Showing metabocard for nicotinate (MMDBc0054606)

Microbial
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-06-05 23:20:54 UTC
Update Date2025-10-07 16:08:35 UTC
Metabolite IDMMDBc0054606
Metabolite Identification
Common Namenicotinate
DescriptionNicotinate is a pyridine derivative and a member of the vitamin B complex, specifically classified as a metabolite involved in various biochemical pathways. Its chemical structure features a pyridine ring with a carboxylate functional group, which is crucial for its role in cellular metabolism. Nicotinate is primarily involved in nicotinate and nicotinamide metabolism, pathways that are essential for the synthesis of NAD⁺, a vital coenzyme in redox reactions. Additionally, nicotinate is linked to fatty acid biosynthesis, highlighting its significance in energy metabolism and lipid regulation. Recent studies have shown that alterations in nicotinate levels can significantly impact gut microbiota composition, which in turn influences hepatic metabolic pathways (PMID:41043233 ). Furthermore, disruptions in nicotinate/nicotinamide metabolism can lead to a decreased NAD⁺/NADH ratio, affecting the oxidative phosphorylation (OXPHOS) pathway and overall cellular energy production (PMID:41042831 ). These findings underscore the importance of nicotinate in maintaining metabolic homeostasis and its potential implications in health and disease.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f9ac0cff8c0>


  Mrv0541 02241222502D          

  9  9  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 O   0  5  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
    1.4289    2.4750    0.0000 O   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    0.8250    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   -0.4125    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
M  CHG  1   1  -1
M  END
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3D MOL for #<Metabolite:0x00007f9ac0cff8c0>

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3D SDF for #<Metabolite:0x00007f9ac0cff8c0>

  Mrv0541 02241222502D          

  9  9  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 O   0  5  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
    1.4289    2.4750    0.0000 O   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    0.8250    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   -0.4125    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
M  CHG  1   1  -1
M  END
> <DATABASE_ID>
MMDBc0054606

> <DATABASE_NAME>
MIME

> <SMILES>
[O-]C(=O)C1=CC=CN=C1

> <INCHI_IDENTIFIER>
InChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9)/p-1

> <INCHI_KEY>
PVNIIMVLHYAWGP-UHFFFAOYSA-M

> <FORMULA>
C6H4NO2

> <MOLECULAR_WEIGHT>
122.1015

> <EXACT_MASS>
122.024203377

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
10.856118087258011

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
pyridine-3-carboxylate

> <ALOGPS_LOGP>
0.58

> <JCHEM_LOGP>
-0.16644564754087304

> <ALOGPS_LOGS>
0.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.785610419861248

> <JCHEM_PKA_STRONGEST_BASIC>
4.193250855836253

> <JCHEM_POLAR_SURFACE_AREA>
53.019999999999996

> <JCHEM_REFRACTIVITY>
41.994400000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.59e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nicotinate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007f9ac0cff8c0>
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PDB for #<Metabolite:0x00007f9ac0cff8c0>
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O-1
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   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  -0.770   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  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END

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3D PDB for #<Metabolite:0x00007f9ac0cff8c0>
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SMILES for #<Metabolite:0x00007f9ac0cff8c0>
[O-]C(=O)C1=CC=CN=C1
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INCHI for #<Metabolite:0x00007f9ac0cff8c0>
InChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9)/p-1
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Synonyms
ValueSource
3-PyridinecarboxylateChEBI
3-Pyridinecarboxylic acidGenerator
Nicotinic acidGenerator
Molecular FormulaC6H4NO2
Average Mass122.1015
Monoisotopic Mass122.024203377
IUPAC Namepyridine-3-carboxylate
Traditional Namenicotinate
CAS Registry NumberNot Available
SMILES
[O-]C(=O)C1=CC=CN=C1
InChI Identifier
InChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9)/p-1
InChI KeyPVNIIMVLHYAWGP-UHFFFAOYSA-M