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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (6) Show 6 proteins XML

enzymes (6) Show 6 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:45 UTC

Update Date

2021-09-14 14:58:36 UTC

HMDB ID

HMDB0002275

Secondary Accession Numbers

HMDB02275

Metabolite Identification

Common Name

7,8-Dihydroneopterin

Description

7,8-Dihydroneopterin, also known as dihydroneopterin, 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 synthesized in several parts of the body, including the pineal gland. 7,8-Dihydroneopterin is a strong basic compound (based on its pKa). Within humans, 7,8-dihydroneopterin participates in a number of enzymatic reactions. In particular, 7,8-dihydroneopterin can be biosynthesized from sepiapterin; which is catalyzed by the enzyme sepiapterin reductase or carbonyl reductase [NADPH] 1. In humans, 7,8-dihydroneopterin is involved in the metabolic disorder called hyperphenylalaninemia due to 6-pyruvoyltetrahydropterin synthase (PTPS) deficiency. 7,8-Dihydroneopterin is produced by human monocyte-derived macrophages upon stimulation with interferon-gamma. Increased amounts of 7,8-dihydroneopterin in human body fluids are found in many disorders, including viral infections and autoimmune diseases (PMID: 12804528 ).

Structure

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

HMDB0002275
     RDKit          3D
7,8-Dihydroneopterin
 31 32  0  0  0  0  0  0  0  0999 V2000
    5.6831   -0.2607   -0.4323 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2666   -0.1463   -0.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7152   -0.2645   -1.8286 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3825   -0.1564   -1.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8360   -0.2648   -3.1360 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5269    0.0766   -0.9274 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1158    0.1949    0.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4565    0.0805    0.4391 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2608    0.4463    1.4114 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1582    0.5189    1.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6273    0.3792   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1050    0.4858   -0.3443 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5505    1.7505    0.0211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617   -0.6184    0.4470 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2152   -1.8176   -0.0102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2686   -0.6154    0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8423    0.5508    0.7059 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1211    0.1796   -1.0790 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2103   -1.1114   -0.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2287    0.5644   -0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8798    0.1753    1.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7303    0.5822    2.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5579    1.4424    1.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5426   -0.3815    1.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3176    0.3941   -1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4314    1.9135    0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5093   -0.4743    1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4948   -2.5551    0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4802   -0.8577   -0.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6520   -1.4398    0.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8994    1.2290   -0.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  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
  1 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


  Mrv1652304222019492D          

 18 19  0  0  0  0            999 V2000
 9996.990410000.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5617 9997.5486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8415 9999.2046    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.5571 9998.7900    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.841510000.0295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.2706 9999.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.5571 9997.9661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.9842 9998.7900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9904 9999.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2760 9998.7876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2760 9997.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9904 9997.5503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4160 9999.2002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7016 9998.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7016 9997.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4160 9997.5504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1304 9997.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1304 9998.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  6  0  0  0
  4  6  1  0  0  0  0
  4  7  1  1  0  0  0
  6  8  1  0  0  0  0
 14 15  2  0  0  0  0
 17 18  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  1  9  2  0  0  0  0
 11  2  1  0  0  0  0
 18  3  1  0  0  0  0
 12 15  1  0  0  0  0
  9 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002275

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC(=O)C2=C(NCC(=N2)[C@H](O)[C@H](O)CO)N1

> <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+/m1/s1

> <INCHI_KEY>
YQIFAMYNGGOTFB-XINAWCOVSA-N

> <FORMULA>
C9H13N5O4

> <MOLECULAR_WEIGHT>
255.2306

> <EXACT_MASS>
255.096753929

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
24.004282973536625

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.10

> <JCHEM_LOGP>
-3.3354137886666666

> <ALOGPS_LOGS>
-2.14

> <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>
0.2826065573151887

> <JCHEM_POLAR_SURFACE_AREA>
152.56000000000003

> <JCHEM_REFRACTIVITY>
69.657

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.86e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002275
     RDKit          3D
7,8-Dihydroneopterin
 31 32  0  0  0  0  0  0  0  0999 V2000
    5.6831   -0.2607   -0.4323 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2666   -0.1463   -0.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7152   -0.2645   -1.8286 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3825   -0.1564   -1.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8360   -0.2648   -3.1360 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5269    0.0766   -0.9274 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1158    0.1949    0.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4565    0.0805    0.4391 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2608    0.4463    1.4114 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1582    0.5189    1.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6273    0.3792   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1050    0.4858   -0.3443 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5505    1.7505    0.0211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617   -0.6184    0.4470 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2152   -1.8176   -0.0102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2686   -0.6154    0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8423    0.5508    0.7059 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1211    0.1796   -1.0790 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2103   -1.1114   -0.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2287    0.5644   -0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8798    0.1753    1.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7303    0.5822    2.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5579    1.4424    1.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5426   -0.3815    1.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3176    0.3941   -1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4314    1.9135    0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5093   -0.4743    1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4948   -2.5551    0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4802   -0.8577   -0.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6520   -1.4398    0.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8994    1.2290   -0.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  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
  1 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                                 22-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-20         0                                  
HETATM    1  O   UNK     0    8661.0498666.725   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0    8658.3828662.091   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8666.3718665.182   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8667.7078664.408   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8666.3718666.722   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8669.0388665.182   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8667.7078662.870   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8670.3718664.408   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8661.0498665.173   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0    8659.7158664.404   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0    8659.7158662.864   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0    8661.0498662.094   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0    8663.7108665.174   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0    8662.3768664.404   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8662.3768662.864   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0    8663.7108662.094   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0    8665.0438662.864   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8665.0438664.404   0.000  0.00  0.00           C+0
CONECT    1    9                                                            
CONECT    2   11                                                            
CONECT    3    4    5   18                                                  
CONECT    4    3    6    7                                                  
CONECT    5    3                                                            
CONECT    6    4    8                                                       
CONECT    7    4                                                            
CONECT    8    6                                                            
CONECT    9   10    1   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12    2                                                  
CONECT   12   11   15                                                       
CONECT   13   14   18                                                       
CONECT   14   15   13    9                                                  
CONECT   15   14   16   12                                                  
CONECT   16   15   17                                                       
CONECT   17   18   16                                                       
CONECT   18   17   13    3                                                  
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0002275
HETATM    1  N1  UNL     1       5.683  -0.261  -0.432  1.00  0.00           N  
HETATM    2  C1  UNL     1       4.267  -0.146  -0.606  1.00  0.00           C  
HETATM    3  N2  UNL     1       3.715  -0.265  -1.829  1.00  0.00           N  
HETATM    4  C2  UNL     1       2.383  -0.156  -1.987  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.836  -0.265  -3.136  1.00  0.00           O  
HETATM    6  C3  UNL     1       1.527   0.077  -0.927  1.00  0.00           C  
HETATM    7  C4  UNL     1       2.116   0.195   0.318  1.00  0.00           C  
HETATM    8  N3  UNL     1       3.456   0.080   0.439  1.00  0.00           N  
HETATM    9  N4  UNL     1       1.261   0.446   1.411  1.00  0.00           N  
HETATM   10  C5  UNL     1      -0.158   0.519   1.278  1.00  0.00           C  
HETATM   11  C6  UNL     1      -0.627   0.379  -0.084  1.00  0.00           C  
HETATM   12  C7  UNL     1      -2.105   0.486  -0.344  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.550   1.750   0.021  1.00  0.00           O  
HETATM   14  C8  UNL     1      -2.762  -0.618   0.447  1.00  0.00           C  
HETATM   15  O3  UNL     1      -2.215  -1.818  -0.010  1.00  0.00           O  
HETATM   16  C9  UNL     1      -4.269  -0.615   0.266  1.00  0.00           C  
HETATM   17  O4  UNL     1      -4.842   0.551   0.706  1.00  0.00           O  
HETATM   18  N5  UNL     1       0.121   0.180  -1.079  1.00  0.00           N  
HETATM   19  H1  UNL     1       6.210  -1.111  -0.647  1.00  0.00           H  
HETATM   20  H2  UNL     1       6.229   0.564  -0.065  1.00  0.00           H  
HETATM   21  H3  UNL     1       3.880   0.175   1.407  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.730   0.582   2.358  1.00  0.00           H  
HETATM   23  H5  UNL     1      -0.558   1.442   1.787  1.00  0.00           H  
HETATM   24  H6  UNL     1      -0.543  -0.381   1.878  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.318   0.394  -1.435  1.00  0.00           H  
HETATM   26  H8  UNL     1      -2.431   1.913   0.982  1.00  0.00           H  
HETATM   27  H9  UNL     1      -2.509  -0.474   1.509  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.495  -2.555   0.591  1.00  0.00           H  
HETATM   29  H11 UNL     1      -4.480  -0.858  -0.781  1.00  0.00           H  
HETATM   30  H12 UNL     1      -4.652  -1.440   0.932  1.00  0.00           H  
HETATM   31  H13 UNL     1      -4.899   1.229  -0.023  1.00  0.00           H  
CONECT    1    2   19   20
CONECT    2    3    3    8
CONECT    3    4
CONECT    4    5    5    6
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

HMDB0002275
     RDKit          3D
7,8-Dihydroneopterin
 31 32  0  0  0  0  0  0  0  0999 V2000
    5.6831   -0.2607   -0.4323 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2666   -0.1463   -0.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7152   -0.2645   -1.8286 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3825   -0.1564   -1.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8360   -0.2648   -3.1360 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5269    0.0766   -0.9274 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1158    0.1949    0.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4565    0.0805    0.4391 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2608    0.4463    1.4114 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1582    0.5189    1.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6273    0.3792   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1050    0.4858   -0.3443 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5505    1.7505    0.0211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617   -0.6184    0.4470 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2152   -1.8176   -0.0102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2686   -0.6154    0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8423    0.5508    0.7059 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1211    0.1796   -1.0790 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2103   -1.1114   -0.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2287    0.5644   -0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8798    0.1753    1.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7303    0.5822    2.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5579    1.4424    1.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5426   -0.3815    1.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3176    0.3941   -1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4314    1.9135    0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5093   -0.4743    1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4948   -2.5551    0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4802   -0.8577   -0.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6520   -1.4398    0.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8994    1.2290   -0.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  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
  1 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

