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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (269) Show 269 proteins XML

enzymes (269) Show 269 proteins

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:47:19 UTC

HMDB ID

HMDB0000045

Secondary Accession Numbers

HMDB00045

Metabolite Identification

Common Name

Adenosine monophosphate

Description

Adenosine monophosphate, also known as 5'-adenylic acid and abbreviated AMP, is a nucleotide that is found in RNA. It is an ester of phosphoric acid with the nucleoside adenosine. AMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase adenine. AMP can be produced during ATP synthesis by the enzyme adenylate kinase. AMP has recently been approved as a 'Bitter Blocker' additive to foodstuffs. When AMP is added to bitter foods or foods with a bitter aftertaste it makes them seem 'sweeter'. This potentially makes lower calorie food products more palatable.

Structure

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

HMDB0000045
     RDKit          3D
Adenosine monophosphate
 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.7444    1.8615    0.3390 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8958    0.7397    0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3552   -0.4629   -0.2434 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5432   -1.5127   -0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2345   -1.4036   -0.1603 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7061   -0.2337    0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5456    0.8475    0.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7924    1.8911    0.8268 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5159    1.4796    0.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4641    0.1826    0.5679 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787   -0.6759    0.5220 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8639    0.1126    0.6449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602   -0.6604    0.0321 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1340    0.1046   -0.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5663    0.4868    1.1436 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0072    1.3626    1.0737 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.5956    1.4269    2.4673 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1488    0.6052    0.0852 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7069    2.9347    0.5471 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2008   -0.9969   -1.2834 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8012   -2.0837   -1.9103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2027   -1.3426   -0.8207 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2389   -2.7202   -0.6340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4306    1.8644    1.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7371    2.7066   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9366   -2.4785   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6537    2.0889    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3056   -1.3784    1.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0121   -1.6027    0.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9350    1.0014   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8670   -0.5623   -0.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1650   -0.3635    0.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6787    2.9043   -0.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1719   -0.1217   -1.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6659   -2.0370   -2.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786   -0.9802   -1.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8206   -2.9841    0.1230 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
 13 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  7  2  1  0
 22 11  1  0
 10  6  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  9 27  1  0
 11 28  1  1
 13 29  1  1
 14 30  1  0
 14 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  6
 21 35  1  0
 22 36  1  6
 23 37  1  0
M  END

131
  Mrv1652309032023502D          

 23 25  0  0  1  0            999 V2000
    6.9922    2.1365    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    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
    7.4759    1.4682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6604    2.6202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5084    2.8048    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  2  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
    4.1159    0.4272    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  5  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  1  8  2  0  0  0  0
  2 16  1  0  0  0  0
  2 17  1  0  0  0  0
 14  3  1  6  0  0  0
 15  4  1  6  0  0  0
  5 18  1  0  0  0  0
 16  9  1  1  0  0  0
  9 19  1  0  0  0  0
  9 20  1  0  0  0  0
 10 20  2  0  0  0  0
 10 21  1  0  0  0  0
 11 19  2  0  0  0  0
 11 23  1  0  0  0  0
 12 22  1  0  0  0  0
 12 23  2  0  0  0  0
 13 22  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000045

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1

> <INCHI_KEY>
UDMBCSSLTHHNCD-KQYNXXCUSA-N

> <FORMULA>
C10H14N5O7P

> <MOLECULAR_WEIGHT>
347.2212

> <EXACT_MASS>
347.063084339

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.957102512672282

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-3.13

> <JCHEM_LOGP>
-4.740681198452267

> <ALOGPS_LOGS>
-2.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.252553227745937

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.224067419365932

> <JCHEM_PKA_STRONGEST_BASIC>
3.920119321056712

> <JCHEM_POLAR_SURFACE_AREA>
186.07000000000002

> <JCHEM_REFRACTIVITY>
74.06850000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.31e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
adenylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000045
     RDKit          3D
Adenosine monophosphate
 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.7444    1.8615    0.3390 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8958    0.7397    0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3552   -0.4629   -0.2434 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5432   -1.5127   -0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2345   -1.4036   -0.1603 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7061   -0.2337    0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5456    0.8475    0.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7924    1.8911    0.8268 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5159    1.4796    0.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4641    0.1826    0.5679 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787   -0.6759    0.5220 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8639    0.1126    0.6449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602   -0.6604    0.0321 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1340    0.1046   -0.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5663    0.4868    1.1436 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0072    1.3626    1.0737 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.5956    1.4269    2.4673 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1488    0.6052    0.0852 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7069    2.9347    0.5471 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2008   -0.9969   -1.2834 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8012   -2.0837   -1.9103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2027   -1.3426   -0.8207 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2389   -2.7202   -0.6340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4306    1.8644    1.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7371    2.7066   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9366   -2.4785   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6537    2.0889    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3056   -1.3784    1.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0121   -1.6027    0.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9350    1.0014   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8670   -0.5623   -0.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1650   -0.3635    0.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6787    2.9043   -0.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1719   -0.1217   -1.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6659   -2.0370   -2.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786   -0.9802   -1.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8206   -2.9841    0.1230 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
 13 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  7  2  1  0
 22 11  1  0
 10  6  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  9 27  1  0
 11 28  1  1
 13 29  1  1
 14 30  1  0
 14 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  6
 21 35  1  0
 22 36  1  6
 23 37  1  0
M  END

