Marvin  10180716052D          

  9  9  0  0  1  0            999 V2000
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  1  1  0  0  0  0
  2  5  1  0  0  0  0
  5  4  2  0  0  0  0
  3  6  2  0  0  0  0
  4  6  1  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
M  END
> <ID>
CHEBI:15940

> <NAME>
nicotinic acid

> <DEFINITION>
A pyridinemonocarboxylic acid that is pyridine in which the hydrogen at position 3 is replaced by a carboxy group.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:44319; CHEBI:7559; CHEBI:25538

> <SYNONYM>
vitamin B3; pyridine-carboxylique-3; pyridine-beta-carboxylic acid; PP factor; pellagra preventive factor; P.P. factor; Nikotinsaeure; Nicotinsaure; NICOTINIC ACID; Nicotinic acid; Niacin; m-pyridinecarboxylic acid; beta-pyridinecarboxylic acid; anti-pellagra vitamin; 3-Pyridylcarboxylic acid; 3-pyridinecarboxylic acid; 3-carboxypyridine; 3-carboxylpyridine

> <IUPAC_NAME>
pyridine-3-carboxylic acid; nicotinic acid

> <INN>
nicotinic acid; acidum nicotinicum; acido nicotinico; acide nicotinique

> <BRAND_NAME>
Niaspan; Niacor

> <FORMULA>
C6H5NO2

> <MASS>
123.10944

> <MONOISOTOPIC_MASS>
123.03203

> <CHARGE>
0

> <SMILES>
OC(=O)c1cccnc1

> <INCHI>
InChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9)

> <INCHIKEY>
PVNIIMVLHYAWGP-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
109591

> <CAS_REGISTRY_NUMBER>
59-67-6

> <GMELIN_REGISTRY_NUMBER>
3340

> <REAXYS_REGISTRY_NUMBER>
109591

> <CHEMIDPLUS>
59-67-6

> <DRUGBANK_ACCESSION>
DB00627

> <KEGG_COMPOUND_ACCESSION>
C00253

> <KEGG_DRUG_ACCESSION>
D00049

> <KNAPSACK_ACCESSION>
C00000208

> <LINCS_ACCESSION>
LSM-4676

> <METACYC_ACCESSION>
NIACINE

> <NIST_CHEMISTRY_WEBBOOK>
59-67-6

> <PDBECHEM_ACCESSION>
NIO

> <WIKIPEDIA_ACCESSION>
Niacin

> <AGRICOLA_CITATION>
IND607088605

> <PUBMED_CITATION>
10540864; 113218; 12563315; 12789870; 135660; 14550884; 15037193; 15183629; 15205990; 15311728; 15627518; 15651982; 16018787; 16172771; 16322787; 16400392; 16449845; 16767301; 16877271; 16945375; 18037924; 182198; 186078; 18993152; 18996527; 19369827; 19592242; 19678716; 19779335; 20979384; 21632263; 22116693; 22155410; 22229411; 22366213; 22458880; 22770225; 24029555; 24568240; 24675661; 24848081; 24975217; 25040591; 25241762; 25429652; 32954525; 33273654; 33932650; 34066686; 34085526; 34117670; 4033386; 4259917; 582105; 699281; 7217784; 7581845; 8306147; 8423912; 8679452; 9107536

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