View in JSmol View Stereo Labels

Synonyms

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

Chemical Formula

C₉H₁₃N₅O₄

Average Molecular Weight

255.2306

Monoisotopic Molecular Weight

255.096753929

IUPAC Name

2-amino-6-[(1S,2R)-1,2,3-trihydroxypropyl]-1,4,7,8-tetrahydropteridin-4-one

Traditional Name

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

CAS Registry Number

1218-98-0

SMILES

NC1=NC(=O)C2=C(NCC(=N2)[C@H](O)[C@H](O)CO)N1

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+/m1/s1

InChI Key

YQIFAMYNGGOTFB-XINAWCOVSA-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:17001 )
neopterins (CHEBI:17001 )

Ontology

Physiological effect

Adverse health effect

Genetic disorder

Inborn errors of metabolism

Sepiapterin reductase deficiency

Ingestion

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Pterine biosynthesis

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Spectral Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.86 g/L	ALOGPS
logP	10^(-2.1) g/L	ALOGPS
logP	10^(-3.3) g/L	ChemAxon
logS	10^(-2.1) g/L	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	24 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

Predicted Spectral Properties

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7,8-Dihydroneopterin,1TMS,#1	C[Si](C)(C)O[C@@H](C1=NC2=C(NC1)[NH]C(N)=NC2=O)[C@H](O)CO	2590.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,1TMS,#2	C[Si](C)(C)O[C@H](CO)[C@@H](O)C1=NC2=C(NC1)[NH]C(N)=NC2=O	2602.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,1TMS,#3	C[Si](C)(C)OC[C@@H](O)[C@@H](O)C1=NC2=C(NC1)[NH]C(N)=NC2=O	2620.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,1TMS,#4	C[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O)[C@H](O)CO)=N2)[NH]1	2727.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,1TMS,#5	C[Si](C)(C)N1CC([C@H](O)[C@H](O)CO)=NC2=C1[NH]C(N)=NC2=O	2528.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,1TMS,#6	C[Si](C)(C)N1C(N)=NC(=O)C2=C1NCC([C@H](O)[C@H](O)CO)=N2	2604.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TMS,#1	C[Si](C)(C)O[C@@H](C1=NC2=C(NC1)[NH]C(N)=NC2=O)[C@@H](CO)O[Si](C)(C)C	2511.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TMS,#2	C[Si](C)(C)OC[C@@H](O)[C@@H](O[Si](C)(C)C)C1=NC2=C(NC1)[NH]C(N)=NC2=O	2529.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TMS,#3	C[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O[Si](C)(C)C)[C@H](O)CO)=N2)[NH]1	2577.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TMS,#4	C[Si](C)(C)O[C@@H](C1=NC2=C(NC1)N([Si](C)(C)C)C(N)=NC2=O)[C@H](O)CO	2478.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TMS,#5	C[Si](C)(C)O[C@@H](C1=NC2=C([NH]C(N)=NC2=O)N([Si](C)(C)C)C1)[C@H](O)CO	2434.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TMS,#6	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@@H](O)C1=NC2=C(NC1)[NH]C(N)=NC2=O	2530.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TMS,#7	C[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O)[C@@H](CO)O[Si](C)(C)C)=N2)[NH]1	2574.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TMS,#8	C[Si](C)(C)O[C@H](CO)[C@@H](O)C1=NC2=C(NC1)N([Si](C)(C)C)C(N)=NC2=O	2481.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TMS,#9	C[Si](C)(C)O[C@H](CO)[C@@H](O)C1=NC2=C([NH]C(N)=NC2=O)N([Si](C)(C)C)C1	2419.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TMS,#10	C[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O)[C@H](O)CO[Si](C)(C)C)=N2)[NH]1	2596.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TMS,#11	C[Si](C)(C)OC[C@@H](O)[C@@H](O)C1=NC2=C(NC1)N([Si](C)(C)C)C(N)=NC2=O	2508.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TMS,#12	C[Si](C)(C)OC[C@@H](O)[C@@H](O)C1=NC2=C([NH]C(N)=NC2=O)N([Si](C)(C)C)C1	2432.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TMS,#13	C[Si](C)(C)N(C1=NC(=O)C2=C(NCC([C@H](O)[C@H](O)CO)=N2)[NH]1)[Si](C)(C)C	2661.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TMS,#14	C[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O)[C@H](O)CO)=N2)N1[Si](C)(C)C	2575.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TMS,#15	C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([Si](C)(C)C)CC([C@H](O)[C@H](O)CO)=N2	2547.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TMS,#16	C[Si](C)(C)N1CC([C@H](O)[C@H](O)CO)=NC2=C1N([Si](C)(C)C)C(N)=NC2=O	2497.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#1	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C1=NC2=C(NC1)[NH]C(N)=NC2=O	2483.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#2	C[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O[Si](C)(C)C)[C@@H](CO)O[Si](C)(C)C)=N2)[NH]1	2502.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#3	C[Si](C)(C)O[C@@H](C1=NC2=C(NC1)N([Si](C)(C)C)C(N)=NC2=O)[C@@H](CO)O[Si](C)(C)C	2468.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#4	C[Si](C)(C)O[C@@H](C1=NC2=C([NH]C(N)=NC2=O)N([Si](C)(C)C)C1)[C@@H](CO)O[Si](C)(C)C	2390.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#5	C[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O[Si](C)(C)C)[C@H](O)CO[Si](C)(C)C)=N2)[NH]1	2512.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#6	C[Si](C)(C)OC[C@@H](O)[C@@H](O[Si](C)(C)C)C1=NC2=C(NC1)N([Si](C)(C)C)C(N)=NC2=O	2487.