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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 04:05:24 UTC

Update Date

2021-09-24 04:05:24 UTC

HMDB ID

HMDB0303717

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Nicotinamide ascorbate

Description

5-(1,2-dihydroxyethyl)-3,4-dihydroxy-2,5-dihydrofuran-2-one; pyridine-3-carboximidic acid 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. Based on a literature review very few articles have been published on 5-(1,2-dihydroxyethyl)-3,4-dihydroxy-2,5-dihydrofuran-2-one; pyridine-3-carboximidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0303717
     RDKit          3D
Nicotinamide ascorbate
 35 35  0  0  0  0  0  0  0  0999 V2000
   -2.5653    0.6378    0.3018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7371   -0.3261   -0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2393   -1.2534   -1.0170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862   -0.3025   -0.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3833    0.6781    0.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7533    0.7179    0.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4677   -0.2752   -0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -1.2337   -0.7736 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5084   -1.2400   -0.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1212   -2.0906    0.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1796   -1.3011   -0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9198   -1.6376   -0.5610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1053   -0.5082   -0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1310   -0.5330    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8492   -1.6866   -0.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0336    0.6402   -0.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1824    0.5546    0.6246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0089    0.6028   -0.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7288    1.9674   -0.3906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1905    0.1494    0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3031    0.8719    0.4360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0652    0.3321    1.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6935    1.6135   -0.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2149    1.4157    0.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799    1.4799    1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5476   -0.2185    0.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0113   -2.0253   -1.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1644   -0.4739   -1.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8813   -0.5386    1.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2432   -2.3459   -0.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5326    1.6078    0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3782    0.6841   -1.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299   -0.3134    0.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0043    2.5148    0.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4643    1.8358    0.1565 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
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 13 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
  9  4  1  0
 20 11  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 19 34  1  0
 21 35  1  0
M  END

  Mrv0541 02241220122D          

 21 21  0  0  0  0            999 V2000
   -4.1695   -1.8190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109   -1.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5920   -0.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3373   -0.1649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9320    0.8263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9320    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1043   -0.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8568   -1.0751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8568    1.8190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1043    1.0738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6093    0.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7816    0.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4816   -0.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4816   -1.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1951   -1.6871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9073   -1.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9073   -0.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1951   -0.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6223   -0.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3373   -0.4496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6223    0.7878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  2  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  2  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303717

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(=O)C1=CC=CN=C1.OCC(O)C1OC(=O)C(O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C6H6N2O.C6H8O6/c7-6(9)5-2-1-3-8-4-5;7-1-2(8)5-3(9)4(10)6(11)12-5/h1-4H,(H2,7,9);2,5,7-10H,1H2

> <INCHI_KEY>
JMORAWFVNMGOKQ-UHFFFAOYSA-N

> <FORMULA>
C12H14N2O7

> <MOLECULAR_WEIGHT>
298.2488

> <EXACT_MASS>
298.080100812

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
15.03618939131739

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-(1,2-dihydroxyethyl)-3,4-dihydroxy-2,5-dihydrofuran-2-one; pyridine-3-carboxamide

> <JCHEM_LOGP>
-1.9135588756666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.197701448341187

