MiMeDB: Showing metabocard for 7,8-dihydromonapterin (MMDBc0054307)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:05:43 UTC

Update Date

2022-09-01 02:28:24 UTC

Metabolite ID

MMDBc0054307

Metabolite Identification

Common Name

7,8-dihydromonapterin

Description

7,8-dihydromonapterin, also known as DHM or H2-MPT, belongs to the class of organic compounds known as biopterins and derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. They are mainly synthesized in several parts of the body, including the pineal gland. Based on a literature review very few articles have been published on 7,8-dihydromonapterin.

Structure

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

HMDB0304238
     RDKit          3D
7,8-dihydromonapterin
 31 32  0  0  0  0  0  0  0  0999 V2000
    5.4278   -1.0951   -0.6142 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1943   -0.7569   -0.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6037   -0.7259   -1.8879 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182   -0.3835   -2.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7237   -0.3559   -3.2951 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5672   -0.0501   -0.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446   -0.0731    0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4522   -0.4296    0.3804 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784    0.2683    1.4177 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0022    0.6462    1.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5080    0.6367   -0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9253    1.0073   -0.2573 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1084    2.2952    0.2374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8923    0.1000    0.4601 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1760    0.5731    0.1897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8200   -1.3213   -0.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7980   -2.0395    0.6939 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2090    0.3239   -1.0160 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8634   -1.1113    0.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030    0.4441   -3.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703   -0.4412    1.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9015    0.2254    2.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6350    0.0551    2.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1345    1.7138    1.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1743    1.0196   -1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1099    2.1997    1.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7684    0.1176    1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1776    1.1238   -0.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8511   -1.8107    0.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9874   -1.4434   -1.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7933   -1.6567    1.6201 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
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 11 18  2  0
  8  2  1  0
 18  6  1  0
  1 19  1  0
  5 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 10 24  1  0
 12 25  1  6
 13 26  1  0
 14 27  1  1
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
M  END


  Mrv1652303082006212D          

 20 21  0  0  1  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    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
   -2.1434   -0.4125    0.0000 C   0  0  1  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
   -1.4289    0.0000    0.0000 C   0  0  1  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
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  8  5  1  0  0  0  0
 10  9  2  0  0  0  0
 11  1  1  0  0  0  0
 11  7  1  0  0  0  0
 12  3  2  0  0  0  0
 12  5  1  0  0  0  0
 13  7  1  0  0  0  0
 13  9  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15  2  1  0  0  0  0
  4 16  1  6  0  0  0
  6 17  1  6  0  0  0
 18  8  1  0  0  0  0
  4 19  1  6  0  0  0
  6 20  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054307

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(CO)[C@@]([H])(O)C1=NC2=C(NC1)NC(=N)N=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C9H13N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h4,6,15-17H,1-2H2,(H4,10,11,13,14,18)/t4-,6-/m0/s1

> <INCHI_KEY>
YQIFAMYNGGOTFB-NJGYIYPDSA-N

> <FORMULA>
C9H13N5O4

> <MOLECULAR_WEIGHT>
255.2306

> <EXACT_MASS>
255.096753929

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
23.982345407077595

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S)-1-(4-hydroxy-2-imino-1,2,7,8-tetrahydropteridin-6-yl)propane-1,2,3-triol

> <ALOGPS_LOGP>
-1.59

> <JCHEM_LOGP>
-2.5066763283333335

> <ALOGPS_LOGS>
-2.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.788163159924721

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.381177643477085

> <JCHEM_PKA_STRONGEST_BASIC>
1.7475451987691686

> <JCHEM_POLAR_SURFACE_AREA>
153.54999999999998

> <JCHEM_REFRACTIVITY>
80.6715

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.15e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S)-1-(4-hydroxy-2-imino-7,8-dihydro-1H-pteridin-6-yl)propane-1,2,3-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304238
     RDKit          3D
7,8-dihydromonapterin
 31 32  0  0  0  0  0  0  0  0999 V2000
    5.4278   -1.0951   -0.6142 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1943   -0.7569   -0.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6037   -0.7259   -1.8879 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182   -0.3835   -2.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7237   -0.3559   -3.2951 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5672   -0.0501   -0.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446   -0.0731    0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4522   -0.4296    0.3804 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784    0.2683    1.4177 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0022    0.6462    1.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5080    0.6367   -0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9253    1.0073   -0.2573 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1084    2.2952    0.2374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8923    0.1000    0.4601 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1760    0.5731    0.1897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8200   -1.3213   -0.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7980   -2.0395    0.6939 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2090    0.3239   -1.0160 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8634   -1.1113    0.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030    0.4441   -3.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703   -0.4412    1.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9015    0.2254    2.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6350    0.0551    2.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1345    1.7138    1.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1743    1.0196   -1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1099    2.1997    1.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7684    0.1176    1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1776    1.1238   -0.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8511   -1.8107    0.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9874   -1.4434   -1.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7933   -1.6567    1.6201 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
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 11 18  2  0
  8  2  1  0
 18  6  1  0
  1 19  1  0
  5 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 10 24  1  0
 12 25  1  6
 13 26  1  0
 14 27  1  1
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
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      -5.335   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      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   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       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       5.335  -3.080   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   19  H   UNK     0      -4.001   0.770   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0      -2.667  -1.540   0.000  0.00  0.00           H+0
CONECT    1    3   11                                                       
CONECT    2    4   15                                                       
CONECT    3    1    6   12                                                  
CONECT    4    2    6   16   19                                             
CONECT    5    7    8   12                                                  
CONECT    6    3    4   17   20                                             
CONECT    7    5   11   13                                                  
CONECT    8    5   14   18                                                  
CONECT    9   10   13   14                                                  
CONECT   10    9                                                            
CONECT   11    1    7                                                       
CONECT   12    3    5                                                       
CONECT   13    7    9                                                       
CONECT   14    8    9                                                       
CONECT   15    2                                                            
CONECT   16    4                                                            
CONECT   17    6                                                            
CONECT   18    8                                                            
CONECT   19    4                                                            
CONECT   20    6                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0304238
HETATM    1  N1  UNL     1       5.428  -1.095  -0.614  1.00  0.00           N  
HETATM    2  C1  UNL     1       4.194  -0.757  -0.684  1.00  0.00           C  
HETATM    3  N2  UNL     1       3.604  -0.726  -1.888  1.00  0.00           N  
HETATM    4  C2  UNL     1       2.318  -0.383  -2.050  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.724  -0.356  -3.295  1.00  0.00           O  
HETATM    6  C3  UNL     1       1.567  -0.050  -0.954  1.00  0.00           C  
HETATM    7  C4  UNL     1       2.145  -0.073   0.288  1.00  0.00           C  
HETATM    8  N3  UNL     1       3.452  -0.430   0.380  1.00  0.00           N  
HETATM    9  N4  UNL     1       1.378   0.268   1.418  1.00  0.00           N  
HETATM   10  C5  UNL     1       0.002   0.646   1.347  1.00  0.00           C  
HETATM   11  C6  UNL     1      -0.508   0.637  -0.017  1.00  0.00           C  
HETATM   12  C7  UNL     1      -1.925   1.007  -0.257  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.108   2.295   0.237  1.00  0.00           O  
HETATM   14  C8  UNL     1      -2.892   0.100   0.460  1.00  0.00           C  
HETATM   15  O3  UNL     1      -4.176   0.573   0.190  1.00  0.00           O  
HETATM   16  C9  UNL     1      -2.820  -1.321  -0.018  1.00  0.00           C  
HETATM   17  O4  UNL     1      -3.798  -2.039   0.694  1.00  0.00           O  
HETATM   18  N5  UNL     1       0.209   0.324  -1.016  1.00  0.00           N  
HETATM   19  H1  UNL     1       5.863  -1.111   0.333  1.00  0.00           H  
HETATM   20  H2  UNL     1       1.203   0.444  -3.610  1.00  0.00           H  
HETATM   21  H3  UNL     1       3.870  -0.441   1.325  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.901   0.225   2.342  1.00  0.00           H  
HETATM   23  H5  UNL     1      -0.635   0.055   2.056  1.00  0.00           H  
HETATM   24  H6  UNL     1      -0.135   1.714   1.731  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.174   1.020  -1.336  1.00  0.00           H  
HETATM   26  H8  UNL     1      -2.110   2.200   1.237  1.00  0.00           H  
HETATM   27  H9  UNL     1      -2.768   0.118   1.551  1.00  0.00           H  
HETATM   28  H10 UNL     1      -4.178   1.124  -0.628  1.00  0.00           H  
HETATM   29  H11 UNL     1      -1.851  -1.811   0.247  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.987  -1.443  -1.089  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.793  -1.657   1.620  1.00  0.00           H  
CONECT    1    2    2   19
CONECT    2    3    8
CONECT    3    4    4
CONECT    4    5    6
CONECT    5   20
CONECT    6    7    7   18
CONECT    7    8    9
CONECT    8   21
CONECT    9   10   22
CONECT   10   11   23   24
CONECT   11   12   18   18
CONECT   12   13   14   25
CONECT   13   26
CONECT   14   15   16   27
CONECT   15   28
CONECT   16   17   29   30
CONECT   17   31
END

HMDB0304238
     RDKit          3D
7,8-dihydromonapterin
 31 32  0  0  0  0  0  0  0  0999 V2000
    5.4278   -1.0951   -0.6142 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1943   -0.7569   -0.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6037   -0.7259   -1.8879 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182   -0.3835   -2.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7237   -0.3559   -3.2951 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5672   -0.0501   -0.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446   -0.0731    0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4522   -0.4296    0.3804 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784    0.2683    1.4177 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0022    0.6462    1.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5080    0.6367   -0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9253    1.0073   -0.2573 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1084    2.2952    0.2374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8923    0.1000    0.4601 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1760    0.5731    0.1897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8200   -1.3213   -0.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7980   -2.0395    0.6939 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2090    0.3239   -1.0160 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8634   -1.1113    0.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030    0.4441   -3.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703   -0.4412    1.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9015    0.2254    2.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6350    0.0551    2.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1345    1.7138    1.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1743    1.0196   -1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1099    2.1997    1.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7684    0.1176    1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1776    1.1238   -0.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8511   -1.8107    0.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9874   -1.4434   -1.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7933   -1.6567    1.6201 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
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 11 18  2  0
  8  2  1  0
 18  6  1  0
  1 19  1  0
  5 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 10 24  1  0
 12 25  1  6
 13 26  1  0
 14 27  1  1
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
M  END

Synonyms

Value	Source
DHM	ChEBI
H2-MPT	ChEBI

Molecular Formula

C₉H₁₃N₅O₄

Average Mass

255.2306

Monoisotopic Mass

255.096753929

IUPAC Name

(1S,2S)-1-(4-hydroxy-2-imino-1,2,7,8-tetrahydropteridin-6-yl)propane-1,2,3-triol

Traditional Name

(1S,2S)-1-(4-hydroxy-2-imino-7,8-dihydro-1H-pteridin-6-yl)propane-1,2,3-triol

CAS Registry Number

Not Available

SMILES

[H][C@](O)(CO)[C@@]([H])(O)C1=NC2=C(NC1)NC(=N)N=C2O

InChI Identifier

InChI=1S/C9H13N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h4,6,15-17H,1-2H2,(H4,10,11,13,14,18)/t4-,6-/m0/s1

InChI Key

YQIFAMYNGGOTFB-NJGYIYPDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biopterins and derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. They are mainly synthesized in several parts of the body, including the pineal gland.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Pterins and derivatives

Direct Parent

Biopterins and derivatives

Alternative Parents

Substituents

Biopterin
Aminopyrimidine
Pyrimidone
Secondary aliphatic/aromatic amine
Pyrimidine
Vinylogous amide
Heteroaromatic compound
Ketimine
Secondary alcohol
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Secondary amine
Polyol
Amine
Organopnictogen compound
Primary amine
Primary alcohol
Organic oxide
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Imine
Organic oxygen compound
Organic nitrogen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dihydropterin (CHEBI:71175 )
neopterins (CHEBI:71175 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.15 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-2.5	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	5.38	ChemAxon
pKa (Strongest Basic)	1.75	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	153.55 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	80.67 m³·mol⁻¹	ChemAxon
Polarizability	23.98 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	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 GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_5_10) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4r-0090000000-2b0b342a426dd07d904d	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01p9-1790000000-6794185a47369434a21d	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03k9-3900000000-07c24d178dd8bbca5295	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udl-0290000000-989ec6a0993db433af7e	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0gvo-3950000000-ff612a77e1e2c8134d4c	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9300000000-07fb79f2bfe6d05bf124	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0090000000-5310e77f7d773306f577	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-066r-0590000000-b180036f6a8d6a15b2e1	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00fv-1910000000-c73199c0d2c4515991d0	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01ox-0920000000-ebf1b5bf4dbba9d0f07f	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01r6-0900000000-b8bb6081bbc0df64ad18	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014u-9810000000-20e6aa6d596718131072	2021-10-21	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Bacteria	Proteobacteria	19	Human ; Human feces
Bacteria	Actinobacteria	4	Cattle ; Human
Bacteria	Firmicutes	10	Human ; Human subgingival plaque; Human saliva; Human feces

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

HMDB0304238

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030618

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD-11770

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

71175

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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

Showing metabocard for 7,8-dihydromonapterin (MMDBc0054307)

MOL for #<Metabolite:0x00007feca1c8d9e0>

3D MOL for #<Metabolite:0x00007feca1c8d9e0>

3D SDF for #<Metabolite:0x00007feca1c8d9e0>

3D-SDF for #<Metabolite:0x00007feca1c8d9e0>

PDB for #<Metabolite:0x00007feca1c8d9e0>

3D PDB for #<Metabolite:0x00007feca1c8d9e0>

SMILES for #<Metabolite:0x00007feca1c8d9e0>

INCHI for #<Metabolite:0x00007feca1c8d9e0>

Structure for #<Metabolite:0x00007feca1c8d9e0>

3D Structure for #<Metabolite:0x00007feca1c8d9e0>