Record Information
Version1.0
Creation date2011-09-21 00:09:49 UTC
Update date2015-10-09 22:27:47 UTC
Primary IDFDB022188
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1-Methylnicotinamide
Description1-Methylnicotinamide is a metabolite of nicotinamide and is produced primarily in the liver. It has anti-inflammatory properties (PMID 16197374). It is a product of nicotinamide N-methyltransferase [EC 2.1.1.1] in the pathway of nicotinate and nicotinamide metabolism (KEGG). 1-Methylnicotinamide may be an endogenous activator of prostacyclin production and thus may regulate thrombotic as well as inflammatory processes in the cardiovascular system (PMID: 17641676). [HMDB]
CAS Number3106-60-3
Structure
Thumb
Synonyms
SynonymSource
1-Methylnicotinamide cationChEBI
3-(Aminocarbonyl)-1-methylpyridiniumChEBI
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-1-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
1-Methylnicotinamidehmdb
3-Amido-N-methylpyridinium: 1-methyl-3-Pyridinecarboxamidehmdb
3-carbamoyl-1-methyl-Pyridiniumhmdb
N-1-methylnicotinamidehmdb
N'methylnicotinamidehmdb
Predicted 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
Chemical FormulaC7H9N2O
IUPAC name3-carbamoyl-1-methylpyridin-1-ium
InChI IdentifierInChI=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
Isomeric SMILESC[N+]1=CC=CC(=C1)C(N)=O
Average Molecular Weight137.1592
Monoisotopic Molecular Weight137.07148792
Classification
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

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS1-Methylnicotinamide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000i-5900000000-5a5fd45836c387d92371Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-000i-0900000000-c99e0e70357eb6fa74bbSpectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0006-9000000000-93675f2b9efbaba4d471Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0fvl-9000000000-b1e908db583e418c2545Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-000i-0900000000-9c3104d60f21f6375b0cSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positivesplash10-000i-1900000000-e500f262d42edb9b3ad7Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positivesplash10-0006-9200000000-496b2cf62a07bea4f746Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positivesplash10-002f-9000000000-a17b3a63979577f6fa9eSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positivesplash10-00ou-9000000000-46a856cd097a7a14dc90Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positivesplash10-000l-6900000000-360fb882a925f7e9edc9Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positivesplash10-0006-9000000000-babd4e89db309a5c74cfSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-000i-0900000000-9c3104d60f21f6375b0cSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-000i-1900000000-e500f262d42edb9b3ad7Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9200000000-052c844f974abba065ebSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-002f-9000000000-a17b3a63979577f6fa9eSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00ou-9000000000-2fe6c195129f32a62a3cSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000l-6900000000-360fb882a925f7e9edc9Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0006-9000000000-babd4e89db309a5c74cfSpectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-000i-0900000000-08a578fa81c8d41a4fe6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-d889aade6d1014ffb393Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004r-1900000000-8052aba6067c868e594fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-9500000000-579bc8310420ec3d8786Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-141e3a418b748abf9e1dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-1900000000-33499eeb5abff5a8b53bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-e45f804a013c97310f00Spectrum
NMR
TypeDescriptionView
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID444
ChEMBL IDCHEMBL71733
KEGG Compound IDC02918
Pubchem Compound ID457
Pubchem Substance IDNot Available
ChEBI ID16797
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00699
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID2226225
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
Pathways
NameSMPDB LinkKEGG Link
Nicotinate and Nicotinamide MetabolismSMP00048 map00760
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference