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Showing metabocard for N1-Methyl-4-pyridone-3-carboxamide (HMDB0004194)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-08-13 13:57:36 UTC
Update Date2023-02-21 17:16:57 UTC
HMDB IDHMDB0004194
Secondary Accession Numbers
  • HMDB04194
Metabolite Identification
Common NameN1-Methyl-4-pyridone-3-carboxamide
DescriptionN1-Methyl-4-pyridone-3-carboxamide, also known as 5-aminocarbonyl-1-methyl-4(1H)-pyridone, belongs to the class of organic compounds known as nicotinamides. These are heterocyclic aromatic compounds containing a pyridine ring substituted at position 3 by a carboxamide group. NN1-Methyl-4-pyridone-3-carboxamide (4PY ) is a normal human metabolite (one of the end products of nicotinamide-adenine dinucleotide (NAD) degradation). N1-Methyl-4-pyridone-3-carboxamide is an extremely weak basic (essentially neutral) compound (based on its pKa). N1-methyl-4-pyridone-3-carboxamide can be biosynthesized from 1-methylnicotinamide; which is mediated by the enzyme aldehyde oxidase. In humans, N1-methyl-4-pyridone-3-carboxamide is involved in nicotinate and nicotinamide metabolism. N1-Methyl-4-pyridone-3-carboxamide is a potentially toxic compound. Uremic toxins tend to accumulate in the blood either through dietary excess or through poor filtration by the kidneys. As a uremic toxin, this compound can cause uremic syndrome.
Structure
Data?1676999817
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0004194 (N1-Methyl-4-pyridone-3-carboxamide)


  Mrv0541 02231219542D          

 11 11  0  0  0  0            999 V2000
   11.2450   -9.4262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5306  -10.6636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6740   -9.4262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6740  -11.9012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3885  -12.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9595   -9.8386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2450  -11.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9595  -10.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6740  -11.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9595  -12.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2450  -11.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0  0  0  0
  2  7  2  0  0  0  0
  3  6  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  4 10  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  8  9  2  0  0  0  0
 10 11  2  0  0  0  0
M  END
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3D MOL for HMDB0004194 (N1-Methyl-4-pyridone-3-carboxamide)

HMDB0004194
     RDKit          3D
N1-Methyl-4-pyridone-3-carboxamide
 19 19  0  0  0  0  0  0  0  0999 V2000
    2.4159   -0.9154   -0.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3192   -0.0990   -0.1276 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5731    1.0982    0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5529    1.9134    0.8891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7741    1.5225    0.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6884    2.2794    1.1969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0187    0.2938    0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3953   -0.1770    0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6307   -1.4471   -0.5475 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3835    0.4735    0.4240 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0364   -0.4770   -0.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2032   -1.0430    0.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9262   -0.4233   -1.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0712   -1.9382   -0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6279    1.4039    0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7506    2.8705    1.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6269   -2.3199    0.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8161   -1.5613   -1.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1429   -1.4537   -0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  7 11  2  0
 11  2  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  4 16  1  0
  9 17  1  0
  9 18  1  0
 11 19  1  0
M  END
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3D SDF for HMDB0004194 (N1-Methyl-4-pyridone-3-carboxamide)


  Mrv0541 02231219542D          

 11 11  0  0  0  0            999 V2000
   11.2450   -9.4262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5306  -10.6636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6740   -9.4262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6740  -11.9012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3885  -12.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9595   -9.8386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2450  -11.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9595  -10.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6740  -11.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9595  -12.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2450  -11.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0  0  0  0
  2  7  2  0  0  0  0
  3  6  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  4 10  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  8  9  2  0  0  0  0
 10 11  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004194

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C=CC(=O)C(=C1)C(N)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H8N2O2/c1-9-3-2-6(10)5(4-9)7(8)11/h2-4H,1H3,(H2,8,11)

> <INCHI_KEY>
KTLRWTOPTKGYQY-UHFFFAOYSA-N

> <FORMULA>
C7H8N2O2

> <MOLECULAR_WEIGHT>
152.1506

> <EXACT_MASS>
152.05857751

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
14.701437263061493

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-methyl-4-oxo-1,4-dihydropyridine-3-carboxamide

> <ALOGPS_LOGP>
-1.02

> <JCHEM_LOGP>
-0.5628999373333334

> <ALOGPS_LOGS>
-0.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.726987756581746

> <JCHEM_PKA_STRONGEST_BASIC>
0.3861706170764213

> <JCHEM_POLAR_SURFACE_AREA>
63.4

> <JCHEM_REFRACTIVITY>
40.807599999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-methyl-4-oxopyridine-3-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0004194 (N1-Methyl-4-pyridone-3-carboxamide)

HMDB0004194
     RDKit          3D
N1-Methyl-4-pyridone-3-carboxamide
 19 19  0  0  0  0  0  0  0  0999 V2000
    2.4159   -0.9154   -0.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3192   -0.0990   -0.1276 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5731    1.0982    0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5529    1.9134    0.8891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7741    1.5225    0.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6884    2.2794    1.1969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0187    0.2938    0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3953   -0.1770    0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6307   -1.4471   -0.5475 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3835    0.4735    0.4240 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0364   -0.4770   -0.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2032   -1.0430    0.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9262   -0.4233   -1.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0712   -1.9382   -0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6279    1.4039    0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7506    2.8705    1.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6269   -2.3199    0.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8161   -1.5613   -1.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1429   -1.4537   -0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  7 11  2  0
 11  2  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  4 16  1  0
  9 17  1  0
  9 18  1  0
 11 19  1  0
M  END
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PDB for HMDB0004194 (N1-Methyl-4-pyridone-3-carboxamide)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      20.991 -17.596   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      19.657 -19.905   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      23.658 -17.596   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      23.658 -22.216   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      24.992 -22.985   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.324 -18.365   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.991 -20.676   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.324 -19.905   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.658 -20.676   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.324 -22.985   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.991 -22.216   0.000  0.00  0.00           C+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3    6                                                            
CONECT    4    5    9   10                                                  
CONECT    5    4                                                            
CONECT    6    1    3    8                                                  
CONECT    7    2    8   11                                                  
CONECT    8    6    7    9                                                  
CONECT    9    4    8                                                       
CONECT   10    4   11                                                       
CONECT   11    7   10                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0004194 (N1-Methyl-4-pyridone-3-carboxamide)

COMPND    HMDB0004194
HETATM    1  C1  UNL     1       2.416  -0.915  -0.586  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.319  -0.099  -0.128  1.00  0.00           N  
HETATM    3  C2  UNL     1       1.573   1.098   0.436  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.553   1.913   0.889  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.774   1.522   0.778  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.688   2.279   1.197  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.019   0.294   0.199  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.395  -0.177   0.052  1.00  0.00           C  
HETATM    9  N2  UNL     1      -2.631  -1.447  -0.548  1.00  0.00           N  
HETATM   10  O2  UNL     1      -3.383   0.473   0.424  1.00  0.00           O  
HETATM   11  C7  UNL     1       0.036  -0.477  -0.235  1.00  0.00           C  
HETATM   12  H1  UNL     1       3.203  -1.043   0.201  1.00  0.00           H  
HETATM   13  H2  UNL     1       2.926  -0.423  -1.457  1.00  0.00           H  
HETATM   14  H3  UNL     1       2.071  -1.938  -0.834  1.00  0.00           H  
HETATM   15  H4  UNL     1       2.628   1.404   0.522  1.00  0.00           H  
HETATM   16  H5  UNL     1       0.751   2.870   1.340  1.00  0.00           H  
HETATM   17  H6  UNL     1      -2.627  -2.320   0.020  1.00  0.00           H  
HETATM   18  H7  UNL     1      -2.816  -1.561  -1.574  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.143  -1.454  -0.696  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   11
CONECT    3    4    4   15
CONECT    4    5   16
CONECT    5    6    6    7
CONECT    7    8   11   11
CONECT    8    9   10   10
CONECT    9   17   18
CONECT   11   19
END
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SMILES for HMDB0004194 (N1-Methyl-4-pyridone-3-carboxamide)

