Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (7) Show 7 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:47:20 UTC

HMDB ID

HMDB0001179

Secondary Accession Numbers

HMDB01179

Metabolite Identification

Common Name

Nicotinic acid adenine dinucleotide

Description

Nicotinic acid adenine dinucleotide, also known as deamido-NAD or NAAD, 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. NAAD is possibly soluble (in water) and a strong basic compound (based on its pKa). NAAD exists in all living species, ranging from bacteria to humans. L-Glutamine and NAAD can be converted into L-glutamic acid and NAD; which is catalyzed by the enzyme glutamine-dependent nad(+) synthetase. In humans, NAAD is involved in the nicotinate and nicotinamide metabolism pathway. NAAD is also involved in the metabolic disorder called succinic semialdehyde dehydrogenase deficiency. Outside of the human body, NAAD has been detected, but not quantified in, several different foods, such as japanese walnuts, cauliflowers, sparkleberries, komatsuna, and macadamia nut (m. tetraphylla). This could make NAAD a potential biomarker for the consumption of these foods. NAAD is the product of the degradation of Nicotinic acid adenine dinucleotide phosphate (NAADP) by a Ca2+-sensitive phosphatase. NAADP is a Ca2+-mobilizing second messenger which is synthesized, in response to extracellular stimuli, via the base-exchange reaction by an ADP-ribosyl cyclase (ARC) family members (such as CD38). NAADP binds to and opens Ca2+ channels on intracellular organelles, thereby increasing the intracellular Ca2+ concentration which, in turn, modulates a variety of cellular processes. Structurally, NAADP it is a dinucleotide that only differs from the house-keeping enzyme cofactor, NADP, by a hydroxyl group (replacing the nicotinamide amino group) and yet this minor modification converts it into the most potent Ca2+-mobilizing second messenger yet described. NAADP may also be broken down to 2-phosphoadenosine diphosphoribose (ADPRP) by CD38 or reduced to NAADPH.

Structure

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


  Mrv1652305132017222D          

 44 48  0  0  0  0            999 V2000
10014.994110017.4800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10016.785710017.4718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.294010019.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10018.009410018.9212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10018.724810019.3353    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10019.448510018.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10018.312810020.0511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.138910020.0511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10020.161010019.3475    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10020.877710018.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.750010020.0635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10020.576110020.0635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10021.592310019.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.071310017.4862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10023.864110017.4943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10026.513910018.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10027.230610019.3599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10026.513910018.1217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10022.974410019.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10022.307010018.9440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10022.561910018.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10023.386910018.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10023.641810018.9440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10015.906210019.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.493710018.1455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10016.318710018.1455    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10016.573610018.9301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10025.790310020.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.075810020.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.361310020.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.361210019.3482    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
10025.075710018.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.790310019.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.858510020.0595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10013.218810019.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.411910019.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.156910018.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10012.708810018.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.516010018.2188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10013.770810019.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.524510019.3389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10014.438410020.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.631410020.3311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10015.238910018.9263    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  7  2  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  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
 26  2  1  1  0  0  0
 27  3  1  6  0  0  0
 20 13  1  1  0  0  0
 21 14  1  6  0  0  0
 22 15  1  6  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 32 33  2  0  0  0  0
 33 28  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 23 31  1  1  0  0  0
 33 16  1  0  0  0  0
 35 36  2  0  0  0  0
 40 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 36 34  1  0  0  0  0
 42 43  2  0  0  0  0
 35 43  1  0  0  0  0
 41 42  1  0  0  0  0
 40 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
M  CHG  1  31   1
M  END