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 131                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  P   UNK     0      13.052   3.988   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0       9.149   1.271   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.240   2.048   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.214   4.755   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      11.804   3.085   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      13.955   2.741   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      14.299   4.891   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      12.149   5.236   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       7.205  -0.666   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       7.205  -3.145   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       4.414  -0.366   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       3.080  -2.676   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       4.414  -4.986   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       6.780   2.045   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.687   3.289   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.683   0.797   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.151   2.811   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.399   3.714   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.747  -1.136   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.103  -1.906   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.747  -2.676   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.414  -3.446   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.080  -1.136   0.000  0.00  0.00           C+0
CONECT    1    5    6    7    8                                             
CONECT    2   16   17                                                       
CONECT    3   14                                                            
CONECT    4   15                                                            
CONECT    5    1   18                                                       
CONECT    6    1                                                            
CONECT    7    1                                                            
CONECT    8    1                                                            
CONECT    9   16   19   20                                                  
CONECT   10   20   21                                                       
CONECT   11   19   23                                                       
CONECT   12   22   23                                                       
CONECT   13   22                                                            
CONECT   14    3   15   16                                                  
CONECT   15    4   14   17                                                  
CONECT   16    2    9   14                                                  
CONECT   17    2   15   18                                                  
CONECT   18    5   17                                                       
CONECT   19    9   11   21                                                  
CONECT   20    9   10                                                       
CONECT   21   10   19   22                                                  
CONECT   22   12   13   21                                                  
CONECT   23   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0000045
HETATM    1  N1  UNL     1      -5.744   1.862   0.339  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.896   0.740   0.165  1.00  0.00           C  
HETATM    3  N2  UNL     1      -5.355  -0.463  -0.243  1.00  0.00           N  
HETATM    4  C2  UNL     1      -4.543  -1.513  -0.403  1.00  0.00           C  
HETATM    5  N3  UNL     1      -3.235  -1.404  -0.160  1.00  0.00           N  
HETATM    6  C3  UNL     1      -2.706  -0.234   0.251  1.00  0.00           C  
HETATM    7  C4  UNL     1      -3.546   0.848   0.415  1.00  0.00           C  
HETATM    8  N4  UNL     1      -2.792   1.891   0.827  1.00  0.00           N  
HETATM    9  C5  UNL     1      -1.516   1.480   0.920  1.00  0.00           C  
HETATM   10  N5  UNL     1      -1.464   0.183   0.568  1.00  0.00           N  
HETATM   11  C6  UNL     1      -0.279  -0.676   0.522  1.00  0.00           C  
HETATM   12  O1  UNL     1       0.864   0.113   0.645  1.00  0.00           O  
HETATM   13  C7  UNL     1       1.860  -0.660   0.032  1.00  0.00           C  
HETATM   14  C8  UNL     1       3.134   0.105  -0.129  1.00  0.00           C  
HETATM   15  O2  UNL     1       3.566   0.487   1.144  1.00  0.00           O  
HETATM   16  P1  UNL     1       5.007   1.363   1.074  1.00  0.00           P  
HETATM   17  O3  UNL     1       5.596   1.427   2.467  1.00  0.00           O  
HETATM   18  O4  UNL     1       6.149   0.605   0.085  1.00  0.00           O  
HETATM   19  O5  UNL     1       4.707   2.935   0.547  1.00  0.00           O  
HETATM   20  C9  UNL     1       1.201  -0.997  -1.283  1.00  0.00           C  
HETATM   21  O6  UNL     1       1.801  -2.084  -1.910  1.00  0.00           O  
HETATM   22  C10 UNL     1      -0.203  -1.343  -0.821  1.00  0.00           C  
HETATM   23  O7  UNL     1      -0.239  -2.720  -0.634  1.00  0.00           O  
HETATM   24  H1  UNL     1      -6.431   1.864   1.125  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.737   2.707  -0.273  1.00  0.00           H  
HETATM   26  H3  UNL     1      -4.937  -2.478  -0.735  1.00  0.00           H  
HETATM   27  H4  UNL     1      -0.654   2.089   1.229  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.306  -1.378   1.369  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.012  -1.603   0.591  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.935   1.001  -0.752  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.867  -0.562  -0.628  1.00  0.00           H  
HETATM   32  H9  UNL     1       6.165  -0.364   0.362  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.679   2.904  -0.453  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.172  -0.122  -1.967  1.00  0.00           H  
HETATM   35  H12 UNL     1       1.666  -2.037  -2.881  1.00  0.00           H  
HETATM   36  H13 UNL     1      -0.979  -0.980  -1.526  1.00  0.00           H  
HETATM   37  H14 UNL     1      -0.821  -2.984   0.123  1.00  0.00           H  
CONECT    1    2   24   25
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   26
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   27
CONECT   10   11
CONECT   11   12   22   28
CONECT   12   13
CONECT   13   14   20   29
CONECT   14   15   30   31
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   32
CONECT   19   33
CONECT   20   21   22   34
CONECT   21   35
CONECT   22   23   36
CONECT   23   37
END

HMDB0000045
     RDKit          3D
Adenosine monophosphate
 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.7444    1.8615    0.3390 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8958    0.7397    0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3552   -0.4629   -0.2434 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5432   -1.5127   -0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2345   -1.4036   -0.1603 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7061   -0.2337    0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5456    0.8475    0.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7924    1.8911    0.8268 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5159    1.4796    0.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4641    0.1826    0.5679 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787   -0.6759    0.5220 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8639    0.1126    0.6449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602   -0.6604    0.0321 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1340    0.1046   -0.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5663    0.4868    1.1436 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0072    1.3626    1.0737 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.5956    1.4269    2.4673 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1488    0.6052    0.0852 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7069    2.9347    0.5471 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2008   -0.9969   -1.2834 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8012   -2.0837   -1.9103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2027   -1.3426   -0.8207 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2389   -2.7202   -0.6340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4306    1.8644    1.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7371    2.7066   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9366   -2.4785   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6537    2.0889    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3056   -1.3784    1.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0121   -1.6027    0.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9350    1.0014   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8670   -0.5623   -0.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1650   -0.3635    0.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6787    2.9043   -0.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1719   -0.1217   -1.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6659   -2.0370   -2.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786   -0.9802   -1.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8206   -2.9841    0.1230 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
 13 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  7  2  1  0
 22 11  1  0
 10  6  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  9 27  1  0
 11 28  1  1
 13 29  1  1
 14 30  1  0
 14 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  6
 21 35  1  0
 22 36  1  6
 23 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5'-Adenosine monophosphate	ChEBI
5'-Adenylic acid	ChEBI
5'-AMP	ChEBI
5'-O-Phosphonoadenosine	ChEBI
Adenosine 5'-(dihydrogen phosphate)	ChEBI
Adenosine 5'-phosphate	ChEBI
Adenosine phosphate	ChEBI
Adenosine-5'-monophosphoric acid	ChEBI
Adenosine-5'p	ChEBI
Adenosini phosphas	ChEBI
Adenylate	ChEBI
Adenylic acid	ChEBI
Ado5'p	ChEBI
AMP	ChEBI
Fosfato de adenosina	ChEBI
pA	ChEBI
PAdo	ChEBI
Phosphate d'adenosine	ChEBI
Adenosine 5'-monophosphate	Kegg
Adenyl	Kegg
5'-Adenosine monophosphoric acid	Generator
5'-Adenylate	Generator
Adenosine 5'-(dihydrogen phosphoric acid)	Generator
Adenosine 5'-phosphoric acid	Generator
Adenosine phosphoric acid	Generator
Adenosine-5'-monophosphate	Generator
Phosphoric acid d'adenosine	Generator
Adenosine 5'-monophosphoric acid	Generator
Adenosine monophosphoric acid	Generator
Adenosine 5'-phosphorate	HMDB
Adenosine-5'-monophosphorate	HMDB
Adenosine-5-monophosphorate	HMDB
Adenosine-5-monophosphoric acid	HMDB
Adenosine-monophosphate	HMDB
Adenosine-phosphate	HMDB
Adenovite	HMDB
Cardiomone	HMDB
Lycedan	HMDB
Muscle adenylate	HMDB
Muscle adenylic acid	HMDB
My-b-den	HMDB
My-beta-den	HMDB
Phosaden	HMDB
Phosphaden	HMDB
Phosphentaside	HMDB
5'-Phosphate, adenosine	HMDB
Acid, 2'-adenylic	HMDB
2'-Adenylic acid	HMDB
Adenosine 3' phosphate	HMDB
Disodium, adenosine phosphate	HMDB
Phosphate dipotassium, adenosine	HMDB
Adenosine 2'-phosphate	HMDB
Adenosine 5' phosphate	HMDB
Adenosine phosphate dipotassium	HMDB
Dipotassium, adenosine phosphate	HMDB
2' Adenylic acid	HMDB
5' Adenylic acid	HMDB
Acid, 5'-adenylic	HMDB
Adenosine 3'-phosphate	HMDB
monoPhosphate, 2'-adenosine	HMDB
Phosphate disodium, adenosine	HMDB
2' Adenosine monophosphate	HMDB
2'-AMP	HMDB
2'-Adenosine monophosphate	HMDB
Adenosine 2' phosphate	HMDB
Adenosine phosphate disodium	HMDB

Chemical Formula

C₁₀H₁₄N₅O₇P

Average Molecular Weight

347.2212

Monoisotopic Molecular Weight

347.063084339

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

Traditional Name

adenylate

CAS Registry Number

61-19-8

SMILES

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

InChI Identifier

InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1

InChI Key

UDMBCSSLTHHNCD-KQYNXXCUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside monophosphates

Alternative Parents

Substituents

Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
Alkyl phosphate
Monosaccharide
Pyrimidine
Imidolactam
N-substituted imidazole
Organic phosphoric acid derivative
Phosphoric acid ester
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
1,2-diol
Organoheterocyclic compound
Oxacycle
Azacycle
Organonitrogen compound
Primary amine
Hydrocarbon derivative
Organic oxide
Alcohol
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

adenosine 5'-phosphate (CHEBI:16027 )
purine ribonucleoside 5'-monophosphate (CHEBI:16027 )
Ribonucleotides (C00020 )

