NP-MRD: Showing NP-Card for NADH (NP0000876)

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Record Information

Version

1.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2021-06-29 00:47:05 UTC

NP-MRD ID

NP0000876

Secondary Accession Numbers

None

Natural Product Identification

Common Name

NADH

Description

Nicotinamide adenine dinucleotide (NAD) is a coenzyme central to metabolism. Found in all living cells, NAD is called a dinucleotide because it consists of two nucleotides joined through their phosphate groups. One nucleotide contains an adenine nucleobase and the other nicotinamide. NAD exists in two forms: An oxidized and reduced form, abbreviated as NAD+ and NADH (H for hydrogen) respectively. NADH is the reduced form of NAD+, and NAD+ is the oxidized form of NADH. NAD (or nicotinamide adenine dinucleotide) is used extensively in glycolysis and the citric acid cycle of cellular respiration. The reducing potential stored in NADH can be either converted into ATP through the electron transport chain or used for anabolic metabolism. ATP "energy" is necessary for an organism to live. Green plants obtain ATP through photosynthesis, while other organisms obtain it via cellular respiration. NAD is a coenzyme composed of ribosylnicotinamide 5'-diphosphate coupled to adenosine 5'-phosphate by a pyrophosphate linkage. It is found widely in nature and is involved in numerous enzymatic reactions in which it serves as an electron carrier by being alternately oxidized (NAD+) and reduced (NADH). NADP is formed through the addition of a phosphate group to the 2' position of the adenosyl nucleotide through an ester linkage.

Structure

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


  Mrv1652309042000232D          

 44 48  0  0  0  0            999 V2000
 9995.5688 9998.0521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.3578 9998.0438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8653 9999.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5818 9999.4911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2961 9999.9046    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10000.0167 9999.5054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.7302 9999.9168    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10001.4459 9999.5054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.1573 9999.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.6358 9998.0583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.4258 9998.0663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10007.0717 9999.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.7873 9999.9292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10007.0717 9998.6928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.317810000.6318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.142710000.6318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.882710000.6194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.707610000.6194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.5378 9999.9992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.8704 9999.5142    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10003.1253 9998.7296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10003.9503 9998.7296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10004.2052 9999.5142    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.4809 9999.9854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0684 9998.7158    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.8934 9998.7158    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1483 9999.5004    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10006.351610000.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.637110001.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.922610000.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.9225 9999.9170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10005.6370 9999.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.3516 9999.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.033010000.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.6975 9999.5178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9993.1825 9998.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.0029 9998.9365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3385 9999.6901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.853510000.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.548010000.9388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1231 9999.9450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.123110000.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.338610001.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7905 9999.4600    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 17  2  0  0  0  0
  5 18  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 15  2  0  0  0  0
  8  9  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 20  1  0  0  0  0
 19 23  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 27  1  0  0  0  0
 25  1  1  1  0  0  0
 27  3  1  6  0  0  0
 26  2  1  1  0  0  0
 20  9  1  1  0  0  0
 22 11  1  6  0  0  0
 21 10  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 32 33  2  0  0  0  0
 33 28  1  0  0  0  0
 33 12  1  0  0  0  0
 38 39  2  0  0  0  0
 39 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 34 40  1  0  0  0  0
 42 43  2  0  0  0  0
 39 43  1  0  0  0  0
 41 42  1  0  0  0  0
 38 41  1  0  0  0  0
 44 41  1  6  0  0  0
 44 25  1  0  0  0  0
 24 44  1  0  0  0  0
  7 16  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 23 31  1  1  0  0  0
M  END

HMDB0001487
     RDKit          3D
NADH
 73 77  0  0  0  0  0  0  0  0999 V2000
   10.3397    1.2977   -1.0927 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4943   -0.0219   -0.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6284   -0.5421   -0.6237 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3274   -0.7442   -0.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1164   -0.2110   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9572   -0.8874    0.3283 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6666   -0.2399    0.3103 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6390   -1.0838    0.6493 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4851   -0.4046    0.2821 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3988   -1.4329   -0.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2571   -0.7156   -0.3697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0232   -1.7767   -0.7130 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.3028   -2.6433   -1.9081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2755   -2.7769    0.6197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -0.8831   -0.9942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8013   -0.0318    0.4149 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.9958   -1.0212    1.5352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5244    0.9937    0.8689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2239    0.8086    0.1817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0867    1.7763   -0.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4130    2.5157   -1.0087 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3548    1.5866   -1.3519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3916    1.6137   -0.4583 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0070    0.3101   -0.3041 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3514   -0.8563   -0.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2528   -1.8305   -0.1855 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4674   -1.3108    0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7065   -1.8410    0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8444   -3.2456    0.3206 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7856   -1.0569    0.4092 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6215    0.2852    0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4025    0.8276    0.0994 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3081    0.0651   -0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7985    2.1094    0.8400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7807    2.8112    1.5437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7622    3.1036    0.3246 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4183    4.3075    0.1142 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7933    0.3701   -0.9572 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5676    1.7177   -0.7035 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2809    0.1604   -1.1197 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9349    1.3316   -1.4914 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1312   -2.2148    0.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3066   -2.7905    0.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5150   -2.1186    0.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8383    2.0799   -0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7208    1.4866   -1.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0224    0.8091   -0.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6250    0.6620    0.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1644    0.2184    1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1804   -2.0492    0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7266   -2.1074   -0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0983   -2.3356    1.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853    1.3901    0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2552    2.4605   -0.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8479    1.1987   -1.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2855    3.2854   -1.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1776    2.3457   -0.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2769   -0.9878   -0.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9221   -3.7464    1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8679   -3.7935   -0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5015    0.8973    0.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3249    1.3218    1.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9507    2.4346    2.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9119    3.1827    1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7490    4.4017   -0.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2302    0.0097   -1.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9066    2.2860   -1.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4699   -0.6800   -1.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1254    1.2977   -2.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2372   -2.7509    1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4057   -3.8222    1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0560   -2.7566   -0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2127   -2.0486    1.2228 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 23 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
  9 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
  6 42  1  0
 42 43  2  0
 43 44  1  0
 44  4  1  0
 40  7  1  0
 36 21  1  0
 33 24  1  0
 33 27  1  0
  1 45  1  0
  1 46  1  0
  5 47  1  0
  7 48  1  1
  9 49  1  1
 10 50  1  0
 10 51  1  0
 14 52  1  0
 18 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  6
 23 57  1  6
 25 58  1  0
 29 59  1  0
 29 60  1  0
 31 61  1  0
 34 62  1  1
 35 63  1  0
 36 64  1  1
 37 65  1  0
 38 66  1  6
 39 67  1  0
 40 68  1  6
 41 69  1  0
 42 70  1  0
 43 71  1  0
 44 72  1  0
 44 73  1  0
M  END


  Mrv1652309042000232D          

 44 48  0  0  0  0            999 V2000
 9995.5688 9998.0521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.3578 9998.0438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8653 9999.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5818 9999.4911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2961 9999.9046    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10000.0167 9999.5054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.7302 9999.9168    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10001.4459 9999.5054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.1573 9999.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.6358 9998.0583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.4258 9998.0663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10007.0717 9999.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.7873 9999.9292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10007.0717 9998.6928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.317810000.6318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.142710000.6318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.882710000.6194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.707610000.6194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.5378 9999.9992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.8704 9999.5142    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10003.1253 9998.7296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10003.9503 9998.7296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10004.2052 9999.5142    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.4809 9999.9854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0684 9998.7158    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.8934 9998.7158    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1483 9999.5004    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10006.351610000.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.637110001.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.922610000.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.9225 9999.9170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10005.6370 9999.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.3516 9999.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.033010000.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.6975 9999.5178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9993.1825 9998.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.0029 9998.9365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3385 9999.6901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.853510000.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.548010000.9388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1231 9999.9450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.123110000.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.338610001.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7905 9999.4600    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 17  2  0  0  0  0
  5 18  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 15  2  0  0  0  0
  8  9  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 20  1  0  0  0  0
 19 23  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 27  1  0  0  0  0
 25  1  1  1  0  0  0
 27  3  1  6  0  0  0
 26  2  1  1  0  0  0
 20  9  1  1  0  0  0
 22 11  1  6  0  0  0
 21 10  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 32 33  2  0  0  0  0
 33 28  1  0  0  0  0
 33 12  1  0  0  0  0
 38 39  2  0  0  0  0
 39 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 34 40  1  0  0  0  0
 42 43  2  0  0  0  0
 39 43  1  0  0  0  0
 41 42  1  0  0  0  0
 38 41  1  0  0  0  0
 44 41  1  6  0  0  0
 44 25  1  0  0  0  0
 24 44  1  0  0  0  0
  7 16  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 23 31  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0000876

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H29N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1,3-4,7-8,10-11,13-16,20-21,29-32H,2,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1

> <INCHI_KEY>
BOPGDPNILDQYTO-NNYOXOHSSA-N

> <FORMULA>
C21H29N7O14P2

> <MOLECULAR_WEIGHT>
665.441

> <EXACT_MASS>
665.124771695

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
57.65419831221258

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R)-5-(3-carbamoyl-1,4-dihydropyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy})phosphinic acid

> <ALOGPS_LOGP>
-1.45

> <JCHEM_LOGP>
-5.855536205936978

> <ALOGPS_LOGS>
-2.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.187368832858877

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8536409122750466

> <JCHEM_PKA_STRONGEST_BASIC>
4.009033959582867

> <JCHEM_POLAR_SURFACE_AREA>
317.61999999999995

> <JCHEM_REFRACTIVITY>
142.99969999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.95e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
NADH

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001487
     RDKit          3D
NADH
 73 77  0  0  0  0  0  0  0  0999 V2000
   10.3397    1.2977   -1.0927 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4943   -0.0219   -0.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6284   -0.5421   -0.6237 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3274   -0.7442   -0.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1164   -0.2110   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9572   -0.8874    0.3283 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6666   -0.2399    0.3103 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6390   -1.0838    0.6493 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4851   -0.4046    0.2821 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3988   -1.4329   -0.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2571   -0.7156   -0.3697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0232   -1.7767   -0.7130 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.3028   -2.6433   -1.9081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2755   -2.7769    0.6197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -0.8831   -0.9942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8013   -0.0318    0.4149 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.9958   -1.0212    1.5352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5244    0.9937    0.8689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2239    0.8086    0.1817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0867    1.7763   -0.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4130    2.5157   -1.0087 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3548    1.5866   -1.3519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3916    1.6137   -0.4583 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0070    0.3101   -0.3041 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3514   -0.8563   -0.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2528   -1.8305   -0.1855 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4674   -1.3108    0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7065   -1.8410    0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8444   -3.2456    0.3206 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7856   -1.0569    0.4092 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6215    0.2852    0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4025    0.8276    0.0994 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3081    0.0651   -0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7985    2.1094    0.8400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7807    2.8112    1.5437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7622    3.1036    0.3246 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4183    4.3075    0.1142 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7933    0.3701   -0.9572 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5676    1.7177   -0.7035 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2809    0.1604   -1.1197 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9349    1.3316   -1.4914 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1312   -2.2148    0.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3066   -2.7905    0.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5150   -2.1186    0.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8383    2.0799   -0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7208    1.4866   -1.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0224    0.8091   -0.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6250    0.6620    0.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1644    0.2184    1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1804   -2.0492    0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7266   -2.1074   -0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0983   -2.3356    1.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853    1.3901    0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2552    2.4605   -0.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8479    1.1987   -1.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2855    3.2854   -1.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1776    2.3457   -0.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2769   -0.9878   -0.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9221   -3.7464    1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8679   -3.7935   -0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5015    0.8973    0.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3249    1.3218    1.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9507    2.4346    2.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9119    3.1827    1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7490    4.4017   -0.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2302    0.0097   -1.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9066    2.2860   -1.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4699   -0.6800   -1.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1254    1.2977   -2.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2372   -2.7509    1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4057   -3.8222    1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0560   -2.7566   -0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2127   -2.0486    1.2228 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 23 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
  9 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
  6 42  1  0
 42 43  2  0
 43 44  1  0
 44  4  1  0
 40  7  1  0
 36 21  1  0
 33 24  1  0
 33 27  1  0
  1 45  1  0
  1 46  1  0
  5 47  1  0
  7 48  1  1
  9 49  1  1
 10 50  1  0
 10 51  1  0
 14 52  1  0
 18 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  6
 23 57  1  6
 25 58  1  0
 29 59  1  0
 29 60  1  0
 31 61  1  0
 34 62  1  1
 35 63  1  0
 36 64  1  1
 37 65  1  0
 38 66  1  6
 39 67  1  0
 40 68  1  6
 41 69  1  0
 42 70  1  0
 43 71  1  0
 44 72  1  0
 44 73  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  O   UNK     0    8658.3958663.031   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8661.7358663.015   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8662.6828666.489   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8664.0198665.717   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0    8665.3538666.489   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0    8666.6988665.743   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0    8668.0308666.511   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0    8669.3668665.743   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8670.6948666.511   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    8671.5878663.042   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8674.9288663.057   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8679.8678665.766   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0    8681.2038666.535   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0    8679.8678664.227   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8667.2608667.846   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8668.8008667.846   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8664.5818667.823   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    8666.1218667.823   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0    8673.2718666.665   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8672.0258665.760   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8672.5018664.295   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8674.0418664.295   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8674.5168665.760   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0    8660.0988666.639   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0    8659.3288664.269   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8660.8688664.269   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8661.3438665.734   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8678.5238668.052   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8677.1898668.822   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8675.8568668.052   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0    8675.8558666.512   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0    8677.1898665.742   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8678.5238666.512   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0    8653.6628667.173   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0    8653.0358665.767   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0    8653.9418664.521   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0    8655.4728664.681   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0    8656.0998666.088   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0    8655.1938667.334   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0    8652.7568668.419   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0    8657.5638666.564   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0    8657.5638668.104   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0    8656.0998668.580   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0    8658.8098665.659   0.000  0.00  0.00           C+0
CONECT    1   25                                                            
CONECT    2   26                                                            
CONECT    3    4   27                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   17   18                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   15   16                                             
CONECT    8    7    9                                                       
CONECT    9    8   20                                                       
CONECT   10   21                                                            
CONECT   11   22                                                            
CONECT   12   13   14   33                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    7                                                            
CONECT   16    7                                                            
CONECT   17    5                                                            
CONECT   18    5                                                            
CONECT   19   20   23                                                       
CONECT   20   21   19    9                                                  
CONECT   21   20   22   10                                                  
CONECT   22   21   23   11                                                  
CONECT   23   22   19   31                                                  
CONECT   24   27   44                                                       
CONECT   25   26    1   44                                                  
CONECT   26   25   27    2                                                  
CONECT   27   26   24    3                                                  
CONECT   28   29   33                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   23                                                  
CONECT   32   33   31                                                       
CONECT   33   32   28   12                                                  
CONECT   34   39   35   40                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   39   37   41                                                  
CONECT   39   38   34   43                                                  
CONECT   40   34                                                            
CONECT   41   42   38   44                                                  
CONECT   42   43   41                                                       
CONECT   43   42   39                                                       
CONECT   44   41   25   24                                                  
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

COMPND    HMDB0001487
HETATM    1  N1  UNL     1      10.340   1.298  -1.093  1.00  0.00           N  
HETATM    2  C1  UNL     1      10.494  -0.022  -0.621  1.00  0.00           C  
HETATM    3  O1  UNL     1      11.628  -0.542  -0.624  1.00  0.00           O  
HETATM    4  C2  UNL     1       9.327  -0.744  -0.143  1.00  0.00           C  
HETATM    5  C3  UNL     1       8.116  -0.211  -0.131  1.00  0.00           C  
HETATM    6  N2  UNL     1       6.957  -0.887   0.328  1.00  0.00           N  
HETATM    7  C4  UNL     1       5.667  -0.240   0.310  1.00  0.00           C  
HETATM    8  O2  UNL     1       4.639  -1.084   0.649  1.00  0.00           O  
HETATM    9  C5  UNL     1       3.485  -0.405   0.282  1.00  0.00           C  
HETATM   10  C6  UNL     1       2.399  -1.433  -0.005  1.00  0.00           C  
HETATM   11  O3  UNL     1       1.257  -0.716  -0.370  1.00  0.00           O  
HETATM   12  P1  UNL     1      -0.023  -1.777  -0.713  1.00  0.00           P  
HETATM   13  O4  UNL     1       0.303  -2.643  -1.908  1.00  0.00           O  
HETATM   14  O5  UNL     1      -0.276  -2.777   0.620  1.00  0.00           O  
HETATM   15  O6  UNL     1      -1.409  -0.883  -0.994  1.00  0.00           O  
HETATM   16  P2  UNL     1      -1.801  -0.032   0.415  1.00  0.00           P  
HETATM   17  O7  UNL     1      -1.996  -1.021   1.535  1.00  0.00           O  
HETATM   18  O8  UNL     1      -0.524   0.994   0.869  1.00  0.00           O  
HETATM   19  O9  UNL     1      -3.224   0.809   0.182  1.00  0.00           O  
HETATM   20  C7  UNL     1      -3.087   1.776  -0.835  1.00  0.00           C  
HETATM   21  C8  UNL     1      -4.413   2.516  -1.009  1.00  0.00           C  
HETATM   22  O10 UNL     1      -5.355   1.587  -1.352  1.00  0.00           O  
HETATM   23  C9  UNL     1      -6.392   1.614  -0.458  1.00  0.00           C  
HETATM   24  N3  UNL     1      -7.007   0.310  -0.304  1.00  0.00           N  
HETATM   25  C10 UNL     1      -6.351  -0.856  -0.379  1.00  0.00           C  
HETATM   26  N4  UNL     1      -7.253  -1.830  -0.186  1.00  0.00           N  
HETATM   27  C11 UNL     1      -8.467  -1.311   0.010  1.00  0.00           C  
HETATM   28  C12 UNL     1      -9.707  -1.841   0.247  1.00  0.00           C  
HETATM   29  N5  UNL     1      -9.844  -3.246   0.321  1.00  0.00           N  
HETATM   30  N6  UNL     1     -10.786  -1.057   0.409  1.00  0.00           N  
HETATM   31  C13 UNL     1     -10.622   0.285   0.333  1.00  0.00           C  
HETATM   32  N7  UNL     1      -9.403   0.828   0.099  1.00  0.00           N  
HETATM   33  C14 UNL     1      -8.308   0.065  -0.066  1.00  0.00           C  
HETATM   34  C15 UNL     1      -5.799   2.109   0.840  1.00  0.00           C  
HETATM   35  O11 UNL     1      -6.781   2.811   1.544  1.00  0.00           O  
HETATM   36  C16 UNL     1      -4.762   3.104   0.325  1.00  0.00           C  
HETATM   37  O12 UNL     1      -5.418   4.308   0.114  1.00  0.00           O  
HETATM   38  C17 UNL     1       3.793   0.370  -0.957  1.00  0.00           C  
HETATM   39  O13 UNL     1       3.568   1.718  -0.704  1.00  0.00           O  
HETATM   40  C18 UNL     1       5.281   0.160  -1.120  1.00  0.00           C  
HETATM   41  O14 UNL     1       5.935   1.332  -1.491  1.00  0.00           O  
HETATM   42  C19 UNL     1       7.131  -2.215   0.800  1.00  0.00           C  
HETATM   43  C20 UNL     1       8.307  -2.790   0.811  1.00  0.00           C  
HETATM   44  C21 UNL     1       9.515  -2.119   0.344  1.00  0.00           C  
HETATM   45  H1  UNL     1      10.838   2.080  -0.639  1.00  0.00           H  
HETATM   46  H2  UNL     1       9.721   1.487  -1.902  1.00  0.00           H  
HETATM   47  H3  UNL     1       8.022   0.809  -0.500  1.00  0.00           H  
HETATM   48  H4  UNL     1       5.625   0.662   0.950  1.00  0.00           H  
HETATM   49  H5  UNL     1       3.164   0.218   1.139  1.00  0.00           H  
HETATM   50  H6  UNL     1       2.180  -2.049   0.885  1.00  0.00           H  
HETATM   51  H7  UNL     1       2.727  -2.107  -0.825  1.00  0.00           H  
HETATM   52  H8  UNL     1       0.098  -2.336   1.420  1.00  0.00           H  
HETATM   53  H9  UNL     1      -0.085   1.390   0.097  1.00  0.00           H  
HETATM   54  H10 UNL     1      -2.255   2.460  -0.650  1.00  0.00           H  
HETATM   55  H11 UNL     1      -2.848   1.199  -1.758  1.00  0.00           H  
HETATM   56  H12 UNL     1      -4.285   3.285  -1.788  1.00  0.00           H  
HETATM   57  H13 UNL     1      -7.178   2.346  -0.745  1.00  0.00           H  
HETATM   58  H14 UNL     1      -5.277  -0.988  -0.563  1.00  0.00           H  
HETATM   59  H15 UNL     1      -9.922  -3.746   1.213  1.00  0.00           H  
HETATM   60  H16 UNL     1      -9.868  -3.794  -0.567  1.00  0.00           H  
HETATM   61  H17 UNL     1     -11.502   0.897   0.466  1.00  0.00           H  
HETATM   62  H18 UNL     1      -5.325   1.322   1.435  1.00  0.00           H  
HETATM   63  H19 UNL     1      -6.951   2.435   2.430  1.00  0.00           H  
HETATM   64  H20 UNL     1      -3.912   3.183   1.006  1.00  0.00           H  
HETATM   65  H21 UNL     1      -5.749   4.402  -0.817  1.00  0.00           H  
HETATM   66  H22 UNL     1       3.230   0.010  -1.843  1.00  0.00           H  
HETATM   67  H23 UNL     1       3.907   2.286  -1.449  1.00  0.00           H  
HETATM   68  H24 UNL     1       5.470  -0.680  -1.798  1.00  0.00           H  
HETATM   69  H25 UNL     1       6.125   1.298  -2.463  1.00  0.00           H  
HETATM   70  H26 UNL     1       6.237  -2.751   1.160  1.00  0.00           H  
HETATM   71  H27 UNL     1       8.406  -3.822   1.183  1.00  0.00           H  
HETATM   72  H28 UNL     1      10.056  -2.757  -0.398  1.00  0.00           H  
HETATM   73  H29 UNL     1      10.213  -2.049   1.223  1.00  0.00           H  
CONECT    1    2   45   46
CONECT    2    3    3    4
CONECT    4    5    5   44
CONECT    5    6   47
CONECT    6    7   42
CONECT    7    8   40   48
CONECT    8    9
CONECT    9   10   38   49
CONECT   10   11   50   51
CONECT   11   12
CONECT   12   13   13   14   15
CONECT   14   52
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   53
CONECT   19   20
CONECT   20   21   54   55
CONECT   21   22   36   56
CONECT   22   23
CONECT   23   24   34   57
CONECT   24   25   33
CONECT   25   26   26   58
CONECT   26   27
CONECT   27   28   28   33
CONECT   28   29   30
CONECT   29   59   60
CONECT   30   31   31
CONECT   31   32   61
CONECT   32   33   33
CONECT   34   35   36   62
CONECT   35   63
CONECT   36   37   64
CONECT   37   65
CONECT   38   39   40   66
CONECT   39   67
CONECT   40   41   68
CONECT   41   69
CONECT   42   43   43   70
CONECT   43   44   71
CONECT   44   72   73
END

HMDB0001487
     RDKit          3D
NADH
 73 77  0  0  0  0  0  0  0  0999 V2000
   10.3397    1.2977   -1.0927 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4943   -0.0219   -0.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6284   -0.5421   -0.6237 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3274   -0.7442   -0.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1164   -0.2110   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9572   -0.8874    0.3283 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6666   -0.2399    0.3103 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6390   -1.0838    0.6493 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4851   -0.4046    0.2821 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3988   -1.4329   -0.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2571   -0.7156   -0.3697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0232   -1.7767   -0.7130 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.3028   -2.6433   -1.9081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2755   -2.7769    0.6197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -0.8831   -0.9942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8013   -0.0318    0.4149 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.9958   -1.0212    1.5352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5244    0.9937    0.8689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2239    0.8086    0.1817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0867    1.7763   -0.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4130    2.5157   -1.0087 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3548    1.5866   -1.3519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3916    1.6137   -0.4583 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0070    0.3101   -0.3041 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3514   -0.8563   -0.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2528   -1.8305   -0.1855 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4674   -1.3108    0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7065   -1.8410    0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8444   -3.2456    0.3206 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7856   -1.0569    0.4092 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6215    0.2852    0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4025    0.8276    0.0994 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3081    0.0651   -0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7985    2.1094    0.8400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7807    2.8112    1.5437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7622    3.1036    0.3246 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4183    4.3075    0.1142 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7933    0.3701   -0.9572 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5676    1.7177   -0.7035 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2809    0.1604   -1.1197 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9349    1.3316   -1.4914 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1312   -2.2148    0.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3066   -2.7905    0.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5150   -2.1186    0.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8383    2.0799   -0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7208    1.4866   -1.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0224    0.8091   -0.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6250    0.6620    0.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1644    0.2184    1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1804   -2.0492    0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7266   -2.1074   -0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0983   -2.3356    1.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853    1.3901    0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2552    2.4605   -0.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8479    1.1987   -1.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2855    3.2854   -1.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1776    2.3457   -0.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2769   -0.9878   -0.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9221   -3.7464    1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8679   -3.7935   -0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5015    0.8973    0.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3249    1.3218    1.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9507    2.4346    2.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9119    3.1827    1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7490    4.4017   -0.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2302    0.0097   -1.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9066    2.2860   -1.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4699   -0.6800   -1.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1254    1.2977   -2.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2372   -2.7509    1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4057   -3.8222    1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0560   -2.7566   -0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2127   -2.0486    1.2228 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 23 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
  9 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
  6 42  1  0
 42 43  2  0
 43 44  1  0
 44  4  1  0
 40  7  1  0
 36 21  1  0
 33 24  1  0
 33 27  1  0
  1 45  1  0
  1 46  1  0
  5 47  1  0
  7 48  1  1
  9 49  1  1
 10 50  1  0
 10 51  1  0
 14 52  1  0
 18 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  6
 23 57  1  6
 25 58  1  0
 29 59  1  0
 29 60  1  0
 31 61  1  0
 34 62  1  1
 35 63  1  0
 36 64  1  1
 37 65  1  0
 38 66  1  6
 39 67  1  0
 40 68  1  6
 41 69  1  0
 42 70  1  0
 43 71  1  0
 44 72  1  0
 44 73  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
1,4-DIHYDRONICOTINAMIDE adenine dinucleotide	ChEBI
DPNH	ChEBI
Nicotinamide adenine dinucleotide (reduced)	ChEBI
Reduced nicotinamide adenine dinucleotide	ChEBI
b-DPNH	HMDB
b-NADH	HMDB
beta-DPNH	HMDB
beta-NADH	HMDB
Dihydrocodehydrogenase I	HMDB
Dihydrocozymase	HMDB
Dihydronicotinamide adenine dinucleotide	HMDB
Dihydronicotinamide mononucleotide	HMDB
ENADA	HMDB
NADH2	HMDB
Reduced codehydrogenase I	HMDB
Reduced diphosphopyridine nucleotide	HMDB
Reduced nicotinamide adenine diphosphate	HMDB
Reduced nicotinamide-adenine dinucleotide	HMDB
Nadide	HMDB
Coenzyme I	HMDB
DPN	HMDB
Diphosphopyridine nucleotide	HMDB
Nicotinamide adenine dinucleotide	HMDB
Nicotinamide-adenine dinucleotide	HMDB
NAD	HMDB
Nucleotide, diphosphopyridine	HMDB
Adenine dinucleotide, dihydronicotinamide	HMDB
Dinucleotide, dihydronicotinamide adenine	HMDB
Dinucleotide, nicotinamide-adenine	HMDB

Chemical Formula

C₂₁H₂₉N₇O₁₄P₂

Average Mass

665.4410 Da

Monoisotopic Mass

665.12477 Da

IUPAC Name

[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R)-5-(3-carbamoyl-1,4-dihydropyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy})phosphinic acid

Traditional Name

NADH

CAS Registry Number

58-68-4

SMILES

NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C21H29N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1,3-4,7-8,10-11,13-16,20-21,29-32H,2,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1

InChI Key

BOPGDPNILDQYTO-NNYOXOHSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 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, 252 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	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, 600 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	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, 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
Abelmoschus esculentus	FooDB	FooDB
Actinidia chinensis	FooDB	FooDB
Agaricus bisporus	FooDB	FooDB
Agave	FooDB	FooDB
Allium ampeloprasum	FooDB	FooDB
Allium ascalonicum	FooDB	FooDB
Allium cepa	FooDB	FooDB
Allium cepa L.	FooDB	FooDB
Allium fistulosum	FooDB	FooDB
Allium sativum	FooDB	FooDB
Allium schoenoprasum	FooDB	FooDB
Allium tuberosum	FooDB	FooDB
Aloysia triphylla	FooDB	FooDB
Amaranthus	FooDB	FooDB
Amelanchier alnifolia	FooDB	FooDB
Anacardium occidentale	FooDB	FooDB
Ananas comosus	FooDB	FooDB
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anethum graveolens	FooDB	FooDB
Angelica keiskei	FooDB	FooDB
Annona cherimola	FooDB	FooDB
Annona muricata	FooDB	FooDB
Annona reticulata	FooDB	FooDB
Annona squamosa	FooDB	FooDB
Anser anser	FooDB	FooDB
Anthriscus cerefolium	FooDB	FooDB
Apis cerana	LOTUS Database	35616633
Apium graveolens	FooDB	FooDB
Apium graveolens var. dulce	FooDB	FooDB
Apium graveolens var. rapaceum	FooDB	FooDB
Apium graveolens var. secalinum	FooDB	FooDB
Arabidopsis thaliana	LOTUS Database	35616633
Arachis hypogaea	FooDB	FooDB
Arctium lappa	FooDB	FooDB
Armoracia rusticana	FooDB	FooDB
Artemisia dracunculus	FooDB	FooDB
Artemisia vulgaris	FooDB	FooDB
Artocarpus altilis	FooDB	FooDB
Artocarpus heterophyllus	FooDB	FooDB
Asparagus officinalis	FooDB	FooDB
Attalea speciosa	FooDB	FooDB
Auricularia auricula-judae	FooDB	FooDB
Auricularia polytricha	FooDB	FooDB
Avena sativa L.	FooDB	FooDB
Averrhoa carambola	FooDB	FooDB
Basella alba	FooDB	FooDB
Benincasa hispida	FooDB	FooDB
Bertholletia excelsa	FooDB	FooDB
Beta vulgaris	FooDB	FooDB
Beta vulgaris ssp. cicla	FooDB	FooDB
Bison bison	FooDB	FooDB
Borago officinalis	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Brassica alboglabra	FooDB	FooDB
Brassica juncea	FooDB	FooDB
Brassica napus	FooDB	FooDB
Brassica napus var. napus	FooDB	FooDB
Brassica oleracea	FooDB	FooDB
Brassica oleracea var. botrytis	FooDB	FooDB
Brassica oleracea var. capitata	FooDB	FooDB
Brassica oleracea var. gemmifera	FooDB	FooDB
Brassica oleracea var. gongylodes	FooDB	FooDB
Brassica oleracea var. italica	FooDB	FooDB
Brassica oleracea var. sabauda	FooDB	FooDB
Brassica oleracea var. viridis	FooDB	FooDB
Brassica rapa	FooDB	FooDB
Brassica rapa ssp. chinensis	FooDB	FooDB
Brassica rapa var. pekinensis	FooDB	FooDB
Brassica rapa var. rapa	FooDB	FooDB
Brassica ruvo	FooDB	FooDB
Brosimum alicastrum	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Byrsonima crassifolia	FooDB	FooDB
Cajanus cajan	FooDB	FooDB
Canarium ovatum	FooDB	FooDB
Cannabis sativa	CannabisDB	Not Available
Cantharellus cibarius	FooDB	FooDB
Capparis spinosa	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Capsicum annuum	FooDB	FooDB
Capsicum annuum L.	FooDB	FooDB
Capsicum annuum var. annuum	FooDB	FooDB
Capsicum chinense	FooDB	FooDB
Capsicum pubescens	FooDB	FooDB
Carica papaya L.	FooDB	FooDB
Carissa macrocarpa	FooDB	FooDB
Carthamus tinctorius	FooDB	FooDB
Carum carvi	FooDB	FooDB
Carya	FooDB	FooDB
Carya illinoinensis	FooDB	FooDB
Castanea	FooDB	FooDB
Castanea crenata	FooDB	FooDB
Castanea mollissima	FooDB	FooDB
Castanea sativa	FooDB	FooDB
Ceratonia siliqua	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Chamaemelum nobile	FooDB	FooDB
Chamerion angustifolium	FooDB	FooDB
Chenopodium album	FooDB	FooDB
Chenopodium quinoa	FooDB	FooDB
Chrysanthemum coronarium	FooDB	FooDB
Cicer arietinum	FooDB	FooDB
Cichorium endivia	FooDB	FooDB
Cichorium intybus	FooDB	FooDB
Cinnamomum	FooDB	FooDB
Cinnamomum aromaticum	FooDB	FooDB
Cinnamomum verum	FooDB	FooDB
Cirsium	FooDB	FooDB
Citrullus lanatus	FooDB	FooDB
Citrus ×limon (L.) Burm. f. (pro sp.)	FooDB	FooDB
Citrus aurantiifolia	FooDB	FooDB
Citrus latifolia	FooDB	FooDB
Citrus limon	FooDB	FooDB
Citrus maxima	FooDB	FooDB
Citrus paradisi	FooDB	FooDB
Citrus reticulata	FooDB	FooDB
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	FooDB
Cocos nucifera	FooDB	FooDB
Coffea arabica L.	FooDB	FooDB
Coffea canephora	FooDB	FooDB
Colocasia esculenta	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Corchorus olitorius	FooDB	FooDB
Coriandrum sativum L.	FooDB	FooDB
Corylus	FooDB	FooDB
Corylus avellana	FooDB	FooDB
Crateva religiosa	FooDB	FooDB
Crocus sativus	FooDB	FooDB
Cucumis melo	FooDB	FooDB
Cucumis metuliferus	FooDB	FooDB
Cucumis sativus L.	FooDB	FooDB
Cucurbita	FooDB	FooDB
Cucurbita maxima	FooDB	FooDB
Cucurbita moschata	FooDB	FooDB
Cuminum cyminum	FooDB	FooDB
Curcuma longa	FooDB	FooDB
Cydonia oblonga	FooDB	FooDB
Cymbopogon citratus	FooDB	FooDB
Cynara cardunculus	FooDB	FooDB
Cynara scolymus	FooDB	FooDB
Daucus carota	FooDB	FooDB
Daucus carota ssp. sativus	FooDB	FooDB
Dimocarpus longan	FooDB	FooDB
Dioscorea	FooDB	FooDB
Dioscorea pentaphylla	FooDB	FooDB
Diospyros	FooDB	FooDB
Diospyros kaki	FooDB	FooDB
Diospyros virginiana	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Durio zibethinus	FooDB	FooDB
Dysphania ambrosioides	FooDB	FooDB
Elaeis	FooDB	FooDB
Eleocharis dulcis	FooDB	FooDB
Elettaria cardamomum	FooDB	FooDB
Empetrum nigrum	FooDB	FooDB
Equus caballus	FooDB	FooDB
Eragrostis tef	FooDB	FooDB
Eriobotrya japonica	FooDB	FooDB
Eruca vesicaria subsp. Sativa	FooDB	FooDB
Eugenia javanica	FooDB	FooDB
Eugenia uniflora	FooDB	FooDB
Eutrema japonicum	FooDB	FooDB
Fagopyrum esculentum	FooDB	FooDB
Fagopyrum tataricum	FooDB	FooDB
Fagus	FooDB	FooDB
Feijoa sellowiana	FooDB	FooDB
Ficus carica	FooDB	FooDB
Flammulina velutipes	FooDB	FooDB
Foeniculum vulgare	FooDB	FooDB
Fragaria x ananassa	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Garcinia mangostana	FooDB	FooDB
Gaylussacia baccata	FooDB	FooDB
Ginkgo biloba	FooDB	FooDB
Glycine max	FooDB	FooDB
Gossypium	FooDB	FooDB
Grifola frondosa	FooDB	FooDB
Hedysarum alpinum	FooDB	FooDB
Helianthus annuus L.	FooDB	FooDB
Helianthus tuberosus	FooDB	FooDB
Hibiscus sabbariffa	FooDB	FooDB
Hippophae rhamnoides	FooDB	FooDB
Hordeum vulgare	FooDB	FooDB
Hyssopus officinalis L.	FooDB	FooDB
Illicium verum	FooDB	FooDB
Ipomoea aquatica	FooDB	FooDB
Ipomoea batatas	FooDB	FooDB
Juglans	FooDB	FooDB
Juglans ailanthifolia	FooDB	FooDB
Juglans cinerea	FooDB	FooDB
Juglans nigra L.	FooDB	FooDB
Juglans regia	FooDB	FooDB
Lablab purpureus	FooDB	FooDB
Lactuca sativa	FooDB	FooDB
Lagenaria siceraria	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Lathyrus sativus	FooDB	FooDB
Laurus nobilis L.	FooDB	FooDB
Lens culinaris	FooDB	FooDB
Lentinus edodes	FooDB	FooDB
Lepidium sativum	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Levisticum officinale	FooDB	FooDB
Linum usitatissimum	FooDB	FooDB
Litchi chinensis	FooDB	FooDB
Luffa aegyptiaca	FooDB	FooDB
Lupinus	FooDB	FooDB
Lupinus albus	FooDB	FooDB
Macadamia	FooDB	FooDB
Macadamia tetraphylla	FooDB	FooDB
Malpighia emarginata	FooDB	FooDB
Malus	FooDB	FooDB
Malus pumila	FooDB	FooDB
Mammea americana	FooDB	FooDB
Mangifera indica	FooDB	FooDB
Manihot esculenta	FooDB	FooDB
Manilkara zapota	FooDB	FooDB
Maranta arundinacea	FooDB	FooDB
Matricaria recutita	FooDB	FooDB
Matteuccia struthiopteris	FooDB	FooDB
Medicago sativa	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Melissa officinalis L.	FooDB	FooDB
Mentha	FooDB	FooDB
Mentha aquatica	FooDB	FooDB
Mentha arvensis	FooDB	FooDB
Mentha spicata	FooDB	FooDB
Mentha x piperita	FooDB	FooDB
Mespilus germanica	FooDB	FooDB
Metroxylon sagu	FooDB	FooDB
Momordica charantia	FooDB	FooDB
Morchellaceae	FooDB	FooDB
Morella rubra	FooDB	FooDB
Moringa oleifera	FooDB	FooDB
Morus	FooDB	FooDB
Morus nigra	FooDB	FooDB
Musa acuminata	FooDB	FooDB
Musa x paradisiaca	FooDB	FooDB
Myrica	FooDB	FooDB
Myristica fragrans	FooDB	FooDB
Nelumbo	FooDB	FooDB
Nelumbo nucifera	FooDB	FooDB
Nephelium lappaceum	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Nuphar lutea	FooDB	FooDB
Ocimum basilicum	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oenothera biennis	FooDB	FooDB
Olea europaea	FooDB	FooDB
Opuntia	FooDB	FooDB
Opuntia cochenillifera	FooDB	FooDB
Opuntia macrorhiza	FooDB	FooDB
Origanum majorana	FooDB	FooDB
Origanum onites	FooDB	FooDB
Origanum vulgare	FooDB	FooDB
Origanum X majoricum	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Oryza rufipogon	FooDB	FooDB
Oryza sativa	FooDB	FooDB
Ovis aries	FooDB	FooDB
Pachyrhizus erosus	FooDB	FooDB
Panax ginseng	FooDB	FooDB
Pangium edule	FooDB	FooDB
Panicum miliaceum	FooDB	FooDB
Passiflora edulis	FooDB	FooDB
Pastinaca sativa	FooDB	FooDB
Pediomelum esculentum	FooDB	FooDB
Perideridia oregana	FooDB	FooDB
Persea americana	FooDB	FooDB
Petasites japonicus	FooDB	FooDB
Petroselinum crispum	FooDB	FooDB
Phaseolus coccineus	FooDB	FooDB
Phaseolus lunatus	FooDB	FooDB
Phaseolus vulgaris	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Phoenix dactylifera	FooDB	FooDB
Photinia melanocarpa	FooDB	FooDB
Phyllostachys edulis	FooDB	FooDB
Physalis	FooDB	FooDB
Physalis philadelphica var. immaculata	FooDB	FooDB
Phytolacca americana	FooDB	FooDB
Pimenta dioica	FooDB	FooDB
Pimpinella anisum	FooDB	FooDB
Pinus	FooDB	FooDB
Pinus edulis	FooDB	FooDB
Piper nigrum L.	FooDB	FooDB
Pistacia vera	FooDB	FooDB
Pisum sativum	FooDB	FooDB
Pleurotus ostreatus	FooDB	FooDB
Polygonum alpinum	FooDB	FooDB
Portulaca oleracea	FooDB	FooDB
Pouteria sapota	FooDB	FooDB
Prunus armeniaca	FooDB	FooDB
Prunus avium	FooDB	FooDB
Prunus avium L.	FooDB	FooDB
Prunus cerasus	FooDB	FooDB
Prunus domestica	FooDB	FooDB
Prunus dulcis	FooDB	FooDB
Prunus persica	FooDB	FooDB
Prunus persica var. nucipersica	FooDB	FooDB
Prunus persica var. persica	FooDB	FooDB
Prunus tomentosa	FooDB	FooDB
Prunus virginiana	FooDB	FooDB
Psidium cattleianum	FooDB	FooDB
Psidium guajava	FooDB	FooDB
Psophocarpus tetragonolobus	FooDB	FooDB
Punica granatum	FooDB	FooDB
Pyrus communis	FooDB	FooDB
Pyrus pyrifolia	FooDB	FooDB
Quercus	FooDB	FooDB
Raphanus sativus	FooDB	FooDB
Raphanus sativus var. longipinnatus	FooDB	FooDB
Raphanus sativus var. sativus	FooDB	FooDB
Rheum rhabarbarum	FooDB	FooDB
Ribes aureum	FooDB	FooDB
Ribes glandulosum	FooDB	FooDB
Ribes nigrum	FooDB	FooDB
Ribes rubrum	FooDB	FooDB
Ribes uva-crispa	FooDB	FooDB
Rosa	FooDB	FooDB
Rubus arcticus	FooDB	FooDB
Rubus chamaemorus	FooDB	FooDB
Rubus idaeus	FooDB	FooDB
Rubus occidentalis	FooDB	FooDB
Rubus spectabilis	FooDB	FooDB
Rumex	FooDB	FooDB
Rumex acetosa	FooDB	FooDB
Rumex articus	FooDB	FooDB
Sagittaria latifolia	FooDB	FooDB
Salix pulchra	FooDB	FooDB
Salvia elegans	FooDB	FooDB
Salvia hispanica	FooDB	FooDB
Salvia officinalis	FooDB	FooDB
Salvia rosmarinus	FooDB	FooDB
Sambucus nigra	FooDB	FooDB
Sambucus nigra L.	FooDB	FooDB
Satureja hortensis L.	FooDB	FooDB
Satureja montana	FooDB	FooDB
Scorzonera hispanica	FooDB	FooDB
Secale cereale	FooDB	FooDB
Sechium edule	FooDB	FooDB
Sesamum indicum	FooDB	FooDB
Sesbania bispinosa	FooDB	FooDB
Sinapis alba	FooDB	FooDB
Sisymbrium	FooDB	FooDB
Solanum lycopersicum	FooDB	FooDB
Solanum lycopersicum var. cerasiforme	FooDB	FooDB
Solanum lycopersicum var. lycopersicum	FooDB	FooDB
Solanum melongena	FooDB	FooDB
Solanum quitoense	FooDB	FooDB
Solanum tuberosum	FooDB	FooDB
Sorbus aucuparia	FooDB	FooDB
Sorghum bicolor	FooDB	FooDB
Spinacia oleracea	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB
Syzygium aromaticum	FooDB	FooDB
Syzygium cumini	FooDB	FooDB
Syzygium jambos	FooDB	FooDB
Tamarindus indica	FooDB	FooDB
Taraxacum officinale	FooDB	FooDB
Tetragonia tetragonioides	FooDB	FooDB
Thelesperma	FooDB	FooDB
Thymus pulegioides	FooDB	FooDB
Thymus vulgaris	FooDB	FooDB
Tilia cordata	FooDB	FooDB
Tilia L.	FooDB	FooDB
Tragopogon porrifolius	FooDB	FooDB
Trigonella foenum-graecum	FooDB	FooDB
Triticum	FooDB	FooDB
Triticum aestivum	FooDB	FooDB
Triticum durum	FooDB	FooDB
Triticum spelta	FooDB	FooDB
Triticum turanicum	FooDB	FooDB
Typha angustifolia	FooDB	FooDB
Vaccinium	FooDB	FooDB
Vaccinium angustifolium	FooDB	FooDB
Vaccinium angustifolium X Vaccinium corymbosum	FooDB	FooDB
Vaccinium arboreum	FooDB	FooDB
Vaccinium corymbosum	FooDB	FooDB
Vaccinium deliciosum	FooDB	FooDB
Vaccinium elliottii	FooDB	FooDB
Vaccinium macrocarpon	FooDB	FooDB
Vaccinium myrtilloides	FooDB	FooDB
Vaccinium myrtillus	FooDB	FooDB
Vaccinium ovalifolium	FooDB	FooDB
Vaccinium ovatum	FooDB	FooDB
Vaccinium oxycoccos	FooDB	FooDB
Vaccinium parvifolium	FooDB	FooDB
Vaccinium reticulatum	FooDB	FooDB
Vaccinium stamineum	FooDB	FooDB
Vaccinium uliginosum	FooDB	FooDB
Vaccinium vitis-idaea	FooDB	FooDB
Valerianella locusta	FooDB	FooDB
Vanilla	FooDB	FooDB
Verbena officinalis	FooDB	FooDB
Viburnum edule	FooDB	FooDB
Vicia faba	FooDB	FooDB
Vigna aconitifolia	FooDB	FooDB
Vigna angularis	FooDB	FooDB
Vigna mungo	FooDB	FooDB
Vigna radiata	FooDB	FooDB
Vigna umbellata	FooDB	FooDB
Vigna unguiculata	FooDB	FooDB
Vigna unguiculata ssp. cylindrica	FooDB	FooDB
Vigna unguiculata ssp. unguiculata	FooDB	FooDB
Vigna unguiculata var. sesquipedalis	FooDB	FooDB
Vitis	FooDB	FooDB
Vitis aestivalis	FooDB	FooDB
Vitis labrusca	FooDB	FooDB
Vitis rotundifolia	FooDB	FooDB
Vitis vinifera L.	FooDB	FooDB
Xanthosoma sagittifolium	FooDB	FooDB
Zea mays L.	FooDB	FooDB
Zingiber officinale	FooDB	FooDB
Zizania	FooDB	FooDB
Zizania aquatica	FooDB	FooDB
Ziziphus zizyphus	FooDB	FooDB

Species Where Detected

Species Name	Source	Reference
Escherichia coli	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

(5'->5')-dinucleotides

Sub Class

Not Available

Direct Parent

(5'->5')-dinucleotides

Alternative Parents

Substituents

(5'->5')-dinucleotide
Purine nucleotide sugar
Purine ribonucleoside diphosphate
Purine ribonucleoside monophosphate
Nicotinamide-nucleotide
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
N-substituted nicotinamide
Organic pyrophosphate
Imidazopyrimidine
Purine
Monoalkyl phosphate
Dihydropyridine
Aminopyrimidine
Pyrimidine
Imidolactam
Monosaccharide
N-substituted imidazole
Alkyl phosphate
Phosphoric acid ester
Hydropyridine
Organic phosphoric acid derivative
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Vinylogous amide
Azole
Amino acid or derivatives
Primary carboxylic acid amide
Secondary alcohol
Carboxamide group
Organoheterocyclic compound
Enamine
Azacycle
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Alcohol
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Primary amine
Amine
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

NAD (CHEBI:16908 )
NAD(P)H (CHEBI:16908 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	140.0 - 142.0 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	2.95 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-5.9	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	1.85	ChemAxon
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	317.62 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	143 m³·mol⁻¹	ChemAxon
Polarizability	57.65 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0001487

DrugBank ID

DB00157

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Nicotinamide_adenine_dinucleotide

METLIN ID

3687

PubChem Compound

439153

PDB ID

Not Available

ChEBI ID

16908

Good Scents ID

Not Available

References

General References

Krotz F, Sohn HY, Gloe T, Zahler S, Riexinger T, Schiele TM, Becker BF, Theisen K, Klauss V, Pohl U: NAD(P)H oxidase-dependent platelet superoxide anion release increases platelet recruitment. Blood. 2002 Aug 1;100(3):917-24. [PubMed:12130503 ]
Yamamoto T, Moriwaki Y, Takahashi S, Suda M, Higashino K: Ethanol as a xanthine dehydrogenase inhibitor. Metabolism. 1995 Jun;44(6):779-85. [PubMed:7783663 ]
Nadlinger K, Westerthaler W, Storga-Tomic D, Birkmayer JG: Extracellular metabolisation of NADH by blood cells correlates with intracellular ATP levels. Biochim Biophys Acta. 2002 Nov 14;1573(2):177-82. [PubMed:12399028 ]
Saada A, Bar-Meir M, Belaiche C, Miller C, Elpeleg O: Evaluation of enzymatic assays and compounds affecting ATP production in mitochondrial respiratory chain complex I deficiency. Anal Biochem. 2004 Dec 1;335(1):66-72. [PubMed:15519572 ]
Heiman-Patterson TD, Argov Z, Chavin JM, Kalman B, Alder H, DiMauro S, Bank W, Tahmoush AJ: Biochemical and genetic studies in a family with mitochondrial myopathy. Muscle Nerve. 1997 Oct;20(10):1219-24. [PubMed:9324076 ]
Mintun MA, Vlassenko AG, Rundle MM, Raichle ME: Increased lactate/pyruvate ratio augments blood flow in physiologically activated human brain. Proc Natl Acad Sci U S A. 2004 Jan 13;101(2):659-64. Epub 2004 Jan 2. [PubMed:14704276 ]
Yeo SF, Zhang Y, Schafer D, Campbell S, Wong B: A rapid, automated enzymatic fluorometric assay for determination of D-arabinitol in serum. J Clin Microbiol. 2000 Apr;38(4):1439-43. [PubMed:10747122 ]
Uppal A, Ghosh N, Datta A, Gupta PK: Fluorimetric estimation of the concentration of NADH from human blood samples. Biotechnol Appl Biochem. 2005 Feb;41(Pt 1):43-7. [PubMed:15035655 ]
Yamamoto T, Moriwaki Y, Takahashi S, Suda M, Higashino K: Xylitol-induced increase in the concentration of oxypurines and its mechanism. Int J Clin Pharmacol Ther. 1995 Jun;33(6):360-5. [PubMed:7582389 ]
Helge JW, Fraser AM, Kriketos AD, Jenkins AB, Calvert GD, Ayre KJ, Storlien LH: Interrelationships between muscle fibre type, substrate oxidation and body fat. Int J Obes Relat Metab Disord. 1999 Sep;23(9):986-91. [PubMed:10490806 ]
Fulco M, Schiltz RL, Iezzi S, King MT, Zhao P, Kashiwaya Y, Hoffman E, Veech RL, Sartorelli V: Sir2 regulates skeletal muscle differentiation as a potential sensor of the redox state. Mol Cell. 2003 Jul;12(1):51-62. [PubMed:12887892 ]
Li D, Gan Y, Wientjes MG, Badalament RA, Au JL: Distribution of DT-diaphorase and reduced nicotinamide adenine dinucleotide phosphate: cytochrome p450 oxidoreductase in bladder tissues and tumors. J Urol. 2001 Dec;166(6):2500-5. [PubMed:11696818 ]
Desir G, Bratusch-Marrain P, DeFronzo RA: Effect of hyperketonemia on renal ammonia excretion in man. Metabolism. 1986 Aug;35(8):736-43. [PubMed:3736414 ]
Odland LM, Heigenhauser GJ, Spriet LL: Effects of high fat provision on muscle PDH activation and malonyl-CoA content in moderate exercise. J Appl Physiol (1985). 2000 Dec;89(6):2352-8. [PubMed:11090589 ]
Rani K, Garg P, Pundir CS: Measurement of bile acid in serum and bile with arylamine-glass-bound 3alpha-hydroxysteroid dehydrogenase and diaphorase. Anal Biochem. 2004 Sep 1;332(1):32-7. [PubMed:15301946 ]
Nomura H, Koike F, Tsuruta Y, Iwaki A, Iwaki T: Autopsy case of autosomal recessive hereditary spastic paraplegia with reference to the muscular pathology. Neuropathology. 2001 Sep;21(3):212-7. [PubMed:11666018 ]
Orallo F, Alvarez E, Camina M, Leiro JM, Gomez E, Fernandez P: The possible implication of trans-Resveratrol in the cardioprotective effects of long-term moderate wine consumption. Mol Pharmacol. 2002 Feb;61(2):294-302. [PubMed:11809853 ]
Jawed S, Stevens CR, Harrison R, Blake DR: Elevated circulating plasma NADH oxidising activity of xanthine oxidoreductase in plasma. Biochem Soc Trans. 1997 Aug;25(3):531S. [PubMed:9388747 ]
Harbord MG, Hwang PA, Robinson BH, Becker LE, Hunjan A, Murphy EG: Infant-onset progressive myoclonus epilepsy. J Child Neurol. 1991 Apr;6(2):134-42. [PubMed:1904460 ]
Mayevsky A, Meilin S, Manor T, Ornstein E, Zarchin N, Sonn J: Multiparametric monitoring of brain oxygen balance under experimental and clinical conditions. Neurol Res. 1998;20 Suppl 1:S76-80. [PubMed:9584930 ]
Biellmann JF, Lapinte C, Haid E, Weimann G: Structure of lactate dehydrogenase inhibitor generated from coenzyme. Biochemistry. 1979 Apr 3;18(7):1212-7. [PubMed:218616 ]
Lin SJ, Guarente L: Nicotinamide adenine dinucleotide, a metabolic regulator of transcription, longevity and disease. Curr Opin Cell Biol. 2003 Apr;15(2):241-6. [PubMed:12648681 ]
Belenky P, Bogan KL, Brenner C: NAD+ metabolism in health and disease. Trends Biochem Sci. 2007 Jan;32(1):12-9. Epub 2006 Dec 11. [PubMed:17161604 ]
Pollak N, Dolle C, Ziegler M: The power to reduce: pyridine nucleotides--small molecules with a multitude of functions. Biochem J. 2007 Mar 1;402(2):205-18. [PubMed:17295611 ]
Khan JA, Forouhar F, Tao X, Tong L: Nicotinamide adenine dinucleotide metabolism as an attractive target for drug discovery. Expert Opin Ther Targets. 2007 May;11(5):695-705. [PubMed:17465726 ]
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Showing NP-Card for NADH (NP0000876)

MOL for NP0000876 (NADH)

3D MOL for NP0000876 (NADH)

3D SDF for NP0000876 (NADH)

3D-SDF for NP0000876 (NADH)

PDB for NP0000876 (NADH)

3D PDB for NP0000876 (NADH)

SMILES for NP0000876 (NADH)

INCHI for NP0000876 (NADH)

Structure for NP0000876 (NADH)

3D Structure for NP0000876 (NADH)