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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 10:35:57 UTC

Update Date

2021-09-24 10:35:57 UTC

HMDB ID

HMDB0304543

Secondary Accession Numbers

None

Metabolite Identification

Common Name

beta-nicotinate D-ribonucleotide

Description

beta-nicotinate d-ribonucleotide is a member of the class of compounds known as nicotinic acid nucleotides. Nicotinic acid nucleotides are pyridine nucleotides, in which the pyridine base is nicotinic acid or a derivative thereof. beta-nicotinate d-ribonucleotide is soluble (in water) and a moderately acidic compound (based on its pKa). beta-nicotinate d-ribonucleotide can be found in a number of food items such as asian pear, common verbena, small-leaf linden, and pepper (spice), which makes beta-nicotinate d-ribonucleotide a potential biomarker for the consumption of these food products.

Structure

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

HMDB0304543
     RDKit          3D
beta-nicotinate D-ribonucleotide
 34 35  0  0  0  0  0  0  0  0999 V2000
   -5.4683    1.2481   -1.6498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2424    1.3575   -1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5078    2.3761   -2.0344 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.5654    0.3924   -0.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2587   -0.6337    0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6147   -1.5239    0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2614   -1.3730    1.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5868   -0.3773    0.4335 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.1657   -0.2647    0.6744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5092    0.4165   -0.2993 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7384   -0.1439   -0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8868    0.8183   -0.3128 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8242    1.8873   -1.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1751    2.8765   -0.8639 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.6119    2.6994    0.5772 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280    4.5011   -1.0937 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.4769    2.3609   -1.8271 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.9128   -1.2628    0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4237   -0.6886    1.6691 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4421   -1.6527    0.6856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0419   -2.3087   -0.4633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2172    0.4874   -0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3171   -0.6909   -0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2055   -2.3165    1.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7925   -2.1179    1.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0552    0.1780    1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7646   -0.5770   -1.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999    1.0980    0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8184    0.2442   -0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5105   -2.0979    0.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8272   -0.7672    2.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2652   -2.1987    1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743   -3.2262   -0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6343    1.2798   -0.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 14 17  1  0
 11 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  8 22  2  0
 22  4  1  0
 20  9  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 18 30  1  0
 19 31  1  0
 20 32  1  0
 21 33  1  0
 22 34  1  0
M  CHG  4   3  -1   8   1  16  -1  17  -1
M  END


  Mrv1533005141513052D          

 22 23  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.6039    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.8250    0.0000 O   0  5  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
    1.3819   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -3.1745    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.1526   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1528   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3088   -3.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7938   -4.3369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6444   -2.9158    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.0034   -3.0882    0.0000 C   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  5  2  0  0  0  0
  3  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 12 14  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
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
 14 22  2  0  0  0  0
M  CHG  4   4  -1   6  -1  14   1  21  -1
M  END
> <DATABASE_ID>
HMDB0304543

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1C(O)C(OC1COP([O-])([O-])=O)[N+]1=CC(=CC=C1)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H14NO9P/c13-8-7(5-20-22(17,18)19)21-10(9(8)14)12-3-1-2-6(4-12)11(15)16/h1-4,7-10,13-14H,5H2,(H2-,15,16,17,18,19)/p-2

> <INCHI_KEY>
JOUIQRNQJGXQDC-UHFFFAOYSA-L

> <FORMULA>
C11H12NO9P

> <MOLECULAR_WEIGHT>
333.19

> <EXACT_MASS>
333.026065128

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
28.244415238739286

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{3,4-dihydroxy-5-[(phosphonatooxy)methyl]oxolan-2-yl}-1λ⁵-pyridin-1-ylium-3-carboxylate

> <ALOGPS_LOGP>
-1.19

> <JCHEM_LOGP>
-5.437405301471745

> <ALOGPS_LOGS>
-1.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.769972865112574

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.200840941351724

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7319661030900226

> <JCHEM_POLAR_SURFACE_AREA>
166.12

> <JCHEM_REFRACTIVITY>
78.47890000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{3,4-dihydroxy-5-[(phosphonatooxy)methyl]oxolan-2-yl}-1λ⁵-pyridin-1-ylium-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304543
     RDKit          3D
beta-nicotinate D-ribonucleotide
 34 35  0  0  0  0  0  0  0  0999 V2000
   -5.4683    1.2481   -1.6498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2424    1.3575   -1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5078    2.3761   -2.0344 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.5654    0.3924   -0.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2587   -0.6337    0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6147   -1.5239    0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2614   -1.3730    1.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5868   -0.3773    0.4335 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.1657   -0.2647    0.6744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5092    0.4165   -0.2993 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7384   -0.1439   -0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8868    0.8183   -0.3128 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8242    1.8873   -1.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1751    2.8765   -0.8639 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.6119    2.6994    0.5772 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280    4.5011   -1.0937 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.4769    2.3609   -1.8271 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.9128   -1.2628    0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4237   -0.6886    1.6691 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4421   -1.6527    0.6856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0419   -2.3087   -0.4633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2172    0.4874   -0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3171   -0.6909   -0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2055   -2.3165    1.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7925   -2.1179    1.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0552    0.1780    1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7646   -0.5770   -1.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999    1.0980    0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8184    0.2442   -0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5105   -2.0979    0.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8272   -0.7672    2.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2652   -2.1987    1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743   -3.2262   -0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6343    1.2798   -0.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 14 17  1  0
 11 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  8 22  2  0
 22  4  1  0
 20  9  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 18 30  1  0
 19 31  1  0
 20 32  1  0
 21 33  1  0
 22 34  1  0
M  CHG  4   3  -1   8   1  16  -1  17  -1
M  END

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM    3  P   UNK     0       2.667   1.540   0.000  0.00  0.00           P+0
HETATM    4  O   UNK     0       2.667   3.080   0.000  0.00  0.00           O-1
HETATM    5  O   UNK     0       1.127   1.540   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       4.207   1.540   0.000  0.00  0.00           O-1
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.044  -2.739   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.009  -5.926   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.564  -4.680   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.088  -3.215   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      -0.342  -5.926   0.000  0.00  0.00           N+1
HETATM   15  C   UNK     0       0.285  -7.333   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.620  -8.578   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.152  -8.417   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.778  -7.011   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.310  -6.850   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.215  -8.096   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.936  -5.443   0.000  0.00  0.00           O-1
HETATM   22  C   UNK     0      -1.873  -5.765   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3                                                            
CONECT    7    1    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12    7                                                       
CONECT   14   12   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   18   14                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0304543
HETATM    1  O1  UNL     1      -5.468   1.248  -1.650  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.242   1.358  -1.451  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.508   2.376  -2.034  1.00  0.00           O1-
HETATM    4  C2  UNL     1      -3.565   0.392  -0.585  1.00  0.00           C  
HETATM    5  C3  UNL     1      -4.259  -0.634   0.013  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.615  -1.524   0.816  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.261  -1.373   1.014  1.00  0.00           C  
HETATM    8  N1  UNL     1      -1.587  -0.377   0.433  1.00  0.00           N1+
HETATM    9  C6  UNL     1      -0.166  -0.265   0.674  1.00  0.00           C  
HETATM   10  O3  UNL     1       0.509   0.416  -0.299  1.00  0.00           O  
HETATM   11  C7  UNL     1       1.738  -0.144  -0.495  1.00  0.00           C  
HETATM   12  C8  UNL     1       2.887   0.818  -0.313  1.00  0.00           C  
HETATM   13  O4  UNL     1       2.824   1.887  -1.188  1.00  0.00           O  
HETATM   14  P1  UNL     1       4.175   2.877  -0.864  1.00  0.00           P  
HETATM   15  O5  UNL     1       4.612   2.699   0.577  1.00  0.00           O  
HETATM   16  O6  UNL     1       3.828   4.501  -1.094  1.00  0.00           O1-
HETATM   17  O7  UNL     1       5.477   2.361  -1.827  1.00  0.00           O1-
HETATM   18  C9  UNL     1       1.913  -1.263   0.510  1.00  0.00           C  
HETATM   19  O8  UNL     1       2.424  -0.689   1.669  1.00  0.00           O  
HETATM   20  C10 UNL     1       0.442  -1.653   0.686  1.00  0.00           C  
HETATM   21  O9  UNL     1       0.042  -2.309  -0.463  1.00  0.00           O  
HETATM   22  C11 UNL     1      -2.217   0.487  -0.348  1.00  0.00           C  
HETATM   23  H1  UNL     1      -5.317  -0.691  -0.186  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.206  -2.316   1.266  1.00  0.00           H  
HETATM   25  H3  UNL     1      -1.792  -2.118   1.670  1.00  0.00           H  
HETATM   26  H4  UNL     1       0.055   0.178   1.672  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.765  -0.577  -1.518  1.00  0.00           H  
HETATM   28  H6  UNL     1       3.000   1.098   0.739  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.818   0.244  -0.587  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.510  -2.098   0.134  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.827  -0.767   2.442  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.265  -2.199   1.613  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.274  -3.226  -0.226  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.634   1.280  -0.799  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5    5   22
CONECT    5    6   23
CONECT    6    7    7   24
CONECT    7    8   25
CONECT    8    9   22   22
CONECT    9   10   20   26
CONECT   10   11
CONECT   11   12   18   27
CONECT   12   13   28   29
CONECT   13   14
CONECT   14   15   15   16   17
CONECT   18   19   20   30
CONECT   19   31
CONECT   20   21   32
CONECT   21   33
CONECT   22   34
END