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.359917442787388

> <JCHEM_PKA_STRONGEST_BASIC>
-2.979728932431362

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
37.0321

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
C-level; nicotinamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303717
     RDKit          3D
Nicotinamide ascorbate
 35 35  0  0  0  0  0  0  0  0999 V2000
   -2.5653    0.6378    0.3018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7371   -0.3261   -0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2393   -1.2534   -1.0170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862   -0.3025   -0.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3833    0.6781    0.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7533    0.7179    0.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4677   -0.2752   -0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -1.2337   -0.7736 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5084   -1.2400   -0.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1212   -2.0906    0.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1796   -1.3011   -0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9198   -1.6376   -0.5610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1053   -0.5082   -0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1310   -0.5330    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8492   -1.6866   -0.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0336    0.6402   -0.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1824    0.5546    0.6246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0089    0.6028   -0.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7288    1.9674   -0.3906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1905    0.1494    0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3031    0.8719    0.4360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0652    0.3321    1.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6935    1.6135   -0.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2149    1.4157    0.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799    1.4799    1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5476   -0.2185    0.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0113   -2.0253   -1.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1644   -0.4739   -1.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8813   -0.5386    1.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2432   -2.3459   -0.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5326    1.6078    0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3782    0.6841   -1.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299   -0.3134    0.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0043    2.5148    0.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4643    1.8358    0.1565 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
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 13 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
  9  4  1  0
 20 11  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 19 34  1  0
 21 35  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -7.783  -3.395   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -6.554  -2.469   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.705  -0.926   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -8.096  -0.308   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -5.473   1.542   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -5.473   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.928  -0.462   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.466  -2.007   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -3.466   3.395   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.928   2.004   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.004   0.772   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.459   0.772   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.766  -0.839   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.766  -2.379   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       4.098  -3.149   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       5.427  -2.379   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.427  -0.839   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.098  -0.072   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.762  -0.069   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       8.096  -0.839   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       6.762   1.471   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3                                                            
CONECT    5    6   10                                                       
CONECT    6    3    5    7                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7                                                            
CONECT    9   10                                                            
CONECT   10    5    9   11                                                  
CONECT   11    7   10   12                                                  
CONECT   12   11                                                            
CONECT   13   14   18                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   13   17                                                       
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0303717
HETATM    1  N1  UNL     1      -2.565   0.638   0.302  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.737  -0.326  -0.333  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.239  -1.253  -1.017  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.286  -0.303  -0.235  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.383   0.678   0.496  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.753   0.718   0.601  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.468  -0.275  -0.061  1.00  0.00           C  
HETATM    8  N2  UNL     1       1.850  -1.234  -0.774  1.00  0.00           N  
HETATM    9  C6  UNL     1       0.508  -1.240  -0.853  1.00  0.00           C  
HETATM   10  O2  UNL     1      -3.121  -2.091   0.178  1.00  0.00           O  
HETATM   11  C7  UNL     1      -2.180  -1.301  -0.099  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.920  -1.638  -0.561  1.00  0.00           O  
HETATM   13  C8  UNL     1      -0.105  -0.508  -0.771  1.00  0.00           C  
HETATM   14  C9  UNL     1       1.131  -0.533   0.106  1.00  0.00           C  
HETATM   15  O4  UNL     1       1.849  -1.687  -0.214  1.00  0.00           O  
HETATM   16  C10 UNL     1       2.034   0.640  -0.160  1.00  0.00           C  
HETATM   17  O5  UNL     1       3.182   0.555   0.625  1.00  0.00           O  
HETATM   18  C11 UNL     1      -1.009   0.603  -0.383  1.00  0.00           C  
HETATM   19  O6  UNL     1      -0.729   1.967  -0.391  1.00  0.00           O  
HETATM   20  C12 UNL     1      -2.190   0.149   0.000  1.00  0.00           C  
HETATM   21  O7  UNL     1      -3.303   0.872   0.436  1.00  0.00           O  
HETATM   22  H1  UNL     1      -3.065   0.332   1.165  1.00  0.00           H  
HETATM   23  H2  UNL     1      -2.694   1.613  -0.047  1.00  0.00           H  
HETATM   24  H3  UNL     1      -0.215   1.416   0.984  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.280   1.480   1.169  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.548  -0.218   0.040  1.00  0.00           H  
HETATM   27  H6  UNL     1       0.011  -2.025  -1.437  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.164  -0.474  -1.845  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.881  -0.539   1.173  1.00  0.00           H  
HETATM   30  H9  UNL     1       1.243  -2.346  -0.632  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.533   1.608   0.091  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.378   0.684  -1.214  1.00  0.00           H  
HETATM   33  H12 UNL     1       3.630  -0.313   0.550  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.004   2.515   0.435  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.464   1.836   0.157  1.00  0.00           H  
CONECT    1    2   22   23
CONECT    2    3    3    4
CONECT    4    5    5    9
CONECT    5    6   24
CONECT    6    7    7   25
CONECT    7    8   26
CONECT    8    9    9
CONECT    9   27
CONECT   10   11   11
CONECT   11   12   20
CONECT   12   13
CONECT   13   14   18   28
CONECT   14   15   16   29
CONECT   15   30
CONECT   16   17   31   32
CONECT   17   33
CONECT   18   19   20   20
CONECT   19   34
CONECT   20   21
CONECT   21   35
END

HMDB0303717
     RDKit          3D
Nicotinamide ascorbate
 35 35  0  0  0  0  0  0  0  0999 V2000
   -2.5653    0.6378    0.3018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7371   -0.3261   -0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2393   -1.2534   -1.0170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862   -0.3025   -0.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3833    0.6781    0.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7533    0.7179    0.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4677   -0.2752   -0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -1.2337   -0.7736 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5084   -1.2400   -0.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1212   -2.0906    0.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1796   -1.3011   -0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9198   -1.6376   -0.5610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1053   -0.5082   -0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1310   -0.5330    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8492   -1.6866   -0.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0336    0.6402   -0.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1824    0.5546    0.6246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0089    0.6028   -0.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7288    1.9674   -0.3906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1905    0.1494    0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3031    0.8719    0.4360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0652    0.3321    1.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6935    1.6135   -0.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2149    1.4157    0.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799    1.4799    1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5476   -0.2185    0.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0113   -2.0253   -1.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1644   -0.4739   -1.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8813   -0.5386    1.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2432   -2.3459   -0.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5326    1.6078    0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3782    0.6841   -1.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299   -0.3134    0.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0043    2.5148    0.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4643    1.8358    0.1565 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
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 13 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
  9  4  1  0
 20 11  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 19 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-(1,2-Dihydroxyethyl)-3,4-dihydroxy-2,5-dihydrofuran-2-one; pyridine-3-carboximidate	Generator
Nicotinamide ascorbic acid	Generator

Chemical Formula

C₁₂H₁₄N₂O₇

Average Molecular Weight

298.2488

Monoisotopic Molecular Weight

298.080100812

IUPAC Name

5-(1,2-dihydroxyethyl)-3,4-dihydroxy-2,5-dihydrofuran-2-one; pyridine-3-carboxamide

Traditional Name

C-level; nicotinamide

CAS Registry Number

Not Available

SMILES

NC(=O)C1=CC=CN=C1.OCC(O)C1OC(=O)C(O)=C1O

InChI Identifier

InChI=1S/C6H6N2O.C6H8O6/c7-6(9)5-2-1-3-8-4-5;7-1-2(8)5-3(9)4(10)6(11)12-5/h1-4H,(H2,7,9);2,5,7-10H,1H2

InChI Key

JMORAWFVNMGOKQ-UHFFFAOYSA-N

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridinecarboxylic acids and derivatives

Direct Parent

Nicotinamides

Alternative Parents

Substituents

Nicotinamide
2-furanone
Dihydrofuran
Heteroaromatic compound
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
1,2-diol
Carboxamide group
Carboxylic acid ester
Enediol
Lactone
Secondary alcohol
Primary carboxylic acid amide
Carboxylic acid derivative
Oxacycle
Azacycle
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Primary alcohol
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Not Available

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: None)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.9	ChemAxon
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	37.03 m³·mol⁻¹	ChemAxon
Polarizability	15.04 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	165.223	32859911
AllCCS	[M+H-H2O]+	162.237	32859911
AllCCS	[M+Na]+	168.778	32859911
AllCCS	[M+NH4]+	167.986	32859911
AllCCS	[M-H]-	160.823	32859911
AllCCS	[M+Na-2H]-	160.664	32859911
AllCCS	[M+HCOO]-	160.601	32859911
DeepCCS	[M+H]+	159.635	30932474
DeepCCS	[M-H]-	157.277	30932474
DeepCCS	[M-2H]-	190.83	30932474
DeepCCS	[M+Na]+	165.993	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nicotinamide ascorbate,2TMS,isomer #7	C[Si](C)(C)N(C(=O)C1=CC=CN=C1)[Si](C)(C)C	1493.5	Semi standard non polar	33892256
Nicotinamide ascorbate,2TMS,isomer #7	C[Si](C)(C)N(C(=O)C1=CC=CN=C1)[Si](C)(C)C	1567.1	Standard non polar	33892256
Nicotinamide ascorbate,2TMS,isomer #7	C[Si](C)(C)N(C(=O)C1=CC=CN=C1)[Si](C)(C)C	1791.6	Standard polar	33892256
Nicotinamide ascorbate,3TMS,isomer #1	C[Si](C)(C)OCC(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)=C1O	1846.1	Semi standard non polar	33892256
Nicotinamide ascorbate,3TMS,isomer #1	C[Si](C)(C)OCC(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)=C1O	1808.3	Standard non polar	33892256
Nicotinamide ascorbate,3TMS,isomer #1	C[Si](C)(C)OCC(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)=C1O	2106.1	Standard polar	33892256
Nicotinamide ascorbate,3TMS,isomer #2	C[Si](C)(C)OCC(O[Si](C)(C)C)C1OC(=O)C(O)=C1O[Si](C)(C)C	1901.3	Semi standard non polar	33892256
Nicotinamide ascorbate,3TMS,isomer #2	C[Si](C)(C)OCC(O[Si](C)(C)C)C1OC(=O)C(O)=C1O[Si](C)(C)C	1847.4	Standard non polar	33892256
Nicotinamide ascorbate,3TMS,isomer #2	C[Si](C)(C)OCC(O[Si](C)(C)C)C1OC(=O)C(O)=C1O[Si](C)(C)C	2266.7	Standard polar	33892256
Nicotinamide ascorbate,3TMS,isomer #3	C[Si](C)(C)OCC(O)C1OC(=O)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	1911.5	Semi standard non polar	33892256
Nicotinamide ascorbate,3TMS,isomer #3	C[Si](C)(C)OCC(O)C1OC(=O)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	1833.9	Standard non polar	33892256
Nicotinamide ascorbate,3TMS,isomer #3	C[Si](C)(C)OCC(O)C1OC(=O)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2038.1	Standard polar	33892256
Nicotinamide ascorbate,3TMS,isomer #4	C[Si](C)(C)OC1=C(O[Si](C)(C)C)C(C(CO)O[Si](C)(C)C)OC1=O	1906.1	Semi standard non polar	33892256
Nicotinamide ascorbate,3TMS,isomer #4	C[Si](C)(C)OC1=C(O[Si](C)(C)C)C(C(CO)O[Si](C)(C)C)OC1=O	1828.7	Standard non polar	33892256
Nicotinamide ascorbate,3TMS,isomer #4	C[Si](C)(C)OC1=C(O[Si](C)(C)C)C(C(CO)O[Si](C)(C)C)OC1=O	2079.4	Standard polar	33892256
Nicotinamide ascorbate,4TMS,isomer #1	C[Si](C)(C)OCC(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	1972.8	Semi standard non polar	33892256
Nicotinamide ascorbate,4TMS,isomer #1	C[Si](C)(C)OCC(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	1913.0	Standard non polar	33892256
Nicotinamide ascorbate,4TMS,isomer #1	C[Si](C)(C)OCC(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	1870.5	Standard polar	33892256
Nicotinamide ascorbate,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CN=C1)[Si](C)(C)C(C)(C)C	1944.3	Semi standard non polar	33892256
Nicotinamide ascorbate,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CN=C1)[Si](C)(C)C(C)(C)C	1956.2	Standard non polar	33892256
Nicotinamide ascorbate,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CN=C1)[Si](C)(C)C(C)(C)C	2017.4	Standard polar	33892256
Nicotinamide ascorbate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O	2572.5	Semi standard non polar	33892256
Nicotinamide ascorbate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O	2468.6	Standard non polar	33892256
Nicotinamide ascorbate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O	2430.0	Standard polar	33892256
Nicotinamide ascorbate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O)=C1O[Si](C)(C)C(C)(C)C	2621.2	Semi standard non polar	33892256
Nicotinamide ascorbate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O)=C1O[Si](C)(C)C(C)(C)C	2521.3	Standard non polar	33892256
Nicotinamide ascorbate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O)=C1O[Si](C)(C)C(C)(C)C	2548.9	Standard polar	33892256
Nicotinamide ascorbate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC(O)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2641.8	Semi standard non polar	33892256
Nicotinamide ascorbate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC(O)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2479.9	Standard non polar	33892256
Nicotinamide ascorbate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC(O)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2377.9	Standard polar	33892256
Nicotinamide ascorbate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)C(C(CO)O[Si](C)(C)C(C)(C)C)OC1=O	2637.1	Semi standard non polar	33892256
Nicotinamide ascorbate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)C(C(CO)O[Si](C)(C)C(C)(C)C)OC1=O	2464.7	Standard non polar	33892256
Nicotinamide ascorbate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)C(C(CO)O[Si](C)(C)C(C)(C)C)OC1=O	2390.5	Standard polar	33892256
Nicotinamide ascorbate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2889.9	Semi standard non polar	33892256
Nicotinamide ascorbate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2704.6	Standard non polar	33892256
Nicotinamide ascorbate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2377.9	Standard polar	33892256

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019825

KNApSAcK ID

Not Available

Chemspider ID

13967017

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54686120

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Nicotinamide ascorbate (HMDB0303717)

MOL for HMDB0303717 (Nicotinamide ascorbate)

3D MOL for HMDB0303717 (Nicotinamide ascorbate)

3D SDF for HMDB0303717 (Nicotinamide ascorbate)

3D-SDF for HMDB0303717 (Nicotinamide ascorbate)

PDB for HMDB0303717 (Nicotinamide ascorbate)

3D PDB for HMDB0303717 (Nicotinamide ascorbate)

SMILES for HMDB0303717 (Nicotinamide ascorbate)

INCHI for HMDB0303717 (Nicotinamide ascorbate)

Structure for HMDB0303717 (Nicotinamide ascorbate)

3D Structure for HMDB0303717 (Nicotinamide ascorbate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized