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Showing NP-Card for Gulonic acid (NP0001130)

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Record Information
Version2.0
Created at2006-05-22 15:12:47 UTC
Updated at2024-09-17 15:44:06 UTC
NP-MRD IDNP0001130
Secondary Accession NumbersNone
Natural Product Identification
Common NameGulonic acid
DescriptionGulonic acid, also known as gulonate, belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.It is a gulonic acid having D-configuration.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001130 (Gulonic acid)


  Mrv1652305271900142D          

 13 12  0  0  1  0            999 V2000
   24.6507  -16.5953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9363  -18.6577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3652  -18.6577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2219  -16.5953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7940  -17.8328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7930  -17.4202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5074  -18.6577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6507  -17.4202    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.9363  -17.8328    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.3652  -17.8328    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.2219  -17.4202    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   26.0795  -17.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5074  -17.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  1  0  0  0
  9  2  1  1  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 NP0001130 (Gulonic acid)

HMDB0003290
     RDKit          3D
Gulonic acid
 25 24  0  0  0  0  0  0  0  0999 V2000
   -2.9906    0.5440    1.5917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6751    0.2980    0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1429    1.1399   -0.5863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8376   -0.8490    0.1025 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5175   -1.5125    1.2837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513   -0.5068   -0.6115 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0885   -1.7213   -0.8600 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2966    0.4089    0.2397 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5996   -0.1400    1.4766 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5064    0.9156   -0.4531 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1709    1.4580   -1.6868 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6287   -0.0679   -0.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9529   -0.6025    0.6733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4061    2.1047   -0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3553   -1.6018   -0.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1260   -2.3928    1.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7996    0.0154   -1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6076   -2.3489   -1.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3565    1.3053    0.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0718    0.1096    2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9038    1.7782    0.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5686    2.2410   -1.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5344    0.4626   -0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425   -0.8944   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7449   -0.1432    1.0727 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  6
  7 18  1  0
  8 19  1  1
  9 20  1  0
 10 21  1  1
 11 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
M  END
Download

3D SDF for NP0001130 (Gulonic acid)


  Mrv1652305271900142D          

 13 12  0  0  1  0            999 V2000
   24.6507  -16.5953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9363  -18.6577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3652  -18.6577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2219  -16.5953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7940  -17.8328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7930  -17.4202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5074  -18.6577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6507  -17.4202    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.9363  -17.8328    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.3652  -17.8328    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.2219  -17.4202    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   26.0795  -17.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5074  -17.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  1  0  0  0
  9  2  1  1  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>
NP0001130

> <DATABASE_NAME>
NP-MRD

> <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-KKQCNMDGSA-N

> <FORMULA>
C6H12O7

> <MOLECULAR_WEIGHT>
196.1553

> <EXACT_MASS>
196.058302738

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
17.160552515423085

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,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>
gulonic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0001130 (Gulonic acid)

HMDB0003290
     RDKit          3D
Gulonic acid
 25 24  0  0  0  0  0  0  0  0999 V2000
   -2.9906    0.5440    1.5917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6751    0.2980    0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1429    1.1399   -0.5863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8376   -0.8490    0.1025 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5175   -1.5125    1.2837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513   -0.5068   -0.6115 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0885   -1.7213   -0.8600 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2966    0.4089    0.2397 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5996   -0.1400    1.4766 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5064    0.9156   -0.4531 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1709    1.4580   -1.6868 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6287   -0.0679   -0.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9529   -0.6025    0.6733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4061    2.1047   -0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3553   -1.6018   -0.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1260   -2.3928    1.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7996    0.0154   -1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6076   -2.3489   -1.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3565    1.3053    0.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0718    0.1096    2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9038    1.7782    0.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5686    2.2410   -1.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5344    0.4626   -0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425   -0.8944   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7449   -0.1432    1.0727 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  6
  7 18  1  0
  8 19  1  1
  9 20  1  0
 10 21  1  1
 11 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
M  END
Download

