MiMeDB: Showing metabocard for H2-D-erythro-Neopterin 3'-phosphate (MMDBc0020046)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 10:01:24 UTC

Update Date

2022-08-31 06:46:21 UTC

Metabolite ID

MMDBc0020046

Metabolite Identification

Common Name

H2-D-erythro-Neopterin 3'-phosphate

Description

Dihydroneopterin phosphate 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. Dihydroneopterin phosphate exists in all living species, ranging from bacteria to plants to humans. Dihydroneopterin phosphate has been detected, but not quantified in, several different foods, such as american pokeweeds (Phytolacca americana), globe artichokes (Cynara scolymus), white bread, sorghums (Sorghum bicolor), and triticales (X Triticosecale rimpaui). This could make dihydroneopterin phosphate a potential biomarker for the consumption of these foods. Dihydroneopterin phosphate is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Dihydroneopterin phosphate.

Structure

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

HMDB0006824
     RDKit          3D
Dihydroneopterin phosphate
 36 37  0  0  0  0  0  0  0  0999 V2000
    6.4700   -0.1851   -0.7388 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667   -0.0054   -0.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3519    0.7678   -1.4466 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248    0.9325   -1.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3386    1.6472   -2.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4069    0.2761   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0975   -0.5218    0.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4299   -0.6343    0.4092 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4305   -1.1784    1.6733 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0327   -1.0650    1.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3779   -0.2024    0.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1165   -0.0317    1.0892 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7556   -1.2679    1.0589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6531    0.8844    0.0068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0270    2.1128    0.0269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1422    0.9807    0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6744   -0.3071    0.1525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3344   -0.3205    0.3454 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.6827   -1.1109    1.5735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9678    1.2396    0.5152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1112   -1.0381   -0.9943 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087    0.3757   -0.0257 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0901   -0.1920    0.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9298   -0.3150   -1.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9574   -1.2452    1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0654   -1.7647    2.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9238   -0.5346    2.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5272   -2.0632    1.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2696    0.3922    2.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3753   -1.8353    0.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4723    0.4114   -0.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5788    2.7888   -0.4432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3785    1.3982    1.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5958    1.6371   -0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8194    1.7855   -0.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5753   -1.8116   -1.3018 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
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 11 22  2  0
  8  2  1  0
 22  6  1  0
  1 23  1  0
  1 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 12 29  1  1
 13 30  1  0
 14 31  1  6
 15 32  1  0
 16 33  1  0
 16 34  1  0
 20 35  1  0
 21 36  1  0
M  END


  Mrv1652309152004332D          

 22 23  0  0  0  0            999 V2000
 9996.311810000.0511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8839 9997.5690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1623 9999.2242    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.8758 9998.8096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.162310000.0491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.5893 9999.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8758 9997.9861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.3029 9998.8096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.0164 9999.2242    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10001.6061 9999.9377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.7320 9998.8096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.4310 9999.9377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3111 9999.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5967 9998.8076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5967 9997.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3111 9997.5703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7363 9999.2201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0218 9998.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0218 9997.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7363 9997.5703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4507 9997.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4507 9998.8076    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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 18 19  2  0  0  0  0
 21 22  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  1 13  2  0  0  0  0
 15  2  1  0  0  0  0
 22  3  1  0  0  0  0
 16 19  1  0  0  0  0
 13 18  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0020046

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H14N5O7P/c10-9-13-7-5(8(17)14-9)12-3(1-11-7)6(16)4(15)2-21-22(18,19)20/h4,6,15-16H,1-2H2,(H2,18,19,20)(H4,10,11,13,14,17)/t4-,6+/m1/s1

> <INCHI_KEY>
PLSQMGZYOGSOCE-XINAWCOVSA-N

> <FORMULA>
C9H14N5O7P

> <MOLECULAR_WEIGHT>
335.2105

> <EXACT_MASS>
335.063084339

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
28.708219078730725

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S)-3-(2-amino-4-oxo-1,4,7,8-tetrahydropteridin-6-yl)-2,3-dihydroxypropoxy]phosphonic acid

> <ALOGPS_LOGP>
-2.30

> <JCHEM_LOGP>
-3.645897293721321

> <ALOGPS_LOGS>
-1.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.508991148749795

