MiMeDB: Showing metabocard for 3,4-dihydroxybenzoyl-5'-AMP (MMDBc0055427)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:51:48 UTC

Update Date

2025-10-07 16:09:07 UTC

Metabolite ID

MMDBc0055427

Metabolite Identification

Common Name

3,4-dihydroxybenzoyl-5'-AMP

Description

3,4-dihydroxybenzoyl-5'-AMP is a flavonoid compound belonging to the class of phenolic metabolites. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221512D          

 37 40  0  0  1  0            999 V2000
   -4.8316   -1.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4991   -2.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9917   -3.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0779   -2.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4128   -3.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6591   -3.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4105   -1.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0803   -3.7324    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.5729   -4.4035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4967   -0.9722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4743   -0.9759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5045   -2.3108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3220   -1.1584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568   -2.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9894   -1.6433    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.3931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432    0.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    0.6542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  7  1  1  0  0  0  0
  7  3  2  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  1  1  0  0  0
 12 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  2  0  0  0  0
 15 11  1  0  0  0  0
 16 13  1  0  0  0  0
 17  7  1  0  0  0  0
 18 14  1  0  0  0  0
 19  5  2  0  0  0  0
 19 14  1  0  0  0  0
 20  5  1  0  0  0  0
 20 15  2  0  0  0  0
 21  6  2  0  0  0  0
 21 11  1  0  0  0  0
 22  6  1  0  0  0  0
 22 15  1  0  0  0  0
 16 22  1  1  0  0  0
 23  8  1  0  0  0  0
 24  9  1  0  0  0  0
 12 25  1  6  0  0  0
 13 26  1  6  0  0  0
 27 17  2  0  0  0  0
 30  4  1  0  0  0  0
 31 10  1  0  0  0  0
 31 16  1  0  0  0  0
 32 17  1  0  0  0  0
 33 28  1  0  0  0  0
 33 29  2  0  0  0  0
 33 30  1  0  0  0  0
 33 32  1  0  0  0  0
 10 34  1  6  0  0  0
 12 35  1  1  0  0  0
 13 36  1  1  0  0  0
 16 37  1  6  0  0  0
M  CHG  1  23  -1
M  END


  Mrv1652306172221512D          

 37 40  0  0  1  0            999 V2000
   -4.8316   -1.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4991   -2.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9917   -3.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0779   -2.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4128   -3.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6591   -3.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4105   -1.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0803   -3.7324    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.5729   -4.4035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4967   -0.9722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4743   -0.9759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5045   -2.3108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3220   -1.1584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568   -2.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9894   -1.6433    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.3931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432    0.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    0.6542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  7  1  1  0  0  0  0
  7  3  2  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  1  1  0  0  0
 12 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  2  0  0  0  0
 15 11  1  0  0  0  0
 16 13  1  0  0  0  0
 17  7  1  0  0  0  0
 18 14  1  0  0  0  0
 19  5  2  0  0  0  0
 19 14  1  0  0  0  0
 20  5  1  0  0  0  0
 20 15  2  0  0  0  0
 21  6  2  0  0  0  0
 21 11  1  0  0  0  0
 22  6  1  0  0  0  0
 22 15  1  0  0  0  0
 16 22  1  1  0  0  0
 23  8  1  0  0  0  0
 24  9  1  0  0  0  0
 12 25  1  6  0  0  0
 13 26  1  6  0  0  0
 27 17  2  0  0  0  0
 30  4  1  0  0  0  0
 31 10  1  0  0  0  0
 31 16  1  0  0  0  0
 32 17  1  0  0  0  0
 33 28  1  0  0  0  0
 33 29  2  0  0  0  0
 33 30  1  0  0  0  0
 33 32  1  0  0  0  0
 10 34  1  6  0  0  0
 12 35  1  1  0  0  0
 13 36  1  1  0  0  0
 16 37  1  6  0  0  0
M  CHG  1  23  -1
M  END
> <DATABASE_ID>
MMDBc0055427

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(COP(O)(=O)OC(=O)C2=CC(O)=C([O-])C=C2)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C17H18N5O10P/c18-14-11-15(20-5-19-14)22(6-21-11)16-13(26)12(25)10(31-16)4-30-33(28,29)32-17(27)7-1-2-8(23)9(24)3-7/h1-3,5-6,10,12-13,16,23-26H,4H2,(H,28,29)(H2,18,19,20)/p-1/t10-,12-,13-,16-/m1/s1

> <INCHI_KEY>
YDVDHHNNOYDHLY-XNIJJKJLSA-M

> <FORMULA>
C17H17N5O10P

> <MOLECULAR_WEIGHT>
482.322

> <EXACT_MASS>
482.071852345

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
42.30868752273354

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
-3.330083913735347

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.51161855507375

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.7827068560446349

> <JCHEM_PKA_STRONGEST_BASIC>
3.9215810839363248

> <JCHEM_POLAR_SURFACE_AREA>
235.42999999999995

> <JCHEM_REFRACTIVITY>
118.40259999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)carbonyl]-2-hydroxybenzenolate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -9.019  -3.625   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.265  -4.530   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.451  -5.783   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.061  -2.789   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.612  -4.252   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -10.104  -6.062   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.697  -6.688   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.185  -1.884   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.650  -2.359   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.555  -1.114   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.366  -3.346   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       4.924   5.923   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       6.258   3.613   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       4.924   1.303   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0     -11.350  -6.967   0.000  0.00  0.00           O-1
HETATM   24  O   UNK     0      -8.536  -8.220   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.126  -3.824   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.095  -1.114   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -6.527  -1.815   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -4.619  -1.822   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -2.808  -4.313   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -2.468  -2.162   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.185  -0.344   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -4.959  -3.973   0.000  0.00  0.00           O+0
HETATM   33  P   UNK     0      -3.714  -3.068   0.000  0.00  0.00           P+0
HETATM   34  H   UNK     0       0.426  -3.405   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.171  -2.600   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.254   0.259   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.561   1.221   0.000  0.00  0.00           H+0
CONECT    1    2    7                                                       
CONECT    2    1    8                                                       
CONECT    3    7    9                                                       
CONECT    4   10   30                                                       
CONECT    5   19   20                                                       
CONECT    6   21   22                                                       
CONECT    7    1    3   17                                                  
CONECT    8    2    9   23                                                  
CONECT    9    3    8   24                                                  
CONECT   10    4   12   31   34                                             
CONECT   11   14   15   21                                                  
CONECT   12   10   13   25   35                                             
CONECT   13   12   16   26   36                                             
CONECT   14   11   18   19                                                  
CONECT   15   11   20   22                                                  
CONECT   16   13   22   31   37                                             
CONECT   17    7   27   32                                                  
CONECT   18   14                                                            
CONECT   19    5   14                                                       
CONECT   20    5   15                                                       
CONECT   21    6   11                                                       
CONECT   22    6   15   16                                                  
CONECT   23    8                                                            
CONECT   24    9                                                            
CONECT   25   12                                                            
CONECT   26   13                                                            
CONECT   27   17                                                            
CONECT   28   33                                                            
CONECT   29   33                                                            
CONECT   30    4   33                                                       
CONECT   31   10   16                                                       
CONECT   32   17   33                                                       
CONECT   33   28   29   30   32                                             
CONECT   34   10                                                            
CONECT   35   12                                                            
CONECT   36   13                                                            
CONECT   37   16                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

Synonyms

Not Available

Molecular Formula

C₁₇H₁₇N₅O₁₀P

Average Mass

482.322

Monoisotopic Mass

482.071852345

IUPAC Name

4-{[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]carbonyl}-2-hydroxybenzen-1-olate

Traditional Name

4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)carbonyl]-2-hydroxybenzenolate

CAS Registry Number

Not Available

SMILES

[H][C@]1(COP(O)(=O)OC(=O)C2=CC(O)=C([O-])C=C2)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C17H18N5O10P/c18-14-11-15(20-5-19-14)22(6-21-11)16-13(26)12(25)10(31-16)4-30-33(28,29)32-17(27)7-1-2-8(23)9(24)3-7/h1-3,5-6,10,12-13,16,23-26H,4H2,(H,28,29)(H2,18,19,20)/p-1/t10-,12-,13-,16-/m1/s1

