Showing metabocard for 3-hydroxy-2-methylpyridine-5-carboxylic acid (MMDBc0055371)

Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-06-17 19:50:22 UTC
Update Date2025-10-07 16:09:05 UTC
Metabolite IDMMDBc0055371
Metabolite Identification
Common Name3-hydroxy-2-methylpyridine-5-carboxylic acid
Description3-hydroxy-2-methylpyridine-5-carboxylic acid is a pyridine derivative and belongs to the class of carboxylic acids. Its chemical structure features a hydroxyl group at the 3-position, a methyl group at the 2-position, and a carboxylic acid functional group at the 5-position of the pyridine ring. This compound is involved in various biochemical pathways, particularly in reactions where it can act as a substrate. For instance, it has been noted that the reaction efficiency is enhanced when 3-hydroxy-2-methylpyridine-5-carboxylic acid is utilized in place of other substrates, such as 5-pyridoxic acid, in specific enzymatic reactions (PMID:3771566 ). This suggests its potential role in metabolic processes and enzymatic pathways, highlighting its relevance in the study of pyridine derivatives and their functions in biological systems. The presence of this compound in metabolic pathways may indicate its involvement in the regulation of biochemical reactions, although further research is necessary to elucidate its precise biological significance.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00005624c9d8eca0>


  Mrv1652306172221502D          

 11 11  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  7  1  0  0  0  0
M  CHG  1   9  -1
M  END
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3D MOL for #<Metabolite:0x00005624c9d8eca0>

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3D SDF for #<Metabolite:0x00005624c9d8eca0>

  Mrv1652306172221502D          

 11 11  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  7  1  0  0  0  0
M  CHG  1   9  -1
M  END
> <DATABASE_ID>
MMDBc0055371

> <DATABASE_NAME>
MIME

> <SMILES>
CC1=C([O-])C=C(C=N1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H7NO3/c1-4-6(9)2-5(3-8-4)7(10)11/h2-3,9H,1H3,(H,10,11)/p-1

> <INCHI_KEY>
NYEFWJFPBFRRKU-UHFFFAOYSA-M

> <FORMULA>
C7H6NO3

> <MOLECULAR_WEIGHT>
152.13

> <EXACT_MASS>
152.035316637

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
14.051268004653657

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-carboxy-2-methylpyridin-3-olate

> <JCHEM_LOGP>
-1.3659036496790788

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.184878371224196

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8934696169331113

> <JCHEM_PKA_STRONGEST_BASIC>
6.116734275134697

> <JCHEM_POLAR_SURFACE_AREA>
73.25

> <JCHEM_REFRACTIVITY>
48.279999999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-carboxy-2-methylpyridin-3-olate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00005624c9d8eca0>
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PDB for #<Metabolite:0x00005624c9d8eca0>
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       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O-1
HETATM   10  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    5    6                                                       
CONECT    3    5    8                                                       
CONECT    4    1    6    8                                                  
CONECT    5    2    3    7                                                  
CONECT    6    2    4    9                                                  
CONECT    7    5   10   11                                                  
CONECT    8    3    4                                                       
CONECT    9    6                                                            
CONECT   10    7                                                            
CONECT   11    7                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

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3D PDB for #<Metabolite:0x00005624c9d8eca0>
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SMILES for #<Metabolite:0x00005624c9d8eca0>
CC1=C([O-])C=C(C=N1)C(O)=O
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INCHI for #<Metabolite:0x00005624c9d8eca0>
InChI=1S/C7H7NO3/c1-4-6(9)2-5(3-8-4)7(10)11/h2-3,9H,1H3,(H,10,11)/p-1
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Synonyms
ValueSource
3-Hydroxy-2-methylpyridine-5-carboxylateChEBI
5-Hydroxy-6-methylnicotinateChEBI
3-Hydroxy-2-methylpyridine-5-carboxylic acidGenerator
5-Hydroxy-6-methylnicotinic acidGenerator
5-Hydroxy-6-methylpyridine-3-carboxylic acidGenerator
Molecular FormulaC7H6NO3
Average Mass152.13
Monoisotopic Mass152.035316637
IUPAC Name5-carboxy-2-methylpyridin-3-olate
Traditional Name5-carboxy-2-methylpyridin-3-olate
CAS Registry NumberNot Available
SMILES
CC1=C([O-])C=C(C=N1)C(O)=O
InChI Identifier
InChI=1S/C7H7NO3/c1-4-6(9)2-5(3-8-4)7(10)11/h2-3,9H,1H3,(H,10,11)/p-1
InChI KeyNYEFWJFPBFRRKU-UHFFFAOYSA-M