MiMeDB: Showing metabocard for Inosinic acid (MMDBc0029786)

Plant

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:41:37 UTC

Update Date

2022-08-31 17:17:02 UTC

Metabolite ID

MMDBc0029786

Metabolite Identification

Common Name

Inosinic acid

Description

Inosinic acid is a purine nucleotide which has hypoxanthine as the base and one phosphate group esterified to the sugar moiety. It is formed by the deamination of AMP and when hydrolysed produces inosine. Inosinic acid is the ribonucleotide of hypoxanthine and is the first compound formed during the synthesis of purine. (Wikipedia )

Structure

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

HMDB0000175
     RDKit          3D
Inosinic acid
 36 38  0  0  0  0  0  0  0  0999 V2000
   -3.9872    2.0678    3.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8833    1.3373    2.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9464    1.0163    1.3337 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7859    0.2370    0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5847   -0.2360   -0.1237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683    0.0505    0.5695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6266    0.8613    1.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3917    0.9949    2.1986 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5074    0.3180    1.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1680   -0.2691    0.4377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5531   -1.0795   -0.5727 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6068   -1.6795   -0.1699 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6388   -1.3127   -0.9841 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4513   -0.1637   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0205   -0.4675    0.7535 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430    0.8235    1.3369 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.1262    1.8872    0.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4421    0.2572    1.8736 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1299    1.5283    2.6573 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9890   -1.0251   -2.2964 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5558   -2.2428   -2.8337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2505   -0.2824   -1.8393 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2380   -0.4245   -2.7933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8841    1.3863    1.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6823   -0.0016   -0.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5496    0.2984    1.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2424   -1.9057   -0.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3557   -2.1707   -1.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2944   -0.0115   -1.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8949    0.7794   -0.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5342   -0.7207    1.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7019    2.2542    3.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6027   -0.4449   -2.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2081   -2.1583   -3.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0353    0.7808   -1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096   -0.2822   -3.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 13 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  7  2  1  0
 22 11  1  0
 10  6  1  0
  3 24  1  0
  4 25  1  0
  9 26  1  0
 11 27  1  6
 13 28  1  6
 14 29  1  0
 14 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  6
 21 34  1  0
 22 35  1  1
 23 36  1  0
M  END


  Mrv1652309032023552D          

 23 25  0  0  1  0            999 V2000
    1.8525    0.5018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0640    0.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2338   -0.7055    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3355    1.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0640    1.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3471    0.3320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5622   -0.2113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9848   -1.4714    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8563    1.8374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3471    1.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3660    0.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094   -0.6904    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1547   -1.4714    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4714   -2.1355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3660    1.5809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3434    2.8147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8791   -0.4452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3170   -2.1430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4904   -0.8074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3166   -0.8074    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354   -0.8074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3166    0.0151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3204   -1.6262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  1  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  8 14  1  6  0  0  0
 10 15  1  0  0  0  0
 10 16  2  0  0  0  0
 12 17  1  1  0  0  0
 13 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  2  0  0  0  0
  5  9  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029786

> <DATABASE_NAME>
MIME

> <SMILES>
O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CNC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H13N4O8P/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1

> <INCHI_KEY>
GRSZFWQUAKGDAV-KQYNXXCUSA-N

> <FORMULA>
C10H13N4O8P

> <MOLECULAR_WEIGHT>
348.206

> <EXACT_MASS>
348.047099924

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
29.135959208343497

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-2.04

> <JCHEM_LOGP>
-2.9301069498914787

> <ALOGPS_LOGS>
-2.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.249624704050114

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3141661584846132

> <JCHEM_PKA_STRONGEST_BASIC>
0.4945966303048358

> <JCHEM_POLAR_SURFACE_AREA>
175.73

> <JCHEM_REFRACTIVITY>
72.20469999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.05e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
inosine-5'-monophosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000175
     RDKit          3D
Inosinic acid
 36 38  0  0  0  0  0  0  0  0999 V2000
   -3.9872    2.0678    3.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8833    1.3373    2.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9464    1.0163    1.3337 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7859    0.2370    0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5847   -0.2360   -0.1237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683    0.0505    0.5695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6266    0.8613    1.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3917    0.9949    2.1986 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5074    0.3180    1.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1680   -0.2691    0.4377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5531   -1.0795   -0.5727 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6068   -1.6795   -0.1699 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6388   -1.3127   -0.9841 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4513   -0.1637   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0205   -0.4675    0.7535 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430    0.8235    1.3369 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.1262    1.8872    0.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4421    0.2572    1.8736 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1299    1.5283    2.6573 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9890   -1.0251   -2.2964 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5558   -2.2428   -2.8337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2505   -0.2824   -1.8393 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2380   -0.4245   -2.7933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8841    1.3863    1.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6823   -0.0016   -0.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5496    0.2984    1.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2424   -1.9057   -0.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3557   -2.1707   -1.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2944   -0.0115   -1.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8949    0.7794   -0.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5342   -0.7207    1.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7019    2.2542    3.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6027   -0.4449   -2.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2081   -2.1583   -3.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0353    0.7808   -1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096   -0.2822   -3.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 13 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  7  2  1  0
 22 11  1  0
 10  6  1  0
  3 24  1  0
  4 25  1  0
  9 26  1  0
 11 27  1  6
 13 28  1  6
 14 29  1  0
 14 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  6
 21 34  1  0
 22 35  1  1
 23 36  1  0
M  END

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  N   UNK     0       3.458   0.937   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.986   1.401   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.303  -1.317   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.360   2.169   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.986   2.951   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       0.648   0.620   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0       1.049  -0.394   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.838  -2.747   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       3.465   3.430   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.648   3.719   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.683   1.401   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.204  -1.289   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.289  -2.747   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.747  -3.986   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      -0.683   2.951   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       0.641   5.254   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.641  -0.831   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.592  -4.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.782  -1.507   0.000  0.00  0.00           O+0
HETATM   20  P   UNK     0      -4.324  -1.507   0.000  0.00  0.00           P+0
HETATM   21  O   UNK     0      -5.853  -1.507   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -4.324   0.028   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.331  -3.036   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10    9                                                  
CONECT    6    2   11                                                       
CONECT    7    3   12                                                       
CONECT    8    3   13   14                                                  
CONECT    9    4    5                                                       
CONECT   10    5   15   16                                                  
CONECT   11    6   15                                                       
CONECT   12    7   17   13                                                  
CONECT   13    8   18   12                                                  
CONECT   14    8                                                            
CONECT   15   10   11                                                       
CONECT   16   10                                                            
CONECT   17   12   19                                                       
CONECT   18   13                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0000175
HETATM    1  O1  UNL     1      -3.987   2.068   3.087  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.883   1.337   2.063  1.00  0.00           C  
HETATM    3  N1  UNL     1      -4.946   1.016   1.334  1.00  0.00           N  
HETATM    4  C2  UNL     1      -4.786   0.237   0.254  1.00  0.00           C  
HETATM    5  N2  UNL     1      -3.585  -0.236  -0.124  1.00  0.00           N  
HETATM    6  C3  UNL     1      -2.468   0.050   0.569  1.00  0.00           C  
HETATM    7  C4  UNL     1      -2.627   0.861   1.695  1.00  0.00           C  
HETATM    8  N3  UNL     1      -1.392   0.995   2.199  1.00  0.00           N  
HETATM    9  C5  UNL     1      -0.507   0.318   1.448  1.00  0.00           C  
HETATM   10  N4  UNL     1      -1.168  -0.269   0.438  1.00  0.00           N  
HETATM   11  C6  UNL     1      -0.553  -1.080  -0.573  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.607  -1.679  -0.170  1.00  0.00           O  
HETATM   13  C7  UNL     1       1.639  -1.313  -0.984  1.00  0.00           C  
HETATM   14  C8  UNL     1       2.451  -0.164  -0.480  1.00  0.00           C  
HETATM   15  O3  UNL     1       3.020  -0.467   0.753  1.00  0.00           O  
HETATM   16  P1  UNL     1       3.943   0.824   1.337  1.00  0.00           P  
HETATM   17  O4  UNL     1       4.126   1.887   0.283  1.00  0.00           O  
HETATM   18  O5  UNL     1       5.442   0.257   1.874  1.00  0.00           O  
HETATM   19  O6  UNL     1       3.130   1.528   2.657  1.00  0.00           O  
HETATM   20  C9  UNL     1       0.989  -1.025  -2.296  1.00  0.00           C  
HETATM   21  O7  UNL     1       0.556  -2.243  -2.834  1.00  0.00           O  
HETATM   22  C10 UNL     1      -0.251  -0.282  -1.839  1.00  0.00           C  
HETATM   23  O8  UNL     1      -1.238  -0.425  -2.793  1.00  0.00           O  
HETATM   24  H1  UNL     1      -5.884   1.386   1.629  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.682  -0.002  -0.315  1.00  0.00           H  
HETATM   26  H3  UNL     1       0.550   0.298   1.686  1.00  0.00           H  
HETATM   27  H4  UNL     1      -1.242  -1.906  -0.920  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.356  -2.171  -1.138  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.294  -0.011  -1.189  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.895   0.779  -0.413  1.00  0.00           H  
HETATM   31  H8  UNL     1       5.534  -0.721   1.776  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.702   2.254   3.021  1.00  0.00           H  
HETATM   33  H10 UNL     1       1.603  -0.445  -2.994  1.00  0.00           H  
HETATM   34  H11 UNL     1       0.208  -2.158  -3.738  1.00  0.00           H  
HETATM   35  H12 UNL     1      -0.035   0.781  -1.612  1.00  0.00           H  
HETATM   36  H13 UNL     1      -0.810  -0.282  -3.694  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    7
CONECT    3    4   24
CONECT    4    5    5   25
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   26
CONECT   10   11
CONECT   11   12   22   27
CONECT   12   13
CONECT   13   14   20   28
CONECT   14   15   29   30
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   31
CONECT   19   32
CONECT   20   21   22   33
CONECT   21   34
CONECT   22   23   35
CONECT   23   36
END

HMDB0000175
     RDKit          3D
Inosinic acid
 36 38  0  0  0  0  0  0  0  0999 V2000
   -3.9872    2.0678    3.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8833    1.3373    2.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9464    1.0163    1.3337 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7859    0.2370    0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5847   -0.2360   -0.1237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683    0.0505    0.5695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6266    0.8613    1.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3917    0.9949    2.1986 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5074    0.3180    1.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1680   -0.2691    0.4377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5531   -1.0795   -0.5727 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6068   -1.6795   -0.1699 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6388   -1.3127   -0.9841 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4513   -0.1637   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0205   -0.4675    0.7535 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430    0.8235    1.3369 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.1262    1.8872    0.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4421    0.2572    1.8736 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1299    1.5283    2.6573 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9890   -1.0251   -2.2964 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5558   -2.2428   -2.8337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2505   -0.2824   -1.8393 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2380   -0.4245   -2.7933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8841    1.3863    1.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6823   -0.0016   -0.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5496    0.2984    1.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2424   -1.9057   -0.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3557   -2.1707   -1.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2944   -0.0115   -1.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8949    0.7794   -0.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5342   -0.7207    1.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7019    2.2542    3.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6027   -0.4449   -2.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2081   -2.1583   -3.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0353    0.7808   -1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096   -0.2822   -3.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 13 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  7  2  1  0
 22 11  1  0
 10  6  1  0
  3 24  1  0
  4 25  1  0
  9 26  1  0
 11 27  1  6
 13 28  1  6
 14 29  1  0
 14 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  6
 21 34  1  0
 22 35  1  1
 23 36  1  0
M  END

Synonyms

Value	Source
2'-Inosine-5'-monophosphate	ChEBI
5'-IMP	ChEBI
5'-Inosinate	ChEBI
5'-Inosine monophosphate	ChEBI
5'-Inosinic acid	ChEBI
Hypoxanthosine 5'-monophosphate	ChEBI
Inosine 5'-monophosphate	ChEBI
Inosine 5'-phosphate	ChEBI
Inosine monophosphate	ChEBI
Ribosylhypoxanthine monophosphate	ChEBI
2'-Inosine-5'-monophosphoric acid	Generator
5'-Inosine monophosphoric acid	Generator
Hypoxanthosine 5'-monophosphoric acid	Generator
Inosine 5'-monophosphoric acid	Generator
Inosine 5'-phosphoric acid	Generator
Inosine monophosphoric acid	Generator
Ribosylhypoxanthine monophosphoric acid	Generator
Inosinate	Generator
IMP	HMDB
Inosine-5'-monophosphate	HMDB
Inosinic acids	HMDB
Inosinate, sodium	HMDB
monoPhosphate, inosine	HMDB
monoPhosphate, ribosylhypoxanthine	HMDB
Sodium inosinate	HMDB
Acid, inosinic	HMDB
Acids, inosinic	HMDB

Molecular Formula

C₁₀H₁₃N₄O₈P

Average Mass

348.206

Monoisotopic Mass

348.047099924

IUPAC Name

{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid

Traditional Name

inosine-5'-monophosphate

CAS Registry Number

131-99-7

SMILES

O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CNC2=O

InChI Identifier

InChI=1S/C10H13N4O8P/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1

InChI Key

GRSZFWQUAKGDAV-KQYNXXCUSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside monophosphates

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

purine ribonucleoside 5'-monophosphate (CHEBI:17202 )
inosine phosphate (CHEBI:17202 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.05 g/L	ALOGPS
logP	-2	ALOGPS
logP	-2.9	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	1.31	ChemAxon
pKa (Strongest Basic)	0.49	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	175.73 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	72.2 m³·mol⁻¹	ChemAxon
Polarizability	29.14 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

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Mitochondria

Biospecimen Locations

All Tissues
Blood
Cellular Cytoplasm
Cerebrospinal Fluid (CSF)
Feces

Tissue Locations

All Tissues

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191677	5'-nucleotidase	Unknown	P21589	Homo_sapiens
MMDBp0191680	Cytosolic 5'-nucleotidase 1B	Unknown	Q96P26	Homo_sapiens
MMDBp0191681	Cytosolic 5'-nucleotidase 1A	Unknown	Q9BXI3	Homo_sapiens
MMDBp0191682	5'(3')-deoxyribonucleotidase, cytosolic type	Unknown	Q8TCD5	Homo_sapiens
MMDBp0191684	5'(3')-deoxyribonucleotidase, mitochondrial	Unknown	Q9NPB1	Homo_sapiens
MMDBp0191757	Ectonucleoside triphosphate diphosphohydrolase 1	Unknown	P49961	Homo_sapiens
MMDBp0191758	Soluble calcium-activated nucleotidase 1	Unknown	Q8WVQ1	Homo_sapiens
MMDBp0191759	Ectonucleoside triphosphate diphosphohydrolase 3	Unknown	O75355	Homo_sapiens
MMDBp0192037	Glycogen phosphorylase, liver form	Enzyme	P06737	Homo_sapiens
MMDBp0192040	Glycogen phosphorylase, muscle form	Enzyme	P11217	Homo_sapiens
MMDBp0192042	Glycogen phosphorylase, brain form	Enzyme	P11216	Homo_sapiens
MMDBp0192097	Inosine triphosphate pyrophosphatase	Unknown	Q9BY32	Homo_sapiens
MMDBp0192133	Hypoxanthine-guanine phosphoribosyltransferase	Unknown	P00492	Homo_sapiens
MMDBp0192239	AMP deaminase 3	Enzyme	Q01432	Homo_sapiens
MMDBp0192241	AMP deaminase 2	Enzyme	Q01433	Homo_sapiens
MMDBp0192298	AMP deaminase 1	Enzyme	P23109	Homo_sapiens
MMDBp0192317	GMP reductase 2	Enzyme	Q9P2T1	Homo_sapiens
MMDBp0192324	GMP reductase 1	Enzyme	P36959	Homo_sapiens
MMDBp0192495	Ectonucleoside triphosphate diphosphohydrolase 4	Unknown	Q9Y227	Homo_sapiens
MMDBp0192496	Ectonucleoside triphosphate diphosphohydrolase 6	Unknown	O75354	Homo_sapiens
MMDBp0192497	Ectonucleoside triphosphate diphosphohydrolase 5	Unknown	O75356	Homo_sapiens
MMDBp0192498	Adenylosuccinate synthetase isozyme 2	Unknown	P30520	Homo_sapiens
MMDBp0192499	Inosine-5'-monophosphate dehydrogenase 2	Unknown	P12268	Homo_sapiens
MMDBp0192500	Bifunctional purine biosynthesis protein PURH	Enzyme	P31939	Homo_sapiens
MMDBp0192501	Inosine-5'-monophosphate dehydrogenase 1	Unknown	P20839	Homo_sapiens
MMDBp0192502	Adenylosuccinate synthetase isozyme 1	Unknown	Q8N142	Homo_sapiens
MMDBp0193860	Cytosolic 5'-nucleotidase 3	Enzyme	Q9H0P0	Homo_sapiens
MMDBp0193868	ENTPD4 protein	Enzyme	Q8NE73	Homo_sapiens
MMDBp0193932	Cytosolic purine 5'-nucleotidase	Unknown	P49902	Homo_sapiens
MMDBp0194183	Inosine-5'-monophosphate dehydrogenase	Enzyme	A4D0Z6	Homo_sapiens
MMDBp0194442	Ectonucleoside triphosphate diphosphohydrolase 8	Unknown	Q5MY95	Homo_sapiens

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
Febrile seizures	Error	Association	Human Cerebrospinal Fluid (CSF)	HMDB	11102727

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	554	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Chicken ; Cattle ; Rat ; Turkey ; Sheep ; Dog ; Lion ; River trout	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	508	Human feces; Human pleural fluid plaque; Pig ; Human ; Cattle ; Catfish	Metabolic reconstruction
Bacteria	Actinobacteria	176	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Cattle	Metabolic reconstruction
Bacteria	Verrucomicrobia	3	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	132	Human feces; Human appendix biopsy; Human	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	18	Human feces; Human ; Relapsing fever tick ; Pig	Metabolic reconstruction
Archaea	Thaumarchaeota	1	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	21	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5	Human feces; Cattle ; Human	Metabolic reconstruction
Bacteria	Candidatus Melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	12	Human feces; Goat ; Human	Metabolic reconstruction
Bacteria	Planctomycetes	2	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1	Human feces	Metabolic reconstruction
Bacteria	Aquificae	4
Eukaryota/Fungi	Ascomycota	63	Human feces	Unknown
Bacteria	Chlorobi	11
Eukaryota/Fungi	Basidiomycota	7
Archaea/Archaea	Euryarchaeota	53	Human feces; Cattle ; Human	Metabolic reconstruction
Archaea/Archaea	Korarchaeota	1
Archaea/Archaea	Thaumarchaeota	1	Human feces	Metabolic reconstruction
Bacteria	Cyanobacteria	35	Human
Bacteria	Chloroflexi	5
Bacteria	Deinococcus-Thermus	5
Bacteria/NULL	Proteobacteria	2	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Chicken ; Cattle ; Rat ; Turkey ; Sheep ; Dog ; Lion ; River trout	Unknown; Metabolic reconstruction
Bacteria	Elusimicrobia	2
Bacteria	Thermotogae	7
Bacteria	Acidobacteria	3
Archaea	nah	1
Bacteria	nah	1
Bacteria	Nitrospirae	1
Eukaryota/Fungi	Chytridiomycota	1
Eukaryota/Fungi	Microsporidia	2
Bacteria	Chlamydiae	10	Human ; Sheep ; Cat
Bacteria	Dictyoglomi	1
Archaea/Archaea	Crenarchaeota	3	Human feces	Metabolic reconstruction

Exposure Sources

Food Exposures

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified								HMDB
Human	Detected and Quantified	2.31		0.00	41.40	Adult (>18 years old)	Both	Simple febrile seizures	HMDB	11102727
Human	Detected and Quantified	2.48		0.00 +/	27.20	Adult (>18 years old)	Both	Complex febrile seizures	HMDB	11102727
Human	Detected and Quantified	10				Adult (>18 years old)	Both	Normal	HMDB	15882454
Human	Detected and Quantified	3.19		0.00 +/	19.70	Adult (>18 years old)	Both	Normal	HMDB	11102727
Human	Detected and Quantified	63.0	41.0			Adult (>18 years old)	Both	Normal	HMDB	7877593
Human All Tissues	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified					Children (6 - 18 years old)	Not Specified	Normal	HMDB	27609529

External Links

HMDB ID

HMDB0000175

DrugBank ID

DB04566

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

17202

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bangsbo J, Gollnick PD, Graham TE, Juel C, Kiens B, Mizuno M, Saltin B: Anaerobic energy production and O2 deficit-debt relationship during exhaustive exercise in humans. J Physiol. 1990 Mar;422:539-59. doi: 10.1113/jphysiol.1990.sp018000. [PubMed:2352192 ]
Castro-Gago M, Cid E, Trabazo S, Pavon P, Camina F, Rodriguez-Segade S, Einis Punal J, Rodriguez-Nunez A: Cerebrospinal fluid purine metabolites and pyrimidine bases after brief febrile convulsions. Epilepsia. 1995 May;36(5):471-4. doi: 10.1111/j.1528-1157.1995.tb00488.x. [PubMed:7614924 ]
Rush JW, MacLean DA, Hultman E, Graham TE: Exercise causes branched-chain oxoacid dehydrogenase dephosphorylation but not AMP deaminase binding. J Appl Physiol (1985). 1995 Jun;78(6):2193-200. doi: 10.1152/jappl.1995.78.6.2193. [PubMed:7665417 ]
van Hall G, van der Vusse GJ, Soderlund K, Wagenmakers AJ: Deamination of amino acids as a source for ammonia production in human skeletal muscle during prolonged exercise. J Physiol. 1995 Nov 15;489 ( Pt 1):251-61. doi: 10.1113/jphysiol.1995.sp021047. [PubMed:8583409 ]
Allison AC, Eugui EM: Purine metabolism and immunosuppressive effects of mycophenolate mofetil (MMF). Clin Transplant. 1996 Feb;10(1 Pt 2):77-84. [PubMed:8680053 ]
Swart PJ, Beljaars E, Smit C, Pasma A, Schuitemaker H, Meijer DK: Comparative pharmacokinetic, immunologic and hematologic studies on the anti-HIV-1/2 compounds aconitylated and succinylated HSA. J Drug Target. 1996;4(2):109-16. doi: 10.3109/10611869609046269. [PubMed:8894971 ]
Pouw EM, Schols AM, van der Vusse GJ, Wouters EF: Elevated inosine monophosphate levels in resting muscle of patients with stable chronic obstructive pulmonary disease. Am J Respir Crit Care Med. 1998 Feb;157(2):453-7. doi: 10.1164/ajrccm.157.2.9608064. [PubMed:9476857 ]
Green HJ, Grant SM, Phillips SM, Enns DL, Tarnopolsky MA, Sutton JR: Reduced muscle lactate during prolonged exercise following induced plasma volume expansion. Can J Physiol Pharmacol. 1997 Dec;75(12):1280-6. [PubMed:9534937 ]
McConell G, Snow RJ, Proietto J, Hargreaves M: Muscle metabolism during prolonged exercise in humans: influence of carbohydrate availability. J Appl Physiol (1985). 1999 Sep;87(3):1083-6. doi: 10.1152/jappl.1999.87.3.1083. [PubMed:10484580 ]
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Showing metabocard for Inosinic acid (MMDBc0029786)

MOL for #<Metabolite:0x00007f1241166d90>

3D MOL for #<Metabolite:0x00007f1241166d90>

3D SDF for #<Metabolite:0x00007f1241166d90>

3D-SDF for #<Metabolite:0x00007f1241166d90>

PDB for #<Metabolite:0x00007f1241166d90>

3D PDB for #<Metabolite:0x00007f1241166d90>

SMILES for #<Metabolite:0x00007f1241166d90>

INCHI for #<Metabolite:0x00007f1241166d90>

Structure for #<Metabolite:0x00007f1241166d90>

3D Structure for #<Metabolite:0x00007f1241166d90>