InChI Key

YDVDHHNNOYDHLY-XNIJJKJLSA-M

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
N-glycosyl compound
Dihydroxybenzoic acid
Glycosyl compound
6-aminopurine
Monosaccharide phosphate
Pentose monosaccharide
Imidazopyrimidine
Benzoic acid or derivatives
Purine
Catechol
Benzoyl
Aminopyrimidine
Acyl phosphate
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Imidolactam
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Benzenoid
Alkyl phosphate
Phosphoric acid ester
Pyrimidine
Oxolane
Heteroaromatic compound
Azole
Imidazole
Amino acid or derivatives
1,2-diol
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Amine
Primary amine
Alcohol
Organooxygen compound
Organonitrogen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-3.3	ChemAxon
pKa (Strongest Acidic)	0.78	ChemAxon
pKa (Strongest Basic)	3.92	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	235.43 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	118.4 m³·mol⁻¹	ChemAxon
Polarizability	42.31 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	477.1
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	345.0
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-24	200.1
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	324.9
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	342.2
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	200.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	1133.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	702.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	625.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	126.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	318.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	145.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	78.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	398.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	423.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	58.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	172.3
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	826.7
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	611.4

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_1	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)=CC=C1[O-]	standard non polar	2025-10-24	1443.5
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_2	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-24	2327.59
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	1513.58
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_4	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)OC(=O)C1=CC=C([O-])C(O)=C1	standard non polar	2025-10-24	1631.34
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_5	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	1684.91
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_6	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)=CC=C1[O-]	standard non polar	2025-10-24	1380.42
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_7	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)=CC=C1[O-]	standard non polar	2025-10-24	2343.85
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_8	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[Si](C)(C)C)=CC=C1[O-]	standard non polar	2025-10-24	2770.6
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_9	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O[Si](C)(C)C)=C2)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	1709.87
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_10	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2443.78
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_11	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-24	2117.97
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_12	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1719.92
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_13	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	1072.97
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_14	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2499.78
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_15	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	1567.43
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_16	C[Si](C)(C)N(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)[C@@H](O)[C@H]1O)[Si](C)(C)C	standard non polar	2025-10-24	1626.41
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_17	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)=CC=C1[O-]	standard non polar	2025-10-24	1676.03
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_18	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[Si](C)(C)C)=CC=C1[O-]	standard non polar	2025-10-24	3449.36
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_19	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O[Si](C)(C)C)=C2)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1960.76
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_20	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1[O-]	standard non polar	2025-10-24	2995.09
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_21	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O[Si](C)(C)C)=C2)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	1344.45
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_22	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O[Si](C)(C)C)=C2)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	1829.71
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_23	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)=CC=C1[O-]	standard non polar	2025-10-24	1307.74
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_24	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2019.09
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_25	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2123.25
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_26	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	3233.38
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_27	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	standard non polar	2025-10-24	2666.59
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_28	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	1298.08
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_29	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	1221.49
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_30	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)OC(=O)C1=CC=C([O-])C(O)=C1	standard non polar	2025-10-24	2373.7
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_31	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1[O-]	standard non polar	2025-10-24	866.236
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_32	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O[Si](C)(C)C)=C2)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	470.577
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_33	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O[Si](C)(C)C)=C2)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2303.42
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_34	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)=CC=C1[O-]	standard non polar	2025-10-24	2114.21
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_35	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O[Si](C)(C)C)=C2)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2057.73
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_36	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)=CC=C1[O-]	standard non polar	2025-10-24	2629.75
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_37	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)O[Si](C)(C)C)=CC=C1[O-]	standard non polar	2025-10-24	1510.68
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_38	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1917.94
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_39	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)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	standard non polar	2025-10-24	682.629
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_40	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	standard non polar	2025-10-24	1847.02
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_41	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)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	standard non polar	2025-10-24	2071.95
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_42	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O[Si](C)(C)C)=C2)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1901.73
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_43	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)=CC=C1[O-]	standard non polar	2025-10-24	3038.58
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_44	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[Si](C)(C)C)=CC=C1[O-]	standard non polar	2025-10-24	1815.49
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_45	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1[O-]	standard non polar	2025-10-24	1026.03
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_46	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)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	standard non polar	2025-10-24	2765.23
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_1	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)=CC=C1[O-]	standard polar	2025-10-24	2051.2
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_2	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-24	919.508
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	2282.26
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_4	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)OC(=O)C1=CC=C([O-])C(O)=C1	standard polar	2025-10-24	2182.9
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_5	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)[C@@H](O)[C@H]1O	standard polar	2025-10-24	3242.1
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_6	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)=CC=C1[O-]	standard polar	2025-10-24	3037.53
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_7	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)=CC=C1[O-]	standard polar	2025-10-24	1668.76
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_8	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[Si](C)(C)C)=CC=C1[O-]	standard polar	2025-10-24	2479.63
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_9	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O[Si](C)(C)C)=C2)[C@@H](O)[C@H]1O	standard polar	2025-10-24	2860.37
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_10	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	3404.06
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_11	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-24	2677.62
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_12	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2594.92
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_13	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	2647.62
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_14	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	3809.59
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_15	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-24	1999.45
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_16	C[Si](C)(C)N(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)[C@@H](O)[C@H]1O)[Si](C)(C)C	standard polar	2025-10-24	3360.22
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_17	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)=CC=C1[O-]	standard polar	2025-10-24	1577.47
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_18	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[Si](C)(C)C)=CC=C1[O-]	standard polar	2025-10-24	3772.61
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_19	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O[Si](C)(C)C)=C2)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1773.08
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_20	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1[O-]	standard polar	2025-10-24	1524.9
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_21	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O[Si](C)(C)C)=C2)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	2403.48
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_22	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O[Si](C)(C)C)=C2)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-24	2808.96
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_23	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)=CC=C1[O-]	standard polar	2025-10-24	1964.92
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_24	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1654.12
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_25	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	3155.67
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_26	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1590.06
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_27	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	standard polar	2025-10-24	2778.21
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_28	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	1695.0
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_29	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	1908.47
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_30	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)OC(=O)C1=CC=C([O-])C(O)=C1	standard polar	2025-10-24	1038.41
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_31	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1[O-]	standard polar	2025-10-24	871.885
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_32	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O[Si](C)(C)C)=C2)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1904.7
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_33	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O[Si](C)(C)C)=C2)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2020.14
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_34	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)=CC=C1[O-]	standard polar	2025-10-24	2179.79
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_35	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O[Si](C)(C)C)=C2)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	2666.2
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_36	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)=CC=C1[O-]	standard polar	2025-10-24	1933.53
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_37	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)O[Si](C)(C)C)=CC=C1[O-]	standard polar	2025-10-24	794.384
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_38	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	558.362
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_39	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)C2=CC=C([O-])C(O)=C2)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	standard polar	2025-10-24	1979.54
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_40	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	standard polar	2025-10-24	1809.27
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_41	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)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	standard polar	2025-10-24	1685.9
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_42	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O[Si](C)(C)C)=C2)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	3847.27
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_43	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)=CC=C1[O-]	standard polar	2025-10-24	2519.2
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_44	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[Si](C)(C)C)=CC=C1[O-]	standard polar	2025-10-24	1945.69
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_45	C[Si](C)(C)OC1=CC(C(=O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1[O-]	standard polar	2025-10-24	1308.78
Gas Chromatography	3,4-dihydroxybenzoyl-5'-AMP_TMS_46	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)C2=CC=C([O-])C(O)=C2)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	standard polar	2025-10-24	2908.55

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0025783	3,4-dihydroxybenzoyl-5'-AMP	Hydrogen Ion	3,4-dihydroxybenzoate--[aryl-carrier protein] ligase	Ligation	RHEA	34755880

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Firmicutes	1	Human

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44237299

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 3,4-dihydroxybenzoyl-5'-AMP (MMDBc0055427)

MOL for #<Metabolite:0x00007f9aac86b2f0>

3D MOL for #<Metabolite:0x00007f9aac86b2f0>

3D SDF for #<Metabolite:0x00007f9aac86b2f0>

3D-SDF for #<Metabolite:0x00007f9aac86b2f0>

PDB for #<Metabolite:0x00007f9aac86b2f0>

3D PDB for #<Metabolite:0x00007f9aac86b2f0>

SMILES for #<Metabolite:0x00007f9aac86b2f0>

INCHI for #<Metabolite:0x00007f9aac86b2f0>

Structure for #<Metabolite:0x00007f9aac86b2f0>

3D Structure for #<Metabolite:0x00007f9aac86b2f0>