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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-01-09 12:11:21 UTC

Update Date

2023-02-21 17:29:14 UTC

HMDB ID

HMDB0059711

Secondary Accession Numbers

HMDB59711

Metabolite Identification

Common Name

2-Methylnicotinamide

Description

2-Methylnicotinamide is a member of the class of compounds known as nicotinamides. Nicotinamides are heterocyclic aromatic compounds containing a pyridine ring substituted at position 3 by a carboxamide group. 2-methylnicotinamide is soluble (in water) and a very weakly acidic compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Methyl-3-pyridinecarboxamide	HMDB
2-Methylpyridine-3-carboxamide	HMDB
2-Methylnicotinamide	HMDB

Chemical Formula

C₇H₈N₂O

Average Molecular Weight

136.1512

Monoisotopic Molecular Weight

136.063662888

IUPAC Name

2-methylpyridine-3-carboxamide

Traditional Name

2-methylpyridine-3-carboxamide

CAS Registry Number

58539-65-4

SMILES

CC1=C(C=CC=N1)C(N)=O

InChI Identifier

InChI=1S/C7H8N2O/c1-5-6(7(8)10)3-2-4-9-5/h2-4H,1H3,(H2,8,10)

InChI Key

JRYYVMDEUJQWRO-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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridinecarboxylic acids and derivatives

Direct Parent

Nicotinamides

Alternative Parents

Substituents

Nicotinamide
Methylpyridine
Heteroaromatic compound
Primary carboxylic acid amide
Carboxamide group
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyridinecarboxamide (CHEBI:68440 )

Ontology

Not Available

Exogenous (HMDB: HMDB0059711)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	42.5 g/L	ALOGPS
logP	0.08	ALOGPS
logP	-0.26	ChemAxon
logS	-0.51	ALOGPS
pKa (Strongest Acidic)	13.79	ChemAxon
pKa (Strongest Basic)	4.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.98 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	37.57 m³·mol⁻¹	ChemAxon
Polarizability	13.75 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	128.294	31661259
DarkChem	[M-H]-	122.633	31661259
DeepCCS	[M+H]+	133.653	30932474
DeepCCS	[M-H]-	131.529	30932474
DeepCCS	[M-2H]-	167.271	30932474
DeepCCS	[M+Na]+	142.041	30932474
AllCCS	[M+H]+	127.7	32859911
AllCCS	[M+H-H2O]+	123.0	32859911
AllCCS	[M+NH4]+	132.2	32859911
AllCCS	[M+Na]+	133.4	32859911
AllCCS	[M-H]-	125.8	32859911
AllCCS	[M+Na-2H]-	127.5	32859911
AllCCS	[M+HCOO]-	129.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Methylnicotinamide	CC1=C(C=CC=N1)C(N)=O	2215.7	Standard polar	33892256
2-Methylnicotinamide	CC1=C(C=CC=N1)C(N)=O	1386.7	Standard non polar	33892256
2-Methylnicotinamide	CC1=C(C=CC=N1)C(N)=O	1416.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Methylnicotinamide,1TMS,isomer #1	CC1=NC=CC=C1C(=O)N[Si](C)(C)C	1453.7	Semi standard non polar	33892256
2-Methylnicotinamide,1TMS,isomer #1	CC1=NC=CC=C1C(=O)N[Si](C)(C)C	1505.3	Standard non polar	33892256
2-Methylnicotinamide,1TMS,isomer #1	CC1=NC=CC=C1C(=O)N[Si](C)(C)C	1845.7	Standard polar	33892256
2-Methylnicotinamide,2TMS,isomer #1	CC1=NC=CC=C1C(=O)N([Si](C)(C)C)[Si](C)(C)C	1491.0	Semi standard non polar	33892256
2-Methylnicotinamide,2TMS,isomer #1	CC1=NC=CC=C1C(=O)N([Si](C)(C)C)[Si](C)(C)C	1582.3	Standard non polar	33892256
2-Methylnicotinamide,2TMS,isomer #1	CC1=NC=CC=C1C(=O)N([Si](C)(C)C)[Si](C)(C)C	1819.9	Standard polar	33892256
2-Methylnicotinamide,1TBDMS,isomer #1	CC1=NC=CC=C1C(=O)N[Si](C)(C)C(C)(C)C	1693.7	Semi standard non polar	33892256
2-Methylnicotinamide,1TBDMS,isomer #1	CC1=NC=CC=C1C(=O)N[Si](C)(C)C(C)(C)C	1658.2	Standard non polar	33892256
2-Methylnicotinamide,1TBDMS,isomer #1	CC1=NC=CC=C1C(=O)N[Si](C)(C)C(C)(C)C	2007.7	Standard polar	33892256
2-Methylnicotinamide,2TBDMS,isomer #1	CC1=NC=CC=C1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1968.9	Semi standard non polar	33892256
2-Methylnicotinamide,2TBDMS,isomer #1	CC1=NC=CC=C1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1956.3	Standard non polar	33892256
2-Methylnicotinamide,2TBDMS,isomer #1	CC1=NC=CC=C1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2050.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methylnicotinamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ku-8900000000-0460eabc142cfdd2959b	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methylnicotinamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylnicotinamide 10V, Positive-QTOF	splash10-0079-0900000000-a58c29bbb02ba169015e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylnicotinamide 20V, Positive-QTOF	splash10-00dl-6900000000-bc167a4e4c6fb975782e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylnicotinamide 40V, Positive-QTOF	splash10-00r6-9200000000-015ea9225d4df3073621	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylnicotinamide 10V, Negative-QTOF	splash10-000i-2900000000-066e12fd2119f7d5fde2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylnicotinamide 20V, Negative-QTOF	splash10-000f-9500000000-412075528917ea8cea6a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylnicotinamide 40V, Negative-QTOF	splash10-0006-9000000000-9a6ce9924c79947675dc	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylnicotinamide 10V, Positive-QTOF	splash10-00di-0900000000-9782661980a6f1268860	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylnicotinamide 20V, Positive-QTOF	splash10-00di-5900000000-defd38e1e4e634f05899	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylnicotinamide 40V, Positive-QTOF	splash10-00kf-9000000000-863ff50ac246b4432139	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylnicotinamide 10V, Negative-QTOF	splash10-000l-4900000000-aa56bb11fddd0efb4c5b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylnicotinamide 20V, Negative-QTOF	splash10-0006-9100000000-dfb0facdbc8b029a1960	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylnicotinamide 40V, Negative-QTOF	splash10-0006-9000000000-e52ac7ac42eb8fca7ac5	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12243705

PDB ID

Not Available

ChEBI ID

68440

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Roux A, Xu Y, Heilier JF, Olivier MF, Ezan E, Tabet JC, Junot C: Annotation of the human adult urinary metabolome and metabolite identification using ultra high performance liquid chromatography coupled to a linear quadrupole ion trap-Orbitrap mass spectrometer. Anal Chem. 2012 Aug 7;84(15):6429-37. doi: 10.1021/ac300829f. Epub 2012 Jul 17. [PubMed:22770225 ]

Showing metabocard for 2-Methylnicotinamide (HMDB0059711)

MOL for HMDB0059711 (2-Methylnicotinamide)

3D MOL for HMDB0059711 (2-Methylnicotinamide)

3D SDF for HMDB0059711 (2-Methylnicotinamide)

3D-SDF for HMDB0059711 (2-Methylnicotinamide)

PDB for HMDB0059711 (2-Methylnicotinamide)

3D PDB for HMDB0059711 (2-Methylnicotinamide)

SMILES for HMDB0059711 (2-Methylnicotinamide)

INCHI for HMDB0059711 (2-Methylnicotinamide)

Structure for HMDB0059711 (2-Methylnicotinamide)

3D Structure for HMDB0059711 (2-Methylnicotinamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra