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:CB14796928, ChemicalBook:CB34867000, ChemicalBook:CB6280105, eMolecules:514487, Selleckchem:Glutamine, ZINC000001532526

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): 20 ms

reading 19 atoms

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Wikipedia	License
Glutamine (symbol Gln or Q) is an α-amino acid that is used in the biosynthesis of proteins. Its side chain is similar to that of glutamic acid, except the carboxylic acid group is replaced by an amide. It is classified as a charge-neutral, polar amino acid. It is non-essential and conditionally essential in humans, meaning the body can usually synthesize sufficient amounts of it, but in some instances of stress, the body's demand for glutamine increases, and glutamine must be obtained from the diet. It is encoded by the codons CAA and CAG. It is named after glutamic acid, which in turn is named after its discovery in cereal proteins, gluten. In human blood, glutamine is the most abundant free amino acid. The dietary sources of glutamine include especially the protein-rich foods like beef, chicken, fish, dairy products, eggs, vegetables like beans, beets, cabbage, spinach, carrots, parsley, vegetable juices and also in wheat, papaya, Brussels sprouts, celery, kale and fermented foods like miso. The one-letter symbol Q for glutamine was assigned in alphabetical sequence to N for asparagine, being larger by merely one methylene –CH2– group. Note that P was used for proline, and O was avoided due to similarity with D. The mnemonic Qlutamine was also proposed.
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	Types	Sources
10644906	PubMed citation	Europe PMC
11199218	PubMed citation	Europe PMC
11952169	PubMed citation	Europe PMC
12829005	PubMed citation	Europe PMC
12856834	PubMed citation	Europe PMC
145178	PubMed citation	Europe PMC
160917	PubMed citation	Europe PMC
16197374	PubMed citation	Europe PMC
17641676	PubMed citation	Europe PMC
17826027	PubMed citation	Europe PMC
18373238	PubMed citation	Europe PMC
18953089	PubMed citation	Europe PMC
19307696	PubMed citation	Europe PMC
22770225	PubMed citation	Europe PMC
22932811	PubMed citation	Europe PMC
25129409	PubMed citation	Europe PMC
25552403	PubMed citation	Europe PMC
26066674	PubMed citation	Europe PMC
26115505	PubMed citation	Europe PMC
28443021	PubMed citation	Europe PMC
28720493	PubMed citation	Europe PMC
33317539	PubMed citation	Europe PMC
33442746	PubMed citation	Europe PMC
33523930	PubMed citation	Europe PMC
6215856	PubMed citation	Europe PMC
6448542	PubMed citation	Europe PMC

Last Modified

16 July 2021

CHEBI:16797 - 1-methylnicotinamide

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