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#7	C[Si](C)(C)OC[C@@H](O)[C@@H](O[Si](C)(C)C)C1=NC2=C([NH]C(N)=NC2=O)N([Si](C)(C)C)C1	2398.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#8	C[Si](C)(C)O[C@@H](C1=NC2=C(NC1)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)[C@H](O)CO	2528.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#9	C[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O[Si](C)(C)C)[C@H](O)CO)=N2)N1[Si](C)(C)C	2520.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#10	C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([Si](C)(C)C)CC([C@H](O[Si](C)(C)C)[C@H](O)CO)=N2	2486.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#11	C[Si](C)(C)O[C@@H](C1=NC2=C(N([Si](C)(C)C)C1)N([Si](C)(C)C)C(N)=NC2=O)[C@H](O)CO	2427.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#12	C[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)=N2)[NH]1	2500.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#13	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@@H](O)C1=NC2=C(NC1)N([Si](C)(C)C)C(N)=NC2=O	2461.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#14	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@@H](O)C1=NC2=C([NH]C(N)=NC2=O)N([Si](C)(C)C)C1	2392.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#15	C[Si](C)(C)O[C@H](CO)[C@@H](O)C1=NC2=C(NC1)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O	2543.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#16	C[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O)[C@@H](CO)O[Si](C)(C)C)=N2)N1[Si](C)(C)C	2513.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#17	C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([Si](C)(C)C)CC([C@H](O)[C@@H](CO)O[Si](C)(C)C)=N2	2472.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#18	C[Si](C)(C)O[C@H](CO)[C@@H](O)C1=NC2=C(N([Si](C)(C)C)C1)N([Si](C)(C)C)C(N)=NC2=O	2412.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#19	C[Si](C)(C)OC[C@@H](O)[C@@H](O)C1=NC2=C(NC1)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O	2554.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#20	C[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O)[C@H](O)CO[Si](C)(C)C)=N2)N1[Si](C)(C)C	2535.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#21	C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([Si](C)(C)C)CC([C@H](O)[C@H](O)CO[Si](C)(C)C)=N2	2481.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#22	C[Si](C)(C)OC[C@@H](O)[C@@H](O)C1=NC2=C(N([Si](C)(C)C)C1)N([Si](C)(C)C)C(N)=NC2=O	2428.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#23	C[Si](C)(C)N(C1=NC(=O)C2=C(NCC([C@H](O)[C@H](O)CO)=N2)N1[Si](C)(C)C)[Si](C)(C)C	2596.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#24	C[Si](C)(C)N1CC([C@H](O)[C@H](O)CO)=NC2=C1[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O	2520.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TMS,#25	C[Si](C)(C)NC1=NC(=O)C2=C(N([Si](C)(C)C)CC([C@H](O)[C@H](O)CO)=N2)N1[Si](C)(C)C	2530.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,1TBDMS,#1	CC(C)(C)[Si](C)(C)O[C@@H](C1=NC2=C(NC1)[NH]C(N)=NC2=O)[C@H](O)CO	2820.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,1TBDMS,#2	CC(C)(C)[Si](C)(C)O[C@H](CO)[C@@H](O)C1=NC2=C(NC1)[NH]C(N)=NC2=O	2826.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,1TBDMS,#3	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](O)C1=NC2=C(NC1)[NH]C(N)=NC2=O	2848.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,1TBDMS,#4	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O)[C@H](O)CO)=N2)[NH]1	2885.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,1TBDMS,#5	CC(C)(C)[Si](C)(C)N1CC([C@H](O)[C@H](O)CO)=NC2=C1[NH]C(N)=NC2=O	2778.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,1TBDMS,#6	CC(C)(C)[Si](C)(C)N1C(N)=NC(=O)C2=C1NCC([C@H](O)[C@H](O)CO)=N2	2826.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TBDMS,#1	CC(C)(C)[Si](C)(C)O[C@@H](C1=NC2=C(NC1)[NH]C(N)=NC2=O)[C@@H](CO)O[Si](C)(C)C(C)(C)C	2962.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TBDMS,#2	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C1=NC2=C(NC1)[NH]C(N)=NC2=O	2976.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TBDMS,#3	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO)=N2)[NH]1	2992.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TBDMS,#4	CC(C)(C)[Si](C)(C)O[C@@H](C1=NC2=C(NC1)N([Si](C)(C)C(C)(C)C)C(N)=NC2=O)[C@H](O)CO	2956.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TBDMS,#5	CC(C)(C)[Si](C)(C)O[C@@H](C1=NC2=C([NH]C(N)=NC2=O)N([Si](C)(C)C(C)(C)C)C1)[C@H](O)CO	2881.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TBDMS,#6	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C1=NC2=C(NC1)[NH]C(N)=NC2=O	2992.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TBDMS,#7	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C)=N2)[NH]1	2972.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TBDMS,#8	CC(C)(C)[Si](C)(C)O[C@H](CO)[C@@H](O)C1=NC2=C(NC1)N([Si](C)(C)C(C)(C)C)C(N)=NC2=O	2963.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TBDMS,#9	CC(C)(C)[Si](C)(C)O[C@H](CO)[C@@H](O)C1=NC2=C([NH]C(N)=NC2=O)N([Si](C)(C)C(C)(C)C)C1	2861.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TBDMS,#10	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O)[C@H](O)CO[Si](C)(C)C(C)(C)C)=N2)[NH]1	2996.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TBDMS,#11	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](O)C1=NC2=C(NC1)N([Si](C)(C)C(C)(C)C)C(N)=NC2=O	2971.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TBDMS,#12	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](O)C1=NC2=C([NH]C(N)=NC2=O)N([Si](C)(C)C(C)(C)C)C1	2878.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TBDMS,#13	CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(NCC([C@H](O)[C@H](O)CO)=N2)[NH]1)[Si](C)(C)C(C)(C)C	3014.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TBDMS,#14	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O)[C@H](O)CO)=N2)N1[Si](C)(C)C(C)(C)C	3009.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TBDMS,#15	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([Si](C)(C)C(C)(C)C)CC([C@H](O)[C@H](O)CO)=N2	2949.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,2TBDMS,#16	CC(C)(C)[Si](C)(C)N1CC([C@H](O)[C@H](O)CO)=NC2=C1N([Si](C)(C)C(C)(C)C)C(N)=NC2=O	2922.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#1	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C1=NC2=C(NC1)[NH]C(N)=NC2=O	3162.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#2	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[Si](C)(C)C(C)(C)C)=N2)[NH]1	3152.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#3	CC(C)(C)[Si](C)(C)O[C@@H](C1=NC2=C(NC1)N([Si](C)(C)C(C)(C)C)C(N)=NC2=O)[C@@H](CO)O[Si](C)(C)C(C)(C)C	3174.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#4	CC(C)(C)[Si](C)(C)O[C@@H](C1=NC2=C([NH]C(N)=NC2=O)N([Si](C)(C)C(C)(C)C)C1)[C@@H](CO)O[Si](C)(C)C(C)(C)C	3044.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#5	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO[Si](C)(C)C(C)(C)C)=N2)[NH]1	3157.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#6	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C1=NC2=C(NC1)N([Si](C)(C)C(C)(C)C)C(N)=NC2=O	3182.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#7	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C1=NC2=C([NH]C(N)=NC2=O)N([Si](C)(C)C(C)(C)C)C1	3038.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#8	CC(C)(C)[Si](C)(C)O[C@@H](C1=NC2=C(NC1)[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)[C@H](O)CO	3155.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#9	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO)=N2)N1[Si](C)(C)C(C)(C)C	3198.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#10	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([Si](C)(C)C(C)(C)C)CC([C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO)=N2	3112.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#11	CC(C)(C)[Si](C)(C)O[C@@H](C1=NC2=C(N([Si](C)(C)C(C)(C)C)C1)N([Si](C)(C)C(C)(C)C)C(N)=NC2=O)[C@H](O)CO	3127.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#12	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=N2)[NH]1	3178.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#13	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C1=NC2=C(NC1)N([Si](C)(C)C(C)(C)C)C(N)=NC2=O	3191.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#14	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C1=NC2=C([NH]C(N)=NC2=O)N([Si](C)(C)C(C)(C)C)C1	3054.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#15	CC(C)(C)[Si](C)(C)O[C@H](CO)[C@@H](O)C1=NC2=C(NC1)[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O	3147.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#16	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C)=N2)N1[Si](C)(C)C(C)(C)C	3191.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#17	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([Si](C)(C)C(C)(C)C)CC([C@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C)=N2	3089.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#18	CC(C)(C)[Si](C)(C)O[C@H](CO)[C@@H](O)C1=NC2=C(N([Si](C)(C)C(C)(C)C)C1)N([Si](C)(C)C(C)(C)C)C(N)=NC2=O	3119.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#19	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](O)C1=NC2=C(NC1)[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O	3168.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#20	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(NCC([C@H](O)[C@H](O)CO[Si](C)(C)C(C)(C)C)=N2)N1[Si](C)(C)C(C)(C)C	3208.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#21	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([Si](C)(C)C(C)(C)C)CC([C@H](O)[C@H](O)CO[Si](C)(C)C(C)(C)C)=N2	3108.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#22	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](O)C1=NC2=C(N([Si](C)(C)C(C)(C)C)C1)N([Si](C)(C)C(C)(C)C)C(N)=NC2=O	3124.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#23	CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(NCC([C@H](O)[C@H](O)CO)=N2)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3219.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#24	CC(C)(C)[Si](C)(C)N1CC([C@H](O)[C@H](O)CO)=NC2=C1[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O	3127.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
7,8-Dihydroneopterin,3TBDMS,#25	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N([Si](C)(C)C(C)(C)C)CC([C@H](O)[C@H](O)CO)=N2)N1[Si](C)(C)C(C)(C)C	3151.0	Semi standard non polar	https://arxiv.org/abs/1905.12712

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 7,8-Dihydroneopterin GC-MS (6 TMS)	splash10-00l5-1910400000-bd112529d925635514cd	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 7,8-Dihydroneopterin GC-MS (5 TMS)	splash10-00di-2932500000-19e8700372faabe73f7a	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,8-Dihydroneopterin GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dl-9640000000-11b256f7a4e39d238a0d	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,8-Dihydroneopterin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,8-Dihydroneopterin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroneopterin 10V, Positive-QTOF	splash10-0ar9-0090000000-4fd7c0784e78a43b99b6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroneopterin 0V, Positive-QTOF	splash10-0a6r-0090000000-d1697be823d614999cf5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroneopterin 30V, Positive-QTOF	splash10-05mo-9500000000-9e82f9cb52141e5c5a72	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroneopterin 0V, Positive-QTOF	splash10-0a6r-0090000000-1234290c00f34c669b91	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroneopterin 20V, Positive-QTOF	splash10-014i-0920000000-ba0d782ad567c15e4d0d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroneopterin 10V, Positive-QTOF	splash10-0a4r-0390000000-0c6edf56ebe42b5b386d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroneopterin 10V, Positive-QTOF	splash10-0ar0-0190000000-5f035013e13ec5ff3918	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroneopterin 30V, Positive-QTOF	splash10-016r-0930000000-b9ed89c673c480405c4e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroneopterin 30V, Positive-QTOF	splash10-014i-1900000000-7ba068cb3f1714749adf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroneopterin 40V, Positive-QTOF	splash10-01ba-3900000000-73084cd3d9a145669ba4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroneopterin 20V, Negative-QTOF	splash10-0ffx-1900000000-262e316855b2475fb8c0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroneopterin 30V, Negative-QTOF	splash10-00sl-9500000000-e2df4a0a318b780d3e27	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroneopterin 10V, Negative-QTOF	splash10-0006-0900000000-1ef1710086819ed15709	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroneopterin 10V, Positive-QTOF	splash10-0a4r-0090000000-f50197d1f13af4158233	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroneopterin 20V, Positive-QTOF	splash10-03dr-1790000000-ad8f0148941de4b772ef	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroneopterin 40V, Positive-QTOF	splash10-03k9-4900000000-9c19a9151f80a11b997b	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroneopterin 10V, Negative-QTOF	splash10-0udl-1390000000-7a17dedde70317d006b6	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroneopterin 20V, Negative-QTOF	splash10-0f6x-3950000000-1106781b3c6d170aa292	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroneopterin 40V, Negative-QTOF	splash10-052f-9300000000-0904e10b066f91e855db	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroneopterin 10V, Negative-QTOF	splash10-0f6x-0950000000-2f957c5a031f2687be2c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroneopterin 20V, Negative-QTOF	splash10-01r6-0910000000-38500b92470d15a5db56	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroneopterin 40V, Negative-QTOF	splash10-0006-7900000000-8de947c77b053509f935	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroneopterin 10V, Positive-QTOF	splash10-0a4i-0090000000-9b758d09d0a4ae93272f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroneopterin 20V, Positive-QTOF	splash10-0ab9-0190000000-8e6a3f8f43bd20ad403f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroneopterin 40V, Positive-QTOF	splash10-004i-1910000000-a835fb6b87eaccd1453c	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Pterine Biosynthesis
Dopa-responsive dystonia		Not Available
Hyperphenylalaniemia due to guanosine triphosphate cyclohydrolase deficiency		Not Available
Hyperphenylalaninemia due to 6-pyruvoyltetrahydropterin synthase deficiency (ptps)		Not Available
Hyperphenylalaninemia due to dhpr-deficiency		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB04425

