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Showing metabocard for 1-Methylnicotinamide (HMDB0000699)

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enzymes (2) Show 2 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-05-30 20:56:01 UTC
HMDB IDHMDB0000699
Secondary Accession Numbers
  • HMDB00699
Metabolite Identification
Common Name1-Methylnicotinamide
Description1-Methylnicotinamide, also known as trigonellinamide or trigonellamide chloride, 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. 1-Methylnicotinamide exists in all living species, ranging from bacteria to plants to humans. 1-Methylnicotinamide has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 1-methylnicotinamide a potential biomarker for the consumption of these foods. 1-Methylnicotinamide is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 1-Methylnicotinamide.
Structure
Data?1582752150
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000699 (1-Methylnicotinamide)


  Mrv1652305261923512D          

 10 10  0  0  0  0            999 V2000
    0.2183    0.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2183   -0.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980    0.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9210    0.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980   -0.9551    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.2075    0.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6339    0.2934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9176    1.5179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2075   -0.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980   -1.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  2  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6  9  1  0  0  0  0
M  CHG  1   5   1
M  END
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3D MOL for HMDB0000699 (1-Methylnicotinamide)

HMDB0000699
     RDKit          3D
1-Methylnicotinamide
 19 19  0  0  0  0  0  0  0  0999 V2000
   -2.7006   -1.0349    0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4987   -0.2685    0.0096 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.5680    0.9512   -0.5716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4410    1.6998   -0.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7805    1.1521   -0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8821   -0.0872    0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1925   -0.6599    0.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3949    0.0222    0.2512 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959   -1.7998    1.0189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2896   -0.7739    0.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5903   -0.3811    0.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785   -1.8157   -0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6317   -1.5545    1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5666    1.3295   -0.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5329    2.6704   -1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6873    1.6976   -0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7658    0.6452    1.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9385   -0.0621   -0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2397   -1.7304    0.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  6 10  2  0
 10  2  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  8 17  1  0
  8 18  1  0
 10 19  1  0
M  CHG  1   2   1
M  END
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3D SDF for HMDB0000699 (1-Methylnicotinamide)


  Mrv1652305261923512D          

 10 10  0  0  0  0            999 V2000
    0.2183    0.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2183   -0.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980    0.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9210    0.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980   -0.9551    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.2075    0.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6339    0.2934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9176    1.5179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2075   -0.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980   -1.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  2  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6  9  1  0  0  0  0
M  CHG  1   5   1
M  END
> <DATABASE_ID>
HMDB0000699

> <DATABASE_NAME>
hmdb

> <SMILES>
C[N+]1=CC=CC(=C1)C(N)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H8N2O/c1-9-4-2-3-6(5-9)7(8)10/h2-5H,1H3,(H-,8,10)/p+1

> <INCHI_KEY>
LDHMAVIPBRSVRG-UHFFFAOYSA-O

> <FORMULA>
C7H9N2O

> <MOLECULAR_WEIGHT>
137.1592

> <EXACT_MASS>
137.07148792

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
14.251177983907619

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-carbamoyl-1-methylpyridin-1-ium

> <ALOGPS_LOGP>
-3.72

> <JCHEM_LOGP>
-4.337154676471745

> <ALOGPS_LOGS>
-2.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.235695057499976

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5296412362667113

> <JCHEM_POLAR_SURFACE_AREA>
46.97

> <JCHEM_REFRACTIVITY>
39.1349

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.25e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-methylnicotinamide

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0000699 (1-Methylnicotinamide)

HMDB0000699
     RDKit          3D
1-Methylnicotinamide
 19 19  0  0  0  0  0  0  0  0999 V2000
   -2.7006   -1.0349    0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4987   -0.2685    0.0096 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.5680    0.9512   -0.5716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4410    1.6998   -0.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7805    1.1521   -0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8821   -0.0872    0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1925   -0.6599    0.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3949    0.0222    0.2512 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959   -1.7998    1.0189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2896   -0.7739    0.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5903   -0.3811    0.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785   -1.8157   -0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6317   -1.5545    1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5666    1.3295   -0.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5329    2.6704   -1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6873    1.6976   -0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7658    0.6452    1.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9385   -0.0621   -0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2397   -1.7304    0.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  6 10  2  0
 10  2  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  8 17  1  0
  8 18  1  0
 10 19  1  0
M  CHG  1   2   1
M  END
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PDB for HMDB0000699 (1-Methylnicotinamide)

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0       0.407   0.541   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.407  -1.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.930   1.305   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.719   1.312   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -0.930  -1.783   0.000  0.00  0.00           N+1
HETATM    6  C   UNK     0      -2.254   0.541   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       3.050   0.548   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0       1.713   2.833   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.254  -1.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.930  -3.292   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1    7    8                                                  
CONECT    5    2    9   10                                                  
CONECT    6    3    9                                                       
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5    6                                                       
CONECT   10    5                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for HMDB0000699 (1-Methylnicotinamide)

COMPND    HMDB0000699
HETATM    1  C1  UNL     1      -2.701  -1.035   0.278  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.499  -0.269   0.010  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -1.568   0.951  -0.572  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.441   1.700  -0.838  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.781   1.152  -0.484  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.882  -0.087   0.108  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.193  -0.660   0.480  1.00  0.00           C  
HETATM    8  N2  UNL     1       3.395   0.022   0.251  1.00  0.00           N  
HETATM    9  O1  UNL     1       2.196  -1.800   1.019  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.290  -0.774   0.342  1.00  0.00           C  
HETATM   11  H1  UNL     1      -3.590  -0.381   0.310  1.00  0.00           H  
HETATM   12  H2  UNL     1      -2.779  -1.816  -0.524  1.00  0.00           H  
HETATM   13  H3  UNL     1      -2.632  -1.555   1.257  1.00  0.00           H  
HETATM   14  H4  UNL     1      -2.567   1.329  -0.827  1.00  0.00           H  
HETATM   15  H5  UNL     1      -0.533   2.670  -1.303  1.00  0.00           H  
HETATM   16  H6  UNL     1       1.687   1.698  -0.672  1.00  0.00           H  
HETATM   17  H7  UNL     1       3.766   0.645   1.001  1.00  0.00           H  
HETATM   18  H8  UNL     1       3.939  -0.062  -0.633  1.00  0.00           H  
HETATM   19  H9  UNL     1      -0.240  -1.730   0.797  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    3   10
CONECT    3    4   14
CONECT    4    5    5   15
CONECT    5    6   16
CONECT    6    7   10   10
CONECT    7    8    9    9
CONECT    8   17   18
CONECT   10   19
END
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SMILES for HMDB0000699 (1-Methylnicotinamide)

C[N+]1=CC=CC(=C1)C(N)=O
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INCHI for HMDB0000699 (1-Methylnicotinamide)

InChI=1S/C7H8N2O/c1-9-4-2-3-6(5-9)7(8)10/h2-5H,1H3,(H-,8,10)/p+1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
1-Methyl nicotinamideChEBI
1-Methylnicotinamide cationChEBI
3-(Aminocarbonyl)-1-methylpyridiniumChEBI
3-Carbamoyl-1-methylpyridin-1-iumChEBI
N(1)-MethylnicotinamideChEBI
N-1-MethylnicotinamideChEBI
TrigonellinamideChEBI
1-Methyl-3-carbamoylpyridiniumHMDB
1-Methyl-3-carbamoylpyridinium cationHMDB
3-Amido-N-methylpyridinium: 1-methyl-3-pyridinecarboxamideHMDB
3-Carbamoyl-1-methyl-pyridiniumHMDB
I-methyl nicotinamideHMDB
N'-methylnicotinamideHMDB
N'MethylnicotinamideHMDB
N-Methyl-3-carbamidopyridiniumHMDB
N-Methyl-3-carbamoylpyridinium ionHMDB
N1-MethylnicotinamideHMDB
N(1)-Methylnicotinamide chlorideHMDB
N(1)-Methylnicotinamide cyanideHMDB
N(1)-Methylnicotinamide fluorideHMDB
N(1)-Methylnicotinamide iodide, 3-(aminocarbonyl-13C)-labeledHMDB
N(1)-Methylnicotinamide methylsulfateHMDB
N(1)-Methylnicotinamide perchlorateHMDB
N(1)-Methylnicotinamide bromideHMDB
N(1)-Methylnicotinamide iodideHMDB
N(1)-Methylnicotinamide tetrafluoroborate (1-)HMDB
Trigonellamide chlorideHMDB
Chemical FormulaC7H9N2O
Average Molecular Weight137.1592
Monoisotopic Molecular Weight137.07148792
IUPAC Name3-carbamoyl-1-methylpyridin-1-ium
Traditional Name1-methylnicotinamide
CAS Registry Number3106-60-3
SMILES
C[N+]1=CC=CC(=C1)C(N)=O
InChI Identifier
InChI=1S/C7H8N2O/c1-9-4-2-3-6(5-9)7(8)10/h2-5H,1H3,(H-,8,10)/p+1
InChI KeyLDHMAVIPBRSVRG-UHFFFAOYSA-O
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
  • N-methylpyridinium
  • Pyridinium
  • Heteroaromatic compound
  • Vinylogous amide
  • Carboxamide group
  • Primary carboxylic acid amide
  • Carboxylic acid derivative
  • Azacycle
  • Organic nitrogen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic cation
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect
Disposition
Biological locationSource
Process
Naturally occurring process
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility855 mg/mLNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.72 g/LALOGPS
logP-3.7ALOGPS
logP-4.3ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)12.24ChemAxon
pKa (Strongest Basic)-1.5ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.97 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity39.13 m³·mol⁻¹ChemAxon
Polarizability14.25 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]+130.42531661259
DarkChem[M-H]-127.38831661259
AllCCS[M+H]+126.64432859911
AllCCS[M-H]-127.84732859911
DeepCCS[M+H]+131.30330932474
DeepCCS[M-H]-129.07930932474
DeepCCS[M-2H]-164.57630932474
DeepCCS[M+Na]+138.91530932474
AllCCS[M+H]+126.632859911
AllCCS[M+H-H2O]+122.032859911
AllCCS[M+NH4]+131.032859911
AllCCS[M+Na]+132.332859911
AllCCS[M-H]-127.832859911
AllCCS[M+Na-2H]-129.632859911
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, 2022.1.56 minutes32390414
Predicted by Siyang on May 30, 20229.2455 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20225.27 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid93.3 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1003.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid305.2 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid91.7 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid182.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid51.5 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid240.0 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 Acid280.5 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)241.4 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid669.8 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 Acid817.2 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid201.3 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid211.9 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate506.5 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA295.6 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water140.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-MethylnicotinamideC[N+]1=CC=CC(=C1)C(N)=O2541.3Standard polar33892256
1-MethylnicotinamideC[N+]1=CC=CC(=C1)C(N)=O1387.0Standard non polar33892256
1-MethylnicotinamideC[N+]1=CC=CC(=C1)C(N)=O1453.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1-Methylnicotinamide,1TMS,isomer #1C[N+]1=CC=CC(C(=O)N[Si](C)(C)C)=C11541.7Semi standard non polar33892256
1-Methylnicotinamide,1TMS,isomer #1C[N+]1=CC=CC(C(=O)N[Si](C)(C)C)=C11547.6Standard non polar33892256
1-Methylnicotinamide,1TMS,isomer #1C[N+]1=CC=CC(C(=O)N[Si](C)(C)C)=C11759.0Standard polar33892256
1-Methylnicotinamide,2TMS,isomer #1C[N+]1=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C11572.1Semi standard non polar33892256
1-Methylnicotinamide,2TMS,isomer #1C[N+]1=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C11601.0Standard non polar33892256
1-Methylnicotinamide,2TMS,isomer #1C[N+]1=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C11745.5Standard polar33892256
1-Methylnicotinamide,1TBDMS,isomer #1C[N+]1=CC=CC(C(=O)N[Si](C)(C)C(C)(C)C)=C11760.1Semi standard non polar33892256
1-Methylnicotinamide,1TBDMS,isomer #1C[N+]1=CC=CC(C(=O)N[Si](C)(C)C(C)(C)C)=C11716.8Standard non polar33892256
