Showing metabocard for Niacinamide (MMDBc0000192)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:39:14 UTC
Update Date2022-08-31 00:00:16 UTC
Metabolite IDMMDBc0000192
Metabolite Identification
Common NameNiacinamide
DescriptionNiacinamide or vitamin B3 is an important compound functioning as a component of the coenzyme NAD. Its primary significance is in the prevention and/or cure of blacktongue and pellagra. Most animals cannot manufacture this compound in amounts sufficient to prevent nutritional deficiency and it therefore must be supplemented through dietary intake. Niacinamide is used to increase the effect of radiation therapy on tumor cells. Niacin (nicotinic acid) and niacinamide, while both labeled as vitamin B3 also have different applications. Niacinamide is useful in arthritis and early-onset type I diabetes while niacin is an effective reducer of high cholesterol levels. Niacinamide has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f5a783d8b80>


  Mrv1652309042000222D          

  9  9  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    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    0.0000    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    0.0000    0.0000 N   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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f5a783d8b80>

HMDB0001406
     RDKit          3D
Niacinamide
 15 15  0  0  0  0  0  0  0  0999 V2000
    2.6884   -0.1205    0.1412 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6163    0.6582   -0.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8002    1.7424   -0.9549 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2596    0.1906   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8422    0.9222   -0.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1102    0.4452   -0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3103   -0.7385    0.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2345   -1.4104    0.7817 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0321   -0.9897    0.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3414    0.2561    0.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8038   -1.0763   -0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6387    1.8393   -1.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9793    1.0035   -0.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3086   -1.1382    0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8821   -1.5839    0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  1 10  1  0
  1 11  1  0
  5 12  1  0
  6 13  1  0
  7 14  1  0
  9 15  1  0
M  END
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3D SDF for #<Metabolite:0x00007f5a783d8b80>


  Mrv1652309042000222D          

  9  9  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    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    0.0000    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    0.0000    0.0000 N   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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000192

> <DATABASE_NAME>
MIME

> <SMILES>
NC(=O)C1=CC=CN=C1

> <INCHI_IDENTIFIER>
InChI=1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9)

> <INCHI_KEY>
DFPAKSUCGFBDDF-UHFFFAOYSA-N

> <FORMULA>
C6H6N2O

> <MOLECULAR_WEIGHT>
122.1246

> <EXACT_MASS>
122.048012824

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
11.711267443233845

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
pyridine-3-carboxamide

> <ALOGPS_LOGP>
-0.45

> <JCHEM_LOGP>
-0.3937863166666665

> <ALOGPS_LOGS>
-0.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.38576188771524

> <JCHEM_PKA_STRONGEST_BASIC>
3.634895404358332

> <JCHEM_POLAR_SURFACE_AREA>
55.980000000000004

> <JCHEM_REFRACTIVITY>
32.979499999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.01e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nicotinamide

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f5a783d8b80>

HMDB0001406
     RDKit          3D
Niacinamide
 15 15  0  0  0  0  0  0  0  0999 V2000
    2.6884   -0.1205    0.1412 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6163    0.6582   -0.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8002    1.7424   -0.9549 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2596    0.1906   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8422    0.9222   -0.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1102    0.4452   -0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3103   -0.7385    0.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2345   -1.4104    0.7817 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0321   -0.9897    0.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3414    0.2561    0.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8038   -1.0763   -0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6387    1.8393   -1.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9793    1.0035   -0.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3086   -1.1382    0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8821   -1.5839    0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  1 10  1  0
  1 11  1  0
  5 12  1  0
  6 13  1  0
  7 14  1  0
  9 15  1  0
M  END
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PDB for #<Metabolite:0x00007f5a783d8b80>

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  N   UNK     0       0.000   4.620   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for #<Metabolite:0x00007f5a783d8b80>

COMPND    HMDB0001406
HETATM    1  N1  UNL     1       2.688  -0.121   0.141  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.616   0.658  -0.335  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.800   1.742  -0.955  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.260   0.191  -0.101  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.842   0.922  -0.552  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.110   0.445  -0.310  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.310  -0.738   0.366  1.00  0.00           C  
HETATM    8  N2  UNL     1      -1.234  -1.410   0.782  1.00  0.00           N  
HETATM    9  C6  UNL     1       0.032  -0.990   0.573  1.00  0.00           C  
HETATM   10  H1  UNL     1       3.341   0.256   0.841  1.00  0.00           H  
HETATM   11  H2  UNL     1       2.804  -1.076  -0.227  1.00  0.00           H  
HETATM   12  H3  UNL     1      -0.639   1.839  -1.075  1.00  0.00           H  
HETATM   13  H4  UNL     1      -2.979   1.004  -0.655  1.00  0.00           H  
HETATM   14  H5  UNL     1      -3.309  -1.138   0.571  1.00  0.00           H  
HETATM   15  H6  UNL     1       0.882  -1.584   0.937  1.00  0.00           H  
CONECT    1    2   10   11
CONECT    2    3    3    4
CONECT    4    5    5    9
CONECT    5    6   12
CONECT    6    7    7   13
CONECT    7    8   14
CONECT    8    9    9
CONECT    9   15
END
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SMILES for #<Metabolite:0x00007f5a783d8b80>

NC(=O)C1=CC=CN=C1
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INCHI for #<Metabolite:0x00007f5a783d8b80>

InChI=1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9)
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Synonyms
ValueSource
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
Molecular FormulaC6H6N2O
Average Mass122.1246
Monoisotopic Mass122.048012824
IUPAC Namepyridine-3-carboxamide
Traditional Namenicotinamide
CAS Registry Number98-92-0
SMILES
NC(=O)C1=CC=CN=C1
InChI Identifier
InChI=1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9)
InChI KeyDFPAKSUCGFBDDF-UHFFFAOYSA-N