MiMeDB: Showing metabocard for (2S)-2-amino-2'-deoxyadenylo-succinic acid (MMDBc0054850)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:36:20 UTC

Update Date

2025-10-07 16:08:43 UTC

Metabolite ID

MMDBc0054850

Metabolite Identification

Common Name

(2S)-2-amino-2'-deoxyadenylo-succinic acid

Description

(2S)-2-amino-2'-deoxyadenylo-succinic acid is a nucleotide derivative. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221362D          

 35 37  0  0  1  0            999 V2000
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1846   -1.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9302   -2.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065   -2.9557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0050   -1.3631    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1766   -2.1700    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8490   -2.0305    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8860   -2.8695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0420   -2.2020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5571   -0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -7.1050   -2.6918    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -6.6869   -1.6026    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -6.0158   -3.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5977   -2.0207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4621   -2.5825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3514   -2.3562    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8019   -1.5766    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2198   -2.9939    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6355   -2.8274    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  6  0  0  0
  7  6  1  0  0  0  0
  8  2  1  0  0  0  0
  9  1  1  0  0  0  0
 11 10  2  0  0  0  0
 12 10  1  0  0  0  0
 13  5  1  0  0  0  0
 15 14  2  0  0  0  0
 16  4  2  0  0  0  0
 16 10  1  0  0  0  0
  5 17  1  1  0  0  0
 17 11  1  0  0  0  0
 18 11  1  0  0  0  0
 18 14  1  0  0  0  0
 19 12  2  0  0  0  0
 19 14  1  0  0  0  0
 20  4  1  0  0  0  0
  8 20  1  6  0  0  0
 20 12  1  0  0  0  0
  6 21  1  1  0  0  0
 22  9  2  0  0  0  0
 23  9  1  0  0  0  0
 24 13  2  0  0  0  0
 25 13  1  0  0  0  0
 29  3  1  0  0  0  0
 30  7  1  0  0  0  0
 30  8  1  0  0  0  0
 31 26  1  0  0  0  0
 31 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
  5 32  1  1  0  0  0
  6 33  1  6  0  0  0
  7 34  1  1  0  0  0
  8 35  1  1  0  0  0
M  CHG  4  23  -1  25  -1  26  -1  27  -1
M  END


  Mrv1652306172221362D          

 35 37  0  0  1  0            999 V2000
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1846   -1.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9302   -2.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065   -2.9557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0050   -1.3631    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1766   -2.1700    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8490   -2.0305    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8860   -2.8695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0420   -2.2020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5571   -0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -7.1050   -2.6918    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -6.6869   -1.6026    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -6.0158   -3.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5977   -2.0207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4621   -2.5825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3514   -2.3562    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8019   -1.5766    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2198   -2.9939    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6355   -2.8274    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  6  0  0  0
  7  6  1  0  0  0  0
  8  2  1  0  0  0  0
  9  1  1  0  0  0  0
 11 10  2  0  0  0  0
 12 10  1  0  0  0  0
 13  5  1  0  0  0  0
 15 14  2  0  0  0  0
 16  4  2  0  0  0  0
 16 10  1  0  0  0  0
  5 17  1  1  0  0  0
 17 11  1  0  0  0  0
 18 11  1  0  0  0  0
 18 14  1  0  0  0  0
 19 12  2  0  0  0  0
 19 14  1  0  0  0  0
 20  4  1  0  0  0  0
  8 20  1  6  0  0  0
 20 12  1  0  0  0  0
  6 21  1  1  0  0  0
 22  9  2  0  0  0  0
 23  9  1  0  0  0  0
 24 13  2  0  0  0  0
 25 13  1  0  0  0  0
 29  3  1  0  0  0  0
 30  7  1  0  0  0  0
 30  8  1  0  0  0  0
 31 26  1  0  0  0  0
 31 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
  5 32  1  1  0  0  0
  6 33  1  6  0  0  0
  7 34  1  1  0  0  0
  8 35  1  1  0  0  0
M  CHG  4  23  -1  25  -1  26  -1  27  -1
M  END
> <DATABASE_ID>
MMDBc0054850