HMDB0001179
     RDKit          3D
Nicotinic acid adenine dinucleotide
 71 75  0  0  0  0  0  0  0  0999 V2000
   10.2915    1.3659    2.3480 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0615    0.8421    1.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7455   -0.4431    2.0936 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6328   -1.0198    1.6037 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8289   -0.2766    0.8410 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0439    0.9773    0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1862    1.5696    1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1949    2.8234    0.6040 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0753    3.0090   -0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3515    1.8796   -0.2330 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2154    1.5119   -1.0546 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0321    1.2378   -0.5342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8557   -0.1822   -0.5885 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1810   -0.5030    0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104   -0.3873    0.4225 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844    0.8908    1.0191 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.0956    0.5960    2.1540 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8116    2.3098    1.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947    1.0939   -0.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0685   -0.2810   -0.1142 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.0876    0.1527    0.9996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0743   -1.4913    0.5853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9451   -0.9277   -1.3947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2743   -0.4011   -1.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7958   -1.4539   -0.1404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7134   -0.7392    0.6143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8744   -1.4103    0.7045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9763   -0.4607    0.4887 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.1957   -0.8703    0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2868   -0.0482    0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0837    1.1870    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8081    1.5855   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6376    2.8928   -0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5181    3.3248   -1.1817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7568    3.7013   -1.1149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7525    0.7411   -0.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9346   -2.4114   -0.4151 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5498   -3.5483    0.0200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4489   -2.6433   -0.6956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0977   -3.7619    0.1367 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8715   -0.8230   -1.3174 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3588   -1.4726   -2.5177 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6877    0.3243   -1.9283 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3933    0.5618   -3.2450 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3651    2.2069    2.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2136    0.8547    2.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3486   -2.0349    1.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8090    3.9418   -0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0990    2.3646   -1.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8980   -0.2389   -1.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3780    0.2259    1.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3881   -1.5173    1.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6795    2.8388    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150   -2.1729   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7837   -0.4789   -2.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1283    0.5796   -0.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9737   -1.7998    0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9449   -1.8704    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2951   -1.8737    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2614   -0.3993    0.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9238    1.8723   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4103    3.8320   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7732    1.0589   -0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3958   -1.9488   -1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9527   -4.2650    0.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2268   -2.8730   -1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2836   -3.4025    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4925   -1.5960   -0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8566   -2.3019   -2.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7549    0.1862   -1.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4210   -0.2105   -3.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 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  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 32 36  2  0
 27 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 13 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
  7  2  1  0
 43 11  1  0
 10  6  1  0
 39 25  1  0
 36 28  1  0
  1 45  1  0
  1 46  1  0
  4 47  1  0
  9 48  1  0
 11 49  1  6
 13 50  1  6
 14 51  1  0
 14 52  1  0
 18 53  1  0
 22 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  1
 27 58  1  1
 29 59  1  0
 30 60  1  0
 31 61  1  0
 35 62  1  0
 36 63  1  0
 37 64  1  6
 38 65  1  0
 39 66  1  6
 40 67  1  0
 41 68  1  1
 42 69  1  0
 43 70  1  6
 44 71  1  0
M  CHG  1  28   1
M  END


  Mrv1652305132017222D          

 44 48  0  0  0  0            999 V2000
10014.994110017.4800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10016.785710017.4718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.294010019.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10018.009410018.9212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10018.724810019.3353    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10019.448510018.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10018.312810020.0511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.138910020.0511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10020.161010019.3475    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10020.877710018.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.750010020.0635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10020.576110020.0635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10021.592310019.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.071310017.4862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10023.864110017.4943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10026.513910018.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10027.230610019.3599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10026.513910018.1217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10022.974410019.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10022.307010018.9440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10022.561910018.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10023.386910018.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10023.641810018.9440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10015.906210019.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.493710018.1455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10016.318710018.1455    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10016.573610018.9301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10025.790310020.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.075810020.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.361310020.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.361210019.3482    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
10025.075710018.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.790310019.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.858510020.0595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10013.218810019.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.411910019.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.156910018.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10012.708810018.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.516010018.2188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10013.770810019.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.524510019.3389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10014.438410020.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.631410020.3311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10015.238910018.9263    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  7  2  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  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
 26  2  1  1  0  0  0
 27  3  1  6  0  0  0
 20 13  1  1  0  0  0
 21 14  1  6  0  0  0
 22 15  1  6  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 32 33  2  0  0  0  0
 33 28  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 23 31  1  1  0  0  0
 33 16  1  0  0  0  0
 35 36  2  0  0  0  0
 40 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 36 34  1  0  0  0  0
 42 43  2  0  0  0  0
 35 43  1  0  0  0  0
 41 42  1  0  0  0  0
 40 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
M  CHG  1  31   1
M  END
> <DATABASE_ID>
HMDB0001179

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)[N+]4=CC=CC(=C4)C(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N6O15P2/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(31)14(29)11(41-20)6-39-44(36,37)42-43(34,35)38-5-10-13(28)15(30)19(40-10)26-3-1-2-9(4-26)21(32)33/h1-4,7-8,10-11,13-16,19-20,28-31H,5-6H2,(H4-,22,23,24,32,33,34,35,36,37)/p+1/t10-,11-,13-,14-,15-,16-,19-,20-/m1/s1

> <INCHI_KEY>
SENPVEZBRZQVST-HISDBWNOSA-O

> <FORMULA>
C21H27N6O15P2

> <MOLECULAR_WEIGHT>
665.4178

> <EXACT_MASS>
665.100962248

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
58.093266199583226

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2R,3R,4S,5R)-5-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-3-carboxy-1lambda5-pyridin-1-ylium

> <ALOGPS_LOGP>
-0.89

> <JCHEM_LOGP>
-9.090120671394176

> <ALOGPS_LOGS>
-2.57

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.67157044308834

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8026158196205277

> <JCHEM_PKA_STRONGEST_BASIC>
4.032732176587623

> <JCHEM_POLAR_SURFACE_AREA>
312.47

> <JCHEM_REFRACTIVITY>
140.17469999999992

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.88e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(2R,3R,4S,5R)-5-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carboxy-1lambda5-pyridin-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001179
     RDKit          3D
Nicotinic acid adenine dinucleotide
 71 75  0  0  0  0  0  0  0  0999 V2000
   10.2915    1.3659    2.3480 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0615    0.8421    1.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7455   -0.4431    2.0936 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6328   -1.0198    1.6037 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8289   -0.2766    0.8410 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0439    0.9773    0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1862    1.5696    1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1949    2.8234    0.6040 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0753    3.0090   -0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3515    1.8796   -0.2330 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2154    1.5119   -1.0546 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0321    1.2378   -0.5342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8557   -0.1822   -0.5885 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1810   -0.5030    0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104   -0.3873    0.4225 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844    0.8908    1.0191 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.0956    0.5960    2.1540 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8116    2.3098    1.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947    1.0939   -0.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0685   -0.2810   -0.1142 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.0876    0.1527    0.9996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0743   -1.4913    0.5853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9451   -0.9277   -1.3947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2743   -0.4011   -1.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7958   -1.4539   -0.1404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7134   -0.7392    0.6143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8744   -1.4103    0.7045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9763   -0.4607    0.4887 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.1957   -0.8703    0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2868   -0.0482    0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0837    1.1870    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8081    1.5855   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6376    2.8928   -0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5181    3.3248   -1.1817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7568    3.7013   -1.1149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7525    0.7411   -0.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9346   -2.4114   -0.4151 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5498   -3.5483    0.0200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4489   -2.6433   -0.6956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0977   -3.7619    0.1367 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8715   -0.8230   -1.3174 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3588   -1.4726   -2.5177 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6877    0.3243   -1.9283 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3933    0.5618   -3.2450 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3651    2.2069    2.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2136    0.8547    2.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3486   -2.0349    1.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8090    3.9418   -0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0990    2.3646   -1.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8980   -0.2389   -1.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3780    0.2259    1.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3881   -1.5173    1.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6795    2.8388    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150   -2.1729   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7837   -0.4789   -2.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1283    0.5796   -0.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9737   -1.7998    0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9449   -1.8704    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2951   -1.8737    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2614   -0.3993    0.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9238    1.8723   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4103    3.8320   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7732    1.0589   -0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3958   -1.9488   -1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9527   -4.2650    0.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2268   -2.8730   -1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2836   -3.4025    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4925   -1.5960   -0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8566   -2.3019   -2.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7549    0.1862   -1.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4210   -0.2105   -3.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 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  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 32 36  2  0
 27 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 13 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
  7  2  1  0
 43 11  1  0
 10  6  1  0
 39 25  1  0
 36 28  1  0
  1 45  1  0
  1 46  1  0
  4 47  1  0
  9 48  1  0
 11 49  1  6
 13 50  1  6
 14 51  1  0
 14 52  1  0
 18 53  1  0
 22 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  1
 27 58  1  1
 29 59  1  0
 30 60  1  0
 31 61  1  0
 35 62  1  0
 36 63  1  0
 37 64  1  6
 38 65  1  0
 39 66  1  6
 40 67  1  0
 41 68  1  1
 42 69  1  0
 43 70  1  6
 44 71  1  0
M  CHG  1  28   1
M  END

HEADER    PROTEIN                                 13-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-MAY-20         0                                  
HETATM    1  O   UNK     0    8694.6568699.296   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8698.0008699.281   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8698.9498702.759   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8700.2848701.986   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0    8701.6208702.759   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0    8702.9708702.013   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8700.8508704.095   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8702.3938704.095   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0    8704.3018702.782   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0    8705.6388702.013   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8703.5338704.118   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8705.0758704.118   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8706.9728702.782   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8707.8678699.307   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8711.2138699.323   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0    8716.1598702.036   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8717.4978702.805   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    8716.1598700.494   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0    8709.5528702.934   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8708.3068702.029   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8708.7828700.564   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8710.3228700.564   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8710.7988702.029   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0    8696.3588702.908   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0    8695.5888700.538   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8697.1288700.538   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8697.6048702.003   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8714.8088704.323   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8713.4758705.093   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8712.1418704.323   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0    8712.1418702.783   0.000  0.00  0.00           N+1
HETATM   32  C   UNK     0    8713.4758702.013   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8714.8088702.783   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0    8688.8038704.111   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0    8691.3428703.284   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0    8689.8368702.964   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0    8689.3608701.499   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0    8690.3908700.355   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0    8691.8968700.675   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0    8692.3728702.140   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0    8693.7798702.766   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0    8693.6188704.298   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0    8692.1128704.618   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0    8695.1138701.996   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    7    8                                             
CONECT    6    5    9                                                       
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9    6   10   11   12                                             
CONECT   10    9   13                                                       
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13   10   20                                                       
CONECT   14   21                                                            
CONECT   15   22                                                            
CONECT   16   17   18   33                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   20   23                                                       
CONECT   20   21   19   13                                                  
CONECT   21   20   22   14                                                  
CONECT   22   21   23   15                                                  
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   16                                                  
CONECT   34   36                                                            
CONECT   35   36   40   43                                                  
CONECT   36   35   37   34                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   35   39   41                                                  
CONECT   41   42   40   44                                                  
CONECT   42   43   41                                                       
CONECT   43   42   35                                                       
CONECT   44   41   25   24                                                  
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

