Record Information
Version1.0
Creation date2015-10-09 22:27:57 UTC
Update date2017-01-19 02:36:11 UTC
FoodComEx IDPC000070
FoodDB RecordFDB012485
Chemical Information
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
Synonyms
SynonymSource
β-Pyridinecarboxamidebiospider
3-(Aminocarbonyl)pyridinebiospider
3-Amidopyridinebiospider
3-Carbamoylpyridinebiospider
3-Pyridinecarboxamidebiospider
3-Pyridinecarboxylic acid amidebiospider
6-Aminonicotinamidebiospider
Acid amideHMDB
Amid kyseliny nikotinoveHMDB
Amide PPbiospider
AminicotinHMDB
AmixicotynHMDB
AmnicotinHMDB
Austrovit PPHMDB
b-Pyridinecarboxamidebiospider
Benicotmanual
beta-Pyridinecarboxamidebiospider
Delonin amidemanual
DipegylHMDB
DipigylHMDB
EndobionHMDB
Factor PPHMDB
HansamidHMDB
Inovitan PPHMDB
m-(Aminocarbonyl)pyridinebiospider
MediatricHMDB
NAMHMDB
Nandervit-NHMDB
NiacevitHMDB
Niacinamidedb_source
NiamideHMDB
Niavit PPHMDB
NicamideHMDB
NicaminaHMDB
NicamindonHMDB
NicasirHMDB
NicobionHMDB
NicofortHMDB
NicogenHMDB
NicomidolHMDB
Nicosan 2HMDB
Nicosylamidemanual
NicotaHMDB
Nicotamidebiospider
Nicotilamidebiospider
NicotililamidoHMDB
NicotinamidChEBI
NicotinamidaHMDB
Nicotinamidebiospider
NicotinamidumHMDB
Nicotinate amideGenerator
Nicotine acid amidebiospider
Nicotine amidebiospider
Nicotinic acid amidedb_source
Nicotinic amidebiospider
NicotinsaeureamidChEBI
NicotinsaureamidHMDB
NicotolHMDB
Nicotylamidebiospider
NicotylamidumHMDB
NicovelHMDB
NicovitHMDB
NicovitinaHMDB
NicovitolHMDB
NicozyminHMDB
NictoamideHMDB
Niko-taminHMDB
NikotinamidChEBI
NikotinsaeureamidChEBI
NiocinamideHMDB
NiozyminHMDB
PapulexHMDB
PelminHMDB
PelmineHMDB
Pelonin amideHMDB
PP-FaktorHMDB
Pyridine-3-carboxylic acid amidebiospider
SavacotylHMDB
Vi-nicotylHMDB
Vi-noctylHMDB
Vitamin B3 (Nicotinamide)biospider
Vitamin PPChEBI
Vitamin PP (Nicotinamide)biospider
Witamina PPHMDB
β-pyridinecarboxamideGenerator
Chemical FormulaC6H6N2O
IUPAC namepyridine-3-carboxamide
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
Chemical Taxonomy
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
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-0.37HANSCH,C ET AL. (1995)
Experimental Water Solubility500 mg/mL at 25 oCMERCK INDEX (1996)
Melting PointMp 129-130°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 5 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci 7652AF
AKSci J10422
AKSci K774
Cayman Chemical 11127
Glentham GP9253
ICN BioMedical HMDB0001406
MetaSci HMDB0001406
Toronto Research Chemicals N407750