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](CC([O-])=O)(NC1=C2N=CN(C2=NC(=N)N1)[C@@]1([H])C[C@]([H])(O)[C@@]([H])(COP([O-])([O-])=O)O1)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H19N6O10P/c15-14-18-11(17-5(13(24)25)1-9(22)23)10-12(19-14)20(4-16-10)8-2-6(21)7(30-8)3-29-31(26,27)28/h4-8,21H,1-3H2,(H,22,23)(H,24,25)(H2,26,27,28)(H3,15,17,18,19)/p-4/t5-,6-,7+,8+/m0/s1

> <INCHI_KEY>
GOIAPHWMMMFKRU-RULNZFCNSA-J

> <FORMULA>
C14H15N6O10P

> <MOLECULAR_WEIGHT>
458.282

> <EXACT_MASS>
458.060922025

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
38.63322117997208

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-({9-[(2R,4S,5R)-4-hydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-2-imino-2,9-dihydro-1H-purin-6-yl}amino)butanedioate

> <JCHEM_LOGP>
-2.997603208981946

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
3.508667326495833

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.9725444042336298

> <JCHEM_PKA_STRONGEST_BASIC>
1.5765348974697317

> <JCHEM_POLAR_SURFACE_AREA>
258.01

> <JCHEM_REFRACTIVITY>
136.3455

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-({9-[(2R,4S,5R)-4-hydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-2-imino-1H-purin-6-yl}amino)butanedioate

> <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       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.945  -2.383   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.203  -4.677   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.185  -5.517   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.476  -2.544   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.796  -4.051   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.318  -3.790   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -1.334   0.770   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0      -1.654  -5.356   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       1.334  -3.850   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       0.000  -1.540   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0      -2.667  -1.540   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      -3.812  -4.110   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0      -8.507  -1.400   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668  -3.850   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.335  -1.540   0.000  0.00  0.00           O-1
HETATM   24  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O-1
HETATM   26  O   UNK     0     -13.263  -5.025   0.000  0.00  0.00           O-1
HETATM   27  O   UNK     0     -12.482  -2.991   0.000  0.00  0.00           O-1
HETATM   28  O   UNK     0     -11.230  -5.805   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0     -10.449  -3.772   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -6.463  -4.821   0.000  0.00  0.00           O+0
HETATM   31  P   UNK     0     -11.856  -4.398   0.000  0.00  0.00           P+0
HETATM   32  H   UNK     0       4.001  -2.310   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      -8.964  -2.943   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0      -7.877  -5.589   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.920  -5.278   0.000  0.00  0.00           H+0
CONECT    1    5    9                                                       
CONECT    2    6    8                                                       
CONECT    3    7   29                                                       
CONECT    4   16   20                                                       
CONECT    5    1   13   17   32                                             
CONECT    6    2    7   21   33                                             
CONECT    7    3    6   30   34                                             
CONECT    8    2   20   30   35                                             
CONECT    9    1   22   23                                                  
CONECT   10   11   12   16                                                  
CONECT   11   10   17   18                                                  
CONECT   12   10   19   20                                                  
CONECT   13    5   24   25                                                  
CONECT   14   15   18   19                                                  
CONECT   15   14                                                            
CONECT   16    4   10                                                       
CONECT   17    5   11                                                       
CONECT   18   11   14                                                       
CONECT   19   12   14                                                       
CONECT   20    4    8   12                                                  
CONECT   21    6                                                            
CONECT   22    9                                                            
CONECT   23    9                                                            
CONECT   24   13                                                            
CONECT   25   13                                                            
CONECT   26   31                                                            
CONECT   27   31                                                            
CONECT   28   31                                                            
CONECT   29    3   31                                                       
CONECT   30    7    8                                                       
CONECT   31   26   27   28   29                                             
CONECT   32    5                                                            
CONECT   33    6                                                            
CONECT   34    7                                                            
CONECT   35    8                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

Synonyms

Not Available

Molecular Formula

C₁₄H₁₅N₆O₁₀P

Average Mass

458.282

Monoisotopic Mass

458.060922025

IUPAC Name

(2S)-2-({9-[(2R,4S,5R)-4-hydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-2-imino-2,9-dihydro-1H-purin-6-yl}amino)butanedioate

Traditional Name

(2S)-2-({9-[(2R,4S,5R)-4-hydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-2-imino-1H-purin-6-yl}amino)butanedioate

CAS Registry Number

Not Available

SMILES

[H][C@@](CC([O-])=O)(NC1=C2N=CN(C2=NC(=N)N1)[C@@]1([H])C[C@]([H])(O)[C@@]([H])(COP([O-])([O-])=O)O1)C([O-])=O

InChI Identifier

InChI=1S/C14H19N6O10P/c15-14-18-11(17-5(13(24)25)1-9(22)23)10-12(19-14)20(4-16-10)8-2-6(21)7(30-8)3-29-31(26,27)28/h4-8,21H,1-3H2,(H,22,23)(H,24,25)(H2,26,27,28)(H3,15,17,18,19)/p-4/t5-,6-,7+,8+/m0/s1

InChI Key

GOIAPHWMMMFKRU-RULNZFCNSA-J

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine 2'-deoxyribonucleoside monophosphates. These are purine nucleotides with monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine deoxyribonucleotides

Direct Parent

Purine 2'-deoxyribonucleoside monophosphates

Alternative Parents

Substituents

Purine 2'-deoxyribonucleoside monophosphate
Aspartic acid or derivatives
6-alkylaminopurine
L-alpha-amino acid
Alpha-amino acid or derivatives
6-aminopurine
Purine
Imidazopyrimidine
Secondary aliphatic/aromatic amine
Aminopyrimidine
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
Dicarboxylic acid or derivatives
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Azole
Amino acid
Secondary alcohol
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Secondary amine
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
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	ChemAxon
pKa (Strongest Acidic)	0.97	ChemAxon
pKa (Strongest Basic)	1.58	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	258.01 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	136.35 m³·mol⁻¹	ChemAxon
Polarizability	38.63 Å³	ChemAxon
Number of Rings	3	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	507.1
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	267.8
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-24	300.3
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	416.1
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	352.3
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	230.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	1697.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	380.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	982.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	173.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	215.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	159.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	67.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	568.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	735.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	86.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	217.8
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1376.9
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	731.5

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_1	C[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C(N[C@@H](CC(=O)[O-])C(=O)[O-])[NH]C(=N)N=C32)O[C@@H]1COP(=O)([O-])[O-]	standard non polar	2025-10-24	745.785
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_2	C[Si](C)(C)N(C1=C2N=CN([C@H]3C[C@H](O)[C@@H](COP(=O)([O-])[O-])O3)C2=NC(=N)[NH]1)[C@@H](CC(=O)[O-])C(=O)[O-]	standard non polar	2025-10-24	1495.9
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_3	C[Si](C)(C)N=C1N=C2C(=C(N[C@@H](CC(=O)[O-])C(=O)[O-])[NH]1)N=CN2[C@H]1C[C@H](O)[C@@H](COP(=O)([O-])[O-])O1	standard non polar	2025-10-24	2306.71
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_4	C[Si](C)(C)N1C(N[C@@H](CC(=O)[O-])C(=O)[O-])=C2N=CN([C@H]3C[C@H](O)[C@@H](COP(=O)([O-])[O-])O3)C2=NC1=N	standard non polar	2025-10-24	2406.47
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_5	C[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C(N([C@@H](CC(=O)[O-])C(=O)[O-])[Si](C)(C)C)[NH]C(=N)N=C32)O[C@@H]1COP(=O)([O-])[O-]	standard non polar	2025-10-24	1380.38
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_6	C[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C(N[C@@H](CC(=O)[O-])C(=O)[O-])N([Si](C)(C)C)C(=N)N=C32)O[C@@H]1COP(=O)([O-])[O-]	standard non polar	2025-10-24	1321.42
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_7	C[Si](C)(C)N=C1N=C2C(=C(N[C@@H](CC(=O)[O-])C(=O)[O-])[NH]1)N=CN2[C@H]1C[C@H](O[Si](C)(C)C)[C@@H](COP(=O)([O-])[O-])O1	standard non polar	2025-10-24	854.073
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_8	C[Si](C)(C)N(C1=C2N=CN([C@H]3C[C@H](O)[C@@H](COP(=O)([O-])[O-])O3)C2=NC(=N)N1[Si](C)(C)C)[C@@H](CC(=O)[O-])C(=O)[O-]	standard non polar	2025-10-24	1599.57
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_9	C[Si](C)(C)N=C1N=C2C(=C(N([C@@H](CC(=O)[O-])C(=O)[O-])[Si](C)(C)C)[NH]1)N=CN2[C@H]1C[C@H](O)[C@@H](COP(=O)([O-])[O-])O1	standard non polar	2025-10-24	2524.41
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_10	C[Si](C)(C)N=C1N=C2C(=C(N[C@@H](CC(=O)[O-])C(=O)[O-])N1[Si](C)(C)C)N=CN2[C@H]1C[C@H](O)[C@@H](COP(=O)([O-])[O-])O1	standard non polar	2025-10-24	2509.75
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_11	C[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C(N([C@@H](CC(=O)[O-])C(=O)[O-])[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C32)O[C@@H]1COP(=O)([O-])[O-]	standard non polar	2025-10-24	2576.05
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_12	C[Si](C)(C)N=C1N=C2C(=C(N([C@@H](CC(=O)[O-])C(=O)[O-])[Si](C)(C)C)[NH]1)N=CN2[C@H]1C[C@H](O[Si](C)(C)C)[C@@H](COP(=O)([O-])[O-])O1	standard non polar	2025-10-24	1761.7
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_13	C[Si](C)(C)N=C1N=C2C(=C(N[C@@H](CC(=O)[O-])C(=O)[O-])N1[Si](C)(C)C)N=CN2[C@H]1C[C@H](O[Si](C)(C)C)[C@@H](COP(=O)([O-])[O-])O1	standard non polar	2025-10-24	1621.6
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_14	C[Si](C)(C)N=C1N=C2C(=C(N([C@@H](CC(=O)[O-])C(=O)[O-])[Si](C)(C)C)N1[Si](C)(C)C)N=CN2[C@H]1C[C@H](O)[C@@H](COP(=O)([O-])[O-])O1	standard non polar	2025-10-24	1413.37
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_15	C[Si](C)(C)N=C1N=C2C(=C(N([C@@H](CC(=O)[O-])C(=O)[O-])[Si](C)(C)C)N1[Si](C)(C)C)N=CN2[C@H]1C[C@H](O[Si](C)(C)C)[C@@H](COP(=O)([O-])[O-])O1	standard non polar	2025-10-24	2203.12
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_1	C[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C(N[C@@H](CC(=O)[O-])C(=O)[O-])[NH]C(=N)N=C32)O[C@@H]1COP(=O)([O-])[O-]	standard polar	2025-10-24	862.165
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_2	C[Si](C)(C)N(C1=C2N=CN([C@H]3C[C@H](O)[C@@H](COP(=O)([O-])[O-])O3)C2=NC(=N)[NH]1)[C@@H](CC(=O)[O-])C(=O)[O-]	standard polar	2025-10-24	3112.46
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_3	C[Si](C)(C)N=C1N=C2C(=C(N[C@@H](CC(=O)[O-])C(=O)[O-])[NH]1)N=CN2[C@H]1C[C@H](O)[C@@H](COP(=O)([O-])[O-])O1	standard polar	2025-10-24	1124.04
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_4	C[Si](C)(C)N1C(N[C@@H](CC(=O)[O-])C(=O)[O-])=C2N=CN([C@H]3C[C@H](O)[C@@H](COP(=O)([O-])[O-])O3)C2=NC1=N	standard polar	2025-10-24	2990.05
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_5	C[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C(N([C@@H](CC(=O)[O-])C(=O)[O-])[Si](C)(C)C)[NH]C(=N)N=C32)O[C@@H]1COP(=O)([O-])[O-]	standard polar	2025-10-24	2175.54
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_6	C[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C(N[C@@H](CC(=O)[O-])C(=O)[O-])N([Si](C)(C)C)C(=N)N=C32)O[C@@H]1COP(=O)([O-])[O-]	standard polar	2025-10-24	1073.43
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_7	C[Si](C)(C)N=C1N=C2C(=C(N[C@@H](CC(=O)[O-])C(=O)[O-])[NH]1)N=CN2[C@H]1C[C@H](O[Si](C)(C)C)[C@@H](COP(=O)([O-])[O-])O1	standard polar	2025-10-24	1312.44
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_8	C[Si](C)(C)N(C1=C2N=CN([C@H]3C[C@H](O)[C@@H](COP(=O)([O-])[O-])O3)C2=NC(=N)N1[Si](C)(C)C)[C@@H](CC(=O)[O-])C(=O)[O-]	standard polar	2025-10-24	3345.75
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_9	C[Si](C)(C)N=C1N=C2C(=C(N([C@@H](CC(=O)[O-])C(=O)[O-])[Si](C)(C)C)[NH]1)N=CN2[C@H]1C[C@H](O)[C@@H](COP(=O)([O-])[O-])O1	standard polar	2025-10-24	2373.5
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_10	C[Si](C)(C)N=C1N=C2C(=C(N[C@@H](CC(=O)[O-])C(=O)[O-])N1[Si](C)(C)C)N=CN2[C@H]1C[C@H](O)[C@@H](COP(=O)([O-])[O-])O1	standard polar	2025-10-24	2614.0
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_11	C[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C(N([C@@H](CC(=O)[O-])C(=O)[O-])[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C32)O[C@@H]1COP(=O)([O-])[O-]	standard polar	2025-10-24	2285.97
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_12	C[Si](C)(C)N=C1N=C2C(=C(N([C@@H](CC(=O)[O-])C(=O)[O-])[Si](C)(C)C)[NH]1)N=CN2[C@H]1C[C@H](O[Si](C)(C)C)[C@@H](COP(=O)([O-])[O-])O1	standard polar	2025-10-24	2003.13
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_13	C[Si](C)(C)N=C1N=C2C(=C(N[C@@H](CC(=O)[O-])C(=O)[O-])N1[Si](C)(C)C)N=CN2[C@H]1C[C@H](O[Si](C)(C)C)[C@@H](COP(=O)([O-])[O-])O1	standard polar	2025-10-24	3084.1
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_14	C[Si](C)(C)N=C1N=C2C(=C(N([C@@H](CC(=O)[O-])C(=O)[O-])[Si](C)(C)C)N1[Si](C)(C)C)N=CN2[C@H]1C[C@H](O)[C@@H](COP(=O)([O-])[O-])O1	standard polar	2025-10-24	1259.68
Gas Chromatography	(2S)-2-amino-2'-deoxyadenylo-succinic acid_TMS_15	C[Si](C)(C)N=C1N=C2C(=C(N([C@@H](CC(=O)[O-])C(=O)[O-])[Si](C)(C)C)N1[Si](C)(C)C)N=CN2[C@H]1C[C@H](O[Si](C)(C)C)[C@@H](COP(=O)([O-])[O-])O1	standard polar	2025-10-24	1640.86

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

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
Viruses/Heunggongvirae	Uroviricota	4
Bacteria	Proteobacteria	1	Human
Bacteria/Eubacteria	Proteobacteria	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

C00024907

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dream SMP

METLIN ID

Not Available

PubChem Compound

155920205

PDB ID

Not Available

ChEBI ID

172924

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 (2S)-2-amino-2'-deoxyadenylo-succinic acid (MMDBc0054850)

MOL for #<Metabolite:0x00007f9af2b39608>

3D MOL for #<Metabolite:0x00007f9af2b39608>

3D SDF for #<Metabolite:0x00007f9af2b39608>

3D-SDF for #<Metabolite:0x00007f9af2b39608>

PDB for #<Metabolite:0x00007f9af2b39608>

3D PDB for #<Metabolite:0x00007f9af2b39608>

SMILES for #<Metabolite:0x00007f9af2b39608>

INCHI for #<Metabolite:0x00007f9af2b39608>

Structure for #<Metabolite:0x00007f9af2b39608>

3D Structure for #<Metabolite:0x00007f9af2b39608>