1-Methylnicotinamide (BioCAD00000001399)
Metabolite Card
Formula: C7H9N2O (137.0715)
SMILES: C[N+]1=CC=CC(=C1)C(N)=O
Synonyms [en]
1-methylnicotinamide; N(1)-methylnicotinamide; trigonellinamide; 3-(aminocarbonyl)-1-methylpyridinium; 1-methylnicotinamide cation; 1-methyl-3-carbamoylpyridinium
Last reviewed on 2024-06-28.
Cite this Page
1-Methylnicotinamide. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000001399). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
1-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).
DBLinks
- CAS Registry Number: 3106-60-3
- PubChem CID: 457
- ChEBI: 16797
- HMDB: HMDB0000699
- LipidMaps:
- KEGG: C02918
- BioCyc: CPD-396
- NCBI MeSH: N(1)-methylnicotinamide
- Wikipedia: 1-Methylnicotinamide
Other DBLinks
- CAS Registry Number: 1005-24-9
- CAS Registry Number: 3106-60-3
- PubChem: 457
- ChEBI: ChEBI:16797
- HMDB: HMDB0000699
- KEGG: C02918
- BioCyc: CPD-396
- NCBI MeSH: N(1)-methylnicotinamide
- Wikipedia: 1-Methylnicotinamide
- DrugBank: DB11710
- RefMet: RM0030166
- MoNA: BAF_UVA_POS000958
- MoNA: CCMSLIB00000577991
- MoNA: EMBL_MCF_2_0_HRMS_Library000088
- MoNA: FiehnHILIC000014
- MoNA: FiehnHILIC001602
- MoNA: HMDB0000699_ms_ms_972
- MoNA: HMDB0000699_ms_ms_973
- MoNA: HMDB0000699_ms_ms_974
- MoNA: KO003442
- MoNA: KO003443
- MoNA: KO003444
- MoNA: KO003445
- MoNA: KO003446
- MoNA: MoNA010621
- MoNA: MoNA010622
- MoNA: MoNA010623
- MoNA: MoNA010624
- MoNA: MoNA010625
- MoNA: MoNA010626
- MoNA: MoNA016626
- MoNA: MoNA016806
- MoNA: MoNA032128
- MoNA: MoNA032130
- MoNA: MoNA032131
- MoNA: MoNA036056
- MoNA: MoNA036058
- MoNA: MoNA036062
- MoNA: MoNA037176
- MoNA: MoNA038567
- MoNA: PR100411
- MoNA: PR100412
- MoNA: PS102701
- MoNA: PS102702
- MoNA: PS102703
- Coconut NaturalProduct: CNP0212015.0
Class / Ontology
- WishartLab ClassyFire: [Pyridinecarboxylic acids and derivatives] Pyridinecarboxylic acids and derivatives
- RefMet: [Nicotinic acid alkaloids] Nicotinic acid alkaloids
- ChEBI: [CHEBI:16797] 1-methylnicotinamide
- Coconut NaturalProduct: [Pyridine alkaloids] Pyridine alkaloids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R01269 | 2.1.1.1 | S-adenosyl-L-methionine:nicotinamide N-methyltransferase |
| KEGG:R04085 | 1.2.3.1 | aldehyde:oxygen oxidoreductase |
| KEGG:R08408 | 1.2.3.1 | aldehyde:oxygen oxidoreductase |
| Rhea:RHEA:23885 | 2.1.1.1 | nicotinamide + S-adenosyl-L-methionine => 1-methylnicotinamide + S-adenosyl-L-homocysteine |
| Rhea:RHEA:23886 | 2.1.1.1 | 1-methylnicotinamide + S-adenosyl-L-homocysteine => nicotinamide + S-adenosyl-L-methionine |
| Rhea:RHEA:23887 | 2.1.1.1 | nicotinamide + S-adenosyl-L-methionine <=> 1-methylnicotinamide + S-adenosyl-L-homocysteine |
| Rhea:RHEA:73860 | 1-methylnicotinamide(out) => 1-methylnicotinamide(in) | |
| Rhea:RHEA:73861 | 1-methylnicotinamide(in) => 1-methylnicotinamide(out) | |
| Rhea:RHEA:73862 | 1-methylnicotinamide(out) <=> 1-methylnicotinamide(in) | |
| BioCyc:NICOTINAMIDE-N-METHYLTRANSFERASE-RXN | 2.1.1.1 | S-ADENOSYLMETHIONINE + NIACINAMIDE --> ADENOSYL-HOMO-CYS + CPD-396 |
Taxonomy Source
- Homo sapiens [ncbi taxid: 9606]
- Mus musculus [ncbi taxid: 10090]
- Saccharomyces cerevisiae [ncbi taxid: 4932]
Pathway Synthetic
| pathway id | name |
|---|---|
| Reactome:R-BTA-1430728 | Metabolism |
| Reactome:R-BTA-556833 | Metabolism of lipids |
| Reactome:R-BTA-196807 | Nicotinate metabolism |
| Reactome:R-CEL-196807 | Nicotinate metabolism |
| Reactome:R-CFA-1430728 | Metabolism |
| Reactome:R-CFA-556833 | Metabolism of lipids |
| Reactome:R-CFA-196807 | Nicotinate metabolism |
| Reactome:R-DRE-8978868 | Fatty acid metabolism |
| Reactome:R-DRE-2162123 | Synthesis of Prostaglandins (PG) and Thromboxanes (TX) |
| Reactome:R-DRE-196849 | Metabolism of water-soluble vitamins and cofactors |
| Reactome:R-GGA-8978868 | Fatty acid metabolism |
| Reactome:R-GGA-2162123 | Synthesis of Prostaglandins (PG) and Thromboxanes (TX) |
| Reactome:R-HSA-196849 | Metabolism of water-soluble vitamins and cofactors |
| Reactome:R-MMU-1430728 | Metabolism |
| Reactome:R-MMU-556833 | Metabolism of lipids |
| Reactome:R-MMU-196849 | Metabolism of water-soluble vitamins and cofactors |
| Reactome:R-RNO-8978868 | Fatty acid metabolism |
| Reactome:R-RNO-2162123 | Synthesis of Prostaglandins (PG) and Thromboxanes (TX) |
| Reactome:R-RNO-196849 | Metabolism of water-soluble vitamins and cofactors |
| Reactome:R-SSC-196854 | Metabolism of vitamins and cofactors |