Ontology

Not Available

All Tissues (HMDB: HMDB0000045)

Biofluid or Excreta

Non-excretory biofluid

Cellular Cytoplasm (PMID: 1781403)
Cerebrospinal Fluid (CSF) (PMID: 6656991)
Saliva (PMID: 23857558)
Blood (PMID: 13654353)

Excreta

Urine (PMID: 22932811)
Feces (PMID: 27609529)

Organ

Placenta (HMDB: HMDB0000045)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0000045)

Source

Exogenous

Food

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Ethanol Degradation (HMDB: HMDB0000045)
Purine Metabolism (HMDB: HMDB0000045)
Histidine Metabolism (HMDB: HMDB0000045)
Glycine and Serine Metabolism (HMDB: HMDB0000045)
Urea Cycle (HMDB: HMDB0000045)
Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids (HMDB: HMDB0000045)
Mitochondrial Beta-Oxidation of Medium Chain Saturated Fatty Acids (HMDB: HMDB0000045)
Mitochondrial Beta-Oxidation of Long Chain Saturated Fatty Acids (HMDB: HMDB0000045)
Ammonia Recycling (HMDB: HMDB0000045)
Alanine Metabolism (PathBank: SMP0000055)
Aspartate Metabolism (PathBank: SMP0000067)
Glutamate Metabolism (PathBank: SMP0000072)
Selenoamino Acid Metabolism (PathBank: SMP0000029)
Arginine and Proline Metabolism (PathBank: SMP0000020)
Butyrate Metabolism (PathBank: SMP0000073)
Cysteine Metabolism (PathBank: SMP0000013)
Fatty Acid Metabolism (PathBank: SMP0000051)
Pantothenate and CoA Biosynthesis (PathBank: SMP0000027)
Phenylacetate Metabolism (PathBank: SMP0000126)
Riboflavin Metabolism (PathBank: SMP0000070)
Thiamine Metabolism (PathBank: SMP0000076)
Phenylalanine and Tyrosine Metabolism (PathBank: SMP0000008)
Pyruvate Metabolism (PathBank: SMP0000060)
Pentose Phosphate Pathway (PathBank: SMP0000031)
Methionine Metabolism (PathBank: SMP0000033)
Mercaptopurine Metabolism Pathway (PathBank: SMP0000609)
Valproic Acid Metabolism Pathway (PathBank: SMP0000635)
Fatty Acid Oxidation (PathBank: SMP0000781)
Biosynthesis of Siderophore Group Nonribosomal Peptides (PathBank: SMP0000783)
Biotin Metabolism (PathBank: SMP0000785)
Lipoic Acid Metabolism (PathBank: SMP0000793)
Glycolysis and Pyruvate Dehydrogenase (PathBank: SMP0000807)
Arginine Metabolism (PathBank: SMP0000812)
D-Glucarate and D-Galactarate Degradation (PathBank: SMP0000816)
tRNA Charging (PathBank: SMP0000820)
tRNA Charging 2 (PathBank: SMP0000824)
Asparagine Biosynthesis (PathBank: SMP0000833)
Gluconeogenesis from L-Malic Acid (PathBank: SMP0000839)
NAD Biosynthesis (PathBank: SMP0000849)
NAD Salvage (PathBank: SMP0000850)
beta-Alanine Metabolism (PathBank: SMP0000915)
Folate Biosynthesis (PathBank: SMP0000925)
PRPP Biosynthesis (PathBank: SMP0000926)
Purine Nucleotides De Novo Biosynthesis (PathBank: SMP0000927)
Fructose Metabolism (PathBank: SMP0000930)
Glycerol Metabolism (PathBank: SMP0000931)
Glycerol Metabolism II (PathBank: SMP0000932)
Glycerol Metabolism III (sn-Glycero-3-Phosphoethanolamine) (PathBank: SMP0000933)
Glycerol Metabolism IV (Glycerophosphoglycerol) (PathBank: SMP0000934)
Glycerol Metabolism V (Glycerophosphoserine) (PathBank: SMP0000935)
Porphyrin Metabolism (PathBank: SMP0000953)
Propanoate Metabolism (PathBank: SMP0000957)
Fatty Acid Oxidation (Butanoate) (PathBank: SMP0001033)
Fatty Acid Oxidation (Decanoate) (PathBank: SMP0001034)
Fatty Acid Oxidation (Hexanoate) (PathBank: SMP0001035)
Fatty Acid Oxidation (Laurate) (PathBank: SMP0001036)
Fatty Acid Oxidation (Myristate) (PathBank: SMP0001037)
Fatty Acid Oxidation (Octanoate) (PathBank: SMP0001038)
Fatty Acid Oxidation (Palmitate) (PathBank: SMP0001039)
Fatty Acid Oxidation (Steareate) (PathBank: SMP0001040)
GTP Degradation and Molybdenum Cofactor Biosynthesis (PathBank: SMP0001902)
Selenium Metabolism (PathBank: SMP0001908)
Menaquinol Biosythesis (PathBank: SMP0001911)
Phenylethylamine Metabolism (PathBank: SMP0002041)
Purine Nucleotides De Novo Biosynthesis 2 (PathBank: SMP0002047)
L-Carnitine Degradation I (PathBank: SMP0002051)
D-Arabinose Degradation I (PathBank: SMP0002052)
Enterobactin Biosynthesis (PathBank: SMP0002062)
Biotin-Carboxyl Carrier Protein Assembly (PathBank: SMP0002079)
Adenine and Adenosine Salvage III (PathBank: SMP0002084)
Citrate Lyase Activation (PathBank: SMP0002087)
Acetate Metabolism (PathBank: SMP0002102)
Adenosine Nucleotides Degradation (PathBank: SMP0002103)
Asparagine Metabolism (PathBank: SMP0002206)
Biosynthesis of Unsaturated Fatty Acids (PathBank: SMP0002324)
Biosynthesis of Unsaturated Fatty Acids (Tetracosanoyl-CoA) (PathBank: SMP0002325)
Biosynthesis of Unsaturated Fatty Acids (Docosanoyl-CoA) (PathBank: SMP0002329)
Tetrahydrofolate Biosynthesis (PathBank: SMP0002334)
Histidine Biosynthesis (PathBank: SMP0002335)
Lysine Metabolism (PathBank: SMP0002337)
NAD Metabolism (PathBank: SMP0002338)
Biosynthesis of Unsaturated Fatty Acids (Icosanoyl-CoA) (PathBank: SMP0002346)
Biosynthesis of Unsaturated Fatty Acids (Stearoyl-CoA) (PathBank: SMP0002347)
Fatty Acid Metabolism (PathBank: SMP0002361)
Pantothenate and CoA Biosynthesis (PathBank: SMP0002364)
Selenocompound Metabolism (PathBank: SMP0002371)
Purine Nucleotides De Novo Biosynthesis (PathBank: SMP0002377)
Vitamin B1/Thiamine Metabolism (PathBank: SMP0002385)
Gluconeogenesis from L-Malic Acid (PathBank: SMP0002413)
Proline Metabolism (PathBank: SMP0002420)
Glutamine Metabolism (PathBank: SMP0002426)
Pterin Biosynthesis (Folate Precursor) (PathBank: SMP0012013)
Molybdenum Cofactor Biosynthesis (PathBank: SMP0012017)
Thio-Molybdenum Cofactor Biosynthesis (PathBank: SMP0012046)
AMP Degradation (Hypoxanthine Route) (PathBank: SMP0012052)
Fatty Acid Beta-Oxidation I (PathBank: SMP0012062)
Mannose Metabolism (PathBank: SMP0012444)
Nicotinate and Nicotinamide Metabolism (PathBank: SMP0063643)
Tryptophan Metabolism (PathBank: SMP0063693)

Disease pathway

Molybdenum Cofactor Deficiency (PathBank: SMP0000203)
Lesch-Nyhan Syndrome (LNS) (PathBank: SMP0000364)
Primary Hyperoxaluria Type I (PathBank: SMP0000352)
Pyruvate Carboxylase Deficiency (PathBank: SMP0000350)
4-Hydroxybutyric Aciduria/Succinic Semialdehyde Dehydrogenase Deficiency (PathBank: SMP0000243)
Homocarnosinosis (PathBank: SMP0000385)
Hyperinsulinism-Hyperammonemia Syndrome (PathBank: SMP0000339)
Adenosine Deaminase Deficiency (PathBank: SMP0000144)
Adenylosuccinate Lyase Deficiency (PathBank: SMP0000167)
Gout or Kelley-Seegmiller Syndrome (PathBank: SMP0000365)
2-Hydroxyglutric Aciduria (D and L Form) (PathBank: SMP0000136)
Dimethylglycine Dehydrogenase Deficiency (PathBank: SMP0000484)
Hyperglycinemia, Non-Ketotic (PathBank: SMP0000485)
beta-Mercaptolactate-Cysteine Disulfiduria (PathBank: SMP0000499)
Malonyl-CoA Decarboxylase Deficiency (PathBank: SMP0000502)
Creatine Deficiency, Guanidinoacetate Methyltransferase Deficiency (PathBank: SMP0000504)
Hyperornithinemia with Gyrate Atrophy (HOGA) (PathBank: SMP0000505)
Hyperornithinemia-Hyperammonemia-Homocitrullinuria [HHH-syndrome] (PathBank: SMP0000506)
L-Arginine:Glycine Amidinotransferase Deficiency (PathBank: SMP0000507)
Xanthinuria Type I (PathBank: SMP0000512)
Xanthinuria Type II (PathBank: SMP0000513)
Glucose-6-phosphate Dehydrogenase Deficiency (PathBank: SMP0000518)
Ribose-5-phosphate Isomerase Deficiency (PathBank: SMP0000519)
Transaldolase Deficiency (PathBank: SMP0000520)
Adenine Phosphoribosyltransferase Deficiency (APRT) (PathBank: SMP0000535)
Mitochondrial DNA Depletion Syndrome (PathBank: SMP0000536)
Myoadenylate Deaminase Deficiency (PathBank: SMP0000537)
Carnitine Palmitoyl Transferase Deficiency I (PathBank: SMP0000538)
Long Chain Acyl-CoA Dehydrogenase Deficiency (LCAD) (PathBank: SMP0000539)
Very-Long-Chain Acyl-CoA Dehydrogenase Deficiency (VLCAD) (PathBank: SMP0000540)
Carnitine Palmitoyl Transferase Deficiency II (PathBank: SMP0000541)
Medium Chain Acyl-CoA Dehydrogenase Deficiency (MCAD) (PathBank: SMP0000542)
Trifunctional Protein Deficiency (PathBank: SMP0000545)
Primary Hyperoxaluria II, PH2 (PathBank: SMP0000558)
Pyruvate Kinase Deficiency (PathBank: SMP0000559)
Succinic Semialdehyde Dehydrogenase Deficiency (PathBank: SMP0000567)
Short-Chain 3-Hydroxyacyl-CoA Dehydrogenase Deficiency (HADH) (PathBank: SMP0000568)
Homocystinuria-Megaloblastic Anemia Due to Defect in Cobalamin Metabolism, cblG Complementation Type (PathBank: SMP0000570)
3-Phosphoglycerate Dehydrogenase Deficiency (PathBank: SMP0000721)
Cystinosis, Ocular Nonnephropathic (PathBank: SMP0000722)
AICA-Ribosiduria (PathBank: SMP0120452)
Arginine: Glycine Amidinotransferase Deficiency (AGAT Deficiency) (PathBank: SMP0120454)
Argininemia (PathBank: SMP0120455)
Argininosuccinic Aciduria (PathBank: SMP0120456)
Canavan Disease (PathBank: SMP0120461)
Carbamoyl Phosphate Synthetase Deficiency (PathBank: SMP0120462)
Citrullinemia Type I (PathBank: SMP0120466)
Cystathionine beta-Synthase Deficiency (PathBank: SMP0120471)
Dihydropyrimidine Dehydrogenase Deficiency (DHPD) (PathBank: SMP0120474)
Ethylmalonic Encephalopathy (PathBank: SMP0120476)
Glycine N-Methyltransferase Deficiency (PathBank: SMP0120487)
Guanidinoacetate Methyltransferase Deficiency (GAMT Deficiency) (PathBank: SMP0120490)
Histidinemia (PathBank: SMP0120493)
Xanthine Dehydrogenase Deficiency (Xanthinuria) (PathBank: SMP0120497)
Hypermethioninemia (PathBank: SMP0120498)
Hyperprolinemia Type I (PathBank: SMP0120499)
Hyperprolinemia Type II (PathBank: SMP0120501)
Hypoacetylaspartia (PathBank: SMP0120502)
Lactic Acidemia (PathBank: SMP0120504)
Leigh Syndrome (PathBank: SMP0120506)
Tyrosinemia Type 3 (TYRO3) (PathBank: SMP0120511)
Tyrosinemia Type 2 (or Richner-Hanhart Syndrome) (PathBank: SMP0120513)
Malonic Aciduria (PathBank: SMP0120514)
Methionine Adenosyltransferase Deficiency (PathBank: SMP0120519)
Short-Chain Acyl-CoA Dehydrogenase Deficiency (SCAD Deficiency) (PathBank: SMP0120520)
Sarcosinemia (PathBank: SMP0120521)
S-Adenosylhomocysteine (SAH) Hydrolase Deficiency (PathBank: SMP0120527)
Methylmalonic Aciduria Due to Cobalamin-Related Disorders (PathBank: SMP0120528)
Pyruvate Dehydrogenase Complex Deficiency (PathBank: SMP0120531)
Pyruvate Decarboxylase E1 Component Deficiency (PDHE1 Deficiency) (PathBank: SMP0120533)
Non-Ketotic Hyperglycinemia (PathBank: SMP0120534)
Purine Nucleoside Phosphorylase Deficiency (PathBank: SMP0120536)
Ornithine Aminotransferase Deficiency (OAT Deficiency) (PathBank: SMP0120538)
Prolinemia Type II (PathBank: SMP0120539)
Phenylketonuria (PathBank: SMP0120540)
Prolidase Deficiency (PD) (PathBank: SMP0120541)
Ornithine Transcarbamylase Deficiency (OTC Deficiency) (PathBank: SMP0120542)
Hyperornithinemia-Hyperammonemia-Homocitrullinuria [HHH-syndrome] (PathBank: SMP0120571)
Mitochondrial DNA Depletion Syndrome (PathBank: SMP0120601)
Short-Chain 3-Hydroxyacyl-CoA Dehydrogenase Deficiency (SCHAD) (PathBank: SMP0120632)
Methylenetetrahydrofolate Reductase Deficiency (MTHFRD) (PathBank: SMP0000340)
Glutaric Aciduria Type I (PathBank: SMP0000185)