PDB for NP0001130 (Gulonic acid)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      46.015 -30.978   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      44.681 -34.828   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      47.348 -34.828   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      43.348 -30.978   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      50.015 -33.288   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      40.680 -32.518   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      42.014 -34.828   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      46.015 -32.518   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      44.681 -33.288   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      47.348 -33.288   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      43.348 -32.518   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      48.682 -32.518   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      42.014 -33.288   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 NP0001130 (Gulonic acid)

COMPND    HMDB0003290
HETATM    1  O1  UNL     1      -2.991   0.544   1.592  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.675   0.298   0.405  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.143   1.140  -0.586  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.838  -0.849   0.102  1.00  0.00           C  
HETATM    5  O3  UNL     1      -1.517  -1.513   1.284  1.00  0.00           O  
HETATM    6  C3  UNL     1      -0.551  -0.507  -0.612  1.00  0.00           C  
HETATM    7  O4  UNL     1       0.089  -1.721  -0.860  1.00  0.00           O  
HETATM    8  C4  UNL     1       0.297   0.409   0.240  1.00  0.00           C  
HETATM    9  O5  UNL     1       0.600  -0.140   1.477  1.00  0.00           O  
HETATM   10  C5  UNL     1       1.506   0.916  -0.453  1.00  0.00           C  
HETATM   11  O6  UNL     1       1.171   1.458  -1.687  1.00  0.00           O  
HETATM   12  C6  UNL     1       2.629  -0.068  -0.570  1.00  0.00           C  
HETATM   13  O7  UNL     1       2.953  -0.602   0.673  1.00  0.00           O  
HETATM   14  H1  UNL     1      -3.406   2.105  -0.437  1.00  0.00           H  
HETATM   15  H2  UNL     1      -2.355  -1.602  -0.563  1.00  0.00           H  
HETATM   16  H3  UNL     1      -1.126  -2.393   1.077  1.00  0.00           H  
HETATM   17  H4  UNL     1      -0.800   0.015  -1.538  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.608  -2.349  -1.189  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.357   1.305   0.459  1.00  0.00           H  
HETATM   20  H7  UNL     1      -0.072   0.110   2.161  1.00  0.00           H  
HETATM   21  H8  UNL     1       1.904   1.778   0.158  1.00  0.00           H  
HETATM   22  H9  UNL     1       0.569   2.241  -1.485  1.00  0.00           H  
HETATM   23  H10 UNL     1       3.534   0.463  -0.929  1.00  0.00           H  
HETATM   24  H11 UNL     1       2.443  -0.894  -1.258  1.00  0.00           H  
HETATM   25  H12 UNL     1       3.745  -0.143   1.073  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 NP0001130 (Gulonic acid)

OC[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O)C(O)=O
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INCHI for NP0001130 (Gulonic acid)