CN1C=CC(=O)C(=C1)C(N)=O
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INCHI for HMDB0004194 (N1-Methyl-4-pyridone-3-carboxamide)

InChI=1S/C7H8N2O2/c1-9-3-2-6(10)5(4-9)7(8)11/h2-4H,1H3,(H2,8,11)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
1,4-Dihydro-1-methyl-4-oxo-3-pyridinecarboxamideChEBI
1-Methyl-4-oxo-1,4-dihydro-3-pyridinecarboxamideChEBI
1-Methyl-4-pyridone-3-carboximideChEBI
1-Methyl-4-pyridone-5-carboxamideChEBI
3-(Aminocarbonyl)-1-methyl-4(1H)-pyridoneChEBI
5-Aminocarbonyl-1-methyl-4(1H)-pyridoneChEBI
N'-methyl-4-pyridone-5-carboxamideChEBI
N-Methyl-4-pyridone-5-carboxamideChEBI
N1-Methyl-4-pyridone-5-carboxamideChEBI
1-Methyl-4-pyridone-3-carboxamideHMDB
Chemical FormulaC7H8N2O2
Average Molecular Weight152.1506
Monoisotopic Molecular Weight152.05857751
IUPAC Name1-methyl-4-oxo-1,4-dihydropyridine-3-carboxamide
Traditional Name1-methyl-4-oxopyridine-3-carboxamide
CAS Registry Number769-49-3
SMILES
CN1C=CC(=O)C(=C1)C(N)=O
InChI Identifier
InChI=1S/C7H8N2O2/c1-9-3-2-6(10)5(4-9)7(8)11/h2-4H,1H3,(H2,8,11)
InChI KeyKTLRWTOPTKGYQY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as nicotinamides. These are heterocyclic aromatic compounds containing a pyridine ring substituted at position 3 by a carboxamide group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPyridinecarboxylic acids and derivatives
Direct ParentNicotinamides
Alternative Parents
Substituents
  • Nicotinamide
  • Dihydropyridine
  • Hydropyridine
  • Vinylogous amide
  • Heteroaromatic compound
  • Carboxamide group
  • Primary carboxylic acid amide
  • Cyclic ketone
  • Carboxylic acid derivative
  • Azacycle
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility115 g/LALOGPS
logP-1ALOGPS
logP-0.56ChemAxon
logS-0.12ALOGPS
pKa (Strongest Acidic)15.73ChemAxon
pKa (Strongest Basic)0.39ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.4 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.81 m³·mol⁻¹ChemAxon
Polarizability14.7 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+132.05431661259
DarkChem[M-H]-130.21931661259
DeepCCS[M+H]+131.97330932474
DeepCCS[M-H]-129.83330932474
DeepCCS[M-2H]-165.50530932474
DeepCCS[M+Na]+140.29130932474
AllCCS[M+H]+131.332859911
AllCCS[M+H-H2O]+126.732859911
AllCCS[M+NH4]+135.532859911
AllCCS[M+Na]+136.832859911
AllCCS[M-H]-128.532859911
AllCCS[M+Na-2H]-129.932859911
AllCCS[M+HCOO]-131.532859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.2.28 minutes32390414
Predicted by Siyang on May 30, 20228.5646 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.65 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid166.9 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid697.9 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid289.3 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid74.0 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid174.0 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid45.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid252.9 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid245.8 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)426.4 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid577.7 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid39.4 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid694.3 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid170.4 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid189.2 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate558.1 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA382.6 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water188.9 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N1-Methyl-4-pyridone-3-carboxamideCN1C=CC(=O)C(=C1)C(N)=O1798.2Standard polar33892256
N1-Methyl-4-pyridone-3-carboxamideCN1C=CC(=O)C(=C1)C(N)=O1572.3Standard non polar33892256