Drug action pathway

Azathioprine Action Pathway (PathBank: SMP0000427)
Mercaptopurine Action Pathway (PathBank: SMP0000428)
Clomocycline Action Pathway (PathBank: SMP0000262)
Cilostazol Action Pathway (PathBank: SMP0000263)
Azithromycin Action Pathway (PathBank: SMP0000247)
Clarithromycin Action Pathway (PathBank: SMP0000248)
Clindamycin Action Pathway (PathBank: SMP0000249)
Erythromycin Action Pathway (PathBank: SMP0000250)
Roxithromycin Action Pathway (PathBank: SMP0000251)
Telithromycin Action Pathway (PathBank: SMP0000252)
Amikacin Action Pathway (PathBank: SMP0000253)
Gentamicin Action Pathway (PathBank: SMP0000254)
Kanamycin Action Pathway (PathBank: SMP0000255)
Neomycin Action Pathway (PathBank: SMP0000256)
Netilmicin Action Pathway (PathBank: SMP0000257)
Spectinomycin Action Pathway (PathBank: SMP0000258)
Streptomycin Action Pathway (PathBank: SMP0000259)
Demeclocycline Action Pathway (PathBank: SMP0000290)
Doxycycline Action Pathway (PathBank: SMP0000291)
Minocycline Action Pathway (PathBank: SMP0000292)
Oxytetracycline Action Pathway (PathBank: SMP0000293)
Tetracycline Action Pathway (PathBank: SMP0000294)
Lymecycline Action Pathway (PathBank: SMP0000295)
Thioguanine Action Pathway (PathBank: SMP0000430)
Disulfiram Action Pathway (PathBank: SMP0000429)
Tobramycin Action Pathway (PathBank: SMP0000711)
Tigecycline Action Pathway (PathBank: SMP0000712)
Arbekacin Action Pathway (PathBank: SMP0000713)
Paromomycin Action Pathway (PathBank: SMP0000714)
Rolitetracycline Action Pathway (PathBank: SMP0000726)
Methacycline Action Pathway (PathBank: SMP0000727)
Lincomycin Action Pathway (PathBank: SMP0000728)
Chloramphenicol Action Pathway (PathBank: SMP0000729)
Troleandomycin Action Pathway (PathBank: SMP0000730)
Josamycin Action Pathway (PathBank: SMP0000731)
Abacavir Action Pathway (PathBank: SMP0000737)
Delavirdine Action Pathway (PathBank: SMP0000738)
Didanosine Action Pathway (PathBank: SMP0000739)
Efavirenz Action Pathway (PathBank: SMP0000740)
Emtricitabine Action Pathway (PathBank: SMP0000741)
Lamivudine Action Pathway (PathBank: SMP0000742)
Nevirapine Action Pathway (PathBank: SMP0000743)
Rilpivirine Action Pathway (PathBank: SMP0000744)
Stavudine Action Pathway (PathBank: SMP0000745)
Zalcitabine Action Pathway (PathBank: SMP0000746)
Zidovudine Action Pathway (PathBank: SMP0000747)

Protein pathway

Ubiquitin–Proteasome Pathway (PathBank: SMP0063816)
Protein Synthesis: Alanine (PathBank: SMP0100356)
Protein Synthesis: Arginine (PathBank: SMP0111853)
Protein Synthesis: Asparagine (PathBank: SMP0111854)
Protein Synthesis: Aspartic Acid (PathBank: SMP0111858)
Protein Synthesis: Cysteine (PathBank: SMP0111860)
Protein Synthesis: Glutamine (PathBank: SMP0111862)
Protein Synthesis: Glutamic Acid (PathBank: SMP0111864)
Protein Synthesis: Glycine (PathBank: SMP0111870)
Protein Synthesis: Histidine (PathBank: SMP0111871)
Protein Synthesis: Isoleucine (PathBank: SMP0111872)
Protein Synthesis: Leucine (PathBank: SMP0111873)
Protein Synthesis: Lysine (PathBank: SMP0111874)
Protein Synthesis: Methionine (PathBank: SMP0111875)
Protein Synthesis: Phenylalanine (PathBank: SMP0111876)
Protein Synthesis: Proline (PathBank: SMP0112609)
Protein Synthesis: Serine (PathBank: SMP0119294)
Protein Synthesis: Threonine (PathBank: SMP0119302)
Protein Synthesis: Tryptophan (PathBank: SMP0119303)
Protein Synthesis: Tyrosine (PathBank: SMP0119304)
Protein Synthesis: Valine (PathBank: SMP0119305)

Signaling pathway

Jasmonic Acid Biosynthesis (PathBank: SMP0121206)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	195 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	10 mg/mL at 20 °C	BEILSTEIN
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Astarita_pos	167.0	30932474
[M-H]-	Not Available	173.1	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000144
[M+H]+	Not Available	172.0	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000144

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.31 g/L	ALOGPS
logP	-3.1	ALOGPS
logP	-4.7	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	3.92	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	186.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	74.07 m³·mol⁻¹	ChemAxon
Polarizability	29.96 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	176.415	31661259
DarkChem	[M-H]-	169.936	31661259
AllCCS	[M+H]+	175.112	32859911
AllCCS	[M-H]-	170.275	32859911
DeepCCS	[M+H]+	171.702	30932474
DeepCCS	[M+H]+	169.778	30932474
DeepCCS	[M-H]-	169.306	30932474
DeepCCS	[M-H]-	167.42	30932474
DeepCCS	[M-2H]-	203.225	30932474
DeepCCS	[M+Na]+	177.754	30932474
DeepCCS	[M-2H]-	200.507	30932474
DeepCCS	[M+Na]+	175.871	30932474
AllCCS	[M+H]+	175.1	32859911
AllCCS	[M+H-H2O]+	172.2	32859911
AllCCS	[M+NH4]+	177.8	32859911
AllCCS	[M+Na]+	178.6	32859911
AllCCS	[M-H]-	170.3	32859911
AllCCS	[M+Na-2H]-	169.8	32859911
AllCCS	[M+HCOO]-	169.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Adenosine monophosphate	NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1	3901.8	Standard polar	33892256
Adenosine monophosphate	NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1	2235.5	Standard non polar	33892256
Adenosine monophosphate	NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1	3214.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Adenosine monophosphate,1TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	3077.8	Semi standard non polar	33892256
Adenosine monophosphate,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N)N=CN=C21	3063.6	Semi standard non polar	33892256
Adenosine monophosphate,1TMS,isomer #3	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	3168.6	Semi standard non polar	33892256
Adenosine monophosphate,1TMS,isomer #4	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	3150.3	Semi standard non polar	33892256
Adenosine monophosphate,2TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	2971.3	Semi standard non polar	33892256
Adenosine monophosphate,2TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	3073.8	Semi standard non polar	33892256
Adenosine monophosphate,2TMS,isomer #3	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O	3026.5	Semi standard non polar	33892256
Adenosine monophosphate,2TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	3062.3	Semi standard non polar	33892256
Adenosine monophosphate,2TMS,isomer #5	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O[Si](C)(C)C	3012.8	Semi standard non polar	33892256
Adenosine monophosphate,2TMS,isomer #6	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	3105.9	Semi standard non polar	33892256
Adenosine monophosphate,2TMS,isomer #7	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	3131.5	Semi standard non polar	33892256
Adenosine monophosphate,2TMS,isomer #8	C[Si](C)(C)N(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O)[Si](C)(C)C	3089.1	Semi standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	3009.8	Semi standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	3013.3	Standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	4862.4	Standard polar	33892256
Adenosine monophosphate,3TMS,isomer #10	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	3073.9	Semi standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #10	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	3141.1	Standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #10	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	4564.5	Standard polar	33892256
Adenosine monophosphate,3TMS,isomer #2	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2956.8	Semi standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #2	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3120.6	Standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #2	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	5057.1	Standard polar	33892256
Adenosine monophosphate,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	3040.3	Semi standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	3023.6	Standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	4667.1	Standard polar	33892256
Adenosine monophosphate,3TMS,isomer #4	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	3053.3	Semi standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #4	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	3103.6	Standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #4	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	4724.7	Standard polar	33892256
Adenosine monophosphate,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	2973.1	Semi standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	3208.9	Standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	4848.2	Standard polar	33892256
Adenosine monophosphate,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	3028.5	Semi standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	3034.6	Standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	4684.2	Standard polar	33892256
Adenosine monophosphate,3TMS,isomer #7	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	3050.4	Semi standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #7	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	3114.9	Standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #7	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	4739.8	Standard polar	33892256
Adenosine monophosphate,3TMS,isomer #8	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	2959.8	Semi standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #8	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	3222.0	Standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #8	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	4861.4	Standard polar	33892256
Adenosine monophosphate,3TMS,isomer #9	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	3102.2	Semi standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #9	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	3126.2	Standard non polar	33892256
Adenosine monophosphate,3TMS,isomer #9	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	4555.9	Standard polar	33892256
Adenosine monophosphate,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	3032.6	Semi standard non polar	33892256
Adenosine monophosphate,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	2967.9	Standard non polar	33892256
Adenosine monophosphate,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	4533.1	Standard polar	33892256
Adenosine monophosphate,4TMS,isomer #2	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3051.4	Semi standard non polar	33892256
Adenosine monophosphate,4TMS,isomer #2	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3068.6	Standard non polar	33892256
Adenosine monophosphate,4TMS,isomer #2	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	4475.7	Standard polar	33892256
Adenosine monophosphate,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	2943.6	Semi standard non polar	33892256
Adenosine monophosphate,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	3174.5	Standard non polar	33892256
Adenosine monophosphate,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	4492.5	Standard polar	33892256
Adenosine monophosphate,4TMS,isomer #4	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	3074.2	Semi standard non polar	33892256
Adenosine monophosphate,4TMS,isomer #4	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	3052.9	Standard non polar	33892256
Adenosine monophosphate,4TMS,isomer #4	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	4238.9	Standard polar	33892256
Adenosine monophosphate,4TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	3049.1	Semi standard non polar	33892256
Adenosine monophosphate,4TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	3106.3	Standard non polar	33892256
Adenosine monophosphate,4TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	4228.3	Standard polar	33892256
Adenosine monophosphate,4TMS,isomer #6	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	3071.3	Semi standard non polar	33892256
Adenosine monophosphate,4TMS,isomer #6	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	3066.2	Standard non polar	33892256
Adenosine monophosphate,4TMS,isomer #6	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	4269.6	Standard polar	33892256
Adenosine monophosphate,4TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	3040.9	Semi standard non polar	33892256
Adenosine monophosphate,4TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	3117.6	Standard non polar	33892256
Adenosine monophosphate,4TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	4246.1	Standard polar	33892256
Adenosine monophosphate,4TMS,isomer #8	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	3086.3	Semi standard non polar	33892256
Adenosine monophosphate,4TMS,isomer #8	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	3108.8	Standard non polar	33892256
Adenosine monophosphate,4TMS,isomer #8	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	4065.6	Standard polar	33892256
Adenosine monophosphate,5TMS,isomer #1	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3084.9	Semi standard non polar	33892256
Adenosine monophosphate,5TMS,isomer #1	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3007.9	Standard non polar	33892256
Adenosine monophosphate,5TMS,isomer #1	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	4042.7	Standard polar	33892256
Adenosine monophosphate,5TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	3064.1	Semi standard non polar	33892256
Adenosine monophosphate,5TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	3055.4	Standard non polar	33892256
Adenosine monophosphate,5TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	3958.7	Standard polar	33892256
Adenosine monophosphate,5TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	3101.0	Semi standard non polar	33892256
Adenosine monophosphate,5TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	3037.3	Standard non polar	33892256
Adenosine monophosphate,5TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	3768.9	Standard polar	33892256
Adenosine monophosphate,5TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	3092.6	Semi standard non polar	33892256
Adenosine monophosphate,5TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	3042.7	Standard non polar	33892256
Adenosine monophosphate,5TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	3800.6	Standard polar	33892256
Adenosine monophosphate,6TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	3135.7	Semi standard non polar	33892256
Adenosine monophosphate,6TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	2978.4	Standard non polar	33892256
Adenosine monophosphate,6TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	3618.9	Standard polar	33892256
Adenosine monophosphate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	3350.3	Semi standard non polar	33892256
Adenosine monophosphate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N)N=CN=C21	3331.6	Semi standard non polar	33892256
Adenosine monophosphate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	3399.7	Semi standard non polar	33892256
Adenosine monophosphate,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	3346.7	Semi standard non polar	33892256
Adenosine monophosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	3470.7	Semi standard non polar	33892256
Adenosine monophosphate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	3527.5	Semi standard non polar	33892256
Adenosine monophosphate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3444.7	Semi standard non polar	33892256
Adenosine monophosphate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	3510.5	Semi standard non polar	33892256
Adenosine monophosphate,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3431.7	Semi standard non polar	33892256
Adenosine monophosphate,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3533.6	Semi standard non polar	33892256
Adenosine monophosphate,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O	3531.2	Semi standard non polar	33892256
Adenosine monophosphate,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O)[Si](C)(C)C(C)(C)C	3490.0	Semi standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	3632.1	Semi standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	3579.2	Standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	4939.9	Standard polar	33892256
Adenosine monophosphate,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	3658.8	Semi standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	3734.9	Standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	4608.5	Standard polar	33892256
Adenosine monophosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3549.6	Semi standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3728.3	Standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	5017.3	Standard polar	33892256
Adenosine monophosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	3651.3	Semi standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	3536.2	Standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	4771.1	Standard polar	33892256
Adenosine monophosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3646.2	Semi standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3691.9	Standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4780.4	Standard polar	33892256
Adenosine monophosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O	3597.7	Semi standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O	3810.6	Standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O	4787.5	Standard polar	33892256
Adenosine monophosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	3632.9	Semi standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	3547.6	Standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	4789.9	Standard polar	33892256
Adenosine monophosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3639.2	Semi standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3695.9	Standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4795.5	Standard polar	33892256
Adenosine monophosphate,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	3586.5	Semi standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	3815.3	Standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	4800.4	Standard polar	33892256
Adenosine monophosphate,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O	3676.5	Semi standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O	3640.9	Standard non polar	33892256
Adenosine monophosphate,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O	4667.0	Standard polar	33892256
Adenosine monophosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	3787.6	Semi standard non polar	33892256
Adenosine monophosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	3602.6	Standard non polar	33892256
Adenosine monophosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	4665.5	Standard polar	33892256
Adenosine monophosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3775.5	Semi standard non polar	33892256
Adenosine monophosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3794.6	Standard non polar	33892256
Adenosine monophosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	4582.7	Standard polar	33892256
Adenosine monophosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	3712.1	Semi standard non polar	33892256
Adenosine monophosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	3907.4	Standard non polar	33892256
Adenosine monophosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	4485.7	Standard polar	33892256
Adenosine monophosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3807.3	Semi standard non polar	33892256
Adenosine monophosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3739.4	Standard non polar	33892256
Adenosine monophosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4427.4	Standard polar	33892256
Adenosine monophosphate,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O	3786.3	Semi standard non polar	33892256
Adenosine monophosphate,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O	3842.6	Standard non polar	33892256
Adenosine monophosphate,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O	4308.2	Standard polar	33892256
Adenosine monophosphate,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3802.4	Semi standard non polar	33892256
Adenosine monophosphate,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3746.1	Standard non polar	33892256
Adenosine monophosphate,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4454.9	Standard polar	33892256
Adenosine monophosphate,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	3774.1	Semi standard non polar	33892256
Adenosine monophosphate,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	3851.6	Standard non polar	33892256
Adenosine monophosphate,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	4323.8	Standard polar	33892256
Adenosine monophosphate,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3801.0	Semi standard non polar	33892256
Adenosine monophosphate,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3791.0	Standard non polar	33892256
Adenosine monophosphate,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	4240.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Adenosine monophosphate GC-MS (5 TMS)	splash10-014i-0974000000-7ce25c09f93913b81e9b	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Adenosine monophosphate GC-MS (4 TMS)	splash10-014i-0975000000-8175538459abaf92d36f	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Adenosine monophosphate GC-MS (Non-derivatized)	splash10-014i-0974000000-7ce25c09f93913b81e9b	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Adenosine monophosphate GC-MS (Non-derivatized)	splash10-014i-0975000000-8175538459abaf92d36f	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-002b-9713000000-019182f931e395f479cd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (2 TMS) - 70eV, Positive	splash10-0gl0-4942400000-fb8ced86745a4de1b047	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adenosine monophosphate GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-052b-0209001000-f6c3cf706bb3b839d180	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-053s-0395300000-e2a342872025e6e960ae	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-000i-0900000000-2b9fb262817de641a5cd	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-053r-0007920000-ee7bab39079e225a1b07	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-0002-0109000000-52331e416cbdd8218b97	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-014i-3900000000-ddc799b6e2bb5d5ac9a6	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-000i-0900000000-68d6660e0cfbfb8f02ad	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-000i-0900000000-27f73c3a0a9566986a0e	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-03dm-0007009001-639c5cafae90b10dfc5f	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-03di-0290000000-e0b5612abd24736e70da	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-0a4i-0039210000-3e5b716531d739ca25d9	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-0002-0009000000-9232b7438abb1f6256b6	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-0007-2109007000-3e1cf347bd9e054b9368	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-0006-0002009000-b840e6edcca65562937b	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-03di-0190000000-948ec97ae442eda212cb	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-0002-0009000000-bd1c10704f289141803a	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOF	splash10-0002-0109000000-433eab5bd833cd92f290	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positive-QTOF	splash10-000b-0709000000-fa268a51905a453bc6f5	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adenosine monophosphate LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOF	splash10-002b-9104000000-bc358c1d8c03290fc49d	2012-08-31	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adenosine monophosphate 10V, Positive-QTOF	splash10-000i-0913000000-52bfdec6ec6f2f9422f4	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adenosine monophosphate 20V, Positive-QTOF	splash10-000i-0900000000-9bf867ba72f77732e0ce	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adenosine monophosphate 40V, Positive-QTOF	splash10-000i-1900000000-fab6495d31eac8de123c	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adenosine monophosphate 10V, Negative-QTOF	splash10-0032-6709000000-fd9ea223f556b17d2d3a	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adenosine monophosphate 20V, Negative-QTOF	splash10-0059-8900000000-3937203187746280b10a	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adenosine monophosphate 40V, Negative-QTOF	splash10-004i-9200000000-5947ff2a364087cb0e38	2016-09-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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, 900 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
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	2021-10-10	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Mitochondria
Nucleus
Lysosome
Endoplasmic reticulum
Golgi apparatus
Peroxisome

Biospecimen Locations

Blood
Cellular Cytoplasm
Cerebrospinal Fluid (CSF)
Feces
Saliva
Urine

Tissue Locations

All Tissues
Placenta

Pathways

Name	SMPDB/PathBank	KEGG
Transcription/Translation	SMP00019	Not Available
Purine metabolism	Not Available
Urea Cycle
Histidine metabolism
Ethanol Degradation		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	5.1+/- 1.3 uM	Adult (>18 years old)	Female	Normal	13654353	details
Blood	Detected and Quantified	51.0 (10.0-92.0) uM	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	14.0 +/- 3.0 uM	Adult (>18 years old)	Male	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	6.2 +/- 3.1 uM	Adult (>18 years old)	Male	Normal	13654353	details
Cellular Cytoplasm	Detected and Quantified	80.0 (71.0-89.0) uM	Children (1-13 years old)	Both	Normal	15882454	details
Cellular Cytoplasm	Detected and Quantified	23 uM	Children (1-13 years old)	Both	Normal	1781403	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	< 0.2 uM	Adult (>18 years old)	Both	Normal	6656991	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Not Specified	Normal	27609529	details
Saliva	Detected and Quantified	0.793 +/- 0.705 uM	Adult (>18 years old)	Not Specified	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	3.70 +/- 3.32 uM	Adult (>18 years old)	Female	Normal	23857558	details
Saliva	Detected and Quantified	0.912 +/- 0.994 uM	Adult (>18 years old)	Both	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	1.04 +/- 1.08 uM	Adult (>18 years old)	Female	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	1.19 +/- 2.66 uM	Adult (>18 years old)	Female	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	1.51 +/- 1.44 uM	Adult (>18 years old)	Not Specified	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	1.60 +/- 1.12 uM	Adult (>18 years old)	Both	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	0.124 +/- 0.284 uM	Adult (>18 years old)	Male	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	0.30 +/- 0.14 uM	Adult (>18 years old)	Both	Normal	Zerihun T. Dame, ...	details
Saliva	Detected and Quantified	0.99 +/- 0.16 uM	Adult (>18 years old)	Both	Normal	11310987	details
Saliva	Detected and Quantified	1.24 +/- 0.33 uM	Adult (>18 years old)	Both	Normal	11310987	details
Saliva	Detected and Quantified	1.10 +/- 0.29 uM	Adult (>18 years old)	Both	Normal	11310987	details
Saliva	Detected and Quantified	0.321 +/- 0.506 uM	Adult (>18 years old)	Female	Normal	Sugimoto et al. (...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22932811	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Metastatic melanoma	28923537	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Not Specified	Crohns disease	27609529	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Not Specified	Ulcerative colitis	27609529	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Not Specified	Unclassified IBD	27609529	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Attachment loss	31026179	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Missing teeth	31026179	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Periodontal Probing Depth	31026179	details
Saliva	Detected and Quantified	1.39 +/- 1.25 uM	Adult (>18 years old)	Male	Alzheimer's disease	23857558	details
Saliva	Detected and Quantified	3.72 +/- 4.53 uM	Adult (>18 years old)	Male	Frontotemporal lobe dementia	23857558	details
Saliva	Detected and Quantified	4.12 +/- 6.43 uM	Adult (>18 years old)	Both	Lewy body disease	23857558	details

Associated Disorders and Diseases

Disease References

Crohn's disease
Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Ulcerative colitis
Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Metastatic melanoma
Frankel AE, Coughlin LA, Kim J, Froehlich TW, Xie Y, Frenkel EP, Koh AY: Metagenomic Shotgun Sequencing and Unbiased Metabolomic Profiling Identify Specific Human Gut Microbiota and Metabolites Associated with Immune Checkpoint Therapy Efficacy in Melanoma Patients. Neoplasia. 2017 Oct;19(10):848-855. doi: 10.1016/j.neo.2017.08.004. Epub 2017 Sep 15. [PubMed:28923537 ]
Colorectal cancer
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Alzheimer's disease
Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Frontotemporal dementia
Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Lewy body disease
Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Attachment loss
Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
Missing teeth
Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
Periodontal Probing Depth
Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]

Associated OMIM IDs

266600 (Crohn's disease)
114500 (Colorectal cancer)
104300 (Alzheimer's disease)
600274 (Frontotemporal dementia)

