nicotinamide (CHEBI:17154)

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CHEBI:17154 - nicotinamide

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ChEBI Name	nicotinamide

ChEBI ID	CHEBI:17154

Definition	A pyridinecarboxamide that is pyridine in which the hydrogen at position 3 is replaced by a carboxamide group.

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

Secondary ChEBI IDs	CHEBI:44258, CHEBI:7556, CHEBI:14645, CHEBI:25521

Supplier Information	ChemicalBook:CB6134417, eMolecules:532057, eMolecules:28206777, ZINC000000025672

Download	Molfile XML SDF

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15 15 0 0 1 0 999 V2000

-2.1376 1.1964 0.1234 C 0 0 0 0 0 0 0 0 0 6 0 0

-2.1864 -0.2078 0.1471 C 0 0 0 0 0 0 0 0 0 5 0 0

-0.9762 -0.9258 0.1433 C 0 0 0 0 0 0 0 0 0 4 0 0

0.2409 1.1546 0.0875 C 0 0 0 0 0 0 0 0 0 2 0 0

-0.9377 1.8242 0.0967 N 0 0 0 0 0 0 0 0 0 1 0 0

0.2761 -0.2629 0.1061 C 0 0 0 0 0 0 0 0 0 3 0 0

1.4741 -0.9653 0.0791 C 0 0 0 0 0 0 0 0 0 0 0 0

1.5863 -2.0791 0.5707 O 0 0 0 0 0 0 0 0 0 0 0 0

2.5285 -0.4944 -0.4818 N 0 0 0 0 0 0 0 0 0 0 0 0

-2.9947 1.7508 0.1257 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.0845 -0.6955 0.1635 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.0290 -1.9482 0.1542 H 0 0 0 0 0 0 0 0 0 0 0 0

1.0955 1.7154 0.0733 H 0 0 0 0 0 0 0 0 0 0 0 0

3.3284 -0.9777 -0.4810 H 0 0 0 0 0 0 0 0 0 0 0 0

2.4936 0.3375 -0.9077 H 0 0 0 0 0 0 0 0 0 0 0 0

2 1 4 0 0 0 0

3 2 4 0 0 0 0

1 5 4 0 0 0 0

5 4 4 0 0 0 0

4 6 4 0 0 0 0

3 6 4 0 0 0 0

6 7 1 0 0 0 0

7 9 1 0 0 0 0

7 8 2 0 0 0 0

1 10 1 0 0 0 0

2 11 1 0 0 0 0

3 12 1 0 0 0 0

4 13 1 0 0 0 0

9 14 1 0 0 0 0

9 15 1 0 0 0 0

M END): 21 ms

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ModelSet: haveSymmetry:false haveUnitcells:false haveFractionalCoord:false

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Wikipedia	License
Thymidine (symbol dT or dThd), also known as deoxythymidine, deoxyribosylthymine, or thymine deoxyriboside, is a pyrimidine deoxynucleoside. Deoxythymidine is the DNA nucleoside T, which pairs with deoxyadenosine (A) in double-stranded DNA. In cell biology it is used to synchronize the cells in G1/early S phase. The prefix deoxy- is often left out since there are no precursors of thymine nucleotides involved in RNA synthesis. Before the boom in thymidine use caused by the need for thymidine in the production of the antiretroviral drug azidothymidine (AZT), much of the world's thymidine production came from herring sperm. Thymidine occurs almost exclusively in DNA but it also occurs in the T-loop of tRNA.
Read full article at Wikipedia

Formula

C6H6N2O

Net Charge

Average Mass

122.12472

Monoisotopic Mass

122.04801

InChI

InChI=1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9)

InChIKey

DFPAKSUCGFBDDF-UHFFFAOYSA-N

SMILES

NC(=O)c1cccnc1

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932)	Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed
Homo sapiens (NCBI:txid9606)	Found in urine (BTO:0001419). See: PubMed
Homo sapiens (NCBI:txid9606)	Found in blood (UBERON:0000178). See: PubMed
Homo sapiens (NCBI:txid9606)	Found in breast milk (ENVO:02000031). 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
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
Homo sapiens (NCBI:txid9606)	From MetaboLights See: MetaboLights Study
Homo sapiens (NCBI:txid9606)	From MetaboLights See: MetaboLights Study

Roles Classification
Chemical Role(s):	antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.