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

65074

PDB ID

Not Available

ChEBI ID

17001

Food Biomarker Ontology

Not Available

VMH ID

DHNPT

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Pagel H, Fandrey J, Schobersberger W, Fuchs D, Jelkmann W: Effects of neopterin and 7,8-dihydroneopterin on hypoxia-induced renal erythropoietin production. Eur J Haematol. 1999 May;62(5):341-5. [PubMed:10359064 ]
Wirleitner B, Obermoser G, Bock G, Neurauter G, Schennach H, Sepp N, Fuchs D: Induction of apoptosis in human blood T cells by 7,8-dihydroneopterin: the difference between healthy controls and patients with systemic lupus erythematosus. Clin Immunol. 2003 Jun;107(3):152-9. [PubMed:12804528 ]
Baier-Bitterlich G, Fuchs D, Zangerle R, Baeuerle PA, Werner ER, Fresser F, Uberall F, Baier G, Wachter H: trans-Activation of the HIV type 1 promoter by 7,8-dihydroneopterin in vitro. AIDS Res Hum Retroviruses. 1997 Jan 20;13(2):173-8. [PubMed:9007202 ]
Duggan S, Rait C, Platt A, Gieseg S: Protein and thiol oxidation in cells exposed to peroxyl radicals is inhibited by the macrophage synthesised pterin 7,8-dihydroneopterin. Biochim Biophys Acta. 2002 Aug 19;1591(1-3):139-145. [PubMed:12183064 ]
Baier-Bitterlich G, Baier G, Fuchs D, Bock G, Hausen A, Utermann G, Pavelka M, Wachter H: Role of 7,8-dihydroneopterin in T-cell apoptosis and HTLV-1 transcription in vitro. Oncogene. 1996 Nov 21;13(10):2281-5. [PubMed:8950996 ]
Wirleitner B, Baier-Bitterlich G, Bock G, Widner B, Fuchs D: 7,8-Dihydroneopterin-induced apoptosis in Jurkat T lymphocytes: a comparison with anti-Fas- and hydrogen peroxide-mediated cell death. Biochem Pharmacol. 1998 Nov 1;56(9):1181-7. [PubMed:9802329 ]
Gieseg SP, Maghzal G, Glubb D: Protection of erythrocytes by the macrophage synthesized antioxidant 7,8 dihydroneopterin. Free Radic Res. 2001 Feb;34(2):123-36. [PubMed:11264890 ]
Gieseg SP, Cato S: Inhibition of THP-1 cell-mediated low-density lipoprotein oxidation by the macrophage-synthesised pterin, 7,8-dihydroneopterin. Redox Rep. 2003;8(2):113-5. [PubMed:12804014 ]
Fuchs D, Reibnegger G, Werner ER, Wachter H: Increased 7,8-dihydroneopterin and reduced methyl-group metabolism in HIV-1 infection. Lancet. 1990 May 12;335(8698):1167. [PubMed:1971904 ]
Speth C, Stockl G, Fuchs D, Wirleitner B, Widner B, Wurzner R, Mohsenipour I, Lass-Florl C, Dierich MP: Inflammation marker 7,8-dihydroneopterin induces apoptosis of neurons and glial cells: a potential contribution to neurodegenerative processes. Immunobiology. 2000 Nov;202(5):460-76. [PubMed:11205375 ]
Enzinger C, Wirleitner B, Lutz C, Bock G, Tomaselli B, Baier G, Fuchs D, Baier-Bitterlich G: 7,8-Dihydroneopterin induces apoptosis of Jurkat T-lymphocytes via a Bcl-2-sensitive pathway. Eur J Cell Biol. 2002 Apr;81(4):197-202. [PubMed:12018387 ]
Gieseg SP, Reibnegger G, Wachter H, Esterbauer H: 7,8 Dihydroneopterin inhibits low density lipoprotein oxidation in vitro. Evidence that this macrophage secreted pteridine is an anti-oxidant. Free Radic Res. 1995 Aug;23(2):123-36. [PubMed:7581810 ]
Greilberger J, Oettl K, Cvirn G, Reibnegger G, Jurgens G: Modulation of LDL oxidation by 7,8-dihydroneopterin. Free Radic Res. 2004 Jan;38(1):9-17. [PubMed:15061649 ]
Horejsi R, Jung C, Moller R, Tafeit E, Reibnegger G: Generation of carbon monoxide and iron from hemeproteins in the presence of 7,8-dihydroneopterin. Biochim Biophys Acta. 2002 Jun 6;1571(2):124-30. [PubMed:12049792 ]
Baier-Bitterlich G, Fuchs D, Wachter H: 7,8-Dihydroneopterin upregulates interferon-gamma promoter in T cells. Immunobiology. 1996;196(4):350-5. [PubMed:9061375 ]
Baird SK, Reid L, Hampton MB, Gieseg SP: OxLDL induced cell death is inhibited by the macrophage synthesised pterin, 7,8-dihydroneopterin, in U937 cells but not THP-1 cells. Biochim Biophys Acta. 2005 Sep 30;1745(3):361-9. [PubMed:16084608 ]
Wirleitner B, Czaputa R, Oettl K, Bock G, Widner B, Reibnegger G, Baier G, Fuchs D, Baier-Bitterlich G: Induction of apoptosis by 7,8-dihydroneopterin: involvement of radical formation. Immunobiology. 2001 May;203(4):629-41. [PubMed:11402497 ]
Herpfer I, Greilberger J, Ledinski G, Widner B, Fuchs D, Jurgens G: Neopterin and 7,8-dihydroneopterin interfere with low density lipoprotein oxidation mediated by peroxynitrite and/or copper. Free Radic Res. 2002 May;36(5):509-20. [PubMed:12150539 ]
Gieseg SP, Whybrow J, Glubb D, Rait C: Protection of U937 cells from free radical damage by the macrophage synthesized antioxidant 7,8-dihydroneopterin. Free Radic Res. 2001 Sep;35(3):311-8. [PubMed:11697129 ]

