Showing metabocard for Gluconic acid (MMDBc0000124)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:36:45 UTC
Update Date2022-08-30 23:57:42 UTC
Metabolite IDMMDBc0000124
Metabolite Identification
Common NameGluconic acid
DescriptionGluconic acid occurs naturally in fruit, honey and wine and is used as a food additive, an acidity regulator. It is also used in cleaning products where it helps cleaning up mineral deposits. It is a strong chelating agent, especially in alkaline solution. It chelates the anions of calcium, iron, aluminium, copper, and other heavy metals. Glucono delta lactone is a cyclic ester of D-gluconic acid. Gluconic acid has been found to be a metabolite in Aspergillus (Hugo Vanden Bossche, D.W.R. Mackenzie and G. Cauwenbergh. Aspergillus and Aspergillosis, 1987).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f1242894d28>


  Mrv1652309042000042D          

 13 12  0  0  1  0            999 V2000
   22.2164  -15.6487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5020  -17.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9309  -17.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7876  -15.6487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3597  -16.8862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3587  -16.4736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0732  -17.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2164  -16.4736    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.5020  -16.8862    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.9309  -16.8862    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.7876  -16.4736    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.6452  -16.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0732  -16.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  6  0  0  0
  9  2  1  6  0  0  0
 10  3  1  1  0  0  0
 11  4  1  6  0  0  0
  5 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 13  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f1242894d28>

HMDB0000625
     RDKit          3D
Gluconic acid
 25 24  0  0  0  0  0  0  0  0999 V2000
    3.6956   -0.0617    1.4192 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -0.4739    0.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7514   -1.1292    1.8494 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738   -0.2922   -0.4342 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2409    0.3674   -1.0906 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9210    0.5609   -0.5741 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7175    0.6694   -1.9739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928   -0.1346    0.0078 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4042   -1.4053   -0.5694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5558    0.6361   -0.3337 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4740    1.8921    0.2223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7755   -0.0604    0.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7480   -0.2007    1.5752 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5806   -0.7331    2.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0014   -1.2224   -0.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173    1.1407   -1.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0530    1.5784   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7787   -0.2843   -2.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2472   -0.2529    1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8161   -1.3337   -1.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5977    0.7092   -1.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3097    1.8432    1.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8617   -1.0869   -0.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6700    0.5266   -0.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6742   -0.1997    1.9317 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  6
  5 16  1  0
  6 17  1  1
  7 18  1  0
  8 19  1  1
  9 20  1  0
 10 21  1  6
 11 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f1242894d28>


  Mrv1652309042000042D          

 13 12  0  0  1  0            999 V2000
   22.2164  -15.6487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5020  -17.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9309  -17.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7876  -15.6487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3597  -16.8862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3587  -16.4736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0732  -17.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2164  -16.4736    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.5020  -16.8862    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.9309  -16.8862    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.7876  -16.4736    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.6452  -16.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0732  -16.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  6  0  0  0
  9  2  1  6  0  0  0
 10  3  1  1  0  0  0
 11  4  1  6  0  0  0
  5 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 13  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000124

> <DATABASE_NAME>
MIME

> <SMILES>
OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](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)/t2-,3-,4+,5-/m1/s1

> <INCHI_KEY>
RGHNJXZEOKUKBD-SQOUGZDYSA-N

> <FORMULA>
C6H12O7

> <MOLECULAR_WEIGHT>
196.1553

> <EXACT_MASS>
196.058302738

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
17.148802962823897

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5R)-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>
3.388205574321856

> <JCHEM_PKA_STRONGEST_BASIC>
-2.974220927705365

> <JCHEM_POLAR_SURFACE_AREA>
138.45000000000002

> <JCHEM_REFRACTIVITY>
38.27100000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.59e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gluconate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f1242894d28>

HMDB0000625
     RDKit          3D
Gluconic acid
 25 24  0  0  0  0  0  0  0  0999 V2000
    3.6956   -0.0617    1.4192 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -0.4739    0.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7514   -1.1292    1.8494 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738   -0.2922   -0.4342 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2409    0.3674   -1.0906 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9210    0.5609   -0.5741 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7175    0.6694   -1.9739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928   -0.1346    0.0078 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4042   -1.4053   -0.5694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5558    0.6361   -0.3337 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4740    1.8921    0.2223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7755   -0.0604    0.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7480   -0.2007    1.5752 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5806   -0.7331    2.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0014   -1.2224   -0.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173    1.1407   -1.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0530    1.5784   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7787   -0.2843   -2.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2472   -0.2529    1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8161   -1.3337   -1.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5977    0.7092   -1.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3097    1.8432    1.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8617   -1.0869   -0.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6700    0.5266   -0.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6742   -0.1997    1.9317 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  6
  5 16  1  0
  6 17  1  1
  7 18  1  0
  8 19  1  1
  9 20  1  0
 10 21  1  6
 11 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
M  END
Download

PDB for #<Metabolite:0x00007f1242894d28>

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  O   UNK     0      41.471 -29.211   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      40.137 -33.061   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      42.804 -33.061   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      38.804 -29.211   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      45.471 -31.521   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      36.136 -30.751   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      37.470 -33.061   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      41.471 -30.751   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      40.137 -31.521   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      42.804 -31.521   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      38.804 -30.751   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      44.138 -30.751   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      37.470 -31.521   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   11                                                            
CONECT    5   12                                                            
CONECT    6   13                                                            
CONECT    7   13                                                            
CONECT    8    1    9   10                                                  
CONECT    9    2    8   11                                                  
CONECT   10    3    8   12                                                  
CONECT   11    4    9   13                                                  
CONECT   12    5   10                                                       
CONECT   13    6    7   11                                                  
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END
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3D PDB for #<Metabolite:0x00007f1242894d28>