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.506217875759555

> <JCHEM_PKA_STRONGEST_BASIC>
0.18347444009312497

> <JCHEM_POLAR_SURFACE_AREA>
199.09

> <JCHEM_REFRACTIVITY>
80.5299

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.26e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S)-3-(2-amino-4-oxo-7,8-dihydro-1H-pteridin-6-yl)-2,3-dihydroxypropoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006824
     RDKit          3D
Dihydroneopterin phosphate
 36 37  0  0  0  0  0  0  0  0999 V2000
    6.4700   -0.1851   -0.7388 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667   -0.0054   -0.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3519    0.7678   -1.4466 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248    0.9325   -1.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3386    1.6472   -2.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4069    0.2761   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0975   -0.5218    0.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4299   -0.6343    0.4092 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4305   -1.1784    1.6733 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0327   -1.0650    1.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3779   -0.2024    0.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1165   -0.0317    1.0892 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7556   -1.2679    1.0589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6531    0.8844    0.0068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0270    2.1128    0.0269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1422    0.9807    0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6744   -0.3071    0.1525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3344   -0.3205    0.3454 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.6827   -1.1109    1.5735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9678    1.2396    0.5152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1112   -1.0381   -0.9943 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087    0.3757   -0.0257 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0901   -0.1920    0.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9298   -0.3150   -1.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9574   -1.2452    1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0654   -1.7647    2.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9238   -0.5346    2.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5272   -2.0632    1.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2696    0.3922    2.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3753   -1.8353    0.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4723    0.4114   -0.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5788    2.7888   -0.4432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3785    1.3982    1.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5958    1.6371   -0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8194    1.7855   -0.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5753   -1.8116   -1.3018 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
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 11 22  2  0
  8  2  1  0
 22  6  1  0
  1 23  1  0
  1 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 12 29  1  1
 13 30  1  0
 14 31  1  6
 15 32  1  0
 16 33  1  0
 16 34  1  0
 20 35  1  0
 21 36  1  0
M  END