HMDB0304543
     RDKit          3D
beta-nicotinate D-ribonucleotide
 34 35  0  0  0  0  0  0  0  0999 V2000
   -5.4683    1.2481   -1.6498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2424    1.3575   -1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5078    2.3761   -2.0344 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.5654    0.3924   -0.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2587   -0.6337    0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6147   -1.5239    0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2614   -1.3730    1.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5868   -0.3773    0.4335 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.1657   -0.2647    0.6744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5092    0.4165   -0.2993 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7384   -0.1439   -0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8868    0.8183   -0.3128 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8242    1.8873   -1.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1751    2.8765   -0.8639 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.6119    2.6994    0.5772 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280    4.5011   -1.0937 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.4769    2.3609   -1.8271 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.9128   -1.2628    0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4237   -0.6886    1.6691 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4421   -1.6527    0.6856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0419   -2.3087   -0.4633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2172    0.4874   -0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3171   -0.6909   -0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2055   -2.3165    1.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7925   -2.1179    1.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0552    0.1780    1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7646   -0.5770   -1.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999    1.0980    0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8184    0.2442   -0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5105   -2.0979    0.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8272   -0.7672    2.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2652   -2.1987    1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743   -3.2262   -0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6343    1.2798   -0.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 14 17  1  0
 11 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  8 22  2  0
 22  4  1  0
 20  9  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 18 30  1  0
 19 31  1  0
 20 32  1  0
 21 33  1  0
 22 34  1  0
M  CHG  4   3  -1   8   1  16  -1  17  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Nicotinate D-ribonucleotide	Generator
b-Nicotinic acid D-ribonucleotide	Generator
beta-Nicotinic acid D-ribonucleotide	Generator
Β-nicotinate D-ribonucleotide	Generator
Β-nicotinic acid D-ribonucleotide	Generator

Chemical Formula

C₁₁H₁₂NO₉P

Average Molecular Weight

333.19

Monoisotopic Molecular Weight

333.026065128

IUPAC Name

1-{3,4-dihydroxy-5-[(phosphonatooxy)methyl]oxolan-2-yl}-1λ⁵-pyridin-1-ylium-3-carboxylate

Traditional Name

1-{3,4-dihydroxy-5-[(phosphonatooxy)methyl]oxolan-2-yl}-1λ⁵-pyridin-1-ylium-3-carboxylate

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC1COP([O-])([O-])=O)[N+]1=CC(=CC=C1)C([O-])=O

InChI Identifier

InChI=1S/C11H14NO9P/c13-8-7(5-20-22(17,18)19)21-10(9(8)14)12-3-1-2-6(4-12)11(15)16/h1-4,7-10,13-14H,5H2,(H2-,15,16,17,18,19)/p-2

InChI Key

JOUIQRNQJGXQDC-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nicotinic acid nucleotides. These are pyridine nucleotides, in which the pyridine base is nicotinic acid or a derivative thereof.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyridine nucleotides

Sub Class

Nicotinic acid nucleotides

Direct Parent

Nicotinic acid nucleotides

Alternative Parents

Substituents

Nicotinic-acid-nucleotide
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Pentose monosaccharide
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Alkaloid or derivatives
Monosaccharide
Organic phosphoric acid derivative
Alkyl phosphate
Pyridinium
Pyridine
Phosphoric acid ester
Vinylogous amide
Tetrahydrofuran
Heteroaromatic compound
Carboxylic acid salt
Secondary alcohol
1,2-diol
Organoheterocyclic compound
Azacycle
Carboxylic acid
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic salt
Alcohol
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

a small molecule (NICOTINATE_NUCLEOTIDE )

Ontology

Not Available

Not Available

Not Available

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	-1.2	ALOGPS
logP	-5.4	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	1.2	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	166.12 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	78.48 m³·mol⁻¹	ChemAxon
Polarizability	28.24 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]+	168.822	32859911
AllCCS	[M+H-H2O]+	165.677	32859911
AllCCS	[M+Na]+	172.567	32859911
AllCCS	[M+NH4]+	171.732	32859911
AllCCS	[M-H]-	159.679	32859911
AllCCS	[M+Na-2H]-	158.452	32859911
AllCCS	[M+HCOO]-	157.231	32859911
DeepCCS	[M+H]+	150.573	30932474
DeepCCS	[M-H]-	148.214	30932474
DeepCCS	[M-2H]-	181.098	30932474
DeepCCS	[M+Na]+	156.563	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.0582 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.62 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1701.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	224.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	109.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	157.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	66.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	342.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	373.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	96.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	739.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	160.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1155.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	246.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	261.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	370.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	141.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	166.5 seconds	40023050

Predicted Kovats Retention Indices

Not Available

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

FDB031300

KNApSAcK ID

Not Available

Chemspider ID

24785392

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25245903

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 beta-nicotinate D-ribonucleotide (HMDB0304543)

MOL for HMDB0304543 (beta-nicotinate D-ribonucleotide)

3D MOL for HMDB0304543 (beta-nicotinate D-ribonucleotide)

3D SDF for HMDB0304543 (beta-nicotinate D-ribonucleotide)

3D-SDF for HMDB0304543 (beta-nicotinate D-ribonucleotide)

PDB for HMDB0304543 (beta-nicotinate D-ribonucleotide)

3D PDB for HMDB0304543 (beta-nicotinate D-ribonucleotide)

SMILES for HMDB0304543 (beta-nicotinate D-ribonucleotide)

INCHI for HMDB0304543 (beta-nicotinate D-ribonucleotide)

Structure for HMDB0304543 (beta-nicotinate D-ribonucleotide)

3D Structure for HMDB0304543 (beta-nicotinate D-ribonucleotide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices