Showing metabocard for D-Galactonate (MMDBc0030057)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:52:19 UTC
Update Date2022-08-31 17:39:20 UTC
Metabolite IDMMDBc0030057
Metabolite Identification
Common NameD-Galactonate
DescriptionD-galactonate is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group. The gluconic acid is produced by direct extracellular oxidation of glucose by a glucose dehydrogenase equipped with pyrroloquinoline quinone (PQQ) as a cofactor. (PMID 14756528 ) Glucuronate is converted to l-gulonate by aldehyde reductase, an enzyme of the aldo-keto reductase superfamily. l-Gulonate is converted to l-gulonolactone by a lactonase identified as SMP30 or regucalcin, whose absence in mice leads to vitamin C deficiency. (PMID 17222174 )
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f91f52ef9d0>


  Mrv0541 09061400512D          

 13 12  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  2  0  0  0  0
 13  6  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f91f52ef9d0>

HMDB0253886
     RDKit          3D
L-Gluconic acid
 25 24  0  0  0  0  0  0  0  0999 V2000
    3.5378    1.0251   -1.2130 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5193    1.0289   -0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189    2.2012   -0.3988 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1230   -0.1748    0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1948   -1.1424    0.0836 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8679   -0.8572   -0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   -1.2242   -1.5124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4091   -0.4343    0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3226   -1.5566    0.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1936    0.6109   -0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4845    0.2401   -1.6071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5607    0.8245    0.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3659    1.2098    1.6949 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9191    2.8769    0.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0573   -0.0488    1.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8365   -1.9410    0.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131   -1.9289    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -2.1186   -1.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3231   -0.1561    1.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1552   -1.9982   -0.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6938    1.5712   -0.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3157   -0.3065   -1.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1159   -0.1369    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1240    1.5677   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0945    0.8682    2.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  6 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
M  END
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3D SDF for #<Metabolite:0x00007f91f52ef9d0>


  Mrv0541 09061400512D          

 13 12  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  2  0  0  0  0
 13  6  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030057

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)

> <INCHI_KEY>
RGHNJXZEOKUKBD-UHFFFAOYSA-N

> <FORMULA>
C6H12O7

> <MOLECULAR_WEIGHT>
196.1553

> <EXACT_MASS>
196.058302738

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
16.825475885169475

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3,4,5,6-pentahydroxyhexanoic acid

> <ALOGPS_LOGP>
-2.57

> <JCHEM_LOGP>
-3.4097443106666665

> <ALOGPS_LOGS>
-0.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.593710458724516

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3882055743218547

> <JCHEM_PKA_STRONGEST_BASIC>
-2.974220927705365

> <JCHEM_POLAR_SURFACE_AREA>
138.45

> <JCHEM_REFRACTIVITY>
38.270999999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.59e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
magnesium gluconate anhydrous

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f91f52ef9d0>

HMDB0253886
     RDKit          3D
L-Gluconic acid
 25 24  0  0  0  0  0  0  0  0999 V2000
    3.5378    1.0251   -1.2130 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5193    1.0289   -0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189    2.2012   -0.3988 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1230   -0.1748    0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1948   -1.1424    0.0836 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8679   -0.8572   -0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   -1.2242   -1.5124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4091   -0.4343    0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3226   -1.5566    0.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1936    0.6109   -0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4845    0.2401   -1.6071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5607    0.8245    0.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3659    1.2098    1.6949 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9191    2.8769    0.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0573   -0.0488    1.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8365   -1.9410    0.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131   -1.9289    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -2.1186   -1.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3231   -0.1561    1.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1552   -1.9982   -0.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6938    1.5712   -0.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3157   -0.3065   -1.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1159   -0.1369    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1240    1.5677   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0945    0.8682    2.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  6 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
M  END
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PDB for #<Metabolite:0x00007f91f52ef9d0>

HEADER    PROTEIN                                 06-SEP-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-14         0                                  
HETATM    1  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.953   2.667   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.620   1.127   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       5.954   4.977   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       7.287   1.127   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       8.621   4.977   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    3    8                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5   12   13                                                  
CONECT    7    1                                                            
CONECT    8    2                                                            
CONECT    9    3                                                            
CONECT   10    4                                                            
CONECT   11    5                                                            
CONECT   12    6                                                            
CONECT   13    6                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END
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3D PDB for #<Metabolite:0x00007f91f52ef9d0>

COMPND    HMDB0253886
HETATM    1  O1  UNL     1       3.538   1.025  -1.213  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.519   1.029  -0.475  1.00  0.00           C  
HETATM    3  O2  UNL     1       1.819   2.201  -0.399  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.123  -0.175   0.261  1.00  0.00           C  
HETATM    5  O3  UNL     1       3.195  -1.142   0.084  1.00  0.00           O  
HETATM    6  C3  UNL     1       0.868  -0.857  -0.190  1.00  0.00           C  
HETATM    7  O4  UNL     1       0.821  -1.224  -1.512  1.00  0.00           O  
HETATM    8  C4  UNL     1      -0.409  -0.434   0.437  1.00  0.00           C  
HETATM    9  O5  UNL     1      -1.323  -1.557   0.440  1.00  0.00           O  
HETATM   10  C5  UNL     1      -1.194   0.611  -0.323  1.00  0.00           C  
HETATM   11  O6  UNL     1      -1.485   0.240  -1.607  1.00  0.00           O  
HETATM   12  C6  UNL     1      -2.561   0.825   0.365  1.00  0.00           C  
HETATM   13  O7  UNL     1      -2.366   1.210   1.695  1.00  0.00           O  
HETATM   14  H1  UNL     1       1.919   2.877   0.364  1.00  0.00           H  
HETATM   15  H2  UNL     1       2.057  -0.049   1.358  1.00  0.00           H  
HETATM   16  H3  UNL     1       2.836  -1.941   0.518  1.00  0.00           H  
HETATM   17  H4  UNL     1       1.013  -1.929   0.327  1.00  0.00           H  
HETATM   18  H5  UNL     1       0.450  -2.119  -1.684  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.323  -0.156   1.493  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.155  -1.998  -0.431  1.00  0.00           H  
HETATM   21  H8  UNL     1      -0.694   1.571  -0.253  1.00  0.00           H  
HETATM   22  H9  UNL     1      -2.316  -0.306  -1.699  1.00  0.00           H  
HETATM   23  H10 UNL     1      -3.116  -0.137   0.371  1.00  0.00           H  
HETATM   24  H11 UNL     1      -3.124   1.568  -0.207  1.00  0.00           H  
HETATM   25  H12 UNL     1      -3.094   0.868   2.281  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5    6   15
CONECT    5   16
CONECT    6    7    8   17
CONECT    7   18
CONECT    8    9   10   19
CONECT    9   20
CONECT   10   11   12   21
CONECT   11   22
CONECT   12   13   23   24
CONECT   13   25
END
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SMILES for #<Metabolite:0x00007f91f52ef9d0>

OCC(O)C(O)C(O)C(O)C(O)=O
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INCHI for #<Metabolite:0x00007f91f52ef9d0>

InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)
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Synonyms
ValueSource
L-Galactonic acidKegg
L-GalactonateGenerator
D-Galactonic acidGenerator
D-Gluconate MN(II) saltGenerator
Altronic acidMeSH
Molecular FormulaC6H12O7
Average Mass196.1553
Monoisotopic Mass196.058302738
IUPAC Name2,3,4,5,6-pentahydroxyhexanoic acid
Traditional Namemagnesium gluconate anhydrous
CAS Registry Number133-42-6
SMILES
OCC(O)C(O)C(O)C(O)C(O)=O
InChI Identifier
InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)
InChI KeyRGHNJXZEOKUKBD-UHFFFAOYSA-N