External Links

DrugBank ID

DB00131

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

PDB ID

Not Available

ChEBI ID

16027

Food Biomarker Ontology

Not Available

VMH ID

AMP

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

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. [PubMed:6656991 ]
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. [PubMed:15882454 ]
BISHOP C, RANKINE DM, TALBOTT JH: The nucleotides in normal human blood. J Biol Chem. 1959 May;234(5):1233-7. [PubMed:13654353 ]
Lin CY, Ishida M: Elevation of cAMP levels in cerebrospinal fluid of patients with neonatal meningitis. Pediatrics. 1983 Jun;71(6):932-4. [PubMed:6304612 ]
Pagani R, Tabucchi A, Carlucci F, Leoncini R, Consolmagno E, Molinelli M, Valerio P: Some aspects of purine nucleotide metabolism in human lymphocytes before and after infection with HIV-1 virus: nucleotide content. Adv Exp Med Biol. 1991;309B:43-6. [PubMed:1781403 ]
Drezner MK, Neelon FA, Curtis HB, Lebovitz HE: Renal cyclic adenosine monophosphate: an accurate index of parathyroid function. Metabolism. 1976 Oct;25(10):1103-12. [PubMed:184364 ]
Aschenbach WG, Sakamoto K, Goodyear LJ: 5' adenosine monophosphate-activated protein kinase, metabolism and exercise. Sports Med. 2004;34(2):91-103. [PubMed:14965188 ]
Subramanian GM, Cronin PW, Poley G, Weinstein A, Stoughton SM, Zhong J, Ou Y, Zmuda JF, Osborn BL, Freimuth WW: A phase 1 study of PAmAb, a fully human monoclonal antibody against Bacillus anthracis protective antigen, in healthy volunteers. Clin Infect Dis. 2005 Jul 1;41(1):12-20. Epub 2005 May 24. [PubMed:15937757 ]
Aurbach GD: Genetic disorders involving parathyroid hormone and calcitonin. Birth Defects Orig Artic Ser. 1971 May;7(6):48-54. [PubMed:4155962 ]
Post RM, Cramer H, Goodwin FK: Cyclic AMP in cerebrospinal fluid of manic and depressive patients. Psychol Med. 1977 Nov;7(4):599-605. [PubMed:201957 ]
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 ]

Only showing the first 10 proteins. There are 269 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. 5'-nucleotidase

General function:: Involved in hydrolase activity
Specific function:: Hydrolyzes extracellular nucleotides into membrane permeable nucleosides.
Gene Name:: NT5E
Uniprot ID:: P21589
Molecular weight:: 57948.125

Reactions

Adenosine monophosphate + Water → Adenosine + Phosphate	details

Enzyme Details

2. Cytosolic 5'-nucleotidase 1B

General function:: Involved in nucleotide binding
Specific function:: Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides. Helps to regulate adenosine levels (By similarity).
Gene Name:: NT5C1B
Uniprot ID:: Q96P26
Molecular weight:: 68803.055

Reactions

Adenosine monophosphate + Water → Adenosine + Phosphate	details

Enzyme Details

3. Cytosolic 5'-nucleotidase 1A

General function:: Involved in nucleotide binding
Specific function:: Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides and has a broad substrate specificity. Helps to regulate adenosine levels in heart during ischemia and hypoxia.
Gene Name:: NT5C1A
Uniprot ID:: Q9BXI3
Molecular weight:: 41020.145

Reactions

Adenosine monophosphate + Water → Adenosine + Phosphate	details

Enzyme Details

4. 5'(3')-deoxyribonucleotidase, cytosolic type

General function:: Involved in metal ion binding
Specific function:: Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides, with a preference for dUMP and dTMP, intermediate activity towards dGMP, and low activity towards dCMP and dAMP.
Gene Name:: NT5C
Uniprot ID:: Q8TCD5
Molecular weight:: Not Available

Reactions

Adenosine monophosphate + Water → Adenosine + Phosphate	details

Enzyme Details

5. Deoxycytidine kinase

General function:: Involved in ATP binding
Specific function:: Required for the phosphorylation of the deoxyribonucleosides deoxycytidine (dC), deoxyguanosine (dG) and deoxyadenosine (dA). Has broad substrate specificity, and does not display selectivity based on the chirality of the substrate. It is also an essential enzyme for the phosphorylation of numerous nucleoside analogs widely employed as antiviral and chemotherapeutic agents.
Gene Name:: DCK
Uniprot ID:: P27707
Molecular weight:: 30518.315

Reactions

Adenosine triphosphate + Adenosine → ADP + Adenosine monophosphate	details

Enzyme Details

6. 5'(3')-deoxyribonucleotidase, mitochondrial

General function:: Involved in phosphatase activity
Specific function:: Dephosphorylates specifically the 5' and 2'(3')-phosphates of uracil and thymine deoxyribonucleotides, and so protects mitochondrial DNA replication from excess dTTP. Has only marginal activity towards dIMP and dGMP.
Gene Name:: NT5M
Uniprot ID:: Q9NPB1
Molecular weight:: Not Available

Reactions

Adenosine monophosphate + Water → Adenosine + Phosphate	details

Enzyme Details

7. Acetyl-coenzyme A synthetase, cytoplasmic

General function:: Involved in acetate-CoA ligase activity
Specific function:: Activates acetate so that it can be used for lipid synthesis or for energy generation.
Gene Name:: ACSS2
Uniprot ID:: Q9NR19
Molecular weight:: 78579.11

Reactions

Adenosine triphosphate + Acetic acid + Coenzyme A → Adenosine monophosphate + Pyrophosphate + Acetyl-CoA	details
Acetyl adenylate + Coenzyme A → Adenosine monophosphate + Acetyl-CoA	details
Propinol adenylate + Coenzyme A → Adenosine monophosphate + Propionyl-CoA	details

Enzyme Details

8. Acetyl-coenzyme A synthetase 2-like, mitochondrial

General function:: Involved in acetate-CoA ligase activity
Specific function:: Important for maintaining normal body temperature during fasting and for energy homeostasis. Essential for energy expenditure under ketogenic conditions (By similarity). Converts acetate to acetyl-CoA so that it can be used for oxidation through the tricarboxylic cycle to produce ATP and CO(2).
Gene Name:: ACSS1
Uniprot ID:: Q9NUB1
Molecular weight:: 74625.88

Reactions

Adenosine triphosphate + Acetic acid + Coenzyme A → Adenosine monophosphate + Pyrophosphate + Acetyl-CoA	details
Acetyl adenylate + Coenzyme A → Adenosine monophosphate + Acetyl-CoA	details
Propinol adenylate + Coenzyme A → Adenosine monophosphate + Propionyl-CoA	details

Enzyme Details

9. Ectonucleoside triphosphate diphosphohydrolase 1

General function:: Involved in hydrolase activity
Specific function:: In the nervous system, could hydrolyze ATP and other nucleotides to regulate purinergic neurotransmission. Could also be implicated in the prevention of platelet aggregation by hydrolyzing platelet-activating ADP to AMP. Hydrolyzes ATP and ADP equally well.
Gene Name:: ENTPD1
Uniprot ID:: P49961
Molecular weight:: 58706.0

Reactions

Adenosine triphosphate + Water → Adenosine monophosphate + Phosphate	details
ADP + Water → Adenosine monophosphate + Phosphate	details

Enzyme Details

10. Soluble calcium-activated nucleotidase 1

General function:: Involved in calcium ion binding
Specific function:: Calcium-dependent nucleotidase with a preference for UDP. The order of activity with different substrates is UDP > GDP > UTP > GTP. Has very low activity towards ADP and even lower activity towards ATP. Does not hydrolyze AMP and GMP. Involved in proteoglycan synthesis.
Gene Name:: CANT1
Uniprot ID:: Q8WVQ1
Molecular weight:: 44839.24

Only showing the first 10 proteins. There are 269 proteins in total.

Show all enzymes and transporters

Showing metabocard for Adenosine monophosphate (HMDB0000045)

MOL for HMDB0000045 (Adenosine monophosphate)

3D MOL for HMDB0000045 (Adenosine monophosphate)

3D SDF for HMDB0000045 (Adenosine monophosphate)

3D-SDF for HMDB0000045 (Adenosine monophosphate)

PDB for HMDB0000045 (Adenosine monophosphate)

3D PDB for HMDB0000045 (Adenosine monophosphate)

SMILES for HMDB0000045 (Adenosine monophosphate)

INCHI for HMDB0000045 (Adenosine monophosphate)

Structure for HMDB0000045 (Adenosine monophosphate)

3D Structure for HMDB0000045 (Adenosine monophosphate)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

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