MiMeDB: Showing metabocard for Adenosine (MMDBc0000015)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:24:50 UTC

Update Date

2022-08-30 23:02:39 UTC

Metabolite ID

MMDBc0000015

Metabolite Identification

Common Name

Adenosine

Description

Adenosine is a nucleoside that is composed of adenine and D-ribose. Adenosine or adenosine derivatives play many important biological roles in addition to being components of DNA and RNA. For instance, adenosine plays an important role in energy transfer as adenosine triphosphate (ATP) and adenosine diphosphate (ADP). It also plays a role in signal transduction as cyclic adenosine monophosphate (cAMP). Adenosine itself is both a neurotransmitter and potent vasodilator. When administered intravenously adenosine causes transient heart block in the AV node. Due to the effects of adenosine on AV node-dependent supraventricular tachycardia, adenosine is considered a class V antiarrhythmic agent. Overdoses of adenosine intake (as a drug) can lead to several side effects including chest pain, feeling faint, shortness of breath, and tingling of the senses. Serious side effects include a worsening dysrhythmia and low blood pressure. When present in sufficiently high levels, adenosine can act as an immunotoxin and a metabotoxin. An immunotoxin disrupts, limits the function, or destroys immune cells. A metabotoxin is an endogenous metabolite that causes adverse health effects at chronically high levels. Chronically high levels of adenosine are associated with adenosine deaminase deficiency. Adenosine is a precursor to deoxyadenosine, which is a precursor to dATP. A buildup of dATP in cells inhibits ribonucleotide reductase and prevents DNA synthesis, so cells are unable to divide. Since developing T cells and B cells are some of the most mitotically active cells, they are unable to divide and propagate to respond to immune challenges. High levels of deoxyadenosine also lead to an increase in S-adenosylhomocysteine, which is toxic to immature lymphocytes.

Structure

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

HMDB0000050
     RDKit          3D
Adenosine
 32 34  0  0  0  0  0  0  0  0999 V2000
    5.3560    0.3128    0.2063 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1979   -0.4958    0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3401   -1.7909    0.6423 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2304   -2.5542    0.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0079   -2.0397    0.4245 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8386   -0.7524    0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9637    0.0535   -0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5258    1.2626   -0.3911 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1791    1.1955   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7440   -0.0293   -0.2644 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040   -0.5758   -0.2832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3933   -0.0438   -1.2657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6176    0.2509   -0.7116 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4501    1.1799   -1.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6605    1.3766   -0.8312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2126    0.8535    0.6194 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2507    1.0003    1.4943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274   -0.2420    1.0531 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9814   -1.3277    1.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8874    0.3605   -0.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6972    0.8698    1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755   -3.6011    0.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5698    2.0279   -0.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5505   -1.6837   -0.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1695   -0.6774   -0.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9724    2.1567   -1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7257    0.6659   -2.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8363    0.5739   -0.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6051    1.7626    0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4194    1.9875    1.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5180    0.1167    1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6189   -2.1933    1.1867 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
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7  2  1  0
 18 11  1  0
 10  6  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  9 23  1  0
 11 24  1  6
 13 25  1  1
 14 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  6
 17 30  1  0
 18 31  1  1
 19 32  1  0
M  END

640
  Mrv1652309032023502D          

 19 21  0  0  1  0            999 V2000
    4.9010    0.6808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8071    1.0969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8647    2.5471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3238    1.6527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597   -0.3570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597   -1.6848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.1959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.6710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    1.0955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1159    0.4272    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1182    1.7621    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9025    1.5058    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5707    1.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3411   -1.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.4335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 13  1  0  0  0  0
 10  2  1  6  0  0  0
 12  3  1  6  0  0  0
  4 14  1  0  0  0  0
 11  5  1  1  0  0  0
  5 15  1  0  0  0  0
  5 16  1  0  0  0  0
  6 16  2  0  0  0  0
  6 17  1  0  0  0  0
  7 15  2  0  0  0  0
  7 19  1  0  0  0  0
  8 18  1  0  0  0  0
  8 19  2  0  0  0  0
  9 18  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000015

> <DATABASE_NAME>
MIME

> <SMILES>
NC1=C2N=CN([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C2=NC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1

> <INCHI_KEY>
OIRDTQYFTABQOQ-KQYNXXCUSA-N

> <FORMULA>
C10H13N5O4

> <MOLECULAR_WEIGHT>
267.2413

> <EXACT_MASS>
267.096753929

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
25.28306076008305

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

> <ALOGPS_LOGP>
-1.21

> <JCHEM_LOGP>
-2.0909638716666668

> <ALOGPS_LOGS>
-1.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.891216626641981

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.45400327595609

> <JCHEM_PKA_STRONGEST_BASIC>
3.921276940416587

> <JCHEM_POLAR_SURFACE_AREA>
139.54

> <JCHEM_REFRACTIVITY>
63.1956

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
adenosine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000050
     RDKit          3D
Adenosine
 32 34  0  0  0  0  0  0  0  0999 V2000
    5.3560    0.3128    0.2063 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1979   -0.4958    0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3401   -1.7909    0.6423 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2304   -2.5542    0.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0079   -2.0397    0.4245 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8386   -0.7524    0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9637    0.0535   -0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5258    1.2626   -0.3911 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1791    1.1955   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7440   -0.0293   -0.2644 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040   -0.5758   -0.2832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3933   -0.0438   -1.2657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6176    0.2509   -0.7116 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4501    1.1799   -1.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6605    1.3766   -0.8312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2126    0.8535    0.6194 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2507    1.0003    1.4943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274   -0.2420    1.0531 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9814   -1.3277    1.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8874    0.3605   -0.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6972    0.8698    1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755   -3.6011    0.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5698    2.0279   -0.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5505   -1.6837   -0.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1695   -0.6774   -0.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9724    2.1567   -1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7257    0.6659   -2.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8363    0.5739   -0.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6051    1.7626    0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4194    1.9875    1.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5180    0.1167    1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6189   -2.1933    1.1867 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
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7  2  1  0
 18 11  1  0
 10  6  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  9 23  1  0
 11 24  1  6
 13 25  1  1
 14 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  6
 17 30  1  0
 18 31  1  1
 19 32  1  0
M  END

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 640                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  O   UNK     0       9.149   1.271   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       5.240   2.048   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       7.214   4.755   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      11.804   3.085   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       7.205  -0.666   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       7.205  -3.145   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       4.414  -0.366   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       3.080  -2.676   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       4.414  -4.986   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       6.780   2.045   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.683   0.797   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.687   3.289   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.151   2.811   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.399   3.714   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.747  -1.136   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.103  -1.906   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.747  -2.676   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.414  -3.446   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.080  -1.136   0.000  0.00  0.00           C+0
CONECT    1   11   13                                                       
CONECT    2   10                                                            
CONECT    3   12                                                            
CONECT    4   14                                                            
CONECT    5   11   15   16                                                  
CONECT    6   16   17                                                       
CONECT    7   15   19                                                       
CONECT    8   18   19                                                       
CONECT    9   18                                                            
CONECT   10    2   11   12                                                  
CONECT   11    1    5   10                                                  
CONECT   12    3   10   13                                                  
CONECT   13    1   12   14                                                  
CONECT   14    4   13                                                       
CONECT   15    5    7   17                                                  
CONECT   16    5    6                                                       
CONECT   17    6   15   18                                                  
CONECT   18    8    9   17                                                  
CONECT   19    7    8                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0000050
HETATM    1  N1  UNL     1       5.356   0.313   0.206  1.00  0.00           N  
HETATM    2  C1  UNL     1       4.198  -0.496   0.280  1.00  0.00           C  
HETATM    3  N2  UNL     1       4.340  -1.791   0.642  1.00  0.00           N  
HETATM    4  C2  UNL     1       3.230  -2.554   0.710  1.00  0.00           C  
HETATM    5  N3  UNL     1       2.008  -2.040   0.424  1.00  0.00           N  
HETATM    6  C3  UNL     1       1.839  -0.752   0.061  1.00  0.00           C  
HETATM    7  C4  UNL     1       2.964   0.053  -0.016  1.00  0.00           C  
HETATM    8  N4  UNL     1       2.526   1.263  -0.391  1.00  0.00           N  
HETATM    9  C5  UNL     1       1.179   1.195  -0.537  1.00  0.00           C  
HETATM   10  N5  UNL     1       0.744  -0.029  -0.264  1.00  0.00           N  
HETATM   11  C6  UNL     1      -0.604  -0.576  -0.283  1.00  0.00           C  
HETATM   12  O1  UNL     1      -1.393  -0.044  -1.266  1.00  0.00           O  
HETATM   13  C7  UNL     1      -2.618   0.251  -0.712  1.00  0.00           C  
HETATM   14  C8  UNL     1      -3.450   1.180  -1.535  1.00  0.00           C  
HETATM   15  O2  UNL     1      -4.660   1.377  -0.831  1.00  0.00           O  
HETATM   16  C9  UNL     1      -2.213   0.854   0.619  1.00  0.00           C  
HETATM   17  O3  UNL     1      -3.251   1.000   1.494  1.00  0.00           O  
HETATM   18  C10 UNL     1      -1.227  -0.242   1.053  1.00  0.00           C  
HETATM   19  O4  UNL     1      -1.981  -1.328   1.454  1.00  0.00           O  
HETATM   20  H1  UNL     1       5.887   0.360  -0.675  1.00  0.00           H  
HETATM   21  H2  UNL     1       5.697   0.870   1.019  1.00  0.00           H  
HETATM   22  H3  UNL     1       3.275  -3.601   0.994  1.00  0.00           H  
HETATM   23  H4  UNL     1       0.570   2.028  -0.833  1.00  0.00           H  
HETATM   24  H5  UNL     1      -0.550  -1.684  -0.447  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.169  -0.677  -0.551  1.00  0.00           H  
HETATM   26  H7  UNL     1      -2.972   2.157  -1.727  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.726   0.666  -2.464  1.00  0.00           H  
HETATM   28  H9  UNL     1      -4.836   0.574  -0.270  1.00  0.00           H  
HETATM   29  H10 UNL     1      -1.605   1.763   0.470  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.419   1.987   1.593  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.518   0.117   1.793  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.619  -2.193   1.187  1.00  0.00           H  
CONECT    1    2   20   21
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   22
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   23
CONECT   10   11
CONECT   11   12   18   24
CONECT   12   13
CONECT   13   14   16   25
CONECT   14   15   26   27
CONECT   15   28
CONECT   16   17   18   29
CONECT   17   30
CONECT   18   19   31
CONECT   19   32
END

HMDB0000050
     RDKit          3D
Adenosine
 32 34  0  0  0  0  0  0  0  0999 V2000
    5.3560    0.3128    0.2063 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1979   -0.4958    0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3401   -1.7909    0.6423 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2304   -2.5542    0.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0079   -2.0397    0.4245 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8386   -0.7524    0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9637    0.0535   -0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5258    1.2626   -0.3911 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1791    1.1955   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7440   -0.0293   -0.2644 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040   -0.5758   -0.2832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3933   -0.0438   -1.2657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6176    0.2509   -0.7116 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4501    1.1799   -1.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6605    1.3766   -0.8312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2126    0.8535    0.6194 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2507    1.0003    1.4943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274   -0.2420    1.0531 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9814   -1.3277    1.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8874    0.3605   -0.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6972    0.8698    1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755   -3.6011    0.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5698    2.0279   -0.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5505   -1.6837   -0.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1695   -0.6774   -0.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9724    2.1567   -1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7257    0.6659   -2.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8363    0.5739   -0.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6051    1.7626    0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4194    1.9875    1.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5180    0.1167    1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6189   -2.1933    1.1867 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
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7  2  1  0
 18 11  1  0
 10  6  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  9 23  1  0
 11 24  1  6
 13 25  1  1
 14 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  6
 17 30  1  0
 18 31  1  1
 19 32  1  0
M  END

Synonyms

Value	Source
(2R,3R,4S,5R)-2-(6-Aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol	ChEBI
6-Amino-9-beta-D-ribofuranosyl-9H-purine	ChEBI
9-beta-D-Ribofuranosidoadenine	ChEBI
9-beta-D-Ribofuranosyl-9H-purin-6-amine	ChEBI
Ade-rib	ChEBI
Adenine deoxyribonucleoside	ChEBI
Adenocard	ChEBI
Adenocor	ChEBI
Adenoscan	ChEBI
Adenosin	ChEBI
Adenyldeoxyriboside	ChEBI
Ado	ChEBI
beta-D-Adenosine	ChEBI
Deoxyadenosine	ChEBI
Desoxyadenosine	ChEBI
6-Amino-9-b-D-ribofuranosyl-9H-purine	Generator
6-Amino-9-β-D-ribofuranosyl-9H-purine	Generator
9-b-D-Ribofuranosidoadenine	Generator
9-Β-D-ribofuranosidoadenine	Generator
9-b-D-Ribofuranosyl-9H-purin-6-amine	Generator
9-Β-D-ribofuranosyl-9H-purin-6-amine	Generator
b-D-Adenosine	Generator
Β-D-adenosine	Generator
1-(6-Amino-9H-purin-9-yl)-1-deoxy-beta-D-ribofuranose	HMDB
1-(6-Amino-9H-purin-9-yl)-1-deoxy-beta-delta-ribofuranose	HMDB
6-Amino-9beta-D-ribofuranosyl-9H-purine	HMDB
6-Amino-9beta-delta-ribofuranosyl-9H-purine	HMDB
9-beta-D-Arabinofuranosyladenine	HMDB
9-beta-D-Ribofuranosyladenine	HMDB
9-beta-delta-Arabinofuranosyladenine	HMDB
9-beta-delta-Ribofuranosidoadenine	HMDB
9-beta-delta-Ribofuranosyl-9H-purin-6-amine	HMDB
9-beta-delta-Ribofuranosyladenine	HMDB
9beta-D-Ribofuranosyl-9H-purin-6-amine	HMDB
9beta-D-Ribofuranosyladenine	HMDB
9beta-delta-Ribofuranosyl-9H-purin-6-amine	HMDB
9beta-delta-Ribofuranosyladenine	HMDB
Adenine nucleoside	HMDB
Adenine riboside	HMDB
Adenine-9beta-D-ribofuranoside	HMDB
Adenine-9beta-delta-ribofuranoside	HMDB
beta-Adenosine	HMDB
beta-delta-Adenosine	HMDB
Boniton	HMDB
Myocol	HMDB
Nucleocardyl	HMDB
Sandesin	HMDB

Molecular Formula

C₁₀H₁₃N₅O₄

Average Mass

267.2413

Monoisotopic Mass

267.096753929

IUPAC Name

(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

Traditional Name

adenosine

CAS Registry Number

58-61-7

SMILES

NC1=C2N=CN([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C2=NC=N1

InChI Identifier

InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1

InChI Key

OIRDTQYFTABQOQ-KQYNXXCUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Not Available

