1-methylnicotinamide (CHEBI:16797)

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CHEBI:16797 - 1-methylnicotinamide

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ChEBI Name	1-methylnicotinamide

ChEBI ID	CHEBI:16797

Definition	A pyridinium ion comprising nicotinamide having a methyl group at the 1-position. It is a metabolite of nicotinamide which was initially considered to be biologically inactive but has emerged as an anti-thrombotic and anti-inflammatory agent.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:646, CHEBI:18635, CHEBI:11267

Supplier Information	ChemicalBook:CB2251044, eMolecules:1934847, ZINC000002015152

Download	Molfile XML SDF

more structures >>

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The Resolver thinks Mol

8GC - Ideal conformer

Mrv1927 07162110543D

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Mrv1927 07162110543D

19 19 0 0 0 0 999 V2000

-1.9500 0.3290 -0.0010 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.5400 -0.1170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.2250 -1.4800 0.0010 C 0 0 0 0 0 0 0 0 0 0 0 0

1.1110 -1.8450 0.0010 C 0 0 0 0 0 0 0 0 0 0 0 0

2.0810 -0.8590 0.0010 C 0 0 0 0 0 0 0 0 0 0 0 0

2.8190 1.4260 0.0010 C 0 0 0 0 0 0 0 0 0 0 0 0

0.4990 0.8160 -0.0060 C 0 0 0 0 0 0 0 0 0 0 0 0

1.7540 0.4190 0.0010 N 0 3 0 0 0 4 0 0 0 0 0 0

-2.9440 -0.5810 -0.0010 N 0 0 0 0 0 0 0 0 0 0 0 0

-2.2120 1.5160 0.0040 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.0030 -2.2290 0.0010 H 0 0 0 0 0 0 0 0 0 0 0 0

1.3920 -2.8880 0.0020 H 0 0 0 0 0 0 0 0 0 0 0 0

3.1240 -1.1410 0.0010 H 0 0 0 0 0 0 0 0 0 0 0 0

3.0830 1.6750 -1.0270 H 0 0 0 0 0 0 0 0 0 0 0 0

2.4710 2.3220 0.5150 H 0 0 0 0 0 0 0 0 0 0 0 0

3.6940 1.0290 0.5150 H 0 0 0 0 0 0 0 0 0 0 0 0

0.2710 1.8710 -0.0100 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.8690 -0.2890 0.0020 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.7350 -1.5280 -0.0050 H 0 0 0 0 0 0 0 0 0 0 0 0

5 4 2 0 0 0 0

5 8 1 0 0 0 0

4 3 1 0 0 0 0

6 8 1 0 0 0 0

8 7 2 0 0 0 0

3 2 2 0 0 0 0

7 2 1 0 0 0 0

2 1 1 0 0 0 0

1 9 1 0 0 0 0

1 10 2 0 0 0 0

3 11 1 0 0 0 0

4 12 1 0 0 0 0

5 13 1 0 0 0 0

6 14 1 0 0 0 0

6 15 1 0 0 0 0

6 16 1 0 0 0 0

7 17 1 0 0 0 0

9 18 1 0 0 0 0

9 19 1 0 0 0 0

M CHG 1 8 1

M END): 16 ms

reading 19 atoms

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Wikipedia	License
1-Methylnicotinamide (1-MNA, trigonellamide) is a prototypic organic cation. 1-Methylnicotinamide is the methylated amide of Nicotinamide (niacinamide, vitamin B3). 1-Methylnicotinamide is an endogenic substance that is produced in the liver when Nicotinamide is metabolized. It is a typical substance secreted in the kidney. It participates in the nicotinamide salvage pathway within the NAD+ (nicotinamide adenine dinucleotide) metabolic pathway, thereby contributing to optimizing NAD+ levels.
Read full article at Wikipedia

Formula

C7H9N2O

Net Charge

Average Mass

137.161

Monoisotopic Mass

137.07094

InChI

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

InChIKey

LDHMAVIPBRSVRG-UHFFFAOYSA-O

SMILES

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

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932)	Source: yeast.sf.net See: PubMed
Undaria pinnatifida (NCBI:txid74381)	See: DOI
Homo sapiens (NCBI:txid9606)	See: DOI
Homo sapiens (NCBI:txid9606)	Found in blood (UBERON:0000178). See: PubMed
Homo sapiens (NCBI:txid9606)	Found in urine (BTO:0001419). See: PubMed
Homo sapiens (NCBI:txid9606)	From MetaboLights See: MetaboLights Study
Homo sapiens (NCBI:txid9606)	From MetaboLights See: MetaboLights Study
Homo sapiens (NCBI:txid9606)	From MetaboLights See: MetaboLights Study
Homo sapiens (NCBI:txid9606)	From MetaboLights See: MetaboLights Study

Roles Classification
Biological Role(s):	Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). human urinary metabolite Any metabolite (endogenous or exogenous) found in human urine samples. algal metabolite Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

Application(s):	anti-inflammatory agent Any compound that has anti-inflammatory effects.

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	1-methylnicotinamide (CHEBI:16797) has functional parent nicotinamide (CHEBI:17154) 1-methylnicotinamide (CHEBI:16797) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) 1-methylnicotinamide (CHEBI:16797) has role algal metabolite (CHEBI:84735) 1-methylnicotinamide (CHEBI:16797) has role anti-inflammatory agent (CHEBI:67079) 1-methylnicotinamide (CHEBI:16797) has role human urinary metabolite (CHEBI:84087) 1-methylnicotinamide (CHEBI:16797) has role mouse metabolite (CHEBI:75771) 1-methylnicotinamide (CHEBI:16797) has role plant metabolite (CHEBI:76924) 1-methylnicotinamide (CHEBI:16797) is a pyridinium ion (CHEBI:50334)

Incoming	1-methyl nicotinamide-d3 (CHEBI:145117) is a 1-methylnicotinamide (CHEBI:16797)

IUPAC Name

3-carbamoyl-1-methylpyridinium

Synonyms	Sources
1-methyl nicotinamide	ChemIDplus
1-Methylnicotinamide	KEGG COMPOUND
1-methylnicotinamide	UniProt
1-methylnicotinamide cation	ChEBI
3-(aminocarbonyl)-1-methylpyridinium	ChemIDplus
3-carbamoyl-1-methylpyridin-1-ium	HMDB
N(1)-Methylnicotinamide	ChemIDplus
N-1-methylnicotinamide	HMDB
N¹-methylnicotinamide	HMDB
Trigonellinamide	ChemIDplus

Manual Xrefs	Databases
1-Methylnicotinamide	Wikipedia
444	ChemSpider
8GC	PDBeChem
C00052106	KNApSAcK
C02918	KEGG COMPOUND
CPD-396	MetaCyc
FDB022188	FooDB
HMDB0000699	HMDB
View more database links

Registry Numbers	Types	Sources
3106-60-3	CAS Registry Number	ChemIDplus
3540351	Reaxys Registry Number	Reaxys

Citations

Last Modified

16 July 2021

CHEBI:16797 - 1-methylnicotinamide

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