Biological Role(s):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via alkaloid ) Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ). EC 3.5.1.98 (histone deacetylase) inhibitor An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the function of histone deacetylase (EC 3.5.1.98). Sir2 inhibitor An EC 3.5.1.98 (histone deacetylase) inhibitor that interferes with the action of Sir2. EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor An EC 2.4.2.* (pentosyltransferase) inhibitor that interferes with the action of a NAD+ ADP-ribosyltransferase (EC 2.4.2.30). 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. cofactor An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group). water-soluble vitamin (role) Any vitamin that dissolves in water and readily absorbed into tissues for immediate use. Unlike the fat-soluble vitamins, they are not stored in the body and need to be replenished regularly in the diet and will rarely accumulate to toxic levels since they are quickly excreted from the body via urine. (via B vitamin )

Application(s):	neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders. anti-inflammatory agent Any compound that has anti-inflammatory effects. geroprotector Any compound that supports healthy aging, slows the biological aging process, or extends lifespan. nutraceutical A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance. (via B vitamin )

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	nicotinamide (CHEBI:17154) has functional parent nicotinic acid (CHEBI:15940) nicotinamide (CHEBI:17154) has role Escherichia coli metabolite (CHEBI:76971) nicotinamide (CHEBI:17154) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) nicotinamide (CHEBI:17154) has role anti-inflammatory agent (CHEBI:67079) nicotinamide (CHEBI:17154) has role antioxidant (CHEBI:22586) nicotinamide (CHEBI:17154) has role cofactor (CHEBI:23357) nicotinamide (CHEBI:17154) has role EC 2.4.2.30 (NAD⁺ ADP-ribosyltransferase) inhibitor (CHEBI:62913) nicotinamide (CHEBI:17154) has role EC 3.5.1.98 (histone deacetylase) inhibitor (CHEBI:61115) nicotinamide (CHEBI:17154) has role geroprotector (CHEBI:176497) nicotinamide (CHEBI:17154) has role human urinary metabolite (CHEBI:84087) nicotinamide (CHEBI:17154) has role metabolite (CHEBI:25212) nicotinamide (CHEBI:17154) has role mouse metabolite (CHEBI:75771) nicotinamide (CHEBI:17154) has role neuroprotective agent (CHEBI:63726) nicotinamide (CHEBI:17154) has role Sir2 inhibitor (CHEBI:71181) nicotinamide (CHEBI:17154) is a pyridine alkaloid (CHEBI:26416) nicotinamide (CHEBI:17154) is a pyridinecarboxamide (CHEBI:25529) nicotinamide (CHEBI:17154) is a vitamin B₃ (CHEBI:176839)

Incoming	1-[(2-chlorophenyl)methyl]-2-oxo-6-(trifluoromethyl)-3-pyridinecarboxamide (CHEBI:114321) has functional parent nicotinamide (CHEBI:17154) 1-[[oxo(3-pyridinyl)methyl]amino]-3-(4-propan-2-ylphenyl)thiourea (CHEBI:120875) has functional parent nicotinamide (CHEBI:17154) 1-methylnicotinamide (CHEBI:16797) has functional parent nicotinamide (CHEBI:17154) 2-(2,4-dimethylanilino)-N-(thiophen-2-ylmethyl)-3-pyridinecarboxamide (CHEBI:104887) has functional parent nicotinamide (CHEBI:17154) 2-(2-fluoro-4-iodoanilino)-N-(2-hydroxyethoxy)-1,5-dimethyl-6-oxo-3-pyridinecarboxamide (CHEBI:91424) has functional parent nicotinamide (CHEBI:17154) 2-(4-chloro-2-methylanilino)-3-pyridinecarboxamide (CHEBI:108168) has functional parent nicotinamide (CHEBI:17154) 2-(methylthio)nicotinamide (CHEBI:228655) has functional parent nicotinamide (CHEBI:17154) 2-methylnicotinamide (CHEBI:68440) has functional parent nicotinamide (CHEBI:17154) 2-oxo-N-(2-thiazolyl)-1H-pyridine-3-carboxamide (CHEBI:120549) has functional parent nicotinamide (CHEBI:17154) 5-bromo-N-(4-methyl-2-thiazolyl)-3-pyridinecarboxamide (CHEBI:122191) has functional parent nicotinamide (CHEBI:17154) 5-bromo-N-[(2-pyridinylamino)-sulfanylidenemethyl]-3-pyridinecarboxamide (CHEBI:120534) has functional parent nicotinamide (CHEBI:17154) 5-bromo-N-[(5-nitro-2-thiophenyl)methylideneamino]-3-pyridinecarboxamide (CHEBI:104973) has functional parent nicotinamide (CHEBI:17154) 5-bromo-N-[[(3-methyl-2-pyridinyl)amino]-sulfanylidenemethyl]-3-pyridinecarboxamide (CHEBI:93987) has functional parent nicotinamide (CHEBI:17154) 5-bromo-N-[[(4-methyl-2-pyridinyl)amino]-sulfanylidenemethyl]-3-pyridinecarboxamide (CHEBI:116399) has functional parent nicotinamide (CHEBI:17154) 5-hydroxy-N-[2-[[(5-hydroxy-3-pyridinyl)-oxomethyl]amino]propyl]-3-pyridinecarboxamide (CHEBI:104006) has functional parent nicotinamide (CHEBI:17154) 6-methoxy-4-(trifluoromethyl)nicotinamide (CHEBI:183364) has functional parent nicotinamide (CHEBI:17154) 6-methyl-N-(2-pyridinylmethylideneamino)-3-pyridinecarboxamide (CHEBI:107154) has functional parent nicotinamide (CHEBI:17154) 6-methyl-N-[(2-methyl-3-phenylprop-2-enylidene)amino]-3-pyridinecarboxamide (CHEBI:105981) has functional parent nicotinamide (CHEBI:17154) 6-Methylnicotinamide (CHEBI:88954) has functional parent nicotinamide (CHEBI:17154) N-glycosylnicotinamide (CHEBI:25526) has functional parent nicotinamide (CHEBI:17154) N-methylnicotinamide (CHEBI:64399) has functional parent nicotinamide (CHEBI:17154) N-{5-[4-(4-methylpiperazin-1-yl)phenyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}nicotinamide (CHEBI:39634) has functional parent nicotinamide (CHEBI:17154) acetic acid 2-[[oxo(3-pyridinyl)methyl]amino]ethyl ester (CHEBI:92313) has functional parent nicotinamide (CHEBI:17154) flumetnicam (CHEBI:231554) has functional parent nicotinamide (CHEBI:17154) Himeic acid G (CHEBI:211171) has functional parent nicotinamide (CHEBI:17154) hydroxymethylnicotinamide (CHEBI:134775) has functional parent nicotinamide (CHEBI:17154) Myxochelin N (CHEBI:222142) has functional parent nicotinamide (CHEBI:17154) Myxochelin O (CHEBI:222138) has functional parent nicotinamide (CHEBI:17154) N'3-(3,4,5-trimethoxybenzylidene)pyridine-3-carbohydrazide (CHEBI:183773) has functional parent nicotinamide (CHEBI:17154) N,N-Dihexylnicotinamide (CHEBI:189375) has functional parent nicotinamide (CHEBI:17154) N-(1-adamantyl)-5-hydroxy-3-pyridinecarboxamide (CHEBI:104155) has functional parent nicotinamide (CHEBI:17154) N-(2-fluorophenyl)-2-methyl-6-(trifluoromethyl)nicotinamide (CHEBI:189499) has functional parent nicotinamide (CHEBI:17154) N-[(2-methyl-3-phenylprop-2-enylidene)amino]-3-pyridinecarboxamide (CHEBI:105703) has functional parent nicotinamide (CHEBI:17154) N-[(2R,3R,6R)-2-(hydroxymethyl)-6-[2-oxo-2-[2-(1-piperidinyl)ethylamino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:100861) has functional parent nicotinamide (CHEBI:17154) N-[(2R,3R,6R)-2-(hydroxymethyl)-6-[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:118385) has functional parent nicotinamide (CHEBI:17154) N-[(2R,3R,6R)-2-(hydroxymethyl)-6-[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:118398) has functional parent nicotinamide (CHEBI:17154) N-[(2R,3R,6R)-6-[2-[(3,4-dichlorophenyl)methylamino]-2-oxoethyl]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:118597) has functional parent nicotinamide (CHEBI:17154) N-[(2R,3R,6S)-2-(hydroxymethyl)-6-[2-oxo-2-[2-(1-piperidinyl)ethylamino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:101057) has functional parent nicotinamide (CHEBI:17154) N-[(2R,3R,6S)-2-(hydroxymethyl)-6-[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:118291) has functional parent nicotinamide (CHEBI:17154) N-[(2R,3R,6S)-2-(hydroxymethyl)-6-[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:118425) has functional parent nicotinamide (CHEBI:17154) N-[(2R,3S,6R)-2-(hydroxymethyl)-6-[2-oxo-2-[2-(1-piperidinyl)ethylamino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:99262) has functional parent nicotinamide (CHEBI:17154) N-[(2R,3S,6R)-2-(hydroxymethyl)-6-[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:118445) has functional parent nicotinamide (CHEBI:17154) N-[(2R,3S,6R)-6-[2-[(3,4-dichlorophenyl)methylamino]-2-oxoethyl]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:118736) has functional parent nicotinamide (CHEBI:17154) N-[(2R,3S,6S)-2-(hydroxymethyl)-6-[2-oxo-2-[2-(1-piperidinyl)ethylamino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:100693) has functional parent nicotinamide (CHEBI:17154) N-[(2R,3S,6S)-2-(hydroxymethyl)-6-[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:124890) has functional parent nicotinamide (CHEBI:17154) N-[(2R,3S,6S)-2-(hydroxymethyl)-6-[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:124301) has functional parent nicotinamide (CHEBI:17154) N-[(2R,3S,6S)-6-[2-[(3,4-dichlorophenyl)methylamino]-2-oxoethyl]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:118714) has functional parent nicotinamide (CHEBI:17154) N-[(2S,3R,6R)-2-(hydroxymethyl)-6-[2-oxo-2-[2-(1-piperidinyl)ethylamino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:102693) has functional parent nicotinamide (CHEBI:17154) N-[(2S,3R,6R)-2-(hydroxymethyl)-6-[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:124865) has functional parent nicotinamide (CHEBI:17154) N-[(2S,3R,6R)-2-(hydroxymethyl)-6-[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:124262) has functional parent nicotinamide (CHEBI:17154) N-[(2S,3R,6R)-6-[2-[(3,4-dichlorophenyl)methylamino]-2-oxoethyl]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:118717) has functional parent nicotinamide (CHEBI:17154) N-[(2S,3R,6S)-2-(hydroxymethyl)-6-[2-oxo-2-(2-piperidin-1-ylethylamino)ethyl]-3,6-dihydro-2H-pyran-3-yl]pyridine-3-carboxamide (CHEBI:98207) has functional parent nicotinamide (CHEBI:17154) N-[(2S,3R,6S)-2-(hydroxymethyl)-6-[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:124899) has functional parent nicotinamide (CHEBI:17154) N-[(2S,3R,6S)-2-(hydroxymethyl)-6-[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:124859) has functional parent nicotinamide (CHEBI:17154) N-[(2S,3R,6S)-6-[2-[(3,4-dichlorophenyl)methylamino]-2-oxoethyl]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:118547) has functional parent nicotinamide (CHEBI:17154) N-[(2S,3S,6R)-2-(hydroxymethyl)-6-[2-oxo-2-(2-piperidin-1-ylethylamino)ethyl]-3,6-dihydro-2H-pyran-3-yl]pyridine-3-carboxamide (CHEBI:98467) has functional parent nicotinamide (CHEBI:17154) N-[(2S,3S,6R)-2-(hydroxymethyl)-6-[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:118474) has functional parent nicotinamide (CHEBI:17154) N-[(2S,3S,6R)-2-(hydroxymethyl)-6-[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:118386) has functional parent nicotinamide (CHEBI:17154) N-[(2S,3S,6R)-6-[2-[(3,4-dichlorophenyl)methylamino]-2-oxoethyl]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:118573) has functional parent nicotinamide (CHEBI:17154) N-[(2S,3S,6S)-2-(hydroxymethyl)-6-[2-oxo-2-(2-piperidin-1-ylethylamino)ethyl]-3,6-dihydro-2H-pyran-3-yl]pyridine-3-carboxamide (CHEBI:97296) has functional parent nicotinamide (CHEBI:17154) N-[(2S,3S,6S)-2-(hydroxymethyl)-6-[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:118300) has functional parent nicotinamide (CHEBI:17154) N-[(2S,3S,6S)-2-(hydroxymethyl)-6-[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl]-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:118418) has functional parent nicotinamide (CHEBI:17154) N-[(2S,3S,6S)-6-[2-[(3,4-dichlorophenyl)methylamino]-2-oxoethyl]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-yl]-3-pyridinecarboxamide (CHEBI:118748) has functional parent nicotinamide (CHEBI:17154) N-[(3,3-dimethyl-5-oxocyclohexylidene)amino]-3-pyridinecarboxamide (CHEBI:108969) has functional parent nicotinamide (CHEBI:17154) N-[1,1,1,3,3,3-hexafluoro-2-(2-pyridinylmethylamino)propan-2-yl]-3-pyridinecarboxamide (CHEBI:94517) has functional parent nicotinamide (CHEBI:17154) N-[2-[2-[2-[[oxo(3-pyridinyl)methyl]amino]ethoxy]ethoxy]ethyl]-3-pyridinecarboxamide (CHEBI:114454) has functional parent nicotinamide (CHEBI:17154) N-[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]-3-pyridinecarboxamide (CHEBI:107956) has functional parent nicotinamide (CHEBI:17154) N-[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]-3-pyridinecarboxamide (CHEBI:105309) has functional parent nicotinamide (CHEBI:17154) N-[6-(1-oxopentylamino)-3-pyridinyl]-3-pyridinecarboxamide (CHEBI:121625) has functional parent nicotinamide (CHEBI:17154) N-[[(2R,3R)-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-8-(3-methylbut-1-ynyl)-6-oxo-3,4-dihydro-2H-pyrido[2,3-b][1,5]oxazocin-2-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:95855) has functional parent nicotinamide (CHEBI:17154) N-[[(2R,3R)-5-[(2S)-1-hydroxypropan-2-yl]-3-methyl-8-(3-methylbut-1-ynyl)-6-oxo-3,4-dihydro-2H-pyrido[2,3-b][1,5]oxazocin-2-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:96617) has functional parent nicotinamide (CHEBI:17154) N-[[(2R,3S)-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-8-(3-methylbut-1-ynyl)-6-oxo-3,4-dihydro-2H-pyrido[2,3-b][1,5]oxazocin-2-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:95777) has functional parent nicotinamide (CHEBI:17154) N-[[(2R,3S)-5-[(2S)-1-hydroxypropan-2-yl]-3-methyl-8-(3-methylbut-1-ynyl)-6-oxo-3,4-dihydro-2H-pyrido[2,3-b][1,5]oxazocin-2-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:95921) has functional parent nicotinamide (CHEBI:17154) N-[[(2S,3R)-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-8-(3-methylbut-1-ynyl)-6-oxo-3,4-dihydro-2H-pyrido[2,3-b][1,5]oxazocin-2-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:96139) has functional parent nicotinamide (CHEBI:17154) N-[[(2S,3R)-5-[(2S)-1-hydroxypropan-2-yl]-3-methyl-8-(3-methylbut-1-ynyl)-6-oxo-3,4-dihydro-2H-pyrido[2,3-b][1,5]oxazocin-2-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:95864) has functional parent nicotinamide (CHEBI:17154) N-[[(2S,3S)-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-8-(3-methylbut-1-ynyl)-6-oxo-3,4-dihydro-2H-pyrido[2,3-b][1,5]oxazocin-2-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:96344) has functional parent nicotinamide (CHEBI:17154) N-[[(2S,3S)-5-[(2S)-1-hydroxypropan-2-yl]-3-methyl-8-(3-methylbut-1-ynyl)-6-oxo-3,4-dihydro-2H-pyrido[2,3-b][1,5]oxazocin-2-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:95684) has functional parent nicotinamide (CHEBI:17154) N-[[(4R,5R)-2-[(2R)-1-hydroxypropan-2-yl]-8-(2-methoxyphenyl)-4-methyl-1,1-dioxo-4,5-dihydro-3H-6,1$l^{6},2-benzoxathiazocin-5-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:95995) has functional parent nicotinamide (CHEBI:17154) N-[[(4R,5R)-2-[(2S)-1-hydroxypropan-2-yl]-8-(2-methoxyphenyl)-4-methyl-1,1-dioxo-4,5-dihydro-3H-6,1$l^{6},2-benzoxathiazocin-5-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:95600) has functional parent nicotinamide (CHEBI:17154) N-[[(4R,5R)-8-[2-(1-hydroxycyclopentyl)ethynyl]-2-[(2R)-1-hydroxypropan-2-yl]-4-methyl-1,1-dioxo-4,5-dihydro-3H-6,1$l^{6},2-benzoxathiazocin-5-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:95717) has functional parent nicotinamide (CHEBI:17154) N-[[(4R,5R)-8-[2-(1-hydroxycyclopentyl)ethynyl]-2-[(2S)-1-hydroxypropan-2-yl]-4-methyl-1,1-dioxo-4,5-dihydro-3H-6,1$l^{6},2-benzoxathiazocin-5-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:95552) has functional parent nicotinamide (CHEBI:17154) N-[[(4R,5S)-2-[(2R)-1-hydroxypropan-2-yl]-8-(2-methoxyphenyl)-4-methyl-1,1-dioxo-4,5-dihydro-3H-6,1$l^{6},2-benzoxathiazocin-5-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:95670) has functional parent nicotinamide (CHEBI:17154) N-[[(4R,5S)-2-[(2S)-1-hydroxypropan-2-yl]-8-(2-methoxyphenyl)-4-methyl-1,1-dioxo-4,5-dihydro-3H-6,1$l^{6},2-benzoxathiazocin-5-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:96381) has functional parent nicotinamide (CHEBI:17154) N-[[(4R,5S)-8-[2-(1-hydroxycyclopentyl)ethynyl]-2-[(2R)-1-hydroxypropan-2-yl]-4-methyl-1,1-dioxo-4,5-dihydro-3H-6,1$l^{6},2-benzoxathiazocin-5-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:96468) has functional parent nicotinamide (CHEBI:17154) N-[[(4R,5S)-8-[2-(1-hydroxycyclopentyl)ethynyl]-2-[(2S)-1-hydroxypropan-2-yl]-4-methyl-1,1-dioxo-4,5-dihydro-3H-6,1$l^{6},2-benzoxathiazocin-5-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:95700) has functional parent nicotinamide (CHEBI:17154) N-[[(4S,5R)-2-[(2R)-1-hydroxypropan-2-yl]-8-(2-methoxyphenyl)-4-methyl-1,1-dioxo-4,5-dihydro-3H-6,1$l^{6},2-benzoxathiazocin-5-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:95969) has functional parent nicotinamide (CHEBI:17154) N-[[(4S,5R)-2-[(2S)-1-hydroxypropan-2-yl]-8-(2-methoxyphenyl)-4-methyl-1,1-dioxo-4,5-dihydro-3H-6,1$l^{6},2-benzoxathiazocin-5-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:96539) has functional parent nicotinamide (CHEBI:17154) N-[[(4S,5R)-8-[2-(1-hydroxycyclopentyl)ethynyl]-2-[(2R)-1-hydroxypropan-2-yl]-4-methyl-1,1-dioxo-4,5-dihydro-3H-6,1$l^{6},2-benzoxathiazocin-5-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:95912) has functional parent nicotinamide (CHEBI:17154) N-[[(4S,5R)-8-[2-(1-hydroxycyclopentyl)ethynyl]-2-[(2S)-1-hydroxypropan-2-yl]-4-methyl-1,1-dioxo-4,5-dihydro-3H-6,1$l^{6},2-benzoxathiazocin-5-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:116657) has functional parent nicotinamide (CHEBI:17154) N-[[(4S,5R)-8-bromo-2-[(2S)-1-hydroxypropan-2-yl]-4-methyl-1,1-dioxo-4,5-dihydro-3H-6,1$l^{6},2-benzoxathiazocin-5-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:110094) has functional parent nicotinamide (CHEBI:17154) N-[[(4S,5S)-2-[(2R)-1-hydroxypropan-2-yl]-8-(2-methoxyphenyl)-4-methyl-1,1-dioxo-4,5-dihydro-3H-6,1$l^{6},2-benzoxathiazocin-5-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:95974) has functional parent nicotinamide (CHEBI:17154) N-[[(4S,5S)-2-[(2S)-1-hydroxypropan-2-yl]-8-(2-methoxyphenyl)-4-methyl-1,1-dioxo-4,5-dihydro-3H-6,1$l^{6},2-benzoxathiazocin-5-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:96360) has functional parent nicotinamide (CHEBI:17154) N-[[(4S,5S)-8-[2-(1-hydroxycyclopentyl)ethynyl]-2-[(2R)-1-hydroxypropan-2-yl]-4-methyl-1,1-dioxo-4,5-dihydro-3H-6,1$l^{6},2-benzoxathiazocin-5-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:96511) has functional parent nicotinamide (CHEBI:17154) N-[[(4S,5S)-8-[2-(1-hydroxycyclopentyl)ethynyl]-2-[(2S)-1-hydroxypropan-2-yl]-4-methyl-1,1-dioxo-4,5-dihydro-3H-6,1$l^{6},2-benzoxathiazocin-5-yl]methyl]-N-methyl-3-pyridinecarboxamide (CHEBI:96067) has functional parent nicotinamide (CHEBI:17154) N-[[3-methoxy-4-[2-(4-methylanilino)-2-oxoethoxy]phenyl]methylideneamino]-3-pyridinecarboxamide (CHEBI:116480) has functional parent nicotinamide (CHEBI:17154) N-[[5-(4-nitrophenyl)-2-furanyl]methylideneamino]-3-pyridinecarboxamide (CHEBI:116670) has functional parent nicotinamide (CHEBI:17154) N-methyl-N-[5-(3-pyridinyl)-1,3,4-thiadiazol-2-yl]-3-pyridinecarboxamide (CHEBI:115102) has functional parent nicotinamide (CHEBI:17154) nicorandil (CHEBI:31905) has functional parent nicotinamide (CHEBI:17154) Nicoxamat (CHEBI:173404) has functional parent nicotinamide (CHEBI:17154) nikethamide (CHEBI:134814) has functional parent nicotinamide (CHEBI:17154) Penipyridone A (CHEBI:227809) has functional parent nicotinamide (CHEBI:17154) Penipyridone C (CHEBI:227819) has functional parent nicotinamide (CHEBI:17154) Penipyridone D (CHEBI:227822) has functional parent nicotinamide (CHEBI:17154) Penipyridone F (CHEBI:227832) has functional parent nicotinamide (CHEBI:17154) Pestalamide C (CHEBI:197575) has functional parent nicotinamide (CHEBI:17154) Pestalamide D (CHEBI:215530) has functional parent nicotinamide (CHEBI:17154) Poronitin B (CHEBI:202835) has functional parent nicotinamide (CHEBI:17154)

IUPAC Name

pyridine-3-carboxamide

INNs	Sources
nicotinamida	WHO MedNet
nicotinamide	WHO MedNet
nicotinamide	WHO MedNet
nicotinamidum	WHO MedNet

Synonyms

Sources

3-carbamoylpyridine

ChemIDplus

3-pyridinecarboxamide

NIST Chemistry WebBook Indicates when synonyms have been adapted from the specified source i.e. not exact copies.

β-pyridinecarboxamide

ChemIDplus

β-pyridinecarboxamide

NIST Chemistry WebBook Indicates when synonyms have been adapted from the specified source i.e. not exact copies.

m-(aminocarbonyl)pyridine

ChemIDplus

niacin

ChEBI

Niacinamide

KEGG COMPOUND

niamide

ChemIDplus

Nicotinamid Deutsch

ChEBI

nicotinamide

UniProt

nicotine acid amide

ChemIDplus

nicotine amide

ChemIDplus

nicotinic acid amide

ChemIDplus

nicotinic amide

ChemIDplus

Nicotinsäureamid Deutsch

ChEBI

nicotylamide

ChemIDplus

Nikotinamid Deutsch

ChemIDplus

Nikotinsäureamid Deutsch

ChEBI

pyridine-3-carboxylic acid amide

ChemIDplus

vitamin B₃

Note: (2015-01-13) Note that the term 'vitamin B₃' has also been used as a synonym for nicotinic acid, as well as for other molecules that exhibit the biological activity of nicotinic acid.

ChemIDplus Indicates when synonyms have been adapted from the specified source i.e. not exact copies.

Vitamin PP

Note: (2015-01-13) Note that the term 'vitamin PP' has also been used as a synonym for nicotinic acid.

KEGG COMPOUND

Manual Xrefs	Databases
1906	DrugCentral
C00000209	KNApSAcK
C00153	KEGG COMPOUND
D00036	KEGG DRUG
DB02701	DrugBank
FDB012485	FooDB
HMDB0001406	HMDB
LSM-5428	LINCS
NCA	PDBeChem
NIACINAMIDE	MetaCyc
Nicotinamide	Wikipedia
US2904552	Patent
US2993051	Patent
View more database links

Registry Numbers	Types	Sources
3336	Gmelin Registry Number	Gmelin
383619	Reaxys Registry Number	Reaxys
98-92-0	CAS Registry Number	ChemIDplus
98-92-0	CAS Registry Number	NIST Chemistry WebBook

Citations	Types	Sources
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Last Modified

10 June 2024

General Comment
2015-01-13	Note that the term 'niacin' has also been used as a synonym for nicotinic acid.

CHEBI:17154 - nicotinamide

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