MiMeDB: Showing metabocard for 3'-AMP (MMDBc0029721)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:38:58 UTC

Update Date

2024-04-30 19:41:20 UTC

Metabolite ID

MMDBc0029721

Metabolite Identification

Common Name

3'-AMP

Description

3'-AMP is also known as Adenylic acid. It is an Adenine nucleotide containing one phosphate group esterified to the sugar moiety in the 3'-position.

Structure

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

HMDB0003540
     RDKit          3D
3'-AMP
 37 39  0  0  0  0  0  0  0  0999 V2000
    5.9330   -0.1197    0.2734 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6407    0.2043   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4810    0.7245   -1.4601 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2511    1.0390   -1.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1322    0.8442   -1.2242 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2333    0.3285    0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4922    0.0069    0.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2795   -0.4727    1.7310 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9543   -0.4547    1.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2866    0.0413    0.9248 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1396    0.1947    0.8710 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7736   -0.8671    1.4561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -1.2068    0.7203 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6461   -2.5665    0.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5463   -2.6008   -0.7296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0985   -0.1368   -0.3201 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7757    0.9077    0.2875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1678    1.3536   -0.5493 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.9984    0.9813   -1.9818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4103    3.0138   -0.3347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5220    0.5761    0.1445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596    0.3248   -0.5461 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5927    1.6324   -0.9653 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1264   -0.8738    0.9539 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7685    0.4341   -0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2245    1.4542   -2.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4957   -0.7971    2.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4834    1.1278    1.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7406   -1.3035    1.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413   -3.2646    0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5879   -2.8910   -0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7038   -3.2690   -1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5658   -0.5063   -1.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2851    3.5339   -1.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5000    0.6831    1.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1248   -0.3160   -1.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6582    2.2402   -0.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 16 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
 15 32  1  0
 16 33  1  6
 20 34  1  0
 21 35  1  0
 22 36  1  6
 23 37  1  0
M  END


  Mrv0541 02231219452D          

 23 25  0  0  1  0            999 V2000
   17.7715  -13.6519    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.8563  -14.4725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5921  -13.5671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6867  -12.8312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3436  -13.7420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8532  -16.2673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9177  -15.3666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9509  -13.7367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6501  -19.1330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1452  -16.8191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1452  -18.1469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9356  -17.8955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6501  -16.6580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1503  -13.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4015  -16.0348    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.4038  -14.7000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.1866  -15.7813    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.1881  -14.9563    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6501  -18.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3646  -17.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3646  -17.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6267  -17.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9356  -17.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  8  2  0  0  0  0
 18  2  1  1  0  0  0
  5 14  1  0  0  0  0
 17  6  1  1  0  0  0
  7 15  1  0  0  0  0
  7 16  1  0  0  0  0
  9 19  1  0  0  0  0
 15 10  1  6  0  0  0
 10 20  1  0  0  0  0
 10 22  1  0  0  0  0
 11 21  1  0  0  0  0
 11 22  2  0  0  0  0
 12 19  1  0  0  0  0
 12 23  2  0  0  0  0
 13 20  2  0  0  0  0
 13 23  1  0  0  0  0
 16 14  1  6  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 18  1  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029721

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(17)7(4(1-16)21-10)22-23(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>
LNQVTSROQXJCDD-KQYNXXCUSA-N

> <FORMULA>
C10H14N5O7P

> <MOLECULAR_WEIGHT>
347.2212

> <EXACT_MASS>
347.063084339

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
29.666717252157685

> <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)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-3.14

> <JCHEM_LOGP>
-4.806465728671279

> <ALOGPS_LOGS>
-2.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.964652693952025

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8697766204294437

> <JCHEM_PKA_STRONGEST_BASIC>
4.937921968407116

> <JCHEM_POLAR_SURFACE_AREA>
186.07

> <JCHEM_REFRACTIVITY>
74.0685

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.48e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
adenosine-3'-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003540
     RDKit          3D
3'-AMP
 37 39  0  0  0  0  0  0  0  0999 V2000
    5.9330   -0.1197    0.2734 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6407    0.2043   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4810    0.7245   -1.4601 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2511    1.0390   -1.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1322    0.8442   -1.2242 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2333    0.3285    0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4922    0.0069    0.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2795   -0.4727    1.7310 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9543   -0.4547    1.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2866    0.0413    0.9248 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1396    0.1947    0.8710 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7736   -0.8671    1.4561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -1.2068    0.7203 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6461   -2.5665    0.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5463   -2.6008   -0.7296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0985   -0.1368   -0.3201 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7757    0.9077    0.2875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1678    1.3536   -0.5493 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.9984    0.9813   -1.9818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4103    3.0138   -0.3347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5220    0.5761    0.1445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596    0.3248   -0.5461 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5927    1.6324   -0.9653 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1264   -0.8738    0.9539 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7685    0.4341   -0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2245    1.4542   -2.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4957   -0.7971    2.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4834    1.1278    1.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7406   -1.3035    1.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413   -3.2646    0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5879   -2.8910   -0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7038   -3.2690   -1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5658   -0.5063   -1.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2851    3.5339   -1.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5000    0.6831    1.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1248   -0.3160   -1.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6582    2.2402   -0.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 16 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
 15 32  1  0
 16 33  1  6
 20 34  1  0
 21 35  1  0
 22 36  1  6
 23 37  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  P   UNK     0      33.173 -25.484   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      33.332 -27.015   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      34.705 -25.325   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      33.015 -23.952   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      28.641 -25.652   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      33.326 -30.366   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      29.713 -28.684   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      31.642 -25.642   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      27.347 -35.715   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      30.138 -31.396   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      30.138 -33.874   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      26.013 -33.405   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      27.347 -31.095   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      30.147 -25.974   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      30.616 -29.932   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      30.620 -27.440   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      32.082 -29.458   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      32.084 -27.918   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.347 -34.175   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      28.681 -31.865   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      28.681 -33.405   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      31.037 -32.635   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      26.013 -31.865   0.000  0.00  0.00           C+0
CONECT    1    2    3    4    8                                             
CONECT    2    1   18                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5   14                                                            
CONECT    6   17                                                            
CONECT    7   15   16                                                       
CONECT    8    1                                                            
CONECT    9   19                                                            
CONECT   10   15   20   22                                                  
CONECT   11   21   22                                                       
CONECT   12   19   23                                                       
CONECT   13   20   23                                                       
CONECT   14    5   16                                                       
CONECT   15    7   10   17                                                  
CONECT   16    7   14   18                                                  
CONECT   17    6   15   18                                                  
CONECT   18    2   16   17                                                  
CONECT   19    9   12   21                                                  
CONECT   20   10   13   21                                                  
CONECT   21   11   19   20                                                  
CONECT   22   10   11                                                       
CONECT   23   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0003540
HETATM    1  N1  UNL     1       5.933  -0.120   0.273  1.00  0.00           N  
HETATM    2  C1  UNL     1       4.641   0.204  -0.227  1.00  0.00           C  
HETATM    3  N2  UNL     1       4.481   0.724  -1.460  1.00  0.00           N  
HETATM    4  C2  UNL     1       3.251   1.039  -1.951  1.00  0.00           C  
HETATM    5  N3  UNL     1       2.132   0.844  -1.224  1.00  0.00           N  
HETATM    6  C3  UNL     1       2.233   0.329   0.011  1.00  0.00           C  
HETATM    7  C4  UNL     1       3.492   0.007   0.513  1.00  0.00           C  
HETATM    8  N4  UNL     1       3.279  -0.473   1.731  1.00  0.00           N  
HETATM    9  C5  UNL     1       1.954  -0.455   1.985  1.00  0.00           C  
HETATM   10  N5  UNL     1       1.287   0.041   0.925  1.00  0.00           N  
HETATM   11  C6  UNL     1      -0.140   0.195   0.871  1.00  0.00           C  
HETATM   12  O1  UNL     1      -0.774  -0.867   1.456  1.00  0.00           O  
HETATM   13  C7  UNL     1      -1.877  -1.207   0.720  1.00  0.00           C  
HETATM   14  C8  UNL     1      -1.646  -2.566   0.104  1.00  0.00           C  
HETATM   15  O2  UNL     1      -0.546  -2.601  -0.730  1.00  0.00           O  
HETATM   16  C9  UNL     1      -2.098  -0.137  -0.320  1.00  0.00           C  
HETATM   17  O3  UNL     1      -2.776   0.908   0.287  1.00  0.00           O  
HETATM   18  P1  UNL     1      -4.168   1.354  -0.549  1.00  0.00           P  
HETATM   19  O4  UNL     1      -3.998   0.981  -1.982  1.00  0.00           O  
HETATM   20  O5  UNL     1      -4.410   3.014  -0.335  1.00  0.00           O  
HETATM   21  O6  UNL     1      -5.522   0.576   0.145  1.00  0.00           O  
HETATM   22  C10 UNL     1      -0.660   0.325  -0.546  1.00  0.00           C  
HETATM   23  O7  UNL     1      -0.593   1.632  -0.965  1.00  0.00           O  
HETATM   24  H1  UNL     1       6.126  -0.874   0.954  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.768   0.434  -0.058  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.225   1.454  -2.958  1.00  0.00           H  
HETATM   27  H4  UNL     1       1.496  -0.797   2.923  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.483   1.128   1.407  1.00  0.00           H  
HETATM   29  H6  UNL     1      -2.741  -1.304   1.412  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.441  -3.265   0.949  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.588  -2.891  -0.401  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.704  -3.269  -1.451  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.566  -0.506  -1.238  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.285   3.534  -1.158  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.500   0.683   1.116  1.00  0.00           H  
HETATM   36  H13 UNL     1      -0.125  -0.316  -1.261  1.00  0.00           H  
HETATM   37  H14 UNL     1      -0.658   2.240  -0.190  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   16   29
CONECT   14   15   30   31
CONECT   15   32
CONECT   16   17   22   33
CONECT   17   18
CONECT   18   19   19   20   21
CONECT   20   34
CONECT   21   35
CONECT   22   23   36
CONECT   23   37
END

HMDB0003540
     RDKit          3D
3'-AMP
 37 39  0  0  0  0  0  0  0  0999 V2000
    5.9330   -0.1197    0.2734 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6407    0.2043   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4810    0.7245   -1.4601 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2511    1.0390   -1.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1322    0.8442   -1.2242 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2333    0.3285    0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4922    0.0069    0.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2795   -0.4727    1.7310 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9543   -0.4547    1.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2866    0.0413    0.9248 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1396    0.1947    0.8710 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7736   -0.8671    1.4561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -1.2068    0.7203 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6461   -2.5665    0.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5463   -2.6008   -0.7296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0985   -0.1368   -0.3201 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7757    0.9077    0.2875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1678    1.3536   -0.5493 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.9984    0.9813   -1.9818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4103    3.0138   -0.3347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5220    0.5761    0.1445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596    0.3248   -0.5461 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5927    1.6324   -0.9653 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1264   -0.8738    0.9539 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7685    0.4341   -0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2245    1.4542   -2.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4957   -0.7971    2.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4834    1.1278    1.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7406   -1.3035    1.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413   -3.2646    0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5879   -2.8910   -0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7038   -3.2690   -1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5658   -0.5063   -1.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2851    3.5339   -1.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5000    0.6831    1.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1248   -0.3160   -1.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6582    2.2402   -0.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 16 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
 15 32  1  0
 16 33  1  6
 20 34  1  0
 21 35  1  0
 22 36  1  6
 23 37  1  0
M  END

Synonyms

Value	Source
3'-Adenosine monophosphate	ChEBI
3'-Adenylic acid	ChEBI
Adenosine 3'-monophosphate	ChEBI
Adenosine 3'-phosphate	ChEBI
Adenosine-3'-monophosphate	ChEBI
AMP 3'-Phosphate	ChEBI
Synadenylic acid	ChEBI
3'-Adenosine monophosphoric acid	Generator
3'-Adenylate	Generator
Adenosine 3'-monophosphoric acid	Generator
Adenosine 3'-phosphoric acid	Generator
Adenosine-3'-monophosphoric acid	Generator
AMP 3'-Phosphoric acid	Generator
Synadenylate	Generator
Adenosine-3'-phosphate	HMDB
Yeast adenylic acid	HMDB
2' Adenylic acid	MeSH, HMDB
5' Adenylic acid	MeSH, HMDB
Phosphate dipotassium, adenosine	MeSH, HMDB
5'-Adenylic acid	MeSH, HMDB
Adenylic acid	MeSH, HMDB
5'-Phosphate, adenosine	MeSH, HMDB
Adenosine 2'-phosphate	MeSH, HMDB
Dipotassium, adenosine phosphate	MeSH, HMDB
Phosphate disodium, adenosine	MeSH, HMDB
Monophosphate, 2'-adenosine	MeSH, HMDB
2'-AMP	MeSH, HMDB
2'-Adenosine monophosphate	MeSH, HMDB
Adenosine 2' phosphate	MeSH, HMDB
Adenosine phosphate dipotassium	MeSH, HMDB
Adenosine 3' phosphate	MeSH, HMDB
Disodium, adenosine phosphate	MeSH, HMDB
Phosphaden	MeSH, HMDB
2'-Adenylic acid	MeSH, HMDB
AMP	MeSH, HMDB
Adenosine monophosphate	MeSH, HMDB
Adenosine phosphate disodium	MeSH, HMDB
2' Adenosine monophosphate	MeSH, HMDB
Acid, 2'-adenylic	MeSH, HMDB
Acid, 5'-adenylic	MeSH, HMDB
Adenosine 5' phosphate	MeSH, HMDB
Adenosine 5'-phosphate	MeSH, HMDB

Molecular Formula

C₁₀H₁₄N₅O₇P

Average Mass

347.2212

Monoisotopic Mass

347.063084339

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid

Traditional Name

adenosine-3'-phosphate

CAS Registry Number

84-21-9

SMILES

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

InChI Identifier

InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(17)7(4(1-16)21-10)22-23(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

LNQVTSROQXJCDD-KQYNXXCUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ribonucleoside 3'-phosphates. These are ribonucleosides that contain a phosphate group attached to the C-3 carbon of the ribose or deoxyribose moiety. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Ribonucleoside 3'-phosphates

Sub Class

Not Available

Direct Parent

Ribonucleoside 3'-phosphates

Alternative Parents

Substituents

Pentose phosphate
Ribonucleoside 3'-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Pentose monosaccharide
Monosaccharide phosphate
Purine
Imidazopyrimidine
Aminopyrimidine
Monoalkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
N-substituted imidazole
Monosaccharide
Pyrimidine
Imidolactam
Alkyl phosphate
Heteroaromatic compound
Tetrahydrofuran
Azole
Imidazole
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Primary amine
Amine
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

purine ribonucleoside 3'-monophosphate (CHEBI:28931 )
adenosine 3'-phosphate (CHEBI:28931 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.48 g/L	ALOGPS
logP	-3.1	ALOGPS
logP	-4.8	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	0.87	ChemAxon
pKa (Strongest Basic)	4.94	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	29.67 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0kuv-0973000000-eb7c71515eea7eb1a837	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0kuv-0973000000-eb7c71515eea7eb1a837	2018-05-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9511000000-80f5030da41a88c5adf7	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-03xr-7973700000-7630afa3708fa5e5ab9e	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-03di-2093000000-f9389aa723f687dcb780	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-01u1-9463000000-deedf4a3a159267bf008	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-1900000000-3070b457af9f8caf95ae	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-000i-0901000000-01666f7ac8779350ae53	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Negative	splash10-03di-2093000000-e566bf05f29e5c2f202b	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-000i-1900000000-796d8e13194f52dee246	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-000i-0900000000-02e4343bf1e5fbc63510	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0002-0009000000-38164510e452a6ab6012	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-2913000000-583726ba8cf3132ced34	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-3743b8381504a528e937	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-3900000000-674aca6f0bee774491a7	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0032-4709000000-0e304c018489ee824b4e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-3900000000-28c48abec776120de260	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9500000000-64e6e28bb636afabd554	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0009000000-f5a4678a70e90bab759b	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-1921000000-253481bcb5e35615598c	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-003r-8900000000-3b498c0da7159391cb24	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0009000000-97735d217b8d45d68457	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0921000000-e877995fe049396ac137	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-0900000000-fc6f39d328b9fab00fc1	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces
Placenta
Saliva

Tissue Locations

Placenta

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

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000079	3'-AMP	Adenosine	acid phosphatase 2, lysosomal		VMH	30371894

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	Proteobacteria	87	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Human sputum; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	160	Human feces; Human ; Human sputum; Human saliva; Human urine; Human supragingival plaque; Pig ; Cattle	Metabolic reconstruction
Bacteria	Bacteroidetes	104	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva	Metabolic reconstruction
Bacteria	Actinobacteria	25	Human feces; Human	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	2	Human feces; Human	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human Saliva	Detected and Quantified	0.137	0.204	uM	Adult (>18 years old)	Both	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	0.269	0.162	uM	Adult (>18 years old)	Both	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Placenta	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0003540

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

2224997

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

41211

PDB ID

Not Available

ChEBI ID

28931

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Jackson EK, Ren J, Gillespie DG: 2',3'-cAMP, 3'-AMP, and 2'-AMP inhibit human aortic and coronary vascular smooth muscle cell proliferation via A2B receptors. Am J Physiol Heart Circ Physiol. 2011 Aug;301(2):H391-401. doi: 10.1152/ajpheart.00336.2011. Epub 2011 May 27. [PubMed:21622827 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for 3'-AMP (MMDBc0029721)

MOL for #<Metabolite:0x00007fec94dcca70>

3D MOL for #<Metabolite:0x00007fec94dcca70>

3D SDF for #<Metabolite:0x00007fec94dcca70>

3D-SDF for #<Metabolite:0x00007fec94dcca70>

PDB for #<Metabolite:0x00007fec94dcca70>

3D PDB for #<Metabolite:0x00007fec94dcca70>

SMILES for #<Metabolite:0x00007fec94dcca70>

INCHI for #<Metabolite:0x00007fec94dcca70>

Structure for #<Metabolite:0x00007fec94dcca70>

3D Structure for #<Metabolite:0x00007fec94dcca70>