MiMeDB: Showing metabocard for 6-Hydroxymethyl-dihydropterin pyrophosphate (MMDBc0031591)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:40:34 UTC

Update Date

2022-08-31 18:22:02 UTC

Metabolite ID

MMDBc0031591

Metabolite Identification

Common Name

6-Hydroxymethyl-dihydropterin pyrophosphate

Description

6-hydroxymethyl-dihydropterin pyrophosphate is a member of the chemical class known as Pterins and Derivatives. These are polycyclic aromatic compounds containing a pterin moeity, which consist of a pteridine ring bearing a ketone and an amine group to form 2-aminopteridin-4(3H)-one.

Structure

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

HMDB0304228
     RDKit          3D
6-hydroxymethyl-dihydropterin diphosphate
 30 31  0  0  0  0  0  0  0  0999 V2000
   -6.2622    0.6858    0.2200 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0555    0.2097    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7974   -0.8388    1.1121 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5521   -1.3155    1.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2541   -2.3768    1.9954 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.5618   -0.7213    0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8435    0.3626   -0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1129    0.8152   -0.4285 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8386    0.9930   -1.1485 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4842    0.5131   -1.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2593   -0.6344   -0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1429   -1.1638   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9390   -0.1305    0.3407 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5488   -0.5476    0.4962 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.7503   -1.8854    1.1660 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2542   -0.6555   -1.0428 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3516    0.6897    1.3218 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7380    1.1903    0.4976 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.5107    1.2471   -1.0001 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0590    0.2172    0.8847 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.0923    2.7589    1.0098 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.2135   -1.1477    0.4642 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0718    0.3057    0.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3356    1.6276   -1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0511    1.8134   -1.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1591    0.2462   -2.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1194    1.3999   -0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -1.5463   -1.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2106   -1.9826    0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6816   -0.1292   -1.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 11 22  2  0
  8  2  1  0
 22  6  1  0
  1 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 16 30  1  0
M  CHG  3   5  -1  20  -1  21  -1
M  END


  Mrv1652303082008122D          

 22 23  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.6993    0.7145    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.8743   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  1  1  0  0  0  0
  9  5  1  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 11  7  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 13  6  1  0  0  0  0
 19  2  1  0  0  0  0
 21 14  1  0  0  0  0
 21 15  1  0  0  0  0
 21 16  2  0  0  0  0
 21 20  1  0  0  0  0
 22 17  1  0  0  0  0
 22 18  2  0  0  0  0
 22 19  1  0  0  0  0
 22 20  1  0  0  0  0
M  CHG  3  13  -1  14  -1  15  -1
M  END
> <DATABASE_ID>
MMDBc0031591

> <DATABASE_NAME>
MIME

> <SMILES>
OP(=O)(OCC1=NC2=C(NC1)NC(=N)N=C2[O-])OP([O-])([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H11N5O8P2/c8-7-11-5-4(6(13)12-7)10-3(1-9-5)2-19-22(17,18)20-21(14,15)16/h1-2H2,(H,17,18)(H2,14,15,16)(H4,8,9,11,12,13)/p-3

> <INCHI_KEY>
FCQGJGLSOWZZON-UHFFFAOYSA-K

> <FORMULA>
C7H8N5O8P2

> <MOLECULAR_WEIGHT>
352.1146

> <EXACT_MASS>
351.984810281

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.84289883691351

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-3

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-({[hydroxy(phosphonooxy)phosphoryl]oxy}methyl)-2-imino-1,2,7,8-tetrahydropteridin-4-olate

> <ALOGPS_LOGP>
-1.10

> <JCHEM_LOGP>
-2.5918276976685677

> <ALOGPS_LOGS>
-1.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.2122830819856536

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.071496087554301

> <JCHEM_PKA_STRONGEST_BASIC>
1.4806316627530092

> <JCHEM_POLAR_SURFACE_AREA>
214.63999999999996

> <JCHEM_REFRACTIVITY>
98.72409999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.96e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-({[hydroxy(phosphonooxy)phosphoryl]oxy}methyl)-2-imino-7,8-dihydro-1H-pteridin-4-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304228
     RDKit          3D
6-hydroxymethyl-dihydropterin diphosphate
 30 31  0  0  0  0  0  0  0  0999 V2000
   -6.2622    0.6858    0.2200 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0555    0.2097    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7974   -0.8388    1.1121 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5521   -1.3155    1.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2541   -2.3768    1.9954 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.5618   -0.7213    0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8435    0.3626   -0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1129    0.8152   -0.4285 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8386    0.9930   -1.1485 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4842    0.5131   -1.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2593   -0.6344   -0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1429   -1.1638   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9390   -0.1305    0.3407 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5488   -0.5476    0.4962 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.7503   -1.8854    1.1660 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2542   -0.6555   -1.0428 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3516    0.6897    1.3218 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7380    1.1903    0.4976 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.5107    1.2471   -1.0001 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0590    0.2172    0.8847 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.0923    2.7589    1.0098 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.2135   -1.1477    0.4642 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0718    0.3057    0.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3356    1.6276   -1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0511    1.8134   -1.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1591    0.2462   -2.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1194    1.3999   -0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -1.5463   -1.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2106   -1.9826    0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6816   -0.1292   -1.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 11 22  2  0
  8  2  1  0
 22  6  1  0
  1 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 16 30  1  0
M  CHG  3   5  -1  20  -1  21  -1
M  END

HEADER    PROTEIN                                 08-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAR-20         0                                  
HETATM    1  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       5.335  -3.080   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O-1
HETATM   14  O   UNK     0      -9.336  -0.770   0.000  0.00  0.00           O-1
HETATM   15  O   UNK     0      -8.772   1.334   0.000  0.00  0.00           O-1
HETATM   16  O   UNK     0      -7.232  -1.334   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -4.565   1.334   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -6.105  -1.334   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -6.668   0.770   0.000  0.00  0.00           O+0
HETATM   21  P   UNK     0      -8.002   0.000   0.000  0.00  0.00           P+0
HETATM   22  P   UNK     0      -5.335   0.000   0.000  0.00  0.00           P+0
CONECT    1    3    9                                                       
CONECT    2    3   19                                                       
CONECT    3    1    2   10                                                  
CONECT    4    5    6   10                                                  
CONECT    5    4    9   11                                                  
CONECT    6    4   12   13                                                  
CONECT    7    8   11   12                                                  
CONECT    8    7                                                            
CONECT    9    1    5                                                       
CONECT   10    3    4                                                       
CONECT   11    5    7                                                       
CONECT   12    6    7                                                       
CONECT   13    6                                                            
CONECT   14   21                                                            
CONECT   15   21                                                            
CONECT   16   21                                                            
CONECT   17   22                                                            
CONECT   18   22                                                            
CONECT   19    2   22                                                       
CONECT   20   21   22                                                       
CONECT   21   14   15   16   20                                             
CONECT   22   17   18   19   20                                             
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0304228
HETATM    1  N1  UNL     1      -6.262   0.686   0.220  1.00  0.00           N  
HETATM    2  C1  UNL     1      -5.055   0.210   0.310  1.00  0.00           C  
HETATM    3  N2  UNL     1      -4.797  -0.839   1.112  1.00  0.00           N  
HETATM    4  C2  UNL     1      -3.552  -1.316   1.193  1.00  0.00           C  
HETATM    5  O1  UNL     1      -3.254  -2.377   1.995  1.00  0.00           O1-
HETATM    6  C3  UNL     1      -2.562  -0.721   0.452  1.00  0.00           C  
HETATM    7  C4  UNL     1      -2.843   0.363  -0.374  1.00  0.00           C  
HETATM    8  N3  UNL     1      -4.113   0.815  -0.429  1.00  0.00           N  
HETATM    9  N4  UNL     1      -1.839   0.993  -1.148  1.00  0.00           N  
HETATM   10  C5  UNL     1      -0.484   0.513  -1.094  1.00  0.00           C  
HETATM   11  C6  UNL     1      -0.259  -0.634  -0.201  1.00  0.00           C  
HETATM   12  C7  UNL     1       1.143  -1.164  -0.117  1.00  0.00           C  
HETATM   13  O2  UNL     1       1.939  -0.131   0.341  1.00  0.00           O  
HETATM   14  P1  UNL     1       3.549  -0.548   0.496  1.00  0.00           P  
HETATM   15  O3  UNL     1       3.750  -1.885   1.166  1.00  0.00           O  
HETATM   16  O4  UNL     1       4.254  -0.655  -1.043  1.00  0.00           O  
HETATM   17  O5  UNL     1       4.352   0.690   1.322  1.00  0.00           O  
HETATM   18  P2  UNL     1       5.738   1.190   0.498  1.00  0.00           P  
HETATM   19  O6  UNL     1       5.511   1.247  -1.000  1.00  0.00           O  
HETATM   20  O7  UNL     1       7.059   0.217   0.885  1.00  0.00           O1-
HETATM   21  O8  UNL     1       6.092   2.759   1.010  1.00  0.00           O1-
HETATM   22  N5  UNL     1      -1.213  -1.148   0.464  1.00  0.00           N  
HETATM   23  H1  UNL     1      -7.072   0.306   0.738  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.336   1.628  -1.044  1.00  0.00           H  
HETATM   25  H3  UNL     1      -2.051   1.813  -1.773  1.00  0.00           H  
HETATM   26  H4  UNL     1      -0.159   0.246  -2.140  1.00  0.00           H  
HETATM   27  H5  UNL     1       0.119   1.400  -0.734  1.00  0.00           H  
HETATM   28  H6  UNL     1       1.454  -1.546  -1.101  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.211  -1.983   0.629  1.00  0.00           H  
HETATM   30  H8  UNL     1       3.682  -0.129  -1.683  1.00  0.00           H  
CONECT    1    2    2   23
CONECT    2    3    8
CONECT    3    4    4
CONECT    4    5    6
CONECT    6    7    7   22
CONECT    7    8    9
CONECT    8   24
CONECT    9   10   25
CONECT   10   11   26   27
CONECT   11   12   22   22
CONECT   12   13   28   29
CONECT   13   14
CONECT   14   15   15   16   17
CONECT   16   30
CONECT   17   18
CONECT   18   19   19   20   21
END

HMDB0304228
     RDKit          3D
6-hydroxymethyl-dihydropterin diphosphate
 30 31  0  0  0  0  0  0  0  0999 V2000
   -6.2622    0.6858    0.2200 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0555    0.2097    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7974   -0.8388    1.1121 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5521   -1.3155    1.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2541   -2.3768    1.9954 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.5618   -0.7213    0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8435    0.3626   -0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1129    0.8152   -0.4285 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8386    0.9930   -1.1485 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4842    0.5131   -1.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2593   -0.6344   -0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1429   -1.1638   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9390   -0.1305    0.3407 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5488   -0.5476    0.4962 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.7503   -1.8854    1.1660 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2542   -0.6555   -1.0428 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3516    0.6897    1.3218 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7380    1.1903    0.4976 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.5107    1.2471   -1.0001 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0590    0.2172    0.8847 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.0923    2.7589    1.0098 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.2135   -1.1477    0.4642 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0718    0.3057    0.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3356    1.6276   -1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0511    1.8134   -1.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1591    0.2462   -2.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1194    1.3999   -0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -1.5463   -1.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2106   -1.9826    0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6816   -0.1292   -1.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 11 22  2  0
  8  2  1  0
 22  6  1  0
  1 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 16 30  1  0
M  CHG  3   5  -1  20  -1  21  -1
M  END

Synonyms

Value	Source
(2-Amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphate trianion	ChEBI
(2-Amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphoric acid trianion	Generator
(2-Amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphoric acid	Generator
6-Hydroxymethyl-dihydropterin diphosphoric acid	Generator

Molecular Formula

C₇H₈N₅O₈P₂

Average Mass

352.1146

Monoisotopic Mass

351.984810281

IUPAC Name

6-({[hydroxy(phosphonooxy)phosphoryl]oxy}methyl)-2-imino-1,2,7,8-tetrahydropteridin-4-olate

Traditional Name

6-({[hydroxy(phosphonooxy)phosphoryl]oxy}methyl)-2-imino-7,8-dihydro-1H-pteridin-4-olate

CAS Registry Number

Not Available

SMILES

OP(=O)(OCC1=NC2=C(NC1)NC(=N)N=C2[O-])OP([O-])([O-])=O

InChI Identifier

InChI=1S/C7H11N5O8P2/c8-7-11-5-4(6(13)12-7)10-3(1-9-5)2-19-22(17,18)20-21(14,15)16/h1-2H2,(H,17,18)(H2,14,15,16)(H4,8,9,11,12,13)/p-3

InChI Key

FCQGJGLSOWZZON-UHFFFAOYSA-K

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pterins and derivatives. These are polycyclic aromatic compounds containing a pterin moiety, which consist of a pteridine ring bearing a ketone and an amine group to form 2-aminopteridin-4(3H)-one.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Pterins and derivatives

Direct Parent

Pterins and derivatives

Alternative Parents

Substituents

Pterin
Organic pyrophosphate
Aminopyrimidine
Pyrimidone
Secondary aliphatic/aromatic amine
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Pyrimidine
Heteroaromatic compound
Vinylogous amide
Ketimine
Azacycle
Secondary amine
Organic oxygen compound
Primary amine
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Imine
Hydrocarbon derivative
Amine
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organophosphate oxoanion (CHEBI:57602 )
a small molecule (DIHYDROPTERIN-CH2OH-PP )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	5.96 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-2.6	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	2.07	ChemAxon
pKa (Strongest Basic)	1.48	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	214.64 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	98.72 m³·mol⁻¹	ChemAxon
Polarizability	26.84 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0109000000-1f3ef2d80c56c29be322	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f80-1395000000-b45ccdcb2650ad3a87a9	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00s9-2902000000-b7225329cfc74c11ce58	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0009000000-305d5337ac5a5e4e3363	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-4109000000-40e6973cdf8f0452ce7b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-003s-9000000000-4020cd351b1c6a49b0b3	2015-09-15	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0007616	6-Hydroxymethyl dihydropterin	6-Hydroxymethyl-dihydropterin pyrophosphate	Not Available		VMH	30371894
MMDBr0007617	4-Aminobenzoate	Dihydropteroate	Not Available		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	7	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Human stool; Human subgingival plaque	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	127	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Human stool; Human subgingival plaque	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	145	Pig ; Human feces; Human ; Cattle ; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Actinobacteria	8	Human feces; Human ; Human nasopharyngeal swab; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva; Cattle	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	61	Human feces; Human ; Human nasopharyngeal swab; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva; Cattle	Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	93	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human urine; Human supragingival plaque; Human subgingival plaque	Metabolic reconstruction
Bacteria	Firmicutes	8	Pig ; Human feces; Human ; Cattle ; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	13	Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	4	Human feces; Human saliva	Unknown
Bacteria/Eubacteria	Chlamydiae	4	Human
Bacteria/Eubacteria	Aquificae	1
Bacteria	nah	1
Archaea/Archaea	Euryarchaeota	5

Exposure Sources

Source Type	Activity	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0304228

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030598

KNApSAcK ID

Not Available

Chemspider ID

24784870

KEGG Compound ID

Not Available

BioCyc ID

DIHYDROPTERIN-CH2OH-PP

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

57602

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
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 6-Hydroxymethyl-dihydropterin pyrophosphate (MMDBc0031591)

MOL for #<Metabolite:0x00007f3e07f72550>

3D MOL for #<Metabolite:0x00007f3e07f72550>

3D SDF for #<Metabolite:0x00007f3e07f72550>

3D-SDF for #<Metabolite:0x00007f3e07f72550>

PDB for #<Metabolite:0x00007f3e07f72550>

3D PDB for #<Metabolite:0x00007f3e07f72550>

SMILES for #<Metabolite:0x00007f3e07f72550>

INCHI for #<Metabolite:0x00007f3e07f72550>

Structure for #<Metabolite:0x00007f3e07f72550>

3D Structure for #<Metabolite:0x00007f3e07f72550>