HEADER    PROTEIN                                 15-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-SEP-20         0                                  
HETATM    1  O   UNK     0    8659.7828666.762   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0    8657.1178662.129   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8665.1038665.218   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8666.4358664.445   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8665.1038666.758   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8667.7678665.218   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8666.4358662.907   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8669.0998664.445   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0    8670.4318665.218   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0    8669.6658666.550   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8671.7668664.445   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8671.2058666.550   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8659.7818665.211   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0    8658.4478664.441   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0    8658.4478662.901   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0    8659.7818662.131   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0    8662.4418665.211   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0    8661.1078664.441   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8661.1078662.901   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0    8662.4418662.131   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0    8663.7758662.901   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8663.7758664.441   0.000  0.00  0.00           C+0
CONECT    1   13                                                            
CONECT    2   15                                                            
CONECT    3    4    5   22                                                  
CONECT    4    3    6    7                                                  
CONECT    5    3                                                            
CONECT    6    4    8                                                       
CONECT    7    4                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13   14    1   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16    2                                                  
CONECT   16   15   19                                                       
CONECT   17   18   22                                                       
CONECT   18   19   17   13                                                  
CONECT   19   18   20   16                                                  
CONECT   20   19   21                                                       
CONECT   21   22   20                                                       
CONECT   22   21   17    3                                                  
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0006824
HETATM    1  N1  UNL     1       6.470  -0.185  -0.739  1.00  0.00           N  
HETATM    2  C1  UNL     1       5.067  -0.005  -0.603  1.00  0.00           C  
HETATM    3  N2  UNL     1       4.352   0.768  -1.447  1.00  0.00           N  
HETATM    4  C2  UNL     1       3.025   0.932  -1.311  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.339   1.647  -2.084  1.00  0.00           O  
HETATM    6  C3  UNL     1       2.407   0.276  -0.267  1.00  0.00           C  
HETATM    7  C4  UNL     1       3.097  -0.522   0.616  1.00  0.00           C  
HETATM    8  N3  UNL     1       4.430  -0.634   0.409  1.00  0.00           N  
HETATM    9  N4  UNL     1       2.431  -1.178   1.673  1.00  0.00           N  
HETATM   10  C5  UNL     1       1.033  -1.065   1.896  1.00  0.00           C  
HETATM   11  C6  UNL     1       0.378  -0.202   0.917  1.00  0.00           C  
HETATM   12  C7  UNL     1      -1.116  -0.032   1.089  1.00  0.00           C  
HETATM   13  O2  UNL     1      -1.756  -1.268   1.059  1.00  0.00           O  
HETATM   14  C8  UNL     1      -1.653   0.884   0.007  1.00  0.00           C  
HETATM   15  O3  UNL     1      -1.027   2.113   0.027  1.00  0.00           O  
HETATM   16  C9  UNL     1      -3.142   0.981   0.188  1.00  0.00           C  
HETATM   17  O4  UNL     1      -3.674  -0.307   0.153  1.00  0.00           O  
HETATM   18  P1  UNL     1      -5.334  -0.321   0.345  1.00  0.00           P  
HETATM   19  O5  UNL     1      -5.683  -1.111   1.574  1.00  0.00           O  
HETATM   20  O6  UNL     1      -5.968   1.240   0.515  1.00  0.00           O  
HETATM   21  O7  UNL     1      -6.111  -1.038  -0.994  1.00  0.00           O  
HETATM   22  N5  UNL     1       1.009   0.376  -0.026  1.00  0.00           N  
HETATM   23  H1  UNL     1       7.090  -0.192   0.100  1.00  0.00           H  
HETATM   24  H2  UNL     1       6.930  -0.315  -1.665  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.957  -1.245   1.086  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.065  -1.765   2.288  1.00  0.00           H  
HETATM   27  H5  UNL     1       0.924  -0.535   2.899  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.527  -2.063   1.965  1.00  0.00           H  
HETATM   29  H7  UNL     1      -1.270   0.392   2.101  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.375  -1.835   0.329  1.00  0.00           H  
HETATM   31  H9  UNL     1      -1.472   0.411  -0.979  1.00  0.00           H  
HETATM   32  H10 UNL     1      -1.579   2.789  -0.443  1.00  0.00           H  
HETATM   33  H11 UNL     1      -3.379   1.398   1.197  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.596   1.637  -0.589  1.00  0.00           H  
HETATM   35  H13 UNL     1      -5.819   1.786  -0.303  1.00  0.00           H  
HETATM   36  H14 UNL     1      -5.575  -1.812  -1.302  1.00  0.00           H  
CONECT    1    2   23   24
CONECT    2    3    3    8
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   22
CONECT    7    8    9
CONECT    8   25
CONECT    9   10   26
CONECT   10   11   27   28
CONECT   11   12   22   22
CONECT   12   13   14   29
CONECT   13   30
CONECT   14   15   16   31
CONECT   15   32
CONECT   16   17   33   34
CONECT   17   18
CONECT   18   19   19   20   21
CONECT   20   35
CONECT   21   36
END

HMDB0006824
     RDKit          3D
Dihydroneopterin phosphate
 36 37  0  0  0  0  0  0  0  0999 V2000
    6.4700   -0.1851   -0.7388 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667   -0.0054   -0.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3519    0.7678   -1.4466 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248    0.9325   -1.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3386    1.6472   -2.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4069    0.2761   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0975   -0.5218    0.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4299   -0.6343    0.4092 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4305   -1.1784    1.6733 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0327   -1.0650    1.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3779   -0.2024    0.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1165   -0.0317    1.0892 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7556   -1.2679    1.0589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6531    0.8844    0.0068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0270    2.1128    0.0269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1422    0.9807    0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6744   -0.3071    0.1525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3344   -0.3205    0.3454 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.6827   -1.1109    1.5735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9678    1.2396    0.5152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1112   -1.0381   -0.9943 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087    0.3757   -0.0257 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0901   -0.1920    0.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9298   -0.3150   -1.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9574   -1.2452    1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0654   -1.7647    2.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9238   -0.5346    2.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5272   -2.0632    1.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2696    0.3922    2.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3753   -1.8353    0.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4723    0.4114   -0.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5788    2.7888   -0.4432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3785    1.3982    1.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5958    1.6371   -0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8194    1.7855   -0.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5753   -1.8116   -1.3018 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
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 11 22  2  0
  8  2  1  0
 22  6  1  0
  1 23  1  0
  1 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 12 29  1  1
 13 30  1  0
 14 31  1  6
 15 32  1  0
 16 33  1  0
 16 34  1  0
 20 35  1  0
 21 36  1  0
M  END

