NP-MRD: Showing NP-Card for Nicotinamide D-ribonucleotide (NP0002669)

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Record Information

Version

1.0

Created at

2020-11-23 18:26:29 UTC

Updated at

2021-08-12 19:51:48 UTC

NP-MRD ID

NP0002669

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Nicotinamide D-ribonucleotide

Provided By

BMRB

Description

Nicotinamide ribotide, also known as NMN, belongs to the class of organic compounds known as nicotinamide nucleotides. These are pyridine nucleotides, in which the pyridine base is nicotinamide or a derivative thereof. In humans, nicotinamide ribotide is involved in the nicotinate and nicotinamide metabolism pathway. Nicotinamide ribotide is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Nicotinamide D-ribonucleotide is found in Apis cerana and Mus musculus. It was first documented in 1992 (PMID: 1385952). Based on a literature review very few articles have been published on Nicotinamide ribotide (PMID: 17984079).

Structure

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

NP0002669
     RDKit          3D

 37 38  0  0  0  0  0  0  0  0999 V2000
   -6.2513    0.6989    0.4761 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0229    0.8355   -0.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9626    1.5615   -1.2114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7950    0.1762    0.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8337   -0.6103    1.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6542   -1.2310    1.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4762   -1.0314    1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4641   -0.2490   -0.0354 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.2237   -0.0776   -0.7464 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7581   -0.9099   -0.2556 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9852   -0.2983   -0.5862 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1092   -0.8758    0.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2789   -0.2288   -0.1412 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6245   -0.7643    0.6904 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.7133   -1.2572   -0.2412 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2879    0.5094    1.5863 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.2128   -1.9974    1.7447 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7150    1.1317   -0.1789 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6072    2.0195   -0.7736 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3025    1.3276   -0.6892 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3429    1.8231   -1.9921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5954    0.3486   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5296    1.3566    1.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9020   -0.0664    0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7254   -0.7835    1.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6714   -1.8601    2.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6055   -1.5445    1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4215   -0.4067   -1.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1739   -0.3388   -1.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8820   -0.6199    1.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1590   -1.9663    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4764   -2.8605    1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6911    1.2379    0.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5616    2.8754   -0.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2846    1.9838   -0.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1682    1.1083   -2.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6301    0.9835   -1.3000 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  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
  1 23  1  0
  1 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  6
 11 29  1  6
 12 30  1  0
 12 31  1  0
 17 32  1  0
 18 33  1  1
 19 34  1  0
 20 35  1  1
 21 36  1  0
 22 37  1  0
M  CHG  2   8   1  16  -1
M  END

Nicotinamide ribotide.mol
  Mrv1652305271900232D          

 22 23  0  0  0  0            999 V2000
    1.6154    0.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2829    1.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0366    0.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    0.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4554   -0.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7017   -0.0870    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.0342   -0.5719    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0342   -1.3969    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7017   -1.8818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2496   -1.6518    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0053   -2.4364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2353   -0.9844    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2496   -0.3169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0603   -0.9844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4728   -1.6988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2978   -1.6988    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2978   -2.5238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1228   -1.6988    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.2978   -0.8738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1967    2.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430    2.3745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8641    2.5238    0.0000 N   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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  1  0  0  0
 14 15  1  0  0  0  0
  7 13  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 15 16  1  0  0  0  0
  7  6  1  1  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  2 20  1  0  0  0  0
M  CHG  2   6   1  18  -1
M  END
> <DATABASE_ID>
NP0002669

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(=O)C1=CC=C[N+](=C1)[C@@H]1O[C@H](COP(O)([O-])=O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C11H15N2O8P/c12-10(16)6-2-1-3-13(4-6)11-9(15)8(14)7(21-11)5-20-22(17,18)19/h1-4,7-9,11,14-15H,5H2,(H3-,12,16,17,18,19)/t7-,8-,9-,11-/m1/s1

> <INCHI_KEY>
DAYLJWODMCOQEW-TURQNECASA-N

> <FORMULA>
C11H15N2O8P

> <MOLECULAR_WEIGHT>
334.2192

> <EXACT_MASS>
334.056601978

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
28.771259171588856

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-carbamoyl-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-ylium

> <ALOGPS_LOGP>
-1.53

> <JCHEM_LOGP>
-6.244347915138411

> <ALOGPS_LOGS>
-1.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.238873946004625

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2136795738389177

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6275786986158498

> <JCHEM_POLAR_SURFACE_AREA>
166.25000000000003

> <JCHEM_REFRACTIVITY>
70.58569999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-carbamoyl-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

NP0002669
     RDKit          3D

 37 38  0  0  0  0  0  0  0  0999 V2000
   -6.2513    0.6989    0.4761 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0229    0.8355   -0.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9626    1.5615   -1.2114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7950    0.1762    0.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8337   -0.6103    1.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6542   -1.2310    1.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4762   -1.0314    1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4641   -0.2490   -0.0354 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.2237   -0.0776   -0.7464 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7581   -0.9099   -0.2556 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9852   -0.2983   -0.5862 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1092   -0.8758    0.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2789   -0.2288   -0.1412 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6245   -0.7643    0.6904 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.7133   -1.2572   -0.2412 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2879    0.5094    1.5863 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.2128   -1.9974    1.7447 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7150    1.1317   -0.1789 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6072    2.0195   -0.7736 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3025    1.3276   -0.6892 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3429    1.8231   -1.9921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5954    0.3486   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5296    1.3566    1.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9020   -0.0664    0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7254   -0.7835    1.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6714   -1.8601    2.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6055   -1.5445    1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4215   -0.4067   -1.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1739   -0.3388   -1.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8820   -0.6199    1.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1590   -1.9663    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4764   -2.8605    1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6911    1.2379    0.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5616    2.8754   -0.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2846    1.9838   -0.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1682    1.1083   -2.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6301    0.9835   -1.3000 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  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
  1 23  1  0
  1 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  6
 11 29  1  6
 12 30  1  0
 12 31  1  0
 17 32  1  0
 18 33  1  1
 19 34  1  0
 20 35  1  1
 21 36  1  0
 22 37  1  0
M  CHG  2   8   1  16  -1
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Nicotinamide ribotide.mol                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       3.015   1.369   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.261   2.274   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.668   1.648   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.829   0.116   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.583  -0.789   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.177  -0.162   0.000  0.00  0.00           N+1
HETATM    7  C   UNK     0       1.931  -1.068   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.931  -2.608   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.177  -3.513   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.466  -3.083   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.010  -4.548   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.439  -1.838   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.466  -0.592   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.979  -1.838   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.749  -3.171   0.000  0.00  0.00           O+0
HETATM   16  P   UNK     0      -4.289  -3.171   0.000  0.00  0.00           P+0
HETATM   17  O   UNK     0      -4.289  -4.711   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -5.829  -3.171   0.000  0.00  0.00           O-1
HETATM   19  O   UNK     0      -4.289  -1.631   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.101   3.806   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.694   4.432   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0       5.346   4.711   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    8   13    6                                                  
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                                                       
CONECT   15   14   16                                                       
CONECT   16   17   18   19   15                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16                                                            
CONECT   20   21   22    2                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    NP0002669
HETATM    1  N1  UNL     1      -6.251   0.699   0.476  1.00  0.00           N  
HETATM    2  C1  UNL     1      -5.023   0.836  -0.182  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.963   1.561  -1.211  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.795   0.176   0.264  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.834  -0.610   1.370  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.654  -1.231   1.781  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.476  -1.031   1.055  1.00  0.00           C  
HETATM    8  N2  UNL     1      -1.464  -0.249  -0.035  1.00  0.00           N1+
HETATM    9  C6  UNL     1      -0.224  -0.078  -0.746  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.758  -0.910  -0.256  1.00  0.00           O  
HETATM   11  C7  UNL     1       1.985  -0.298  -0.586  1.00  0.00           C  
HETATM   12  C8  UNL     1       3.109  -0.876   0.237  1.00  0.00           C  
HETATM   13  O3  UNL     1       4.279  -0.229  -0.141  1.00  0.00           O  
HETATM   14  P1  UNL     1       5.625  -0.764   0.690  1.00  0.00           P  
HETATM   15  O4  UNL     1       6.713  -1.257  -0.241  1.00  0.00           O  
HETATM   16  O5  UNL     1       6.288   0.509   1.586  1.00  0.00           O1-
HETATM   17  O6  UNL     1       5.213  -1.997   1.745  1.00  0.00           O  
HETATM   18  C9  UNL     1       1.715   1.132  -0.179  1.00  0.00           C  
HETATM   19  O7  UNL     1       2.607   2.019  -0.774  1.00  0.00           O  
HETATM   20  C10 UNL     1       0.302   1.328  -0.689  1.00  0.00           C  
HETATM   21  O8  UNL     1       0.343   1.823  -1.992  1.00  0.00           O  
HETATM   22  C11 UNL     1      -2.595   0.349  -0.433  1.00  0.00           C  
HETATM   23  H1  UNL     1      -6.530   1.357   1.229  1.00  0.00           H  
HETATM   24  H2  UNL     1      -6.902  -0.066   0.217  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.725  -0.784   1.950  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.671  -1.860   2.660  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.606  -1.545   1.434  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.421  -0.407  -1.804  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.174  -0.339  -1.665  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.882  -0.620   1.311  1.00  0.00           H  
HETATM   31  H9  UNL     1       3.159  -1.966   0.120  1.00  0.00           H  
HETATM   32  H10 UNL     1       5.476  -2.860   1.347  1.00  0.00           H  
HETATM   33  H11 UNL     1       1.691   1.238   0.930  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.562   2.875  -0.275  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.285   1.984  -0.017  1.00  0.00           H  
HETATM   36  H14 UNL     1       0.168   1.108  -2.663  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.630   0.983  -1.300  1.00  0.00           H  
CONECT    1    2   23   24
CONECT    2    3    3    4
CONECT    4    5    5   22
CONECT    5    6   25
CONECT    6    7    7   26
CONECT    7    8   27
CONECT    8    9   22   22
CONECT    9   10   20   28
CONECT   10   11
CONECT   11   12   18   29
CONECT   12   13   30   31
CONECT   13   14
CONECT   14   15   15   16   17
CONECT   17   32
CONECT   18   19   20   33
CONECT   19   34
CONECT   20   21   35
CONECT   21   36
CONECT   22   37
END

NP0002669
     RDKit          3D

37 38  0  0  0  0  0  0  0  0999 V2000
   -6.2513    0.6989    0.4761 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0229    0.8355   -0.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9626    1.5615   -1.2114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7950    0.1762    0.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8337   -0.6103    1.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6542   -1.2310    1.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4762   -1.0314    1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4641   -0.2490   -0.0354 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.2237   -0.0776   -0.7464 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7581   -0.9099   -0.2556 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9852   -0.2983   -0.5862 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1092   -0.8758    0.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2789   -0.2288   -0.1412 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6245   -0.7643    0.6904 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.7133   -1.2572   -0.2412 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2879    0.5094    1.5863 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.2128   -1.9974    1.7447 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7150    1.1317   -0.1789 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6072    2.0195   -0.7736 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3025    1.3276   -0.6892 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3429    1.8231   -1.9921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5954    0.3486   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5296    1.3566    1.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9020   -0.0664    0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7254   -0.7835    1.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6714   -1.8601    2.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6055   -1.5445    1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4215   -0.4067   -1.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1739   -0.3388   -1.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8820   -0.6199    1.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1590   -1.9663    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4764   -2.8605    1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6911    1.2379    0.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5616    2.8754   -0.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2846    1.9838   -0.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1682    1.1083   -2.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6301    0.9835   -1.3000 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  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
  1 23  1  0
  1 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  6
 11 29  1  6
 12 30  1  0
 12 31  1  0
 17 32  1  0
 18 33  1  1
 19 34  1  0
 20 35  1  1
 21 36  1  0
 22 37  1  0
M  CHG  2   8   1  16  -1
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
3-(Aminocarbonyl)-1-(5-O-phosphonato-beta-D-ribofuranosyl)pyridinium	ChEBI
3-(Aminocarbonyl)-1-(5-O-phosphono-beta-D-ribofuranosyl)pyridinium, inner salt	ChEBI
beta-Nicotinamide D-ribonucleotide	ChEBI
beta-Nicotinamide mononucleotide	ChEBI
beta-Nicotinamide ribonucleotide	ChEBI
Nicotinamide D-ribonucleotide	ChEBI
Nicotinamide mononucleotide	ChEBI
Nicotinamide nucleotide	ChEBI
Nicotinamide ribonucleotide	ChEBI
NMN	ChEBI
3-(Aminocarbonyl)-1-(5-O-phosphonato-b-D-ribofuranosyl)pyridinium	Generator
3-(Aminocarbonyl)-1-(5-O-phosphonato-β-D-ribofuranosyl)pyridinium	Generator
3-(Aminocarbonyl)-1-(5-O-phosphono-b-D-ribofuranosyl)pyridinium, inner salt	Generator
3-(Aminocarbonyl)-1-(5-O-phosphono-β-D-ribofuranosyl)pyridinium, inner salt	Generator
b-Nicotinamide D-ribonucleotide	Generator
Β-nicotinamide D-ribonucleotide	Generator
b-Nicotinamide mononucleotide	Generator
Β-nicotinamide mononucleotide	Generator
b-Nicotinamide ribonucleotide	Generator
Β-nicotinamide ribonucleotide	Generator
3-(Aminocarbonyl)-1-(5-O-phosphono-b-D-ribofuranosyl)-pyridinium hydroxide inner salt	HMDB
3-(Aminocarbonyl)-1-(5-O-phosphono-b-D-ribofuranosyl)-pyridinium inner salt	HMDB
3-(Aminocarbonyl)-1-(5-O-phosphono-beta-delta-ribofuranosyl)-pyridinium hydroxide inner salt	HMDB
3-(Aminocarbonyl)-1-(5-O-phosphono-beta-delta-ribofuranosyl)-pyridinium inner salt	HMDB
3-Carbamoyl-1-b-D-ribofuranosylpyridinium hydroxide 5'-phosphate inner salt	HMDB
3-Carbamoyl-1-beta-delta-ribofuranosylpyridinium hydroxide 5'-phosphate inner salt	HMDB
b-D-NMN	HMDB
b-NMN	HMDB
beta-delta-NMN	HMDB
beta-NMN	HMDB
Nicotinamide ribonucleoside 5'-phosphate	HMDB
Mononucleotide, nicotinamide	MeSH, HMDB
Bibenzoyl	HMDB
Diphenylethanedione	HMDB
Diphenylglyoxal	HMDB
1,2-Diphenylethane-1,2-dione	HMDB
Diphenylethane-1,2-dione	HMDB
Diphenyl-alpha-beta-ketone	HMDB
Phosphatidylinositol 4,5-bisphosphoric acid	HMDB
Diadenosine triphosphoric acid	HMDB
Adenosine (5')triphospho(5')adenosine	HMDB
Adenosine 5'-triphosphate 5'-adenosine	HMDB
Adenosine(3)triphosphate adenosine	HMDB
Adenosine(5')triphospho(5')adenosine	HMDB
Bis(adenosine)-5'-triphosphate	HMDB
p(1),p(3)-Bis(5'-adenosyl) trihydrogen triphosphate	HMDB
p(1),p(3)-Bis(5'-adenosyl) triphosphate	HMDB
p(1)-p(3)-Bis(5'-adenosyl) triphosphate	HMDB
P1,P3-Bis(5'-adenosyl) triphosphate	HMDB
Ap3a	HMDB
5'Ap3a	HMDB
p(1),(P3)-Bis(5'-adenosyl)triphosphate	HMDB
ApppA	HMDB
Tetrahydrofolate	HMDB
(6S)-Tetrahydrofolate	HMDB
(6S)-Tetrahydrofolic acid	HMDB
5,6,7,8-Tetrahydrofolate	HMDB
5,6,7,8-Tetrahydrofolic acid	HMDB
Tetra-H-folate	HMDB
Tetrahydrafolate	HMDB
Tetrahydropteroyl mono-L-glutamate	HMDB
Tetrahydropteroylglutamate	HMDB
1,4-Butanediamine	HMDB
1,4-Butylenediamine	HMDB
1,4-DIAMINOBUTANE	HMDB
1,4-Tetramethylenediamine	HMDB
Butane-1,4-diamine	HMDB
Butylenediamine	HMDB
H2N(CH2)4nh2	HMDB
Putrescin	HMDB
Putrescina	HMDB
Putreszin	HMDB
Tetramethylendiamin	HMDB
Tetramethylenediamine	HMDB
1,4-Butanediammonium	HMDB
Tetramethyldiamine	HMDB
1,4 Diaminobutane	HMDB
1,4 Butanediamine	HMDB

Chemical Formula

C₁₁H₁₅N₂O₈P

Average Mass

334.2192 Da

Monoisotopic Mass

334.05660 Da

IUPAC Name

3-carbamoyl-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-ylium

Traditional Name

3-carbamoyl-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-ylium

CAS Registry Number

Not Available

SMILES

NC(=O)C1=CC=C[N+](=C1)[C@@H]1O[C@H](COP(O)([O-])=O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C11H15N2O8P/c12-10(16)6-2-1-3-13(4-6)11-9(15)8(14)7(21-11)5-20-22(17,18)19/h1-4,7-9,11,14-15H,5H2,(H3-,12,16,17,18,19)/t7-,8-,9-,11-/m1/s1

InChI Key

DAYLJWODMCOQEW-TURQNECASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Apis cerana	LOTUS Database	35616633
Mus musculus	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Escherichia coli	KNApSAcK Database	22123792

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyridine nucleotides

Sub Class

Nicotinamide nucleotides

Direct Parent

Nicotinamide nucleotides

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	-1.5	ALOGPS
logP	-6.2	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.21	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	166.25 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	70.59 m³·mol⁻¹	ChemAxon
Polarizability	28.77 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

16171

Good Scents ID

Not Available

References

General References

Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
Friedlos F, Jarman M, Davies LC, Boland MP, Knox RJ: Identification of novel reduced pyridinium derivatives as synthetic co-factors for the enzyme DT diaphorase (NAD(P)H dehydrogenase (quinone), EC 1.6.99.2). Biochem Pharmacol. 1992 Jul 7;44(1):25-31. doi: 10.1016/0006-2952(92)90033-f. [PubMed:1385952 ]

Showing NP-Card for Nicotinamide D-ribonucleotide (NP0002669)

MOL for NP0002669 (Nicotinamide D-ribonucleotide)

3D MOL for NP0002669 (Nicotinamide D-ribonucleotide)

3D SDF for NP0002669 (Nicotinamide D-ribonucleotide)

3D-SDF for NP0002669 (Nicotinamide D-ribonucleotide)

PDB for NP0002669 (Nicotinamide D-ribonucleotide)

3D PDB for NP0002669 (Nicotinamide D-ribonucleotide)

SMILES for NP0002669 (Nicotinamide D-ribonucleotide)

INCHI for NP0002669 (Nicotinamide D-ribonucleotide)

Structure for NP0002669 (Nicotinamide D-ribonucleotide)

3D Structure for NP0002669 (Nicotinamide D-ribonucleotide)