1-Methylnicotinamide,1TBDMS,isomer #1C[N+]1=CC=CC(C(=O)N[Si](C)(C)C(C)(C)C)=C11918.1Standard polar33892256
1-Methylnicotinamide,2TBDMS,isomer #1C[N+]1=CC=CC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C12019.6Semi standard non polar33892256
1-Methylnicotinamide,2TBDMS,isomer #1C[N+]1=CC=CC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C12000.8Standard non polar33892256
1-Methylnicotinamide,2TBDMS,isomer #1C[N+]1=CC=CC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C11983.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1-Methylnicotinamide GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-5900000000-5a5fd45836c387d923712016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Methylnicotinamide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-000i-0900000000-c99e0e70357eb6fa74bb2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0006-9000000000-93675f2b9efbaba4d4712012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-0fvl-9000000000-b1e908db583e418c25452012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOFsplash10-000i-0900000000-9c3104d60f21f6375b0c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOFsplash10-000i-1900000000-e500f262d42edb9b3ad72012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOFsplash10-0006-9200000000-496b2cf62a07bea4f7462012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOFsplash10-002f-9000000000-a17b3a63979577f6fa9e2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOFsplash10-00ou-9000000000-46a856cd097a7a14dc902012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOFsplash10-000l-6900000000-360fb882a925f7e9edc92012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positive-QTOFsplash10-0006-9000000000-babd4e89db309a5c74cf2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide LC-ESI-QQ , positive-QTOFsplash10-000i-0900000000-9c3104d60f21f6375b0c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide LC-ESI-QQ , positive-QTOFsplash10-000i-1900000000-e500f262d42edb9b3ad72017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide LC-ESI-QQ , positive-QTOFsplash10-0006-9200000000-052c844f974abba065eb2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide LC-ESI-QQ , positive-QTOFsplash10-002f-9000000000-a17b3a63979577f6fa9e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide LC-ESI-QQ , positive-QTOFsplash10-00ou-9000000000-2fe6c195129f32a62a3c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide LC-ESI-QTOF , positive-QTOFsplash10-000l-6900000000-360fb882a925f7e9edc92017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide LC-ESI-QTOF , positive-QTOFsplash10-0006-9000000000-babd4e89db309a5c74cf2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Methylnicotinamide , positive-QTOFsplash10-000i-0900000000-08a578fa81c8d41a4fe62017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methylnicotinamide 10V, Positive-QTOFsplash10-000i-0900000000-d889aade6d1014ffb3932016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methylnicotinamide 20V, Positive-QTOFsplash10-004r-1900000000-8052aba6067c868e594f2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methylnicotinamide 40V, Positive-QTOFsplash10-00di-9500000000-579bc8310420ec3d87862016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methylnicotinamide 10V, Negative-QTOFsplash10-000i-0900000000-141e3a418b748abf9e1d2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methylnicotinamide 20V, Negative-QTOFsplash10-000i-1900000000-33499eeb5abff5a8b53b2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methylnicotinamide 40V, Negative-QTOFsplash10-0006-9100000000-e45f804a013c97310f002016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methylnicotinamide 10V, Positive-QTOFsplash10-000i-2900000000-5527bd16347dfbb8af1b2021-09-21Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2012-12-04Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Experimental 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, experimental)2021-10-10Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.430 (0.007-0.850) uMAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified6.105 (0.240-12.0) umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.82 (0.26-2.3) umol/mmol creatinineNewborn (0-30 days old)BothNormal
    • Geigy Scientific ...
 details
UrineDetected and Quantified1.9 (0.67-5.1) umol/mmol creatinineChildren (1-13 years old)BothNormal
    • Geigy Scientific ...
 details
UrineDetected and Quantified3.5 (1.3-6.0) umol/mmol creatinineAdult (>18 years old)MaleNormal
    • Geigy Scientific ...
 details
UrineDetected and Quantified4.8 (1.86-13.94) umol/mmol creatinineAdult (>18 years old)FemaleNormal
    • Geigy Scientific ...
 details
UrineDetected and Quantified2.5 (2.1-2.8) umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified5.8 (1.2-15.0) umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)MaleNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified7.749 +/- 7.16 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Normal
    • Analysis of 30 no...
 details
UrineDetected and Quantified61.37 (40.64-92.98) umol/mmol creatinineNewborn (0-30 days old)Both
Normal
    • Analysis of 40 NI...