Enzymes

Enzyme Details

1. Alkaline phosphatase, placental type

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: ALPP
Uniprot ID:: P05187
Molecular weight:: 57953.31

Reactions

Dihydroneopterin triphosphate + Water → 7,8-Dihydroneopterin + Phosphate	details

Enzyme Details

2. Intestinal-type alkaline phosphatase

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: ALPI
Uniprot ID:: P09923
Molecular weight:: 56811.695

Reactions

Dihydroneopterin triphosphate + Water → 7,8-Dihydroneopterin + Phosphate	details

Enzyme Details

3. Alkaline phosphatase, tissue-nonspecific isozyme

General function:: Involved in catalytic activity
Specific function:: This isozyme may play a role in skeletal mineralization.
Gene Name:: ALPL
Uniprot ID:: P05186
Molecular weight:: 57304.435

Reactions

Dihydroneopterin triphosphate + Water → 7,8-Dihydroneopterin + Phosphate	details

Enzyme Details

4. Alkaline phosphatase, placental-like

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: ALPPL2
Uniprot ID:: P10696
Molecular weight:: 57376.515

Reactions

Dihydroneopterin triphosphate + Water → 7,8-Dihydroneopterin + Phosphate	details

Enzyme Details

5. 6-pyruvoyl tetrahydrobiopterin synthase

General function:: Involved in 6-pyruvoyltetrahydropterin synthase activity
Specific function:: Involved in the biosynthesis of tetrahydrobiopterin, an essential cofactor of aromatic amino acid hydroxylases. Catalyzes the transformation of 7,8-dihydroneopterin triphosphate into 6-pyruvoyl tetrahydropterin.
Gene Name:: PTS
Uniprot ID:: Q03393
Molecular weight:: 16385.63

Enzyme Details

6. RuvB-like 2

General function:: Involved in nucleotide binding
Specific function:: Possesses single-stranded DNA-stimulated ATPase and ATP-dependent DNA helicase (5' to 3') activity; hexamerization is thought to be critical for ATP hydrolysis and adjacent subunits in the ring-like structure contribute to the ATPase activity. Component of the NuA4 histone acetyltransferase complex which is involved in transcriptional activation of select genes principally by acetylation of nucleosomal histones H4 and H2A. This modification may both alter nucleosome - DNA interactions and promote interaction of the modified histones with other proteins which positively regulate transcription. This complex may be required for the activation of transcriptional programs associated with oncogene and proto-oncogene mediated growth induction, tumor suppressor mediated growth arrest and replicative senescence, apoptosis, and DNA repair. The NuA4 complex ATPase and helicase activities seem to be, at least in part, contributed by the association of RUVBL1 and RUVBL2 with EP400. NuA4 may also play a direct role in DNA repair when recruited to sites of DNA damage. Proposed core component of the chromatin remodeling INO80 complex which is involved in transcriptional regulation, DNA replication and probably DNA repair. Plays an essential role in oncogenic transformation by MYC and also modulates transcriptional activation by the LEF1/TCF1-CTNNB1 complex. May also inhibit the transcriptional activity of ATF2.
Gene Name:: RUVBL2
Uniprot ID:: Q9Y230
Molecular weight:: 51156.08

Showing metabocard for 7,8-Dihydroneopterin (HMDB0002275)

MOL for HMDB0002275 (7,8-Dihydroneopterin)

3D MOL for HMDB0002275 (7,8-Dihydroneopterin)

3D SDF for HMDB0002275 (7,8-Dihydroneopterin)

3D-SDF for HMDB0002275 (7,8-Dihydroneopterin)

PDB for HMDB0002275 (7,8-Dihydroneopterin)

3D PDB for HMDB0002275 (7,8-Dihydroneopterin)

SMILES for HMDB0002275 (7,8-Dihydroneopterin)

INCHI for HMDB0002275 (7,8-Dihydroneopterin)

Structure for HMDB0002275 (7,8-Dihydroneopterin)

3D Structure for HMDB0002275 (7,8-Dihydroneopterin)

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions