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H8O4/c1-2(5)3(6)4(7)8/h2-3,5-6H,1H3,(H,7,8)/t2-,3-/m1/s1

> <INCHI_KEY>
LOUGYXZSURQALL-PWNYCUMCSA-N

> <FORMULA>
C4H8O4

> <MOLECULAR_WEIGHT>
120.1039

> <EXACT_MASS>
120.042258744

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
10.73773240304265

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R)-2,3-dihydroxybutanoic acid

> <ALOGPS_LOGP>
-1.25

> <JCHEM_LOGP>
-1.10216446

> <ALOGPS_LOGS>
0.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.296398808965975

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6336046018399015

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1229185806545976

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
24.802300000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.54e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-deoxyerythronic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f921f8981c8>

HMDB0000498
     RDKit          3D
4-Deoxyerythronic acid
 16 15  0  0  0  0  0  0  0  0999 V2000
    1.7717   -0.1883   -0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7251    0.4292    0.4741 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4557    1.7092   -0.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5522   -0.3888    0.4765 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5256    0.1766    1.2625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0616   -0.5674   -0.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3337   -1.0654   -1.7679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3555   -0.1700   -1.1834 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6311    0.1629   -1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7723    0.0768   -0.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6447   -1.3025   -0.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1508    0.5274    1.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8670    1.8664   -0.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3033   -1.3856    0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1341   -0.5094    1.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7524    0.6290   -0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  1
  3 13  1  0
  4 14  1  1
  5 15  1  0
  8 16  1  0
M  END
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PDB for #<Metabolite:0x00007f921f8981c8>

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 4-Deoxyerythronic acid.mol                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       1.334  -0.385   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.385   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000   1.925   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.334  -0.385   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.334  -1.925   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.667   0.385   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667   0.385   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.334  -1.925   0.000  0.00  0.00           O+0
CONECT    1    2    7    8                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    1                                                            
CONECT    8    1                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for #<Metabolite:0x00007f921f8981c8>

COMPND    HMDB0000498
HETATM    1  C1  UNL     1       1.772  -0.188  -0.408  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.725   0.429   0.474  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.456   1.709  -0.018  1.00  0.00           O  
HETATM    4  C3  UNL     1      -0.552  -0.389   0.477  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.526   0.177   1.263  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.062  -0.567  -0.897  1.00  0.00           C  
HETATM    7  O3  UNL     1      -0.334  -1.065  -1.768  1.00  0.00           O  
HETATM    8  O4  UNL     1      -2.356  -0.170  -1.183  1.00  0.00           O  
HETATM    9  H1  UNL     1       1.631   0.163  -1.460  1.00  0.00           H  
HETATM   10  H2  UNL     1       2.772   0.077  -0.010  1.00  0.00           H  
HETATM   11  H3  UNL     1       1.645  -1.303  -0.442  1.00  0.00           H  
HETATM   12  H4  UNL     1       1.151   0.527   1.490  1.00  0.00           H  
HETATM   13  H5  UNL     1       0.867   1.866  -0.908  1.00  0.00           H  
HETATM   14  H6  UNL     1      -0.303  -1.386   0.899  1.00  0.00           H  
HETATM   15  H7  UNL     1      -2.134  -0.509   1.581  1.00  0.00           H  
HETATM   16  H8  UNL     1      -2.752   0.629  -0.695  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    4   12
CONECT    3   13
CONECT    4    5    6   14
CONECT    5   15
CONECT    6    7    7    8
CONECT    8   16
END
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SMILES for #<Metabolite:0x00007f921f8981c8>

C[C@@H](O)[C@@H](O)C(O)=O
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INCHI for #<Metabolite:0x00007f921f8981c8>

InChI=1S/C4H8O4/c1-2(5)3(6)4(7)8/h2-3,5-6H,1H3,(H,7,8)/t2-,3-/m1/s1
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Synonyms
ValueSource
4-DeoxyerythronateGenerator
(+/-)-erythro-2,3-dihydroxybutyric acidHMDB
(R*,r*)-2,3-dihydroxy-butanoateHMDB
(R*,r*)-2,3-dihydroxy-butanoic acidHMDB
(R*,r*)-2,3-dihydroxybutanoateHMDB
(R*,r*)-2,3-dihydroxybutanoic acidHMDB
(R*,s*)-2,3-dihydroxybutanoateHMDB
(R*,s*)-2,3-dihydroxybutanoic acidHMDB
2,3-Dihydroxybutanoic acidHMDB
2,3-Erythro-dihydroxybutyrateHMDB
2,3-Erythro-dihydroxybutyric acidHMDB
4-Deoxy-erythronateHMDB
4-Deoxy-erythronic acidHMDB
4-Deoxytetronic acidHMDB
Erythro-2,3-dihydroxybutyric acidHMDB
(2R,3R)-2,3-DihydroxybutanoateHMDB
Molecular FormulaC4H8O4
Average Mass120.1039
Monoisotopic Mass120.042258744
IUPAC Name(2R,3R)-2,3-dihydroxybutanoic acid
Traditional Name4-deoxyerythronic acid
CAS Registry Number759-06-8
SMILES
C[C@@H](O)[C@@H](O)C(O)=O
InChI Identifier
InChI=1S/C4H8O4/c1-2(5)3(6)4(7)8/h2-3,5-6H,1H3,(H,7,8)/t2-,3-/m1/s1
InChI KeyLOUGYXZSURQALL-PWNYCUMCSA-N