MiMeDB: Showing metabocard for NMN (MMDBc0031158)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 00:37:42 UTC

Update Date

2024-04-30 19:50:56 UTC

Metabolite ID

MMDBc0031158

Metabolite Identification

Common Name

NMN

Description

3-Carbamoyl-1-beta-D-ribofuranosyl pyridinium hydroxide-5'phosphate, inner salt. A nucleotide in which the nitrogenous base, nicotinamide, is in beta-N-glycosidic linkage with the C-1 position of D-ribose

Structure

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

HMDB0000229
     RDKit          3D
Nicotinamide ribotide
 38 39  0  0  0  0  0  0  0  0999 V2000
   -5.7549    1.3793    1.9028 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6572    1.4678    1.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5124    2.4829    0.3328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6768    0.3820    0.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8428   -0.7400    1.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8935   -1.7364    1.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8278   -1.6014    0.7641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6716   -0.5044    0.0006 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.5431   -0.4392   -0.8712 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5665   -1.1241   -0.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6267   -0.7436   -1.1606 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9363   -0.7035   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9412   -0.3065   -1.2853 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4426   -0.2260   -0.5512 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3310    0.0251    0.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3057    1.0566   -1.2279 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2595   -1.6798   -0.8094 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3515    0.6154   -1.7121 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0777    0.4861   -3.0686 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0171    0.9583   -1.0356 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6899    1.7290   -1.9273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951    0.4668    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6466    0.8792    1.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6793    1.8556    2.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6844   -0.8339    2.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0381   -2.6137    2.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0988   -2.4033    0.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8133   -0.7901   -1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7573   -1.5220   -1.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8790   -0.0677    0.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2197   -1.7265   -0.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0140    1.9263   -0.8927 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8757   -2.3324   -0.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1263    1.3624   -1.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7932   -0.4305   -3.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1804    1.4351   -0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5876    2.6748   -1.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4887    1.3423   -0.4874 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
 16 32  1  0
 17 33  1  0
 18 34  1  6
 19 35  1  0
 20 36  1  1
 21 37  1  0
 22 38  1  0
M  CHG  1   8   1
M  END


  Mrv1652307172022332D          

 22 23  0  0  0  0            999 V2000
 9999.478310001.5381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.266810001.5298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.7347 9999.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.447810000.0912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.825810000.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.1651 9999.6802    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1116 9999.6802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.825810000.9156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.7508 9998.9658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.878310000.0912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.5753 9998.9658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.255010000.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5406 9999.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5406 9998.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2550 9998.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9695 9998.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9695 9999.6799    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
10000.3551 9999.5970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.022510000.0820    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.767610000.8666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.942610000.8666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.687710000.0820    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  2  0  0  0  0
  6  9  2  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 12  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 19  1  0  0  0  0
 18 22  1  0  0  0  0
 21  1  1  6  0  0  0
 20  2  1  6  0  0  0
 19  3  1  1  0  0  0
 22 17  1  1  0  0  0
 13  5  1  0  0  0  0
M  CHG  1  17   1
M  END
> <DATABASE_ID>
MMDBc0031158

> <DATABASE_NAME>
MIME

> <SMILES>
NC(=O)C1=C[N+](=CC=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)/p+1/t7-,8-,9-,11-/m1/s1

> <INCHI_KEY>
DAYLJWODMCOQEW-TURQNECASA-O

> <FORMULA>
C11H16N2O8P

> <MOLECULAR_WEIGHT>
335.2271

> <EXACT_MASS>
335.06442701

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.046815469947326

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.50

> <JCHEM_LOGP>
-6.244347915138411

> <ALOGPS_LOGS>
-2.31

> <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>
163.41999999999996

> <JCHEM_REFRACTIVITY>
71.70739999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.80e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000229
     RDKit          3D
Nicotinamide ribotide
 38 39  0  0  0  0  0  0  0  0999 V2000
   -5.7549    1.3793    1.9028 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6572    1.4678    1.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5124    2.4829    0.3328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6768    0.3820    0.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8428   -0.7400    1.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8935   -1.7364    1.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8278   -1.6014    0.7641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6716   -0.5044    0.0006 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.5431   -0.4392   -0.8712 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5665   -1.1241   -0.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6267   -0.7436   -1.1606 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9363   -0.7035   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9412   -0.3065   -1.2853 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4426   -0.2260   -0.5512 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3310    0.0251    0.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3057    1.0566   -1.2279 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2595   -1.6798   -0.8094 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3515    0.6154   -1.7121 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0777    0.4861   -3.0686 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0171    0.9583   -1.0356 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6899    1.7290   -1.9273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951    0.4668    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6466    0.8792    1.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6793    1.8556    2.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6844   -0.8339    2.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0381   -2.6137    2.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0988   -2.4033    0.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8133   -0.7901   -1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7573   -1.5220   -1.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8790   -0.0677    0.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2197   -1.7265   -0.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0140    1.9263   -0.8927 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8757   -2.3324   -0.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1263    1.3624   -1.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7932   -0.4305   -3.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1804    1.4351   -0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5876    2.6748   -1.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4887    1.3423   -0.4874 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
 16 32  1  0
 17 33  1  0
 18 34  1  6
 19 35  1  0
 20 36  1  1
 21 37  1  0
 22 38  1  0
M  CHG  1   8   1
M  END

HEADER    PROTEIN                                 17-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUL-20         0                                  
HETATM    1  O   UNK     0    8665.6938669.538   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8669.0318669.522   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8669.9058666.070   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8671.2368666.837   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8660.7418666.837   0.000  0.00  0.00           C+0
HETATM    6  P   UNK     0    8672.5758666.070   0.000  0.00  0.00           P+0
HETATM    7  N   UNK     0    8659.4088666.070   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0    8660.7418668.376   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8671.8018664.736   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8673.9068666.837   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8673.3418664.736   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8663.4098666.839   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8662.0768666.069   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8662.0768664.529   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8663.4098663.759   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8664.7438664.529   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0    8664.7438666.069   0.000  0.00  0.00           N+1
HETATM   18  O   UNK     0    8667.3308665.914   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0    8668.5758666.820   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8668.1008668.284   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8666.5608668.284   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8666.0848666.820   0.000  0.00  0.00           C+0
CONECT    1   21                                                            
CONECT    2   20                                                            
CONECT    3    4   19                                                       
CONECT    4    3    6                                                       
CONECT    5    7    8   13                                                  
CONECT    6    4    9   10   11                                             
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9    6                                                            
CONECT   10    6                                                            
CONECT   11    6                                                            
CONECT   12   13   17                                                       
CONECT   13   12   14    5                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   22                                                  
CONECT   18   19   22                                                       
CONECT   19   20   18    3                                                  
CONECT   20   19   21    2                                                  
CONECT   21   20   22    1                                                  
CONECT   22   21   18   17                                                  
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0000229
HETATM    1  N1  UNL     1      -5.755   1.379   1.903  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.657   1.468   1.040  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.512   2.483   0.333  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.677   0.382   0.957  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.843  -0.740   1.743  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.893  -1.736   1.631  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.828  -1.601   0.764  1.00  0.00           C  
HETATM    8  N2  UNL     1      -1.672  -0.504   0.001  1.00  0.00           N1+
HETATM    9  C6  UNL     1      -0.543  -0.439  -0.871  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.567  -1.124  -0.379  1.00  0.00           O  
HETATM   11  C7  UNL     1       1.627  -0.744  -1.161  1.00  0.00           C  
HETATM   12  C8  UNL     1       2.936  -0.704  -0.399  1.00  0.00           C  
HETATM   13  O3  UNL     1       3.941  -0.306  -1.285  1.00  0.00           O  
HETATM   14  P1  UNL     1       5.443  -0.226  -0.551  1.00  0.00           P  
HETATM   15  O4  UNL     1       5.331   0.025   0.934  1.00  0.00           O  
HETATM   16  O5  UNL     1       6.306   1.057  -1.228  1.00  0.00           O  
HETATM   17  O6  UNL     1       6.260  -1.680  -0.809  1.00  0.00           O  
HETATM   18  C9  UNL     1       1.352   0.615  -1.712  1.00  0.00           C  
HETATM   19  O7  UNL     1       1.078   0.486  -3.069  1.00  0.00           O  
HETATM   20  C10 UNL     1       0.017   0.958  -1.036  1.00  0.00           C  
HETATM   21  O8  UNL     1      -0.690   1.729  -1.927  1.00  0.00           O  
HETATM   22  C11 UNL     1      -2.595   0.467   0.109  1.00  0.00           C  
HETATM   23  H1  UNL     1      -6.647   0.879   1.693  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.679   1.856   2.844  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.684  -0.834   2.420  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.038  -2.614   2.256  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.099  -2.403   0.700  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.813  -0.790  -1.908  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.757  -1.522  -1.962  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.879  -0.068   0.500  1.00  0.00           H  
HETATM   31  H9  UNL     1       3.220  -1.727  -0.048  1.00  0.00           H  
HETATM   32  H10 UNL     1       6.014   1.926  -0.893  1.00  0.00           H  
HETATM   33  H11 UNL     1       5.876  -2.332  -0.144  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.126   1.362  -1.490  1.00  0.00           H  
HETATM   35  H13 UNL     1       0.793  -0.431  -3.311  1.00  0.00           H  
HETATM   36  H14 UNL     1       0.180   1.435  -0.058  1.00  0.00           H  
HETATM   37  H15 UNL     1      -0.588   2.675  -1.658  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.489   1.342  -0.487  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   16   32
CONECT   17   33
CONECT   18   19   20   34
CONECT   19   35
CONECT   20   21   36
CONECT   21   37
CONECT   22   38
END

HMDB0000229
     RDKit          3D
Nicotinamide ribotide
 38 39  0  0  0  0  0  0  0  0999 V2000
   -5.7549    1.3793    1.9028 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6572    1.4678    1.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5124    2.4829    0.3328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6768    0.3820    0.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8428   -0.7400    1.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8935   -1.7364    1.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8278   -1.6014    0.7641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6716   -0.5044    0.0006 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.5431   -0.4392   -0.8712 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5665   -1.1241   -0.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6267   -0.7436   -1.1606 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9363   -0.7035   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9412   -0.3065   -1.2853 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4426   -0.2260   -0.5512 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3310    0.0251    0.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3057    1.0566   -1.2279 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2595   -1.6798   -0.8094 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3515    0.6154   -1.7121 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0777    0.4861   -3.0686 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0171    0.9583   -1.0356 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6899    1.7290   -1.9273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951    0.4668    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6466    0.8792    1.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6793    1.8556    2.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6844   -0.8339    2.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0381   -2.6137    2.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0988   -2.4033    0.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8133   -0.7901   -1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7573   -1.5220   -1.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8790   -0.0677    0.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2197   -1.7265   -0.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0140    1.9263   -0.8927 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8757   -2.3324   -0.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1263    1.3624   -1.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7932   -0.4305   -3.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1804    1.4351   -0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5876    2.6748   -1.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4887    1.3423   -0.4874 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
 16 32  1  0
 17 33  1  0
 18 34  1  6
 19 35  1  0
 20 36  1  1
 21 37  1  0
 22 38  1  0
M  CHG  1   8   1
M  END

Synonyms

Value	Source
b-Nicotinamide D-ribonucleotide	Generator
β-Nicotinamide D-ribonucleotide	Generator
Mononucleotide, nicotinamide	MeSH
Nicotinamide mononucleotide	MeSH
3-(Aminocarbonyl)-1-(5-O-phosphono-beta-D-ribofuranosyl)pyridinium	HMDB
3-(Aminocarbonyl)-1-(5-O-phosphono-β-D-ribofuranosyl)pyridinium	HMDB
NMN	HMDB
Nicotinamide ribonucleoside 5'-phosphate	HMDB
Nicotinamide ribonucleoside 5’-phosphate	HMDB
Nicotinamide ribonucleotide	HMDB
Nicotinamide ribotide	HMDB
beta-D-NMN	HMDB
beta-NMN	HMDB
beta-Nicotinamide D-ribonucleotide	HMDB
beta-Nicotinamide mononucleotide	HMDB
beta-Nicotinamide nucleotide	HMDB
beta-Nicotinamide ribonucleotide	HMDB
β-D-NMN	HMDB
β-NMN	HMDB
β-Nicotinamide mononucleotide	HMDB
β-Nicotinamide nucleotide	HMDB
β-Nicotinamide ribonucleotide	HMDB

Molecular Formula

C₁₁H₁₆N₂O₈P

Average Mass

335.2271

Monoisotopic Mass

335.06442701

IUPAC Name

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

Traditional Name

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

CAS Registry Number

1094-61-7

SMILES

NC(=O)C1=C[N+](=CC=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)/p+1/t7-,8-,9-,11-/m1/s1

InChI Key

DAYLJWODMCOQEW-TURQNECASA-O

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

Substituents

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

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

nicotinamide mononucleotide (CHEBI:14648 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.8 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-6.2	ChemAxon
logS	-2.3	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	5	ChemAxon
Polar Surface Area	163.42 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	71.71 m³·mol⁻¹	ChemAxon
Polarizability	29.05 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00tb-5902000000-fcee9746cbbfd4c7b910	2017-09-20	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-000b-9321310000-a76824e42fa52329c65e	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1009000000-5f50c20045d0b9493f33	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004j-5219000000-3b516421e6f26f4266ee	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0005-9500000000-4760ef36c1253b7200eb	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-2009000000-388bca4c5bcdaaf421c3	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002b-9001000000-1dc8f508da2995c85814	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-b190037f5b434f05678b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0079-0948000000-cda0f2a58f749153af62	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00ei-5890000000-454378c4e02a99cc295a	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ac1-9500000000-606d177195e378bf9363	2021-09-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Mitochondria
Nucleus

Biospecimen Locations

Blood
Placenta
Urine

Tissue Locations

Placenta

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191677	5'-nucleotidase	Unknown	P21589	Homo sapiens
MMDBp0191680	Cytosolic 5'-nucleotidase 1B	Unknown	Q96P26	Homo sapiens
MMDBp0191681	Cytosolic 5'-nucleotidase 1A	Unknown	Q9BXI3	Homo sapiens
MMDBp0191682	5'(3')-deoxyribonucleotidase, cytosolic type	Unknown	Q8TCD5	Homo sapiens
MMDBp0191684	5'(3')-deoxyribonucleotidase, mitochondrial	Unknown	Q9NPB1	Homo sapiens
MMDBp0191790	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	Unknown	P22413	Homo sapiens
MMDBp0191865	Ectonucleotide pyrophosphatase/phosphodiesterase family member 3	Unknown	O14638	Homo sapiens
MMDBp0192004	Nicotinamide mononucleotide adenylyltransferase 1	Unknown	Q9HAN9	Homo sapiens
MMDBp0192005	Nicotinamide mononucleotide adenylyltransferase 3	Unknown	Q96T66	Homo sapiens
MMDBp0192007	Nicotinamide mononucleotide adenylyltransferase 2	Unknown	Q9BZQ4	Homo sapiens
MMDBp0193860	Cytosolic 5'-nucleotidase 3	Enzyme	Q9H0P0	Homo sapiens
MMDBp0193932	Cytosolic purine 5'-nucleotidase	Unknown	P49902	Homo sapiens
MMDBp0193958	Nicotinamide riboside kinase 1	Unknown	Q9NWW6	Homo sapiens
MMDBp0194179	Peroxisomal NADH pyrophosphatase NUDT12	Unknown	Q9BQG2	Homo sapiens
MMDBp0195628	Nicotinamide phosphoribosyltransferase	Unknown	P43490	Homo sapiens
MMDBp0195629	Nicotinamide riboside kinase 2	Unknown	Q9NPI5	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	251	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Human sputum; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	427	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle	Metabolic reconstruction
Bacteria	Actinobacteria	121	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	120	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva	Metabolic reconstruction
Bacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	2	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	6	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	2	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	3	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Urine	Detected and Quantified	133.33	600	umol/mmol creatinine	Adult (>18 years old)	Both	Sodium nitrate consumption	HMDB	7618150
Human Urine	Detected and Quantified	66.67	133.33	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	7618150
Human Placenta	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Blood	Detected but not Quantified							HMDB

External Links

HMDB ID

HMDB0000229

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

NICOTINAMIDE_NUCLEOTIDE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14181

PDB ID

Not Available

ChEBI ID

14648

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Schuberth J: Volatile compounds detected in blood of drunk drivers by headspace/capillary gas chromatography/ion trap mass spectrometry. Biol Mass Spectrom. 1991 Nov;20(11):699-702. doi: 10.1002/bms.1200201108. [PubMed:1799580 ]
Emanuelli M, Raffaelli N, Amici A, Balducci E, Natalini P, Ruggieri S, Magni G: The antitumor drug, 1,3-bis(2-chloroethyl)-1-nitroso-urea, inactivates human nicotinamide mononucleotide adenylyltransferase. Biochem Pharmacol. 1995 Feb 14;49(4):575-9. doi: 10.1016/0006-2952(94)00478-5. [PubMed:7872964 ]
Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. doi: 10.1016/s1570-0232(03)00277-0. [PubMed:12829005 ]
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Showing metabocard for NMN (MMDBc0031158)

MOL for #<Metabolite:0x00007fecee935fe8>

3D MOL for #<Metabolite:0x00007fecee935fe8>

3D SDF for #<Metabolite:0x00007fecee935fe8>

3D-SDF for #<Metabolite:0x00007fecee935fe8>

PDB for #<Metabolite:0x00007fecee935fe8>

3D PDB for #<Metabolite:0x00007fecee935fe8>

SMILES for #<Metabolite:0x00007fecee935fe8>

INCHI for #<Metabolite:0x00007fecee935fe8>

Structure for #<Metabolite:0x00007fecee935fe8>

3D Structure for #<Metabolite:0x00007fecee935fe8>