COMPND    HMDB0001179
HETATM    1  N1  UNL     1      10.292   1.366   2.348  1.00  0.00           N  
HETATM    2  C1  UNL     1       9.061   0.842   1.847  1.00  0.00           C  
HETATM    3  N2  UNL     1       8.746  -0.443   2.094  1.00  0.00           N  
HETATM    4  C2  UNL     1       7.633  -1.020   1.604  1.00  0.00           C  
HETATM    5  N3  UNL     1       6.829  -0.277   0.841  1.00  0.00           N  
HETATM    6  C3  UNL     1       7.044   0.977   0.538  1.00  0.00           C  
HETATM    7  C4  UNL     1       8.186   1.570   1.048  1.00  0.00           C  
HETATM    8  N4  UNL     1       8.195   2.823   0.604  1.00  0.00           N  
HETATM    9  C5  UNL     1       7.075   3.009  -0.181  1.00  0.00           C  
HETATM   10  N5  UNL     1       6.352   1.880  -0.233  1.00  0.00           N  
HETATM   11  C6  UNL     1       5.215   1.512  -1.055  1.00  0.00           C  
HETATM   12  O1  UNL     1       4.032   1.238  -0.534  1.00  0.00           O  
HETATM   13  C7  UNL     1       3.856  -0.182  -0.589  1.00  0.00           C  
HETATM   14  C8  UNL     1       3.181  -0.503   0.700  1.00  0.00           C  
HETATM   15  O2  UNL     1       1.810  -0.387   0.422  1.00  0.00           O  
HETATM   16  P1  UNL     1       0.984   0.891   1.019  1.00  0.00           P  
HETATM   17  O3  UNL     1       0.096   0.596   2.154  1.00  0.00           O  
HETATM   18  O4  UNL     1       1.812   2.310   1.185  1.00  0.00           O  
HETATM   19  O5  UNL     1      -0.195   1.094  -0.373  1.00  0.00           O  
HETATM   20  P2  UNL     1      -1.068  -0.281  -0.114  1.00  0.00           P  
HETATM   21  O6  UNL     1      -2.088   0.153   1.000  1.00  0.00           O  
HETATM   22  O7  UNL     1      -0.074  -1.491   0.585  1.00  0.00           O  
HETATM   23  O8  UNL     1      -1.945  -0.928  -1.395  1.00  0.00           O  
HETATM   24  C9  UNL     1      -3.274  -0.401  -1.128  1.00  0.00           C  
HETATM   25  C10 UNL     1      -3.796  -1.454  -0.140  1.00  0.00           C  
HETATM   26  O9  UNL     1      -4.713  -0.739   0.614  1.00  0.00           O  
HETATM   27  C11 UNL     1      -5.874  -1.410   0.704  1.00  0.00           C  
HETATM   28  N6  UNL     1      -6.976  -0.461   0.489  1.00  0.00           N1+
HETATM   29  C12 UNL     1      -8.196  -0.870   0.846  1.00  0.00           C  
HETATM   30  C13 UNL     1      -9.287  -0.048   0.666  1.00  0.00           C  
HETATM   31  C14 UNL     1      -9.084   1.187   0.119  1.00  0.00           C  
HETATM   32  C15 UNL     1      -7.808   1.586  -0.244  1.00  0.00           C  
HETATM   33  C16 UNL     1      -7.638   2.893  -0.859  1.00  0.00           C  
HETATM   34  O10 UNL     1      -6.518   3.325  -1.182  1.00  0.00           O  
HETATM   35  O11 UNL     1      -8.757   3.701  -1.115  1.00  0.00           O  
HETATM   36  C17 UNL     1      -6.753   0.741  -0.050  1.00  0.00           C  
HETATM   37  C18 UNL     1      -5.935  -2.411  -0.415  1.00  0.00           C  
HETATM   38  O12 UNL     1      -6.550  -3.548   0.020  1.00  0.00           O  
HETATM   39  C19 UNL     1      -4.449  -2.643  -0.696  1.00  0.00           C  
HETATM   40  O13 UNL     1      -4.098  -3.762   0.137  1.00  0.00           O  
HETATM   41  C20 UNL     1       4.871  -0.823  -1.317  1.00  0.00           C  
HETATM   42  O14 UNL     1       4.359  -1.473  -2.518  1.00  0.00           O  
HETATM   43  C21 UNL     1       5.688   0.324  -1.928  1.00  0.00           C  
HETATM   44  O15 UNL     1       5.393   0.562  -3.245  1.00  0.00           O  
HETATM   45  H1  UNL     1      10.365   2.207   2.912  1.00  0.00           H  
HETATM   46  H2  UNL     1      11.214   0.855   2.105  1.00  0.00           H  
HETATM   47  H3  UNL     1       7.349  -2.035   1.791  1.00  0.00           H  
HETATM   48  H4  UNL     1       6.809   3.942  -0.683  1.00  0.00           H  
HETATM   49  H5  UNL     1       5.099   2.365  -1.785  1.00  0.00           H  
HETATM   50  H6  UNL     1       2.898  -0.239  -1.345  1.00  0.00           H  
HETATM   51  H7  UNL     1       3.378   0.226   1.520  1.00  0.00           H  
HETATM   52  H8  UNL     1       3.388  -1.517   1.031  1.00  0.00           H  
HETATM   53  H9  UNL     1       1.680   2.839   0.350  1.00  0.00           H  
HETATM   54  H10 UNL     1       0.015  -2.173  -0.137  1.00  0.00           H  
HETATM   55  H11 UNL     1      -3.784  -0.479  -2.103  1.00  0.00           H  
HETATM   56  H12 UNL     1      -3.128   0.580  -0.727  1.00  0.00           H  
HETATM   57  H13 UNL     1      -2.974  -1.800   0.521  1.00  0.00           H  
HETATM   58  H14 UNL     1      -5.945  -1.870   1.697  1.00  0.00           H  
HETATM   59  H15 UNL     1      -8.295  -1.874   1.267  1.00  0.00           H  
HETATM   60  H16 UNL     1     -10.261  -0.399   0.953  1.00  0.00           H  
HETATM   61  H17 UNL     1      -9.924   1.872  -0.028  1.00  0.00           H  
HETATM   62  H18 UNL     1      -9.410   3.832  -0.334  1.00  0.00           H  
HETATM   63  H19 UNL     1      -5.773   1.059  -0.316  1.00  0.00           H  
HETATM   64  H20 UNL     1      -6.396  -1.949  -1.319  1.00  0.00           H  
HETATM   65  H21 UNL     1      -5.953  -4.265   0.320  1.00  0.00           H  
HETATM   66  H22 UNL     1      -4.227  -2.873  -1.737  1.00  0.00           H  
HETATM   67  H23 UNL     1      -4.284  -3.402   1.064  1.00  0.00           H  
HETATM   68  H24 UNL     1       5.492  -1.596  -0.888  1.00  0.00           H  
HETATM   69  H25 UNL     1       4.857  -2.302  -2.700  1.00  0.00           H  
HETATM   70  H26 UNL     1       6.755   0.186  -1.725  1.00  0.00           H  
HETATM   71  H27 UNL     1       5.421  -0.211  -3.834  1.00  0.00           H  
CONECT    1    2   45   46
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   47
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   48
CONECT   10   11
CONECT   11   12   43   49
CONECT   12   13
CONECT   13   14   41   50
CONECT   14   15   51   52
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   53
CONECT   19   20
CONECT   20   21   21   22   23
CONECT   22   54
CONECT   23   24
CONECT   24   25   55   56
CONECT   25   26   39   57
CONECT   26   27
CONECT   27   28   37   58
CONECT   28   29   29   36
CONECT   29   30   59
CONECT   30   31   31   60
CONECT   31   32   61
CONECT   32   33   36   36
CONECT   33   34   34   35
CONECT   35   62
CONECT   36   63
CONECT   37   38   39   64
CONECT   38   65
CONECT   39   40   66
CONECT   40   67
CONECT   41   42   43   68
CONECT   42   69
CONECT   43   44   70
CONECT   44   71
END

HMDB0001179
     RDKit          3D
Nicotinic acid adenine dinucleotide
 71 75  0  0  0  0  0  0  0  0999 V2000
   10.2915    1.3659    2.3480 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0615    0.8421    1.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7455   -0.4431    2.0936 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6328   -1.0198    1.6037 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8289   -0.2766    0.8410 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0439    0.9773    0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1862    1.5696    1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1949    2.8234    0.6040 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0753    3.0090   -0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3515    1.8796   -0.2330 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2154    1.5119   -1.0546 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0321    1.2378   -0.5342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8557   -0.1822   -0.5885 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1810   -0.5030    0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104   -0.3873    0.4225 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844    0.8908    1.0191 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.0956    0.5960    2.1540 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8116    2.3098    1.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947    1.0939   -0.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0685   -0.2810   -0.1142 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.0876    0.1527    0.9996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0743   -1.4913    0.5853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9451   -0.9277   -1.3947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2743   -0.4011   -1.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7958   -1.4539   -0.1404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7134   -0.7392    0.6143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8744   -1.4103    0.7045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9763   -0.4607    0.4887 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.1957   -0.8703    0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2868   -0.0482    0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0837    1.1870    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8081    1.5855   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6376    2.8928   -0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5181    3.3248   -1.1817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7568    3.7013   -1.1149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7525    0.7411   -0.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9346   -2.4114   -0.4151 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5498   -3.5483    0.0200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4489   -2.6433   -0.6956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0977   -3.7619    0.1367 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8715   -0.8230   -1.3174 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3588   -1.4726   -2.5177 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6877    0.3243   -1.9283 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3933    0.5618   -3.2450 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3651    2.2069    2.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2136    0.8547    2.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3486   -2.0349    1.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8090    3.9418   -0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0990    2.3646   -1.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8980   -0.2389   -1.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3780    0.2259    1.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3881   -1.5173    1.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6795    2.8388    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150   -2.1729   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7837   -0.4789   -2.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1283    0.5796   -0.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9737   -1.7998    0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9449   -1.8704    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2951   -1.8737    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2614   -0.3993    0.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9238    1.8723   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4103    3.8320   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7732    1.0589   -0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3958   -1.9488   -1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9527   -4.2650    0.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2268   -2.8730   -1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2836   -3.4025    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4925   -1.5960   -0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8566   -2.3019   -2.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7549    0.1862   -1.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4210   -0.2105   -3.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 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  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 32 36  2  0
 27 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 13 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
  7  2  1  0
 43 11  1  0
 10  6  1  0
 39 25  1  0
 36 28  1  0
  1 45  1  0
  1 46  1  0
  4 47  1  0
  9 48  1  0
 11 49  1  6
 13 50  1  6
 14 51  1  0
 14 52  1  0
 18 53  1  0
 22 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  1
 27 58  1  1
 29 59  1  0
 30 60  1  0
 31 61  1  0
 35 62  1  0
 36 63  1  0
 37 64  1  6
 38 65  1  0
 39 66  1  6
 40 67  1  0
 41 68  1  1
 42 69  1  0
 43 70  1  6
 44 71  1  0
M  CHG  1  28   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Deamido-NAD	ChEBI
Deamido-nad+	ChEBI
Deamino-nad+	ChEBI
Nicotinate adenine dinucleotide	Generator
Deamidonicotinamide adenine dinucleoetide	HMDB
NAAD	HMDB
NaADN	HMDB
Adenine-nicotinic acid dinucleotide	HMDB
Deamidodiphosphopyridine nucleotide	HMDB
Desamido NAD	HMDB
Nicotinic acid-adenine dinucleotide	HMDB

Chemical Formula

C₂₁H₂₇N₆O₁₅P₂

Average Molecular Weight

665.4178

Monoisotopic Molecular Weight

665.100962248

IUPAC Name

1-[(2R,3R,4S,5R)-5-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-3-carboxy-1lambda5-pyridin-1-ylium

Traditional Name

1-[(2R,3R,4S,5R)-5-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carboxy-1lambda5-pyridin-1-ylium

CAS Registry Number

6450-77-7

SMILES

NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)[N+]4=CC=CC(=C4)C(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1

InChI Identifier

InChI=1S/C21H26N6O15P2/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(31)14(29)11(41-20)6-39-44(36,37)42-43(34,35)38-5-10-13(28)15(30)19(40-10)26-3-1-2-9(4-26)21(32)33/h1-4,7-8,10-11,13-16,19-20,28-31H,5-6H2,(H4-,22,23,24,32,33,34,35,36,37)/p+1/t10-,11-,13-,14-,15-,16-,19-,20-/m1/s1

InChI Key

SENPVEZBRZQVST-HISDBWNOSA-O

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
Nicotinic-acid-nucleotide
Pyridine nucleotide
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Purine
Pyridine carboxylic acid or derivatives
Pyridine carboxylic acid
Aminopyrimidine
Monoalkyl phosphate
Pyridinium
Pyridine
Organic phosphoric acid derivative
Alkyl phosphate
N-substituted imidazole
Pyrimidine
Imidolactam
Monosaccharide
Phosphoric acid ester
Tetrahydrofuran
Heteroaromatic compound
Azole
Imidazole
Vinylogous amide
Amino acid
Secondary alcohol
Amino acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Alcohol
Amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Primary amine
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

nicotinic acid dinucleotide (CHEBI:18304 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.88 g/L	ALOGPS
logP	-0.89	ALOGPS
logP	-9.1	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	1.8	ChemAxon
pKa (Strongest Basic)	4.03	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	312.47 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	140.17 m³·mol⁻¹	ChemAxon
Polarizability	58.09 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	231.275	32859911
AllCCS	[M-H]-	218.499	32859911
DeepCCS	[M+H]+	207.956	30932474
DeepCCS	[M-H]-	206.0	30932474
DeepCCS	[M-2H]-	239.605	30932474
DeepCCS	[M+Na]+	213.697	30932474
AllCCS	[M+H]+	231.3	32859911
AllCCS	[M+H-H2O]+	230.6	32859911
AllCCS	[M+NH4]+	231.9	32859911
AllCCS	[M+Na]+	232.0	32859911
AllCCS	[M-H]-	218.5	32859911
AllCCS	[M+Na-2H]-	219.9	32859911
AllCCS	[M+HCOO]-	221.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nicotinic acid adenine dinucleotide	NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)[N+]4=CC=CC(=C4)C(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1	5614.3	Standard polar	33892256
Nicotinic acid adenine dinucleotide	NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)[N+]4=CC=CC(=C4)C(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1	3424.9	Standard non polar	33892256
Nicotinic acid adenine dinucleotide	NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)[N+]4=CC=CC(=C4)C(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1	5560.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-1202903000-23becb537df72d0e35b9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nicotinic acid adenine dinucleotide GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nicotinic acid adenine dinucleotide 10V, Positive-QTOF	splash10-014i-0000009000-1ae9f4d0896b777b28c3	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nicotinic acid adenine dinucleotide 20V, Positive-QTOF	splash10-014j-0000009000-f1d50bdee2c40a519304	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nicotinic acid adenine dinucleotide 40V, Positive-QTOF	splash10-0006-9730204000-6e772ef6b1bb54fbe399	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nicotinic acid adenine dinucleotide 10V, Negative-QTOF	splash10-03di-0000009000-a61b90d48d56a74bb6c8	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nicotinic acid adenine dinucleotide 20V, Negative-QTOF	splash10-03xr-0100109000-b0e0147bb3637f905fd9	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nicotinic acid adenine dinucleotide 40V, Negative-QTOF	splash10-01rt-9300000000-05f34f8e6f2c28916f6d	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nicotinic acid adenine dinucleotide 10V, Positive-QTOF	splash10-00r6-0100095000-9ad8a85562aab6dafffd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nicotinic acid adenine dinucleotide 20V, Positive-QTOF	splash10-00y0-1520194000-13a500ab481c2f4044b7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nicotinic acid adenine dinucleotide 40V, Positive-QTOF	splash10-000i-2911100000-7a5df3987b07b40c3eba	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Mitochondria
Nucleus

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Nicotinate and nicotinamide metabolism	Not Available
Glutamate Metabolism
4-Hydroxybutyric Aciduria/Succinic Semialdehyde Dehydrogenase Deficiency		Not Available
Homocarnosinosis		Not Available
Hyperinsulinism-Hyperammonemia Syndrome		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB04099

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031057

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Not Available

METLIN ID

4234

PubChem Compound

165491

PDB ID

Not Available

ChEBI ID

18304

Food Biomarker Ontology

Not Available

VMH ID

DNAD

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Ectonucleotide pyrophosphatase/phosphodiesterase family member 1

General function:: Involved in catalytic activity
Specific function:: Involved primarily in ATP hydrolysis at the plasma membrane. Plays a role in regulating pyrophosphate levels, and functions in bone mineralization and soft tissue calcification. In vitro, has a broad specificity, hydrolyzing other nucleoside 5' triphosphates such as GTP, CTP, TTP and UTP to their corresponding monophosphates with release of pyrophosphate and diadenosine polyphosphates, and also 3',5'-cAMP to AMP. May also be involved in the regulation of the availability of nucleotide sugars in the endoplasmic reticulum and Golgi, and the regulation of purinergic signaling. Appears to modulate insulin sensitivity.
Gene Name:: ENPP1
Uniprot ID:: P22413
Molecular weight:: 104923.58

Reactions

Nicotinic acid adenine dinucleotide + Water → Adenosine monophosphate + Nicotinic acid mononucleotide	details

Enzyme Details

2. Ectonucleotide pyrophosphatase/phosphodiesterase family member 3

General function:: Involved in catalytic activity
Specific function:: Cleaves a variety of phosphodiester and phosphosulfate bonds including deoxynucleotides, nucleotide sugars, and NAD (By similarity).
Gene Name:: ENPP3
Uniprot ID:: O14638
Molecular weight:: 100123.54

Reactions

Nicotinic acid adenine dinucleotide + Water → Adenosine monophosphate + Nicotinic acid mononucleotide	details

Enzyme Details

3. Nicotinamide mononucleotide adenylyltransferase 1

General function:: Involved in nucleotidyltransferase activity
Specific function:: Catalyzes the formation of NAD(+) from nicotinamide mononucleotide (NMN) and ATP. Can also use the deamidated form; nicotinic acid mononucleotide (NaMN) as substrate with the same efficiency. Can use triazofurin monophosphate (TrMP) as substrate. Also catalyzes the reverse reaction, i.e. the pyrophosphorolytic cleavage of NAD(+). For the pyrophosphorolytic activity, prefers NAD(+) and NAAD as substrates and degrades NADH, nicotinic acid adenine dinucleotide phosphate (NHD) and nicotinamide guanine dinucleotide (NGD) less effectively. Fails to cleave phosphorylated dinucleotides NADP(+), NADPH and NAADP(+). Protects against axonal degeneration following mechanical or toxic insults.
Gene Name:: NMNAT1
Uniprot ID:: Q9HAN9
Molecular weight:: 31932.22

Reactions

Adenosine triphosphate + beta-nicotinate-D-ribonucleotide → Pyrophosphate + Nicotinic acid adenine dinucleotide	details
Adenosine triphosphate + Nicotinic acid mononucleotide → Pyrophosphate + Nicotinic acid adenine dinucleotide	details

Enzyme Details

4. Nicotinamide mononucleotide adenylyltransferase 3

General function:: Involved in nucleotidyltransferase activity
Specific function:: Catalyzes the formation of NAD(+) from nicotinamide mononucleotide (NMN) and ATP. Can also use the deamidated form; nicotinic acid mononucleotide (NaMN) as substrate with the same efficiency. Can use triazofurin monophosphate (TrMP) as substrate. Can also use GTP and ITP as nucleotide donors. Also catalyzes the reverse reaction, i.e. the pyrophosphorolytic cleavage of NAD(+). For the pyrophosphorolytic activity, can use NAD (+), NADH, NAAD, nicotinic acid adenine dinucleotide phosphate (NHD), nicotinamide guanine dinucleotide (NGD) as substrates. Fails to cleave phosphorylated dinucleotides NADP(+), NADPH and NAADP(+). Protects against axonal degeneration following injury.
Gene Name:: NMNAT3
Uniprot ID:: Q96T66
Molecular weight:: 18255.08

Reactions

Adenosine triphosphate + beta-nicotinate-D-ribonucleotide → Pyrophosphate + Nicotinic acid adenine dinucleotide	details
Adenosine triphosphate + Nicotinic acid mononucleotide → Pyrophosphate + Nicotinic acid adenine dinucleotide	details

Enzyme Details

5. Nicotinamide mononucleotide adenylyltransferase 2

General function:: Involved in nucleotidyltransferase activity
Specific function:: Catalyzes the formation of NAD(+) from nicotinamide mononucleotide (NMN) and ATP. Can also use the deamidated form; nicotinic acid mononucleotide (NaMN) as substrate but with a lower efficiency. Cannot use triazofurin monophosphate (TrMP) as substrate. Also catalyzes the reverse reaction, i.e. the pyrophosphorolytic cleavage of NAD(+). For the pyrophosphorolytic activity prefers NAD(+), NADH and NAAD as substrates and degrades nicotinic acid adenine dinucleotide phosphate (NHD) less effectively. Fails to cleave phosphorylated dinucleotides NADP(+), NADPH and NAADP(+).
Gene Name:: NMNAT2
Uniprot ID:: Q9BZQ4
Molecular weight:: 34438.38

Reactions

Adenosine triphosphate + beta-nicotinate-D-ribonucleotide → Pyrophosphate + Nicotinic acid adenine dinucleotide	details
Adenosine triphosphate + Nicotinic acid mononucleotide → Pyrophosphate + Nicotinic acid adenine dinucleotide	details

Enzyme Details

6. Glutamine-dependent NAD(+) synthetase

General function:: Involved in NAD+ synthase (glutamine-hydrolyzing) activity
Specific function:: Not Available
Gene Name:: NADSYN1
Uniprot ID:: Q6IA69
Molecular weight:: 79283.945

Reactions

Adenosine triphosphate + Nicotinic acid adenine dinucleotide + L-Glutamine + Water → Adenosine monophosphate + Pyrophosphate + NAD + L-Glutamic acid	details

Enzyme Details

7. Peroxisomal NADH pyrophosphatase NUDT12

General function:: Involved in hydrolase activity
Specific function:: Hydrolyzes NAD(P)H to NMNH and AMP (2',5'-ADP), and diadenosine diphosphate to AMP. Has also activity towards NAD(P)(+), ADP-ribose and diadenosine triphosphate. May act to regulate the concentration of peroxisomal nicotinamide nucleotide cofactors required for oxidative metabolism in this organelle.
Gene Name:: NUDT12
Uniprot ID:: Q9BQG2
Molecular weight:: 52075.475

Reactions

Nicotinic acid adenine dinucleotide + Water → Adenosine monophosphate + Nicotinic acid mononucleotide	details

Showing metabocard for Nicotinic acid adenine dinucleotide (HMDB0001179)

MOL for HMDB0001179 (Nicotinic acid adenine dinucleotide)

3D MOL for HMDB0001179 (Nicotinic acid adenine dinucleotide)

3D SDF for HMDB0001179 (Nicotinic acid adenine dinucleotide)

3D-SDF for HMDB0001179 (Nicotinic acid adenine dinucleotide)

PDB for HMDB0001179 (Nicotinic acid adenine dinucleotide)

3D PDB for HMDB0001179 (Nicotinic acid adenine dinucleotide)

SMILES for HMDB0001179 (Nicotinic acid adenine dinucleotide)

INCHI for HMDB0001179 (Nicotinic acid adenine dinucleotide)

Structure for HMDB0001179 (Nicotinic acid adenine dinucleotide)

3D Structure for HMDB0001179 (Nicotinic acid adenine dinucleotide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions

Reactions

Reactions

Reactions