 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.099-0.851 uMAdult (>18 years old)BothCirrhosis details
UrineDetected and Quantified3.0 (0.0-14.0) umol/mmol creatinineAdult (>18 years old)BothLung cancer details
UrineDetected and Quantified37.00 (11.5-62.7) umol/mmol creatinineAdult (>18 years old)BothPellagra details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothAutosomal dominant polycystic kidney disease (ADPKD) details
UrineDetected and Quantified7.426 +/- 3.509 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Eosinophilic esophagitis
    • Analysis of 30 no...
 details
Associated Disorders and Diseases
Disease References
Cirrhosis
  1. Somogyi A, Siebert D, Bochner F: Determination of endogenous concentrations of N1-methylnicotinamide in human plasma and urine by high-performance liquid chromatography. Anal Biochem. 1990 May 15;187(1):160-5. [PubMed:2142586 ]
Lung Cancer
  1. Stretch C, Eastman T, Mandal R, Eisner R, Wishart DS, Mourtzakis M, Prado CM, Damaraju S, Ball RO, Greiner R, Baracos VE: Prediction of skeletal muscle and fat mass in patients with advanced cancer using a metabolomic approach. J Nutr. 2012 Jan;142(1):14-21. doi: 10.3945/jn.111.147751. Epub 2011 Dec 7. [PubMed:22157537 ]
Pellagra
  1. Creeke PI, Dibari F, Cheung E, van den Briel T, Kyroussis E, Seal AJ: Whole blood NAD and NADP concentrations are not depressed in subjects with clinical pellagra. J Nutr. 2007 Sep;137(9):2013-7. [PubMed:17709435 ]
Autosomal dominant polycystic kidney disease
  1. Gronwald W, Klein MS, Zeltner R, Schulze BD, Reinhold SW, Deutschmann M, Immervoll AK, Boger CA, Banas B, Eckardt KU, Oefner PJ: Detection of autosomal dominant polycystic kidney disease by NMR spectroscopic fingerprinting of urine. Kidney Int. 2011 Jun;79(11):1244-53. doi: 10.1038/ki.2011.30. Epub 2011 Mar 9. [PubMed:21389975 ]
Eosinophilic esophagitis
  1. Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
Associated OMIM IDs
  • 211980 (Lung Cancer)
  • 601313 (Autosomal dominant polycystic kidney disease)
  • 610247 (Eosinophilic esophagitis)
DrugBank IDDB11710
Phenol Explorer Compound IDNot Available
FooDB IDFDB022188
KNApSAcK IDC00052106
Chemspider ID444
KEGG Compound IDC02918
BioCyc IDCPD-396
BiGG ID2226225
Wikipedia Link1-Methylnicotinamide
METLIN ID5667
PubChem Compound457
PDB IDNot Available
ChEBI ID16797
Food Biomarker OntologyNot Available
VMH ID1MNCAM
MarkerDB IDMDB00000225
Good Scents IDNot Available
References
Synthesis ReferenceNelis, Hans J. C. F.; Airy, Subhash C.; Sinsheimer, J. E. Comparison of the alkylation of nicotinamide and 4-(p-nitrobenzyl)pyridine for the determination of aliphatic epoxides. Analytical Chemistry (1982), 54(2), 213-16.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [PubMed:12829005 ]
  2. Pelletier O, Brassard R: Automated and manual determination of N1-methylnicotinamide in urine. Am J Clin Nutr. 1977 Dec;30(12):2108-16. [PubMed:145178 ]
  3. Carter EG: Quantitation of urinary niacin metabolites by reversed-phase liquid chromatography. Am J Clin Nutr. 1982 Nov;36(5):926-30. [PubMed:6215856 ]
  4. Slominska EM, Smolenski RT, Szolkiewicz M, Leaver N, Rutkowski B, Simmonds HA, Swierczynski J: Accumulation of plasma N-methyl-2-pyridone-5-carboxamide in patients with chronic renal failure. Mol Cell Biochem. 2002 Feb;231(1-2):83-8. [PubMed:11952169 ]
  5. Patterson JI, Brown RR, Linkswiler H, Harper AE: Excretion of tryptophan-niacin metabolites by young men: effects of tryptophan, leucine, and vitamin B6 intakes. Am J Clin Nutr. 1980 Oct;33(10):2157-67. [PubMed:6448542 ]
  6. Musfeld C, Biollaz J, Belaz N, Kesselring UW, Decosterd LA: Validation of an HPLC method for the determination of urinary and plasma levels of N1-methylnicotinamide, an endogenous marker of renal cationic transport and plasma flow. J Pharm Biomed Anal. 2001 Jan;24(3):391-404. [PubMed:11199218 ]
  7. Wozniacka A, Wieczorkowska M, Gebicki J, Sysa-Jedrzejowska A: Topical application of 1-methylnicotinamide in the treatment of rosacea: a pilot study. Clin Exp Dermatol. 2005 Nov;30(6):632-5. [PubMed:16197374 ]
  8. Chlopicki S, Swies J, Mogielnicki A, Buczko W, Bartus M, Lomnicka M, Adamus J, Gebicki J: 1-Methylnicotinamide (MNA), a primary metabolite of nicotinamide, exerts anti-thrombotic activity mediated by a cyclooxygenase-2/prostacyclin pathway. Br J Pharmacol. 2007 Sep;152(2):230-9. Epub 2007 Jul 16. [PubMed:17641676 ]
  9. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

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
1-Methylnicotinamide + Oxygen + Water → Nudifloramide + Hydrogen peroxide + Hydrogen Iondetails
Enzyme Details
2. Nicotinamide N-methyltransferase
General function:
Involved in methyltransferase activity
Specific function:
Catalyzes the N-methylation of nicotinamide and other pyridines to form pyridinium ions. This activity is important for biotransformation of many drugs and xenobiotic compounds.
Gene Name:
NNMT
Uniprot ID:
P40261
Molecular weight:
29573.705
Reactions
S-Adenosylmethionine + Niacinamide → S-Adenosylhomocysteine + 1-Methylnicotinamidedetails
S-Adenosylmethionine + Niacinamide + Hydrogen Ion → S-Adenosylhomocysteine + 1-Methylnicotinamidedetails