Record Information
Version1.0
Creation date2015-10-09 22:29:38 UTC
Update date2017-01-19 02:36:19 UTC
FoodComEx IDPC000282
FoodDB RecordFDB001014
Chemical Information
NameNicotinic acid
DescriptionNicotinic acid, also known as niacin or 3-carboxypyridine, belongs to the class of organic compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group. A pyridinemonocarboxylic acid that is pyridine in which the hydrogen at position 3 is replaced by a carboxy group. Nicotinic acid is a strong basic compound (based on its pKa). Nicotinic acid exists in all living species, ranging from bacteria to humans. nicotinic acid and ribose 1-phosphate can be biosynthesized from nicotinate D-ribonucleoside through its interaction with the enzyme purine nucleoside phosphorylase. In humans, nicotinic acid is involved in nicotinate and nicotinamide metabolism. Outside of the human body, Nicotinic acid is found, on average, in the highest concentration within a few different foods, such as beers, leavening agents, and yellowfin tuna and in a lower concentration in greater sturgeons, groundcherries, and muskmelons. Nicotinic acid has also been detected, but not quantified in, several different foods, such as chinese bayberries, pineappple sages, green vegetables, brassicas, and cupuaçus. This could make nicotinic acid a potential biomarker for the consumption of these foods. Nicotinic acid is a potentially toxic compound.
CAS Number59-67-6
Structure
Thumb
Synonyms
SynonymSource
3-Carboxylpyridinebiospider
3-Carboxypyridinebiospider
3-Pyridinecarboxylatebiospider
3-Pyridinecarboxylic acidChEBI
3-Pyridylcarboxylatebiospider
3-Pyridylcarboxylic acidbiospider
Acide nicotiniqueChEBI
Acido nicotinicoChEBI
Acidum nicotinicumChEBI
AkotinHMDB
Anti-pellagra vitaminChEBI
Apelagrinbiospider
b-PyridinecarboxylateGenerator
b-Pyridinecarboxylic acidbiospider
beta-PyridinecarboxylateGenerator
beta-Pyridinecarboxylic acidbiospider
Daskilbiospider
Efacinbiospider
Enduracinbiospider
Linicbiospider
m-PyridinecarboxylateGenerator
m-Pyridinecarboxylic acidbiospider
NiacHMDB
NiacinChEBI
Niacin, USANdb_source
Niacinebiospider
NiacorHMDB
Niacor (TN)biospider
Niaspan (TN)biospider
Nicacidbiospider
Nicaginbiospider
Nicamindb_source
Nicanginbiospider
Nico-Spanbiospider
Nicobiddb_source
NicocapHMDB
Nicodelminebiospider
Nicolarbiospider
Niconacidbiospider
Nicosan 3biospider
NicotinateGenerator
Nicotinic acid, INNdb_source
NicotinipcaHMDB
Nicylbiospider
NikotinsaeureChEBI
Nyclinbiospider
P.P. factorChEBI
Pellagra preventive factorChEBI
Pellagrinbiospider
Peloninbiospider
PP FactorChEBI
Pyridine-β-carboxylic acidbiospider
Pyridine-3-carbonic acidbiospider
Pyridine-3-carboxylic acidbiospider
Pyridine-b-carboxylateGenerator
Pyridine-b-carboxylic acidGenerator
Pyridine-beta-carboxylateGenerator
Pyridine-beta-carboxylic acidbiospider
Pyridine-β-carboxylateGenerator
Pyridine-β-carboxylic acidGenerator
Pyridinecarboxylic acid, 3-biospider
Slo-niacinHMDB
Vitamin b3ChEBI
Vitamin B3 (Niacin)manual
Vitamin PP (Niacin)manual
Wampocapdb_source
β-pyridinecarboxylateGenerator
β-pyridinecarboxylic acidGenerator
Chemical FormulaC6H5NO2
IUPAC namepyridine-3-carboxylic acid
InChI IdentifierInChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9)
InChI KeyPVNIIMVLHYAWGP-UHFFFAOYSA-N
Isomeric SMILESOC(=O)C1=CN=CC=C1
Average Molecular Weight123.1094
Monoisotopic Molecular Weight123.032028409
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPyridinecarboxylic acids and derivatives
Direct ParentPyridinecarboxylic acids
Alternative Parents
Substituents
  • Pyridine carboxylic acid
  • Heteroaromatic compound
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • 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 logP0.36SANGSTER (1993)
Experimental Water Solubility18 mg/mL at 20 oCYALKOWSKY,SH & HE,Y (2003)
Melting PointMp 236° (225-227°)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 30 mg
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 C853
Glentham GV8911
MetaSci HMDB0001488
Sigma-Aldrich HMDB0001488
Toronto Research Chemicals N429250