COMPND    HMDB0000625
HETATM    1  O1  UNL     1       3.696  -0.062   1.419  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.596  -0.474   0.969  1.00  0.00           C  
HETATM    3  O2  UNL     1       1.751  -1.129   1.849  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.174  -0.292  -0.434  1.00  0.00           C  
HETATM    5  O3  UNL     1       3.241   0.367  -1.091  1.00  0.00           O  
HETATM    6  C3  UNL     1       0.921   0.561  -0.574  1.00  0.00           C  
HETATM    7  O4  UNL     1       0.717   0.669  -1.974  1.00  0.00           O  
HETATM    8  C4  UNL     1      -0.293  -0.135   0.008  1.00  0.00           C  
HETATM    9  O5  UNL     1      -0.404  -1.405  -0.569  1.00  0.00           O  
HETATM   10  C5  UNL     1      -1.556   0.636  -0.334  1.00  0.00           C  
HETATM   11  O6  UNL     1      -1.474   1.892   0.222  1.00  0.00           O  
HETATM   12  C6  UNL     1      -2.775  -0.060   0.194  1.00  0.00           C  
HETATM   13  O7  UNL     1      -2.748  -0.201   1.575  1.00  0.00           O  
HETATM   14  H1  UNL     1       1.581  -0.733   2.778  1.00  0.00           H  
HETATM   15  H2  UNL     1       2.001  -1.222  -0.979  1.00  0.00           H  
HETATM   16  H3  UNL     1       2.917   1.141  -1.609  1.00  0.00           H  
HETATM   17  H4  UNL     1       1.053   1.578  -0.184  1.00  0.00           H  
HETATM   18  H5  UNL     1       0.779  -0.284  -2.297  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.247  -0.253   1.096  1.00  0.00           H  
HETATM   20  H7  UNL     1      -0.816  -1.334  -1.446  1.00  0.00           H  
HETATM   21  H8  UNL     1      -1.598   0.709  -1.427  1.00  0.00           H  
HETATM   22  H9  UNL     1      -1.310   1.843   1.193  1.00  0.00           H  
HETATM   23  H10 UNL     1      -2.862  -1.087  -0.257  1.00  0.00           H  
HETATM   24  H11 UNL     1      -3.670   0.527  -0.061  1.00  0.00           H  
HETATM   25  H12 UNL     1      -3.674  -0.200   1.932  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:0x00007f1242894d28>

OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O
Download

INCHI for #<Metabolite:0x00007f1242894d28>

InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3-,4+,5-/m1/s1
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Synonyms
ValueSource
(2R,3S,4R,5R)-2,3,4,5,6-Pentahydroxyhexanoic acidChEBI
D-Gluco-hexonic acidChEBI
D-GluconsaeureChEBI
D-GlukonsaeureChEBI
Dextronic acidChEBI
Glycogenic acidChEBI
Hexonic acidChEBI
Maltonic acidChEBI
D-GluconateKegg
(2R,3S,4R,5R)-2,3,4,5,6-PentahydroxyhexanoateGenerator
D-Gluco-hexonateGenerator
DextronateGenerator
GlycogenateGenerator
HexonateGenerator
MaltonateGenerator
D-Gluconic acidGenerator
GluconateGenerator
2,3,4,5,6-Pentahydroxy-hexanoateHMDB
2,3,4,5,6-Pentahydroxy-hexanoic acidHMDB
2,3,4,5,6-PentahydroxyhexanoateHMDB
2,3,4,5,6-Pentahydroxyhexanoic acidHMDB
GCOHMDB
GlosantoHMDB
GlyconateHMDB
Glyconic acidHMDB
PentahydroxycaproateHMDB
Pentahydroxycaproic acidHMDB
Boron gluconateHMDB
Gluconic acid, (113)indium-labeledHMDB
Gluconic acid, calcium saltHMDB
Gluconic acid, cesium(+3) saltHMDB
Gluconic acid, lanthanum(+3) saltHMDB
Gluconic acid, sodium saltHMDB
Gluconic acid, strontium (2:1) saltHMDB
MagnerotHMDB
Manganese gluconateHMDB
Sodium gluconateHMDB
Zinc gluconateHMDB
Gluconic acid, (159)dysprosium-labeled saltHMDB
Gluconic acid, aluminum (3:1) saltHMDB
Gluconic acid, ammonium saltHMDB
Gluconic acid, magnesium (2:1) saltHMDB
Gluconic acid, (14)C-labeledHMDB
Gluconic acid, 1-(14)C-labeledHMDB
Gluconic acid, 6-(14)C-labeledHMDB
Gluconic acid, cobalt (2:1) saltHMDB
Gluconic acid, copper saltHMDB
Gluconic acid, manganese (2:1) saltHMDB
Gluconic acid, potassium saltHMDB
Gluconic acid, tin(+2) saltHMDB
Gluconic acid, zinc saltHMDB
Lithium gluconateHMDB
Magnesium gluconateHMDB
Gluconic acid, (99)technecium (5+) saltHMDB
Gluconic acid, fe(+2) salt, dihydrateHMDB
Gluconic acid, monolithium saltHMDB
Gluconic acid, monopotassium saltHMDB
Gluconic acid, monosodium saltHMDB
Molecular FormulaC6H12O7
Average Mass196.1553
Monoisotopic Mass196.058302738
IUPAC Name(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid
Traditional Namegluconate
CAS Registry Number526-95-4
SMILES
OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](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)/t2-,3-,4+,5-/m1/s1
InChI KeyRGHNJXZEOKUKBD-SQOUGZDYSA-N