Direct Parent

Purine nucleosides

Alternative Parents

Substituents

Purine nucleoside
Glycosyl compound
N-glycosyl compound
6-aminopurine
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Monosaccharide
N-substituted imidazole
Pyrimidine
Imidolactam
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Azacycle
Oxacycle
Organic oxygen compound
Organic nitrogen compound
Alcohol
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Amine
Primary alcohol
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

adenosines (CHEBI:16335 )
Ribonucleosides (C00212 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	14 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-2.1	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	12.45	ChemAxon
pKa (Strongest Basic)	3.92	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	139.54 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	63.2 m³·mol⁻¹	ChemAxon
Polarizability	25.28 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (4 TMS)	splash10-0f7w-1890000000-5c70a5423faa5e8eceaf	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (4 TMS)	splash10-001v-0691000000-8f88854b7d5adec5c558	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-001s-0790000000-cc3bcd977e11efd4ea25	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (4 TMS)	splash10-00di-9460000000-3ae19bfaa5d2df72f9b1	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-0gc0-0590000000-05874cecded3009c1f4d	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (4 TMS)	splash10-0fsv-1792000000-b37fd6826f28aaf9e825	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0f7w-1890000000-5c70a5423faa5e8eceaf	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-001v-0691000000-8f88854b7d5adec5c558	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-001s-0790000000-cc3bcd977e11efd4ea25	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-9460000000-3ae19bfaa5d2df72f9b1	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0gc0-0590000000-05874cecded3009c1f4d	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0fsv-1792000000-b37fd6826f28aaf9e825	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4v-9560000000-986f3b1dfa5d898ed7a2	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-01c4-6912500000-ae103f43432726c1ad22	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-014r-0890000000-588861a9494ab4680698	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-000i-1900000000-dd7cbed8e76c6e783831	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000i-2900000000-c6644520b5943b59403d	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-014i-0090000000-3d4fd8ea211eaed10531	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000i-0900000000-cb58ec56a5faa09c9a02	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000i-0900000000-9559aa07ec13a688fb16	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000i-0900000000-f7c1371d8e1058df3a32	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-001i-0940000000-da71247788bf1ba222e2	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-001i-0920000000-f2e8ec028abdd674b5e3	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-001i-0910000000-815ed65588c07415cd65	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-001i-1910000000-2780e737da8848411c4f	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-053r-1900000000-c6c1128990661334c15b	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-014i-0090000000-106e7131507fadd4befb	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-000i-0910000000-1c53823486cd2c23f90e	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-000i-0900000000-f0313435db4847490fd6	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-000i-1900000000-dcd4c2972882dcd7535a	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-000i-2900000000-5ee474864189cef6df64	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive	splash10-000i-0900000000-17edf36faf6eb5750912	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive	splash10-000i-0900000000-0591143763a0bad31c23	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-014i-0290000000-f1d71a97ce39145c8e31	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positive	splash10-00kr-0950000000-9bbdbb14aed287ad5ac8	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-001i-0910000000-35f90965f1f3c2b3236b	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-000i-0900000000-f360cca994696d7ae735	2012-08-31	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0940000000-42bee9785f9b55b32eea	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-c8cda6a661ace060572c	2016-09-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)		2012-12-04	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, H₂O, experimental)		2012-12-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, experimental)		2021-10-10	View Spectrum
2D NMR	[¹H, ¹H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)		2012-12-04	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 400 MHz, H₂O, experimental)		2012-12-04	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Lysosome
Mitochondria

Biospecimen Locations

All Tissues
Blood
Breast Milk
Cellular Cytoplasm
Cerebrospinal Fluid (CSF)
Feces
Placenta
Saliva
Urine

Tissue Locations

All Tissues
Placenta

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191677	5'-nucleotidase	Unknown	P21589	Homo sapiens
MMDBp0191680	Cytosolic 5'-nucleotidase 1B	Unknown	Q96P26	Homo sapiens
MMDBp0191681	Cytosolic 5'-nucleotidase 1A	Unknown	Q9BXI3	Homo sapiens
MMDBp0191682	5'(3')-deoxyribonucleotidase, cytosolic type	Unknown	Q8TCD5	Homo sapiens
MMDBp0191683	Deoxycytidine kinase	Enzyme	P27707	Homo sapiens
MMDBp0191684	5'(3')-deoxyribonucleotidase, mitochondrial	Unknown	Q9NPB1	Homo sapiens
MMDBp0192281	Adenosine kinase	Unknown	P55263	Homo sapiens
MMDBp0192301	Putative adenosylhomocysteinase 3	Unknown	Q96HN2	Homo sapiens
MMDBp0192302	Adenosylhomocysteinase	Unknown	P23526	Homo sapiens
MMDBp0192303	Putative adenosylhomocysteinase 2	Unknown	O43865	Homo sapiens
MMDBp0192304	Adenosine deaminase	Enzyme	P00813	Homo sapiens
MMDBp0193184	Adenosine receptor A1	Enzyme	P30542	Homo sapiens
MMDBp0193186	Adenosine receptor A2a	Enzyme	P29274	Homo sapiens
MMDBp0193188	Adenosine receptor A3	Enzyme	P33765	Homo sapiens
MMDBp0193189	Adenosine receptor A2b	Enzyme	P29275	Homo sapiens
MMDBp0193860	Cytosolic 5'-nucleotidase 3	Enzyme	Q9H0P0	Homo sapiens
MMDBp0193884	Adenosine 3'-phospho 5'-phosphosulfate transporter 1	Enzyme	Q8TB61	Homo sapiens
MMDBp0193932	Cytosolic purine 5'-nucleotidase	Unknown	P49902	Homo sapiens
MMDBp0193933	Purine nucleoside phosphorylase	Enzyme	P00491	Homo sapiens
MMDBp0196349	Adenosine 3'-phospho 5'-phosphosulfate transporter 2	Unknown	Q9H1N7	Homo sapiens
MMDBp0196704	Adenosine deaminase CECR1	Unknown	Q9NZK5

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000079	3'-AMP	Adenosine	Acid phosphatase 2, lysosomal	3'-Nucleotidase (AMP), Lysosomal	VMH	30371894
MMDBr0000213	Adenosine	Inosine	Not Available	Adenosine Deaminase	VMH	12381379 15016824
MMDBr0000214	Adenosine	Inosine	Adenosine deaminase	Adenosine Deaminase, Extracellular	VMH	12381379 15016824
MMDBr0000224	Adenosine	ADP	Not Available	Adenosine Kinase, Mitochondrial	VMH	30371894
MMDBr0000225	Adenosine	Adenosine	Solute carrier family 29 (equilibrative nucleoside transporter), member 1	Adenosine Faciliated Transport in Cytosol	VMH	10722669 12838422
MMDBr0000226	Adenosine	Adenosine	Solute carrier family 28 (concentrative nucleoside transporter), member 1	Adenosine Transport (Na/Adn Symport)	VMH	12856181
MMDBr0000227	Adenosine	Adenosine	Solute carrier family 29 (equilibrative nucleoside transporter), member 3	Adenosine Faciliated Transport from Lysosome	VMH	12838422 15701636 2925670
MMDBr0000228	Adenosine	Adenosine	Solute carrier family 29 (equilibrative nucleoside transporter), member 1	Adenosine Faciliated Transport in Mitochondria	VMH	10722669 12838422 14607828
MMDBr0001795	Adenosine monophosphate	Adenosine	5', 3'-nucleotidase, cytosolic	5'-Nucleotidase (AMP), Extracellular	VMH	30371894
MMDBr0001796	Adenosine monophosphate	Adenosine	Acid phosphatase 2, lysosomal	5'-Nucleotidase (AMP), Lysosomal	VMH	30371894
MMDBr0002102	Water	Adenosine	Not Available	Se-Adenosylselenohomocysteine Hydrolase	VMH	30371894
MMDBr0002444	Adenosine monophosphate	Adenosine	5', 3'-nucleotidase, cytosolic	Adenosine 5-Monophosphate Phosphohydrolase	VMH	30371894
MMDBr0002724	Adenosine	Adenosine	Not Available	Facilitated Diffusion	VMH	1550832 8438778
MMDBr0005421	Adenosine	Adenosine monophosphate	Not Available	Adenosine Kinase	VMH	30371894
MMDBr0005422	Adenosine	Adenosine monophosphate	Not Available	Adenosine Kinase	VMH	30371894
MMDBr0005423	Adenosine	Adenosine	Solute carrier family 28 (concentrative nucleoside transporter), member 3	Adenosine Transport (1:2 Na/Adn Symport)	VMH	30371894
MMDBr0007046	Adenosine	Adenine	Not Available	Adenosine hydrolase	VMH	30371894
MMDBr0007247	Adenosine	Adenosine	Not Available	Adenosine Transport Cnt3	VMH	30371894
MMDBr0007553	Adenosine	Adenine	Not Available	Purine-Nucleoside Phosphorylase (Adenosine)	VMH	30371894
MMDBr0007641	Adenosine monophosphate	Adenosine	Not Available	5'-Nucleotidase (AMP)	VMH	30371894
MMDBr0007668	Adenosine	ADP	Not Available	Adenosine Kinase	VMH	30371894
MMDBr0008137	S-Adenosylhomocysteine	Adenosine	Not Available	Adenosylhomocysteinase	VMH	30371894
MMDBr0010997	Adenosine	Adenosine	Not Available	Adenosine transport in via proton symport	VMH	30371894
MMDBr0014041	Deoxyadenosine	ADP	Adenosine kinase	Phosphorylation	RHEA	34755880
MMDBr0014135	Water	Deoxyadenosine	Adenosylhomocysteinase	Reversible hydrolysis	RHEA	34755880
MMDBr0014449	Deoxyadenosine	Inosine	Adenosine deaminase	Deamination; Phosphorylation	RHEA	34755880
MMDBr0014450	Deoxyadenosine	Inosine	Adenosine deaminase	Deamination; Phosphorylation	RHEA	34755880
MMDBr0014708	Deoxyadenosine	Adenine	Purine nucleoside phosphorylase DeoD-type	Deamination; Phosphorylation	RHEA	34755880
MMDBr0014709	Deoxyadenosine	Adenine	Purine nucleoside phosphorylase aq_167	Deamination; Phosphorylation	RHEA	34755880
MMDBr0014749	3'-AMP	Deoxyadenosine	5'/3'-nucleotidase SurE	Hydrolysis of nucleotide	RHEA	34755880
MMDBr0014905	Adenosine monophosphate	Deoxyadenosine	5'/3'-nucleotidase SurE	Hydrolysis of nucleotide	RHEA	34755880
MMDBr0016215	Deoxyadenosine	1-tuberculosinyladenosine	Tuberculosinyl adenosine transferase	Transfer of adenosine	RHEA	34755880
MMDBr0016598	Deoxyadenosine	Adenosine monophosphate	Adenosine kinase	Phosphorylation	RHEA	34755880
MMDBr0016599	Deoxyadenosine	Adenosine monophosphate	Adenosine kinase	Phosphorylation	RHEA	34755880
MMDBr0017990	Water	Deoxyadenosine	S-adenosyl-L-methionine hydrolase (adenosine-forming)	Hydrolysis of bond	RHEA	34755880
MMDBr0017991	Water	Deoxyadenosine	S-adenosyl-L-methionine hydrolase (adenosine-forming)	Hydrolysis of bond	RHEA	34755880
MMDBr0019299	Adenine	Adenosine	Purine nucleoside phosphorylase DeoD-type	Phosphorylation	PathBank	31602464
MMDBr0019301	Adenosine	Inosine	Adenosine deaminase	Hydrolytic deamination	PathBank	31602464
MMDBr0019305	Adenosine	Adenine	Riboflavin synthase	Synthesis	PathBank	31602464
MMDBr0019315	Adenosine	Adenine	Purine nucleoside phosphorylase DeoD-type	Phosphorylation	PathBank	31602464
MMDBr0019348	Adenosine monophosphate	Adenosine	Alkaline phosphatase	Dephosphorylation	PathBank	31602464
MMDBr0019448	Water	Adenosine	Adenosylhomocysteinase	Reversible hydrolysis	PathBank	31602464
MMDBr0026013	Adenosine 3'-phosphate	Adenosine	5'/3'-nucleotidase SurE	Hydrolysis of nucleotide	RHEA	34755880
MMDBr0026022	Adenosine monophosphate	Adenosine	5'-nucleotidase SurE	Hydrolysis of nucleotide; Dephosphorylation	RHEA	34755880
MMDBr0026023	Cytidine monophosphate	Adenosine	5'-nucleotidase SurE	Hydrolysis of nucleotide; Dephosphorylation	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Adenylosuccinate lyase deficiency	Increased	Association	Human Urine	HMDB	27504266
Alzheimer's disease		Association	Human Saliva	HMDB	23857558
Frontotemporal dementia		Association	Human Saliva	HMDB	23857558
Septic shock		Association	Human Blood	HMDB	17172976
Eosinophilic esophagitis		Association	Human Urine	HMDB	Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota	Apicomplexa	1		Microbial culture
Bacteria	Firmicutes	530	Human ; Human stool; Human feces; Human sputum; Human subgingival plaque; Human saliva; Human pleural fluid plaque; Pig ; Human urine; Human mucosa; Human supragingival plaque; Cattle	Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria	Proteobacteria	542	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; Rat ; Sheep ; River trout ; Cattle	Metabolic reconstruction
Bacteria	Actinobacteria	180	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva; Cattle	Metabolic reconstruction
Bacteria	Verrucomicrobia	2	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	241	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human supragingival plaque; Human subgingival plaque; Human gastric fluid; Human urine	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	6	Human feces; Human	Metabolic reconstruction
Archaea	Thaumarchaeota	2		Metabolic reconstruction
Bacteria	Fusobacteria	23	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	8		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	2	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	4	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	3	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	2		Metabolic reconstruction
Eukaryota/Fungi	Basidiomycota	1	Human feces
Eukaryota/Fungi	Ascomycota	5	Human feces; Human saliva	Unknown
Archaea/Archaea	Euryarchaeota	26		Metabolic reconstruction
Archaea/Archaea	Crenarchaeota	4		Metabolic reconstruction
Bacteria	Aquificae	1
Bacteria	Chlorobi	8
Bacteria	Cyanobacteria	17
Archaea	Euryarchaeota	1
Bacteria	Acidobacteria	1
Bacteria	nah	1
Bacteria	Thermotogae	1
Bacteria	Deinococcus-thermus	1
Bacteria/NULL	nah	1
Bacteria/NULL	Proteobacteria	1	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; Rat ; Sheep ; River trout ; Cattle	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal		Spirulina	FooDB	31437929
Animal		Lota lota	FooDB	31437929
Animal		Porphyra umbilicalis	FooDB	31437929
Animal		Chondrus crispus	FooDB	31437929
Animal		Laminaria	FooDB	31437929
Animal	Milk	Bos taurus	FooDB	31437929
Animal		Strombidae	FooDB	31437929
Animal		Haliotis	FooDB	31437929
Animal		Clupea harengus harengus	FooDB	31437929
Animal		Undaria pinnatifida	FooDB	31437929
Animal		Peprilus triacanthus	FooDB	31437929
Animal		Myoxocephalus	FooDB	31437929
Animal		Rhodophyta	FooDB	31437929
Animal		Eucheuma	FooDB	31437929
Animal		Saccharina japonica	FooDB	31437929
Food			FooDB	31437929
Food			FooDB	31437929
Food			FooDB	31437929
Plant		Momordica charantia	FooDB	31437929
Plant		Salvia elegans	FooDB	31437929
Plant		Mentha	FooDB	31437929
Plant		Mentha aquatica	FooDB	31437929
Plant		Pleurotus ostreatus	FooDB	31437929
Plant		Phaseolus coccineus	FooDB	31437929
Plant		Anthriscus cerefolium	FooDB	31437929
Plant		Colocasia esculenta	FooDB	31437929
Plant		Pachyrhizus erosus	FooDB	31437929
Plant		Capsicum annuum	FooDB	31437929
Plant		Vitis vinifera	FooDB	31437929
Plant		Cydonia oblonga	FooDB	31437929
Plant		Crocus sativus	FooDB	31437929
Plant		Lupinus albus	FooDB	31437929
Plant		Feijoa sellowiana	FooDB	31437929
Plant	Pericarp	Citrus limon	FooDB	31437929
Plant		Cinnamomum	FooDB	31437929
Plant		Cichorium endivia	FooDB	31437929
Plant		Ribes uva-crispa	FooDB	31437929
Plant		Elaeis	FooDB	31437929
Plant		Empetrum nigrum	FooDB	31437929
Plant		Myristica fragrans	FooDB	31437929
Plant		Myrica rubra	FooDB	31437929
Plant		Sagittaria latifolia	FooDB	31437929
Plant		Fagus	FooDB	31437929
Plant		Tilia tomentosa	FooDB	31437929
Plant		Salvia officinalis	FooDB	31437929
Plant		Solanum melongena	FooDB	31437929
Plant		Vaccinium	FooDB	31437929
Plant		Vaccinium angustifolium x vaccinium corymbosum	FooDB	31437929
Plant		Brassica oleracea var. italica	FooDB	31437929
Plant		Syzygium cumini	FooDB	31437929
Plant		Typha angustifolia	FooDB	31437929
Plant		Castanea sativa	FooDB	31437929
Plant		Lablab purpureus	FooDB	31437929
Plant		Rheum rhabarbarum	FooDB	31437929
Plant		Annona muricata	FooDB	31437929
Plant		Opuntia cochenillifera	FooDB	31437929
Plant		Angelica keiskei	FooDB	31437929
Plant		Cucurbita	FooDB	31437929
Plant		Tamarindus indica	FooDB	31437929
Plant		Hyssopus officinalis	FooDB	31437929
Plant		Valerianella locusta	FooDB	31437929
Plant		Vanilla	FooDB	31437929
Plant	Bulb	Allium sativum l. var. sativum	FooDB	31437929
Plant		Sambucus	FooDB	31437929
Plant		Cocos nucifera	FooDB	31437929
Plant		Cucurbita pepo var. cylindrica	FooDB	31437929
Plant		Sisymbrium	FooDB	31437929
Plant		Rubus spectabilis	FooDB	31437929
Plant		Borago officinalis	FooDB	31437929
Plant		Vaccinium vitis-idaea	FooDB	31437929
Plant		Scorzonera hispanica	FooDB	31437929
Plant		Pinus	FooDB	31437929
Plant		Olea europaea	FooDB	31437929
Plant		Physalis philadelphica var. immaculata	FooDB	31437929
Plant		Carya	FooDB	31437929
Plant		Vigna unguiculata ssp. sesquipedalis	FooDB	31437929
Plant		Psidium guajava	FooDB	31437929
Plant		Cantharellus cibarius	FooDB	31437929
Plant		Cuminum cyminum	FooDB	31437929
Plant		Ipomoea aquatica	FooDB	31437929
Plant		Manihot esculenta	FooDB	31437929
Plant		Opuntia macrorhiza	FooDB	31437929
Plant		Morus nigra	FooDB	31437929
Plant		Raphanus sativus	FooDB	31437929
Plant		Beta vulgaris ssp. cicla	FooDB	31437929
Plant		Illicium verum	FooDB	31437929
Plant			FooDB	31437929
Plant		Daucus carota	FooDB	31437929
Plant		Allium cepa	FooDB	31437929
Plant		Prunus dulcis	FooDB	31437929
Plant		Allium sativum	FooDB	31437929
Plant		Juglans ailanthifolia	FooDB	31437929
Plant		Vigna radiata	FooDB	31437929
Plant		Brassica oleracea l. var. capitata l. f. alba dc.	FooDB	31437929
Plant		Solanum tuberosum	FooDB	31437929
Plant		Pinus edulis	FooDB	31437929
Plant		Passiflora edulis	FooDB	31437929
Plant		Brassica ruvo	FooDB	31437929
Plant		Sinapis alba	FooDB	31437929
Plant		Auricularia auricula-judae	FooDB	31437929
Plant		Polygonum alpinum	FooDB	31437929
Plant		Fragaria x ananassa	FooDB	31437929
Plant		Apium graveolens var. secalinum	FooDB	31437929
Plant		Melissa officinalis	FooDB	31437929
Plant		Chamaemelum nobile	FooDB	31437929
Plant		Hippophae rhamnoides	FooDB	31437929
Plant		Rubus idaeus	FooDB	31437929
Plant		Musa x paradisiaca	FooDB	31437929
Plant		Pyrus communis	FooDB	31437929
Plant		Manilkara zapota	FooDB	31437929
Plant		Arachis hypogaea	FooDB	31437929
Plant		Sambucus nigra	FooDB	31437929
Plant		Abelmoschus esculentus	FooDB	31437929
Plant		Auricularia polytricha	FooDB	31437929
Plant		Rubus arcticus	FooDB	31437929
Plant		Moringa oleifera	FooDB	31437929
Plant		Vigna angularis	FooDB	31437929
Plant		Malus	FooDB	31437929
Plant		Laurus nobilis	FooDB	31437929
Plant		Solanum lycopersicum	FooDB	31437929
Plant	Flower	Solanum lycopersicum var. lycopersicum	FooDB	31437929
Plant		Corylus	FooDB	31437929
Plant		Juglans	FooDB	31437929
Plant		Cucurbita pepo var. clypeata	FooDB	31437929
Plant		Rumex articus	FooDB	31437929
Plant		Ribes aureum var. villosum	FooDB	31437929
Plant		Mentha spicata	FooDB	31437929
Plant		Pediomelum esculentum	FooDB	31437929
Plant		Chrysanthemum coronarium	FooDB	31437929
Plant		Eleocharis dulcis	FooDB	31437929
Plant		Attalea speciosa	FooDB	31437929
Plant	Sprout seedling	Glycine max	FooDB	31437929
Plant		Eruca vesicaria ssp. sativa	FooDB	31437929
Plant		Mangifera indica	FooDB	31437929
Plant		Brassica juncea	FooDB	31437929
Plant		Helianthus annuus	FooDB	31437929
Plant		Pimenta dioica	FooDB	31437929
Plant		Metroxylon sagu	FooDB	31437929
Plant	Fruit	Cucumis sativus	FooDB	31437929
Plant		Vaccinium corymbosum	FooDB	31437929
Plant		Camellia oleifera	FooDB	31437929
Plant		Ribes nigrum	FooDB	31437929
Plant		Vitis rotundifolia	FooDB	31437929
Plant		Petroselinum crispum	FooDB	31437929
Plant		Thymus vulgaris	FooDB	31437929
Plant		Morus	FooDB	31437929
Plant		Zingiber officinale	FooDB	31437929
Plant	Plant	Apium graveolens	FooDB	31437929
Plant		Hibiscus sabdariffa	FooDB	31437929
Plant		Vitis labrusca	FooDB	31437929
Plant		Origanum majorana	FooDB	31437929
Plant		Medicago sativa	FooDB	31437929
Plant		Canarium ovatum	FooDB	31437929
Plant		Benincasa hispida	FooDB	31437929
Plant		Actinidia chinensis	FooDB	31437929
Plant		Myrica	FooDB	31437929
Plant		Pisum sativum	FooDB	31437929
Plant		Cyathea	FooDB	31437929
Plant		Agaricus bisporus	FooDB	31437929
Plant		Cajanus cajan	FooDB	31437929
Plant		Vaccinium angustifolium	FooDB	31437929
Plant		Cynara scolymus	FooDB	31437929
Plant		Cucumis metuliferus	FooDB	31437929
Plant		Spinacia oleracea	FooDB	31437929
Plant		Carica papaya	FooDB	31437929
Plant		Nephelium lappaceum	FooDB	31437929
Plant		Vigna unguiculata	FooDB	31437929
Plant		Artemisia vulgaris	FooDB	31437929
Plant		Juglans cinerea	FooDB	31437929
Plant		Brassica oleracea var. gongylodes	FooDB	31437929
Plant		Psidium cattleianum	FooDB	31437929
Plant		Armoracia rusticana	FooDB	31437929
Plant		Cucurbita pepo var. cylindrica	FooDB	31437929
Plant		Vigna mungo	FooDB	31437929
Plant		Castanea mollissima	FooDB	31437929
Plant		Thelesperma	FooDB	31437929
Plant		Tetragonia tetragonioides	FooDB	31437929
Plant		Vaccinium elliottii	FooDB	31437929
Plant		Artocarpus altilis	FooDB	31437929
Plant		Brosimum alicastrum	FooDB	31437929
Plant		Phytolacca americana	FooDB	31437929
Plant		Arctium lappa	FooDB	31437929
Plant		Vaccinium macrocarpon	FooDB	31437929
Plant		Brassica oleracea var. gemmifera	FooDB	31437929
Plant		Foeniculum vulgare	FooDB	31437929
Plant		Prunus persica	FooDB	31437929
Plant		Levisticum officinale	FooDB	31437929
Plant		Corylus avellana	FooDB	31437929
Plant		Chamerion angustifolium	FooDB	31437929
Plant		Citrus x paradisi	FooDB	31437929
Plant		Rosmarinus officinalis	FooDB	31437929
Plant		Lentinus edodes	FooDB	31437929
Plant		Ziziphus zizyphus	FooDB	31437929
Plant		Pangium edule	FooDB	31437929
Plant		Malpighia emarginata	FooDB	31437929
Plant		Phoenix dactylifera	FooDB	31437929
Plant		Castanea crenata	FooDB	31437929
Plant		Physalis	FooDB	31437929
Plant		Lepidium sativum	FooDB	31437929
Plant		Matricaria recutita	FooDB	31437929
Plant		Hedysarum alpinum	FooDB	31437929
Plant		Quercus	FooDB	31437929
Plant		Prunus cerasus	FooDB	31437929
Plant		Litchi chinensis	FooDB	31437929
Plant		Grifola frondosa	FooDB	31437929
Plant		Helianthus tuberosus	FooDB	31437929
Plant		Cynara cardunculus	FooDB	31437929
Plant		Apium graveolens var. dulce	FooDB	31437929
Plant		Capsicum baccatum var. baccatum	FooDB	31437929
Plant		Dimocarpus longan	FooDB	31437929
Plant		Ficus carica	FooDB	31437929
Plant		Capsicum pubescens	FooDB	31437929
Plant			FooDB	31437929
Plant		Vigna aconitifolia	FooDB	31437929
Plant		Vitis aestivalis	FooDB	31437929
Plant		Trigonella foenum-graecum	FooDB	31437929
Plant		Xanthosoma sagittifolium	FooDB	31437929
Plant		Eugenia javanica	FooDB	31437929
Plant		Beta vulgaris var. rubra	FooDB	31437929
Plant		Brassica oleracea var. sabauda	FooDB	31437929
Plant		Juglans regia	FooDB	31437929
Plant		Pimpinella anisum	FooDB	31437929
Plant		Vaccinium stamineum	FooDB	31437929
Plant		Salvia hispanica	FooDB	31437929
Plant		Crateva religiosa	FooDB	31437929
Plant		Brassica napus	FooDB	31437929
Plant		Mentha arvensis	FooDB	31437929
Plant		Citrus aurantiifolia	FooDB	31437929
Plant		Byrsonima crassifolia	FooDB	31437929
Plant	Bulb	Allium cepa	FooDB	31437929
Plant		Brassica alboglabra	FooDB	31437929
Plant		Agave	FooDB	31437929
Plant		Mammea americana	FooDB	31437929
Plant		Grataegosorbus mitschurinii	FooDB	31437929
Plant		Solanum lycopersicum var. cerasiforme	FooDB	31437929
Plant		Artemisia dracunculus	FooDB	31437929
Plant		Asparagus officinalis	FooDB	31437929
Plant		Vitellaria paradoxa	FooDB	31437929
Plant		Basella alba	FooDB	31437929
Plant		Brassica oleracea var. viridis	FooDB	31437929
Plant		Allium	FooDB	31437929
Plant		Origanum x majoricum	FooDB	31437929
Plant		Eragrostis tef	FooDB	31437929
Plant		Annona squamosa	FooDB	31437929
Plant		Diospyros	FooDB	31437929
Plant		Lactuca sativa	FooDB	31437929
Plant		Amaranthus	FooDB	31437929
Plant		Pistacia vera	FooDB	31437929
Plant		Punica granatum	FooDB	31437929
Plant		Beta vulgaris	FooDB	31437929
Plant		Gossypium	FooDB	31437929
Plant			FooDB	31437929
Plant			FooDB	31437929
Plant		Vitis	FooDB	31437929
Plant		Citrus latifolia	FooDB	31437929
Plant		Ribes x nidigrolaria	FooDB	31437929
Plant		Rubus chamaemorus	FooDB	31437929
Plant		Eugenia uniflora	FooDB	31437929
Plant		Citrullus lanatus var. fistulosus	FooDB	31437929
Plant		Allium tuberosum	FooDB	31437929
Plant		Carya illinoinensis	FooDB	31437929
Plant		Lathyrus sativus	FooDB	31437929
Plant		Diospyros virginiana	FooDB	31437929
Plant		Psophocarpus tetragonolobus	FooDB	31437929
Plant		Tragopogon porrifolius	FooDB	31437929
Plant		Gaylussacia baccata	FooDB	31437929
Plant		Rumex	FooDB	31437929
Plant		Rubus x loganobaccus	FooDB	31437929
Plant		Brassica rapa var. chinensis	FooDB	31437929
Plant		Ribes rubrum	FooDB	31437929
Plant		Garcinia mangostana	FooDB	31437929
Plant		Sesbania bispinosa	FooDB	31437929
Plant		Portulaca oleracea	FooDB	31437929
Plant		Annona reticulata	FooDB	31437929
Plant		Allium ampeloprasum	FooDB	31437929
Plant		Cinnamomum aromaticum	FooDB	31437929
Plant		Ipomoea batatas	FooDB	31437929
Plant		Chenopodium album	FooDB	31437929
Plant		Elettaria cardamomum	FooDB	31437929
Plant		Amelanchier alnifolia	FooDB	31437929
Plant		Curcuma longa	FooDB	31437929
Plant		Cucurbita maxima	FooDB	31437929
Plant		Petasites japonicus	FooDB	31437929
Plant		Brassica oleracea	FooDB	31437929
Plant		Vaccinium myrtilloides	FooDB	31437929
Plant		Sechium edule	FooDB	31437929
Plant		Pastinaca sativa	FooDB	31437929
Plant		Taraxacum officinale	FooDB	31437929
Plant		Matteuccia struthiopteris	FooDB	31437929
Plant			FooDB	31437929
Plant		Malus pumila	FooDB	31437929
Plant		Allium ascalonicum	FooDB	31437929
Plant		Brassica oleracea var. conica	FooDB	31437929
Plant		Lactuca sativa l. var. longifolia	FooDB	31437929
Plant		Cinnamomum verum	FooDB	31437929
Plant		Dioscorea pentaphylla	FooDB	31437929
Plant		Tilia	FooDB	31437929
Plant		Lippia graveolens	FooDB	31437929
Plant		Prunus tomentosa	FooDB	31437929
Plant		Corchorus olitorius	FooDB	31437929
Plant		Vaccinium deliciosum	FooDB	31437929
Plant		Chenopodium quinoa	FooDB	31437929
Plant		Persea americana	FooDB	31437929
Plant		Brassica oleracea var. botrytis	FooDB	31437929
Plant		Maranta arundinacea	FooDB	31437929
Plant		Cichorium intybus	FooDB	31437929
Plant	Fruit	Cucumis melo	FooDB	31437929
Plant		Juglans nigra	FooDB	31437929
Plant		Nelumbo	FooDB	31437929
Plant		Macadamia tetraphylla	FooDB	31437929
Plant		Mentha x piperita	FooDB	31437929
Plant		Cucurbita moschata	FooDB	31437929
Plant		Ananas comosus	FooDB	31437929
Plant		Rosa	FooDB	31437929
Plant		Macadamia	FooDB	31437929
Plant		Apium graveolens var. rapaceum	FooDB	31437929
Plant		Papaver	FooDB	31437929
Plant		Prunus virginiana	FooDB	31437929
Plant		Sorbus aucuparia	FooDB	31437929
Plant		Capparis spinosa	FooDB	31437929
Plant		Carissa macrocarpa	FooDB	31437929
Plant		Brassica oleracea var. costata	FooDB	31437929
Plant		Capsicum annuum var. annuum	FooDB	31437929
Plant		Panax	FooDB	31437929
Plant		Ocimum basilicum	FooDB	31437929
Plant		Annona cherimola	FooDB	31437929
Plant		Brassica rapa var. pekinensis	FooDB	31437929
Plant		Satureja hortensis	FooDB	31437929
Plant		Brassica rapa	FooDB	31437929
Plant		Vigna umbellata	FooDB	31437929
Plant		Prunus	FooDB	31437929
Plant		Rubus occidentalis	FooDB	31437929
Plant		Allium fistulosum	FooDB	31437929
Plant		Capsicum	FooDB	31437929
Plant		Lupinus	FooDB	31437929
Plant		Sesamum orientale	FooDB	31437929
Plant		Lagenaria siceraria	FooDB	31437929
Plant		Tilia cordata	FooDB	31437929
Plant		Artocarpus heterophyllus	FooDB	31437929
Plant	Leaves	Verbena officinalis	FooDB	31437929
Plant		Phaseolus lunatus	FooDB	31437929
Plant		Ribes glandulosum	FooDB	31437929
Plant		Musa acuminata	FooDB	31437929
Plant		Cymbopogon citratus	FooDB	31437929
Plant		Luffa aegyptiaca	FooDB	31437929
Plant		Lens culinaris	FooDB	31437929
Plant		Vaccinium alaskaense	FooDB	31437929
Plant		Durio zibethinus	FooDB	31437929
Plant		Vaccinium oxycoccos	FooDB	31437929
Plant		Vigna unguiculata ssp. unguiculata	FooDB	31437929
Plant		Aloysia triphylla	FooDB	31437929
Plant		Phyllostachys edulis	FooDB	31437929
Plant		Vaccinium parvifolium	FooDB	31437929
Plant		Capsicum chinense	FooDB	31437929
Plant		Citrus sinensis	FooDB	31437929
Plant		Linum usitatissimum	FooDB	31437929
Plant		Citrullus lanatus	FooDB	31437929
Plant		Carum carvi	FooDB	31437929
Plant		Nelumbo nucifera	FooDB	31437929
Plant		Averrhoa carambola	FooDB	31437929
Plant		Allium schoenoprasum	FooDB	31437929
Plant		Bertholletia excelsa	FooDB	31437929
Plant		Prunus armeniaca	FooDB	31437929
Plant		Prunus domestica	FooDB	31437929
Plant		Vaccinium reticulatum	FooDB	31437929
Plant		Ceratonia siliqua	FooDB	31437929
Plant		Satureja montana	FooDB	31437929
Plant		Brassica rapa var. rapa	FooDB	31437929
Plant		Vaccinium arboreum	FooDB	31437929
Plant		Citrus reticulata	FooDB	31437929
Plant		Anethum graveolens	FooDB	31437929
Plant		Solanum quitoense	FooDB	31437929
Plant		Coriandrum sativum	FooDB	31437929
Plant		Origanum onites	FooDB	31437929
Plant		Carthamus tinctorius	FooDB	31437929
Plant		Oenothera biennis	FooDB	31437929
Plant		Perideridia oregana	FooDB	31437929
Plant		Prunus persica var. nucipersica	FooDB	31437929
Plant		Cicer arietinum	FooDB	31437929
Plant		Wasabia japonica	FooDB	31437929
Plant		Anacardium occidentale	FooDB	31437929
Plant		Brassica napus var. pabularia	FooDB	31437929
Plant		Vaccinium uliginosum	FooDB	31437929
Plant		Viburnum edule	FooDB	31437929
Plant		Virola surinamensis	FooDB	31437929
Plant		Eriobotrya japonica	FooDB	31437929
Plant		Diospyros kaki	FooDB	31437929
Plant			FooDB	31437929
Plant		Rumex acetosa	FooDB	31437929
Plant		Citrus japonica	FooDB	31437929
Plant		Raphanus sativus var. sativus	FooDB	31437929
Plant		Pyrus pyrifolia	FooDB	31437929
Plant		Theobroma cacao	FooDB	31437929
Plant		Prunus persica var. persica	FooDB	31437929
Plant		Vigna unguiculata ssp. cylindrica	FooDB	31437929
Plant		Theobroma grandiflorum	FooDB	31437929
Plant		Brassica oleracea var. capitata	FooDB	31437929
Plant		Vaccinium myrtillus	FooDB	31437929
Plant		Raphanus sativus var. niger	FooDB	31437929
Plant		Photinia melanocarpa	FooDB	31437929
Plant		Flammulina velutipes	FooDB	31437929
Plant		Syzygium aromaticum	FooDB	31437929
Plant		Pouteria sapota	FooDB	31437929
Plant		Rubus ursinus x idaeus	FooDB	31437929
Plant		Cirsium	FooDB	31437929
Plant		Prunus avium	FooDB	31437929
Plant		Ginkgo biloba	FooDB	31437929
Plant		Dysphania ambrosioides	FooDB	31437929
Plant		Opuntia	FooDB	31437929
Plant		Camellia sinensis	FooDB	31437929
Plant		Salix pulchra	FooDB	31437929
Plant		Phaseolus vulgaris	FooDB	31437929
Plant		Vicia faba	FooDB	31437929
Plant		Vaccinium ovatum	FooDB	31437929
Plant		Syzygium jambos	FooDB	31437929
Plant		Nuphar lutea	FooDB	31437929
Plant		Thymus pulegioides	FooDB	31437929
Plant		Piper nigrum	FooDB	31437929
Plant		Mespilus germanica	FooDB	31437929
Plant		Dioscorea	FooDB	31437929
Plant		Brassica rapa var. perviridis	FooDB	31437929
Plant		Daucus carota ssp. sativus	FooDB	31437929
Plant		Citrus maxima	FooDB	31437929
Plant		Origanum vulgare	FooDB	31437929
Plant		Castanea	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Urine	Detected and Quantified	7.1				umol/mmol creatinine	Adult (>18 years old)	Male	Adenosine kinase deficiency	HMDB	21963049
Human Urine	Detected and Quantified	9.9				umol/mmol creatinine	Adolescent (13-18 years old)	Female	Adenosine kinase deficiency	HMDB	21963049
Human Urine	Detected and Quantified			6.3	7.2	umol/mmol creatinine	Infant (0-1 year old)	Both	Adenylosuccinase deficiency	HMDB	27504266
Human Saliva	Detected and Quantified	0.40	0.20			uM	Adult (>18 years old)	Male	Alzheimer's disease	HMDB	23857558
Human Saliva	Detected and Quantified	0.48	0.32			uM	Adult (>18 years old)	Male	Frontotemporal lobe dementia	HMDB	23857558
Human Saliva	Detected and Quantified	0.30	0.08			uM	Adult (>18 years old)	Both	Lewy body disease	HMDB	23857558
Human Blood	Detected and Quantified	0.126	0.018			uM	Adult (>18 years old)	Both	Septic shock	HMDB	17172976
Human Urine	Detected and Quantified	0.17				umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	19309105
Human Urine	Detected and Quantified	0.2				umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	HMDB	30817767
Human Urine	Detected and Quantified	<2				umol/mmol creatinine	Not Specified	Not Specified	Normal	HMDB	21963049
Human Cerebrospinal fluid (csf)	Detected and Quantified			0	0.1	uM	Adult (>18 years old)	Both	Normal	HMDB	6656991
Human Urine	Detected and Quantified			0	3.8	umol/mmol creatinine	Infant (0-1 year old)	Not Specified	Normal	HMDB	27504266
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.01	0.002			uM	Adult (>18 years old)	Not Specified	Normal	HMDB	15028034
Human Blood	Detected and Quantified	0.0425	0.0029			uM	Adult (>18 years old)	Both	Normal	HMDB	17172976
Human Blood	Detected and Quantified	0.2		0.1	0.3	uM	Adult (>18 years old)	Both	Normal	HMDB	6656991
Human Blood	Detected and Quantified	0.285	0.060			uM	Adult (>18 years old)	Both	Normal	HMDB	6736187
Human Urine	Detected and Quantified	0.3.4				umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	HMDB	27504266
Human Saliva	Detected and Quantified	0.38	0.28			uM	Adult (>18 years old)	Female	Normal	HMDB	23857558
Human Urine	Detected and Quantified	0.50		0.09	0.92	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	15116424
Human Blood	Detected and Quantified	0.505	0.142			uM	Adult (>18 years old)	Both	Normal	HMDB	7056808
Human Cellular cytoplasm	Detected and Quantified	1.20		0.90	1.50	uM	Adult (>18 years old)	Both	Normal	HMDB	15882454
Human Urine	Detected and Quantified	1.4		0.9	2.3	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	24023812
Human Urine	Detected and Quantified	17.5	14.6			umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	HMDB	12927681
Human Breast milk	Detected and Quantified	2.96	5.88			uM	Adult (>18 years old)	Female	Normal	HMDB	7702711
Human Urine	Detected and Quantified	4.7	7.0			umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	HMDB	12927681
Human Blood	Detected and Quantified	5.66	1.71			uM	Adult (>18 years old)	Both	Normal	HMDB	7056808
Human Urine	Detected and Quantified	3.329	1.977			umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human Urine	Detected and Quantified	9.3	8.044			umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human Urine	Detected and Quantified			0	11	umol/mmol creatinine	Children (1 - 18 years old)	Both	Normal	HMDB	BC Children's Hospital Biochemical Genetics Lab
Human Blood	Detected and Quantified	0.31	0.29			uM	Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Saliva	Detected and Quantified	0.242	0.133			uM	Adult (>18 years old)	Female	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	0.306	0.156			uM	Adult (>18 years old)	Female	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	0.24	0.32			uM	Adult (>18 years old)	Both	Normal	HMDB	Zerihun T. Dame, Farid Aziat, Rupasri Mandal, Ram Krishnamurthy, Souhaila Bouatra, Shima Borzouie, An Chi Guo, Tanvir Sajed, Lu Deng, Hong Lin, Philip Liu, Edison Dong, David S. Wishart "The human saliva metabolome" Metabolomics (2015) DOI 10.1007/s11306-015-0840-5
Human All tissues	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	21330412
Human Feces	Detected but not Quantified						Infant (0-1 year old)	Both	Normal	HMDB	22411374
Human Feces	Detected but not Quantified						Children (6 - 18 years old)	Not Specified	Normal	HMDB	27609529
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0000050

DrugBank ID

DB00640

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

60961

PDB ID

Not Available

ChEBI ID

16335

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Skalhegg BS, Funderud A, Henanger HH, Hafte TT, Larsen AC, Kvissel AK, Eikvar S, Orstavik S: Protein kinase A (PKA)--a potential target for therapeutic intervention of dysfunctional immune cells. Curr Drug Targets. 2005 Sep;6(6):655-64. doi: 10.2174/1389450054863644. [PubMed:16178799 ]
Nakayama Y, Kinoshita A, Tomita M: Dynamic simulation of red blood cell metabolism and its application to the analysis of a pathological condition. Theor Biol Med Model. 2005 May 9;2:18. doi: 10.1186/1742-4682-2-18. [PubMed:15882454 ]
Lee SH, Jung BH, Kim SY, Chung BC: A rapid and sensitive method for quantitation of nucleosides in human urine using liquid chromatography/mass spectrometry with direct urine injection. Rapid Commun Mass Spectrom. 2004;18(9):973-7. doi: 10.1002/rcm.1400. [PubMed:15116424 ]
Maytin M, Colucci WS: Cardioprotection: a new paradigm in the management of acute heart failure syndromes. Am J Cardiol. 2005 Sep 19;96(6A):26G-31G. doi: 10.1016/j.amjcard.2005.07.018. [PubMed:16181820 ]
Dodge-Kafka KL, Soughayer J, Pare GC, Carlisle Michel JJ, Langeberg LK, Kapiloff MS, Scott JD: The protein kinase A anchoring protein mAKAP coordinates two integrated cAMP effector pathways. Nature. 2005 Sep 22;437(7058):574-8. doi: 10.1038/nature03966. [PubMed:16177794 ]
Gheorghiade M, Teerlink JR, Mebazaa A: Pharmacology of new agents for acute heart failure syndromes. Am J Cardiol. 2005 Sep 19;96(6A):68G-73G. doi: 10.1016/j.amjcard.2005.07.023. [PubMed:16181825 ]
Jansen RW, Kruijt JK, van Berkel TJ, Meijer DK: Coupling of the antiviral drug ara-AMP to lactosaminated albumin leads to specific uptake in rat and human hepatocytes. Hepatology. 1993 Jul;18(1):146-52. [PubMed:7686877 ]
Ballantyne PJ: Social context and outcomes for the ageing breast cancer patient: considerations for clinical practitioners. J Clin Nurs. 2004 Mar;13(3a):11-21. doi: 10.1111/j.1365-2702.2004.00921.x. [PubMed:15028034 ]
Yamamoto T, Moriwaki Y, Takahashi S, Fujita T, Tsutsumi Z, Yamakita J, Shimizu K, Shiota M, Ohta S, Higashino K: Determination of adenosine and deoxyadenosine in urine by high-performance liquid chromatography with column switching. J Chromatogr B Biomed Sci Appl. 1998 Nov 20;719(1-2):55-61. doi: 10.1016/s0378-4347(98)00402-2. [PubMed:9869364 ]
Eells JT, Spector R: Purine and pyrimidine base and nucleoside concentrations in human cerebrospinal fluid and plasma. Neurochem Res. 1983 Nov;8(11):1451-7. doi: 10.1007/BF00965000. [PubMed:6656991 ]
Koeris M, Funke L, Shrestha J, Rich A, Maas S: Modulation of ADAR1 editing activity by Z-RNA in vitro. Nucleic Acids Res. 2005 Sep 21;33(16):5362-70. doi: 10.1093/nar/gki849. Print 2005. [PubMed:16177183 ]
Vidotto C, Fousert D, Akkermann M, Griesmacher A, Muller MM: Purine and pyrimidine metabolites in children's urine. Clin Chim Acta. 2003 Sep;335(1-2):27-32. doi: 10.1016/s0009-8981(03)00291-2. [PubMed:12927681 ]
Dunne VG, Bhattachayya S, Besser M, Rae C, Griffin JL: Metabolites from cerebrospinal fluid in aneurysmal subarachnoid haemorrhage correlate with vasospasm and clinical outcome: a pattern-recognition 1H NMR study. NMR Biomed. 2005 Feb;18(1):24-33. doi: 10.1002/nbm.918. [PubMed:15455468 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for Adenosine (MMDBc0000015)

MOL for #<Metabolite:0x000055c79896b918>

3D MOL for #<Metabolite:0x000055c79896b918>

3D SDF for #<Metabolite:0x000055c79896b918>

3D-SDF for #<Metabolite:0x000055c79896b918>

PDB for #<Metabolite:0x000055c79896b918>

3D PDB for #<Metabolite:0x000055c79896b918>

SMILES for #<Metabolite:0x000055c79896b918>

INCHI for #<Metabolite:0x000055c79896b918>

Structure for #<Metabolite:0x000055c79896b918>

3D Structure for #<Metabolite:0x000055c79896b918>