N1-Methyl-4-pyridone-3-carboxamideCN1C=CC(=O)C(=C1)C(N)=O2042.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N1-Methyl-4-pyridone-3-carboxamide,1TMS,isomer #1CN1C=CC(=O)C(C(=O)N[Si](C)(C)C)=C11665.2Semi standard non polar33892256
N1-Methyl-4-pyridone-3-carboxamide,1TMS,isomer #1CN1C=CC(=O)C(C(=O)N[Si](C)(C)C)=C11815.1Standard non polar33892256
N1-Methyl-4-pyridone-3-carboxamide,1TMS,isomer #1CN1C=CC(=O)C(C(=O)N[Si](C)(C)C)=C12070.1Standard polar33892256
N1-Methyl-4-pyridone-3-carboxamide,2TMS,isomer #1CN1C=CC(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C11716.2Semi standard non polar33892256
N1-Methyl-4-pyridone-3-carboxamide,2TMS,isomer #1CN1C=CC(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C11847.3Standard non polar33892256
N1-Methyl-4-pyridone-3-carboxamide,2TMS,isomer #1CN1C=CC(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C12009.1Standard polar33892256
N1-Methyl-4-pyridone-3-carboxamide,1TBDMS,isomer #1CN1C=CC(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C11922.1Semi standard non polar33892256
N1-Methyl-4-pyridone-3-carboxamide,1TBDMS,isomer #1CN1C=CC(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C12013.0Standard non polar33892256
N1-Methyl-4-pyridone-3-carboxamide,1TBDMS,isomer #1CN1C=CC(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C12210.6Standard polar33892256
N1-Methyl-4-pyridone-3-carboxamide,2TBDMS,isomer #1CN1C=CC(=O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C12202.4Semi standard non polar33892256
N1-Methyl-4-pyridone-3-carboxamide,2TBDMS,isomer #1CN1C=CC(=O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C12236.1Standard non polar33892256
N1-Methyl-4-pyridone-3-carboxamide,2TBDMS,isomer #1CN1C=CC(=O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C12209.4Standard polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
Normal
      Not Available
 details
BloodDetected and Quantified0.26 +/- 0.09 uMAdult (>18 years old)BothNormal details
UrineDetected and Quantified2.8 (1.4-7.0) umol/mmol creatinineAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified4.19 +/- 3.10 uMAdult (>18 years old)Bothuremia details
Associated Disorders and Diseases
Disease References
Uremia
  1. Duranton F, Cohen G, De Smet R, Rodriguez M, Jankowski J, Vanholder R, Argiles A: Normal and pathologic concentrations of uremic toxins. J Am Soc Nephrol. 2012 Jul;23(7):1258-70. doi: 10.1681/ASN.2011121175. Epub 2012 May 24. [PubMed:22626821 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023331
KNApSAcK IDNot Available
Chemspider ID389671
KEGG Compound IDC05843
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound440810
PDB IDNot Available
ChEBI ID27838
Food Biomarker OntologyNot Available
VMH IDM02506
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceChaykin, Sterling. Biosynthesis of N-methyl-4-pyridone-3-carboxamide. Biochimica et Biophysica Acta, General Subjects (1964), 82(3), 633-4.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Rutkowski B, Slominska E, Szolkiewicz M, Smolenski RT, Striley C, Rutkowski P, Swierczynski J: N-methyl-2-pyridone-5-carboxamide: a novel uremic toxin? Kidney Int Suppl. 2003 May;(84):S19-21. [PubMed:12694300 ]
  2. Duranton F, Cohen G, De Smet R, Rodriguez M, Jankowski J, Vanholder R, Argiles A: Normal and pathologic concentrations of uremic toxins. J Am Soc Nephrol. 2012 Jul;23(7):1258-70. doi: 10.1681/ASN.2011121175. Epub 2012 May 24. [PubMed:22626821 ]

Enzymes

Enzyme Details
1. Aldehyde oxidase
General function:
Involved in oxidoreductase activity
Specific function:
Not Available
Gene Name:
AOX1
Uniprot ID:
Q06278
Molecular weight:
147916.735
Reactions
1-Methylnicotinamide + Oxygen + Water → N1-Methyl-4-pyridone-3-carboxamide + Hydrogen peroxide + Hydrogen Iondetails