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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View in JSmolView NMR Assignments
Synonyms
ValueSource
GulonateGenerator
Gulonic acid, (L)-isomerHMDB
Gulonic acid, ion (1-), (L)-isomerHMDB
Gulonic acid, monosodium salt, (L)-isomerHMDB
D-GulonateHMDB
D-Gulonic acidHMDB
L-GulonateHMDB
L-Gulonic acidHMDB
Chemical FormulaC6H12O7
Average Mass196.1553 Da
Monoisotopic Mass196.05830 Da
IUPAC Name(2R,3R,4S,5R)-2,3,4,5,6-pentahydroxyhexanoic acid
Traditional Namegulonic acid
CAS Registry Number20246-53-1
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-KKQCNMDGSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Annona squamosaKNApSAcK Database
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
Centella asiaticaLOTUS Database
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Lotus burttiiLOTUS Database
Lotus corniculatusLOTUS Database
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassMedium-chain hydroxy acids and derivatives
Direct ParentMedium-chain hydroxy acids and derivatives
Alternative Parents
Substituents
  • Medium-chain hydroxy acid
  • Medium-chain fatty acid
  • Beta-hydroxy acid
  • Hydroxy fatty acid
  • Alpha-hydroxy acid
  • Monosaccharide
  • Fatty acyl
  • Fatty acid
  • Secondary alcohol
  • Polyol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Primary alcohol
  • Alcohol
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility159 g/LALOGPS
logP-2.6ALOGPS
logP-3.4ChemAxon
logS-0.09ALOGPS
pKa (Strongest Acidic)3.39ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area138.45 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity38.27 m³·mol⁻¹ChemAxon
Polarizability17.16 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0003290
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB023136
KNApSAcK IDC00055903
Chemspider ID134243
KEGG Compound IDC00800
BioCyc IDCPD-16836
BiGG ID36035
Wikipedia LinkNot Available
METLIN ID344
PubChem Compound152304
PDB IDNot Available
ChEBI ID87753
Good Scents IDNot Available
References
General References
  1. Chen Y, Zhou J, Chen J: [Progress in vitamin C biosynthesis related dehydrogenases]. Sheng Wu Gong Cheng Xue Bao. 2021 Jun 25;37(6):1827-1844. doi: 10.13345/j.cjb.200449. [PubMed:34227279 ]
  2. Sun X, Wang J, Song S, Yang Z, Duan Y, Lai J: [Metabolomics study on the newborns of pregnant women with gestational diabetes]. Wei Sheng Yan Jiu. 2021 May;50(3):466-471. doi: 10.19813/j.cnki.weishengyanjiu.2021.03.020. [PubMed:34074370 ]
  3. Chen Y, Liu L, Yu S, Li J, Zhou J, Chen J: Identification of Gradient Promoters of Gluconobacter oxydans and Their Applications in the Biosynthesis of 2-Keto-L-Gulonic Acid. Front Bioeng Biotechnol. 2021 Apr 9;9:673844. doi: 10.3389/fbioe.2021.673844. eCollection 2021. [PubMed:33898410 ]
  4. Luo Z, Yu S, Zeng W, Zhou J: Comparative analysis of the chemical and biochemical synthesis of keto acids. Biotechnol Adv. 2021 Mar-Apr;47:107706. doi: 10.1016/j.biotechadv.2021.107706. Epub 2021 Feb 4. [PubMed:33548455 ]
  5. Yang W, Sun H, Dong D, Ma S, Mandlaa, Wang Z, Xu H: Enhanced 2-keto-L-gulonic acid production by a mixed culture of Ketogulonicigenium vulgare and Bacillus megaterium using three-stage temperature control strategy. Braz J Microbiol. 2021 Mar;52(1):257-265. doi: 10.1007/s42770-020-00396-w. Epub 2020 Nov 4. [PubMed:33145708 ]
  6. Zeng W, Wang P, Li N, Li J, Chen J, Zhou J: Production of 2-keto-L-gulonic acid by metabolically engineered Escherichia coli. Bioresour Technol. 2020 Dec;318:124069. doi: 10.1016/j.biortech.2020.124069. Epub 2020 Sep 3. [PubMed:32916460 ]
  7. Duan Y, Xiong D, Wang Y, Li H, Dong H, Zhang J: Toxic effects of ammonia and thermal stress on the intestinal microbiota and transcriptomic and metabolomic responses of Litopenaeus vannamei. Sci Total Environ. 2021 Feb 1;754:141867. doi: 10.1016/j.scitotenv.2020.141867. Epub 2020 Aug 21. [PubMed:32898779 ]
  8. Fang J, Wan H, Zeng W, Li J, Chen J, Zhou J: Transcriptome Analysis of Gluconobacter oxydans WSH-003 Exposed to Elevated 2-Keto-L-Gulonic Acid Reveals the Responses to Osmotic and Oxidative Stress. Appl Biochem Biotechnol. 2021 Jan;193(1):128-141. doi: 10.1007/s12010-020-03405-8. Epub 2020 Aug 22. [PubMed:32827065 ]