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Showing Compound Nicotinamide (FDB012485)

Record Information
Version1.0
Creation date2010-04-08 22:10:12 UTC
Update date2020-09-17 15:38:55 UTC
Primary IDFDB012485
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameNicotinamide
DescriptionNiacinamide, also known as nicotinamid or nicovit, 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. Niacinamide is a strong basic compound (based on its pKa). Niacinamide exists in all living species, ranging from bacteria to humans. niacinamide and phosphoribosyl pyrophosphate can be converted into nicotinic acid mononucleotide and phosphate through the action of the enzyme nicotinamide phosphoribosyltransferase. In humans, niacinamide is involved in the metabolic disorder called the nad+ signalling pathway (cancer). Niacinamide is an odorless tasting compound. Outside of the human body, Niacinamide is found, on average, in the highest concentration within a few different foods, such as common sages, milk (cow), and cocoa beans and in a lower concentration in common pea and beers. Niacinamide has also been detected, but not quantified in, several different foods, such as pineappple sages, boysenberries, cashew nuts, macadamia nut (m. tetraphylla), and sweet marjorams. This could make niacinamide a potential biomarker for the consumption of these foods. Niacinamide is a potentially toxic compound. A pyridinecarboxamide that is pyridine in which the hydrogen at position 3 is replaced by a carboxamide group.
CAS Number98-92-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
3-PyridinecarboxamideChEBI
beta-PyridinecarboxamideChEBI
NiacinChEBI
NicotinamidChEBI
Nicotinic acid amideChEBI
NicotinsaeureamidChEBI
NikotinamidChEBI
NikotinsaeureamidChEBI
Vitamin b3ChEBI
Vitamin PPChEBI
NicotinamideKegg
b-PyridinecarboxamideGenerator
Β-pyridinecarboxamideGenerator
Nicotinate amideGenerator
3-CarbamoylpyridineHMDB
3-Pyridinecarboxylic acid amideHMDB
Acid amideHMDB
Amid kyseliny nikotinoveHMDB
Amide PPHMDB
AminicotinHMDB
AmixicotynHMDB
AmnicotinHMDB
Austrovit PPHMDB
BenicotHMDB
Delonin amideHMDB
DipegylHMDB
DipigylHMDB
EndobionHMDB
Factor PPHMDB
HansamidHMDB
Inovitan PPHMDB
m-(Aminocarbonyl)pyridineHMDB
MediatricHMDB
NAMHMDB
Nandervit-NHMDB
NiacevitHMDB
NiamideHMDB
Niavit PPHMDB
NicamideHMDB
NicaminaHMDB
NicamindonHMDB
NicasirHMDB
NicobionHMDB
NicofortHMDB
NicogenHMDB
NicomidolHMDB
Nicosan 2HMDB
NicosylamideHMDB
NicotaHMDB
NicotamideHMDB
NicotilamideHMDB
NicotililamidoHMDB
NicotinamidaHMDB
NicotinamidumHMDB
Nicotine acid amideHMDB
Nicotine amideHMDB
Nicotinic amideHMDB
NicotinsaureamidHMDB
NicotolHMDB
NicotylamideHMDB
NicotylamidumHMDB
NicovelHMDB
NicovitHMDB
NicovitinaHMDB
NicovitolHMDB
NicozyminHMDB
NictoamideHMDB
Niko-taminHMDB
NiocinamideHMDB
NiozyminHMDB
PapulexHMDB
PelminHMDB
PelmineHMDB
Pelonin amideHMDB
PP-FaktorHMDB
Propamine aHMDB
Pyridine-3-carboxylic acid amideHMDB
SavacotylHMDB
Vi-nicotylHMDB
Vi-noctylHMDB
Witamina PPHMDB
3 PyridinecarboxamideHMDB
Astra brand OF niacinamideHMDB
b 3, VitaminHMDB
Niacinamide merck brandHMDB
Pharmagenix brand OF niacinamideHMDB
b3, VitaminHMDB
EnduramideHMDB
Jenapharm, nicotinsäureamidHMDB
Niacinamide jenapharm brandHMDB
Niacinamide pharmagenix brandHMDB
Jenapharm brand OF niacinamideHMDB
Nicotinsäureamid jenapharmHMDB
Vitamin b 3HMDB
Merck brand OF niacinamideHMDB
Niacinamide astra brandHMDB
NiacinamideChEBI
β-Pyridinecarboxamidebiospider
3-(Aminocarbonyl)pyridinebiospider
3-Amidopyridinebiospider
6-Aminonicotinamidebiospider
Vitamin B3 (Nicotinamide)biospider
Vitamin PP (Nicotinamide)biospider
β-pyridinecarboxamideGenerator
Predicted PropertiesNot Available
Chemical FormulaC6H6N2O
IUPAC name
InChI IdentifierInChI=1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9)
InChI KeyDFPAKSUCGFBDDF-UHFFFAOYSA-N
Isomeric SMILESNC(=O)C1=CC=CN=C1
Average Molecular Weight122.1246
Monoisotopic Molecular Weight122.048012824
Classification
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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPyridinecarboxylic acids and derivatives
Direct ParentNicotinamides
Alternative Parents
Substituents
  • Nicotinamide
  • 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 FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 59.01%; H 4.95%; N 22.94%; O 13.10%DFC
Melting PointMp 129-130°DFC
Boiling PointBp0.0005 150-160°DFC
Experimental Water Solubility500 mg/mL at 25 oCMERCK INDEX (1996)
Experimental logP-0.37HANSCH,C ET AL. (1995)
Experimental pKapKa 3.33 (20°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MSNot Available
NMRNot Available
ChemSpider ID911
ChEMBL IDCHEMBL1140
KEGG Compound IDC00153
Pubchem Compound ID936
Pubchem Substance IDNot Available
ChEBI ID17154
Phenol-Explorer IDNot Available
DrugBank IDDB02701
HMDB IDHMDB01406
CRC / DFC (Dictionary of Food Compounds) IDHHJ27-Z:HHJ27-Z
EAFUS ID2662
Dr. Duke IDNICOTINIC-ACID-AMIDE|NICOTINAMIDE
BIGG ID34058
KNApSAcK IDC00000209
HET IDNCA
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1068911
SuperScent IDNot Available
Wikipedia IDNiacinamide
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
cancer preventive35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
depressantDUKE
antioxidant22586 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.CHEBI
Enzymes
NameGene NameUniProt ID
Purine nucleoside phosphorylasePNPP00491
Pathways
NameSMPDB LinkKEGG Link
Nicotinate and Nicotinamide MetabolismSMP00048 map00760
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
odorless
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).