MiMeDB: Showing metabocard for 7,8-Dihydroneopterin (MMDBc0029692)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:37:46 UTC

Update Date

2024-04-30 19:40:46 UTC

Metabolite ID

MMDBc0029692

Metabolite Identification

Common Name

7,8-Dihydroneopterin

Description

7,8-dihydroneopterin (H(2)Neo) is an intermediate in folate biosynthesis pathway. It is converted to glycolaldehyde and 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine via bifunctional dihydroneopterin aldolase/dihydroneopterin triphosphate 2'-epimerase (EC:4.1.2.25). it is also a substrate of alkaline phosphatase. (KEGG) Dihydromonapterin is a member of the chemical class known as Biopterins and Derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. Dihydromonapterin is an intermediate in the synthesis of tetrahydromonopterin. Tetrahydromonapterin is the major tetrahydropterin in E. coli, although the biological role of tetrahydromonapterin in E. coli is currently unknown.

Structure

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

HMDB0247295
     RDKit          3D
2-Amino-6-[(1R,2R)-1,2,3-trihydroxypropyl]-1,4,7,8-tetrahydropteridine-4-one
 31 32  0  0  0  0  0  0  0  0999 V2000
    5.7184   -0.0071    0.0728 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4543    0.2254    0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9879    1.3745    0.5948 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6706    1.6316    0.5717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0903    2.7682    1.1036 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8293    0.7013   -0.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3316   -0.4528   -0.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6618   -0.6804   -0.5336 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4445   -1.3589   -1.1926 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172   -1.2075   -1.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4144    0.0506   -0.5766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8836    0.3810   -0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0739    1.6381    0.0242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7129   -0.6099    0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6388   -1.8956   -0.3597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1669   -0.2109    0.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3325    1.0773    0.7189 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4326    0.8672   -0.0733 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3860    0.6660    0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8973    2.8742    2.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0162   -1.5661   -0.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9063   -2.1847   -1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3840   -2.0474   -0.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3785   -1.3558   -2.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2128    0.4433   -1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0067    1.5661    1.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3734   -0.6405    1.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3225   -2.4447    0.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6477   -0.8948    0.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6844   -0.3664   -0.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6114    1.6586   -0.0161 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  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
M  END


  Mrv1652306222023482D          

 18 19  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
   -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  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
   -1.4289    0.0000    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
   -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
  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
 16  4  1  0  0  0  0
 17  6  1  0  0  0  0
 18  8  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029692

> <DATABASE_NAME>
MIME

> <SMILES>
OCC(O)C(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)

> <INCHI_KEY>
YQIFAMYNGGOTFB-UHFFFAOYSA-N

> <FORMULA>
C9H13N5O4

> <MOLECULAR_WEIGHT>
255.2306

> <EXACT_MASS>
255.096753929

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
23.98996156762375

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-6-(1,2,3-trihydroxypropyl)-1,4,7,8-tetrahydropteridin-4-one

> <ALOGPS_LOGP>
-1.59

> <JCHEM_LOGP>
-3.3354137886666666

> <ALOGPS_LOGS>
-2.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.244737730644115

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.371218174035606

> <JCHEM_PKA_STRONGEST_BASIC>
0.2826065573151877

> <JCHEM_POLAR_SURFACE_AREA>
152.55999999999997

> <JCHEM_REFRACTIVITY>
69.657

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.15e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-6-(1,2,3-trihydroxypropyl)-7,8-dihydro-1H-pteridin-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247295
     RDKit          3D
2-Amino-6-[(1R,2R)-1,2,3-trihydroxypropyl]-1,4,7,8-tetrahydropteridine-4-one
 31 32  0  0  0  0  0  0  0  0999 V2000
    5.7184   -0.0071    0.0728 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4543    0.2254    0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9879    1.3745    0.5948 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6706    1.6316    0.5717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0903    2.7682    1.1036 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8293    0.7013   -0.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3316   -0.4528   -0.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6618   -0.6804   -0.5336 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4445   -1.3589   -1.1926 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172   -1.2075   -1.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4144    0.0506   -0.5766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8836    0.3810   -0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0739    1.6381    0.0242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7129   -0.6099    0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6388   -1.8956   -0.3597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1669   -0.2109    0.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3325    1.0773    0.7189 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4326    0.8672   -0.0733 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3860    0.6660    0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8973    2.8742    2.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0162   -1.5661   -0.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9063   -2.1847   -1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3840   -2.0474   -0.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3785   -1.3558   -2.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2128    0.4433   -1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0067    1.5661    1.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3734   -0.6405    1.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3225   -2.4447    0.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6477   -0.8948    0.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6844   -0.3664   -0.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6114    1.6586   -0.0161 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  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
M  END

HEADER    PROTEIN                                 22-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-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
CONECT    1    3   11                                                       
CONECT    2    4   15                                                       
CONECT    3    1    6   12                                                  
CONECT    4    2    6   16                                                  
CONECT    5    7    8   12                                                  
CONECT    6    3    4   17                                                  
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                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0244465
HETATM    1  N1  UNL     1       5.229   1.319  -0.404  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.945   1.091  -0.400  1.00  0.00           C  
HETATM    3  N2  UNL     1       3.092   2.099  -0.626  1.00  0.00           N  
HETATM    4  C2  UNL     1       1.760   1.923  -0.634  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.871   2.974  -0.870  1.00  0.00           O  
HETATM    6  C3  UNL     1       1.279   0.654  -0.398  1.00  0.00           C  
HETATM    7  C4  UNL     1       2.177  -0.390  -0.164  1.00  0.00           C  
HETATM    8  N3  UNL     1       3.472  -0.141  -0.172  1.00  0.00           N  
HETATM    9  N4  UNL     1       1.693  -1.681   0.076  1.00  0.00           N  
HETATM   10  C5  UNL     1       0.308  -2.014   0.098  1.00  0.00           C  
HETATM   11  C6  UNL     1      -0.579  -0.829  -0.164  1.00  0.00           C  
HETATM   12  C7  UNL     1      -2.025  -1.148  -0.159  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.391  -1.898   0.964  1.00  0.00           O  
HETATM   14  C8  UNL     1      -2.931   0.017  -0.377  1.00  0.00           C  
HETATM   15  O3  UNL     1      -4.224  -0.537  -0.606  1.00  0.00           O  
HETATM   16  C9  UNL     1      -3.091   0.901   0.840  1.00  0.00           C  
HETATM   17  O4  UNL     1      -1.884   1.491   1.139  1.00  0.00           O  
HETATM   18  N5  UNL     1      -0.083   0.342  -0.380  1.00  0.00           N  
HETATM   19  H1  UNL     1       5.884   0.519  -0.226  1.00  0.00           H  
HETATM   20  H2  UNL     1       0.935   3.787  -0.252  1.00  0.00           H  
HETATM   21  H3  UNL     1       4.150  -0.905   0.001  1.00  0.00           H  
HETATM   22  H4  UNL     1       2.377  -2.439   0.248  1.00  0.00           H  
HETATM   23  H5  UNL     1       0.129  -2.801  -0.675  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.052  -2.378   1.114  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.160  -1.842  -1.041  1.00  0.00           H  
HETATM   26  H8  UNL     1      -1.863  -1.642   1.763  1.00  0.00           H  
HETATM   27  H9  UNL     1      -2.664   0.543  -1.296  1.00  0.00           H  
HETATM   28  H10 UNL     1      -4.312  -1.334  -0.021  1.00  0.00           H  
HETATM   29  H11 UNL     1      -3.439   0.221   1.672  1.00  0.00           H  
HETATM   30  H12 UNL     1      -3.839   1.698   0.664  1.00  0.00           H  
HETATM   31  H13 UNL     1      -1.864   2.400   0.763  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

HMDB0247295
     RDKit          3D
2-Amino-6-[(1R,2R)-1,2,3-trihydroxypropyl]-1,4,7,8-tetrahydropteridine-4-one
 31 32  0  0  0  0  0  0  0  0999 V2000
    5.7184   -0.0071    0.0728 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4543    0.2254    0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9879    1.3745    0.5948 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6706    1.6316    0.5717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0903    2.7682    1.1036 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8293    0.7013   -0.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3316   -0.4528   -0.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6618   -0.6804   -0.5336 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4445   -1.3589   -1.1926 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172   -1.2075   -1.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4144    0.0506   -0.5766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8836    0.3810   -0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0739    1.6381    0.0242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7129   -0.6099    0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6388   -1.8956   -0.3597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1669   -0.2109    0.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3325    1.0773    0.7189 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4326    0.8672   -0.0733 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3860    0.6660    0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8973    2.8742    2.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0162   -1.5661   -0.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9063   -2.1847   -1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3840   -2.0474   -0.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3785   -1.3558   -2.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2128    0.4433   -1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0067    1.5661    1.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3734   -0.6405    1.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3225   -2.4447    0.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6477   -0.8948    0.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6844   -0.3664   -0.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6114    1.6586   -0.0161 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  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
M  END

Synonyms

Value	Source
2-Amino-4-hydroxy-6-(D-erythro-1',2',3'-trihydroxypropyl)-7,8-dihydropteridine	HMDB
2-Amino-4-hydroxy-6-(D-erythro-1,2,3-trihydroxypropyl)-7,8-dihydropteridine	HMDB
2-Amino-6-[(1S,2R)-1,2,3-trihydroxypropyl]-7,8-dihydropteridin-4(1H)-one	HMDB
2-Amino-6-[(1S,2R)-1,2,3-trihydroxypropyl]-7,8-dihydropteridin-4(3H)-one	HMDB
2-Amino-7,8-dihydro-6-(1,2,3-trihydroxypropyl)-4(1H)-pteridinone	HMDB
7,8-Dihydro-D-erythro-neopterin	HMDB
7,8-Dihydro-D-neopterin	HMDB
D-Erythro-7,8-dihydroneopterin	HMDB
Dihydroneopterin	HMDB
NPR	HMDB
7,8-Dihydro-neopterin	HMDB

Molecular Formula

C₉H₁₃N₅O₄

Average Mass

255.2306

Monoisotopic Mass

255.096753929

IUPAC Name

2-amino-6-(1,2,3-trihydroxypropyl)-1,4,7,8-tetrahydropteridin-4-one

Traditional Name

2-amino-6-(1,2,3-trihydroxypropyl)-7,8-dihydro-1H-pteridin-4-one

CAS Registry Number

1218-98-0

SMILES

OCC(O)C(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)

InChI Key

YQIFAMYNGGOTFB-UHFFFAOYSA-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

a small molecule (DIHYDRO-NEO-PTERIN )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.15 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-3.3	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	9.37	ChemAxon
pKa (Strongest Basic)	0.28	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	152.56 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	69.66 m³·mol⁻¹	ChemAxon
Polarizability	23.99 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

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
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
MMDBr0018495	7,8-Dihydroneopterin	Glycolaldehyde	Dihydroneopterin aldolase	Aldol addition (or reverse)	PathBank	31602464
MMDBr0019564	7,8-Dihydroneopterin	Glycolaldehyde	Folic acid synthesis protein FOL1	Synthesis	PathBank	31602464

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/Eubacteria	Proteobacteria	5	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown
Eukaryota/Fungi	Ascomycota	4	Human feces; Human saliva	Unknown
Bacteria/Eubacteria	Chlamydiae	3	Human
Bacteria/Eubacteria	Actinobacteria	5	Cattle ; Human
Bacteria/Eubacteria	Firmicutes	19	Human ; Human subgingival plaque; Human saliva; Human feces
Bacteria	nah	1
Archaea/Archaea	Euryarchaeota	3

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	31557052

External Links

HMDB ID

HMDB0244465

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022940

KNApSAcK ID

Not Available

Chemspider ID

639

KEGG Compound ID

C04874

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6588

PubChem Compound

659

PDB ID

Not Available

ChEBI ID

17001

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 7,8-Dihydroneopterin (MMDBc0029692)

MOL for #<Metabolite:0x00007f9250e0aeb8>

3D MOL for #<Metabolite:0x00007f9250e0aeb8>

3D SDF for #<Metabolite:0x00007f9250e0aeb8>

3D-SDF for #<Metabolite:0x00007f9250e0aeb8>

PDB for #<Metabolite:0x00007f9250e0aeb8>

3D PDB for #<Metabolite:0x00007f9250e0aeb8>

SMILES for #<Metabolite:0x00007f9250e0aeb8>

INCHI for #<Metabolite:0x00007f9250e0aeb8>

Structure for #<Metabolite:0x00007f9250e0aeb8>

3D Structure for #<Metabolite:0x00007f9250e0aeb8>