Structure via PubChem · Public domain (PubChem)
nicotinic acid
Sign in to saveAlso known as nicotinate, 3-carboxypyridine, m-pyridinecarboxylic acid, beta-pyridinecarboxylic acid, pyridine-beta-carboxylic acid, 3-Pyridylcarboxylic acid, Nicacid, Pelonin
chemical compound: acid form of vitamin B3
OverviewAI-generated
Nicotinic acid, also referred to as niacin, is a chemical compound with the formula C₆H₅NO₂. Its IUPAC name is pyridine-3-carboxylic acid. The substance has a mass of 123.032 and a melting point of 238. It is characterized by a defined daily dose of 2.
Chemical properties include an xlogp of 0.4 and a topological polar surface area of 50.2. The molecule contains one hydrogen bond donor and three hydrogen bond acceptors, with a charge of 0. Its canonical SMILES notation is C1=CC(=CN=C1)C(=O)O.
In scientific literature, nicotinic acid is the subject of 55,060 PubMed entries. The compound is referenced by 1,743 other encyclopedia articles.
Synthesized by Vinony from 21 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C6H5NO2
- Molecular weight
- 123.11 g/mol
- IUPAC name
- pyridine-3-carboxylic acid
- SMILES
- C1=CC(=CN=C1)C(=O)O
- InChIKey
- PVNIIMVLHYAWGP-UHFFFAOYSA-N
- XLogP
- 0.4
- Polar surface area
- 50.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1982
- Admin. routes
- oral
- Indications
- HIV infection, psychosis, Disorder of lipid metabolism, metabolic syndrome
via ChEMBL · EBI
Research
55,060 papers- Nicotinic acid.The Practitioner · 1959
- [Nicotinic acid in glaucoma].Vestnik oftalmologii · 1952
- Nicotinic acid tolerance test.British medical journal · 1947
- NICOTINIC acid; niacin.Bulletin of communicable diseases and medical notes. United Nations Relief and Rehabilitation Administration · 1946
- Nicotinic acid in the treatment of depression.Annals of internal medicine · 1953
via PubMed
Wikidata facts
- Subclass of
- nicotinic acid
- Has part
- hydrogen
- Mass
- 123.032
- Has use
- medication
Show 9 more facts
- found in taxon
- Dioscorea alata
- chemical formula
- C₆H₅NO₂
- MCN code
- 2936.29.51
- Commons category
- Niacin
- canonical SMILES
- C1=CC(=CN=C1)C(=O)O
- World Health Organisation international non-proprietary name
- nicotinic acid
- defined daily dose
- 2
- subject has role
- vitamer
- melting point
- 238
via Wikidata · CC0
~25 min read
Encyclopedic overview
Names
Pronunciation
Excerpted from Wikipedia’s “nicotinic acid” article, available under the CC BY-SA 4.0 licence.