Synonyms

Value	Source
2-Amino-4-hydroxy-6-(erythro-1,2,3-trihydroxypropyl)dihydropteridine phosphate	ChEBI
7,8-Dihydroneopterin 3'-phosphate	Kegg
2-Amino-4-hydroxy-6-(erythro-1,2,3-trihydroxypropyl)dihydropteridine phosphoric acid	Generator
7,8-Dihydroneopterin 3'-phosphoric acid	Generator
Dihydroneopterin phosphoric acid	Generator
2-Amino-6-[(1S,2R)-1,2-dihydroxy-3-(phosphonooxy)propyl]-7,8-dihydro-4(3H)-pteridinone	HMDB
7,8-Dihydroneopterin 3’-phosphate	HMDB
Dihydroneopterin phosphate	HMDB

Molecular Formula

C₉H₁₄N₅O₇P

Average Mass

335.2105

Monoisotopic Mass

335.063084339

IUPAC Name

[(2R,3S)-3-(2-amino-4-oxo-1,4,7,8-tetrahydropteridin-6-yl)-2,3-dihydroxypropoxy]phosphonic acid

Traditional Name

(2R,3S)-3-(2-amino-4-oxo-7,8-dihydro-1H-pteridin-6-yl)-2,3-dihydroxypropoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C9H14N5O7P/c10-9-13-7-5(8(17)14-9)12-3(1-11-7)6(16)4(15)2-21-22(18,19)20/h4,6,15-16H,1-2H2,(H2,18,19,20)(H4,10,11,13,14,17)/t4-,6+/m1/s1

InChI Key

PLSQMGZYOGSOCE-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
Monoalkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Heteroaromatic compound
Vinylogous amide
1,2-diol
Ketimine
Secondary alcohol
Azacycle
Organic 1,3-dipolar compound
Secondary amine
Propargyl-type 1,3-dipolar organic compound
Amine
Hydrocarbon derivative
Primary amine
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Alcohol
Imine
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

pterin phosphate (CHEBI:48954 )
dihydropterin (CHEBI:48954 )
neopterins (CHEBI:48954 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	5.26 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-3.6	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	0.18	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	199.09 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	80.53 m³·mol⁻¹	ChemAxon
Polarizability	28.71 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-8911000000-53dc19c24dbe99c4297c	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-03dj-9412400000-711e5bff9c050e651d6f	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1149000000-5fbd207fae24db394e97	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01p9-3984000000-b1316677bed07bd7f55d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03ka-1910000000-4900a3a0b1a8c45967d0	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-003u-6519000000-d97b00fd24549be11a57	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9200000000-17032e05ed4e9517e10d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-767fc48b2593a3849c9a	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0049000000-34ddec995961538a2b69	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00dr-0093000000-9db5d730be4336945735	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-1910000000-fbf02f9608828a708ae3	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-003r-9008000000-046b0ad106139a51dfcc	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-a3ddbffe59a79724cf9e	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9100000000-3e79dacf1a5decbc02d9	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	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
MMDBp0194160	RuvB-like 2	Enzyme	Q9Y230	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

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
nah	1		Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

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

HMDB0006824

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB024104

KNApSAcK ID

Not Available

Chemspider ID

21865614

KEGG Compound ID

C05925

BioCyc ID

DIHYDRONEOPTERIN-P

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24771767

PDB ID

Not Available

ChEBI ID

48954

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for H2-D-erythro-Neopterin 3'-phosphate (MMDBc0020046)

MOL for #<Metabolite:0x00007feca4658860>

3D MOL for #<Metabolite:0x00007feca4658860>

3D SDF for #<Metabolite:0x00007feca4658860>

3D-SDF for #<Metabolite:0x00007feca4658860>

PDB for #<Metabolite:0x00007feca4658860>

3D PDB for #<Metabolite:0x00007feca4658860>

SMILES for #<Metabolite:0x00007feca4658860>

INCHI for #<Metabolite:0x00007feca4658860>

Structure for #<Metabolite:0x00007feca4658860>

3D Structure for #<Metabolite:0x00007feca4658860>