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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:04:12 UTC

Update Date

2021-10-01 18:57:39 UTC

HMDB ID

HMDB0247053

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-Deoxypenciclovir

Description

6-Deoxypenciclovir belongs to the class of organic compounds known as purines and purine derivatives. These are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring. Based on a literature review a small amount of articles have been published on 6-Deoxypenciclovir. This compound has been identified in human blood as reported by (PMID: 31557052 ). 6-deoxypenciclovir is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 6-Deoxypenciclovir is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0247053
     RDKit          3D
6-Deoxypenciclovir
 32 33  0  0  0  0  0  0  0  0999 V2000
    2.9733    0.0411   -3.1445 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0196   -0.2613   -1.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1944   -0.3429   -1.0854 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3457   -0.6141    0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1870   -0.8313    0.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9181   -1.1191    2.2182 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5867   -1.2176    2.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9810   -0.9938    1.1932 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4261   -0.9946    0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0394    0.3780    1.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4904    0.3511    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0854    1.7197    0.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002    2.6754    0.0878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7941   -0.1245   -0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2199    0.6546   -1.6562 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9760   -0.7506    0.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8954   -0.4684   -1.0310 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6881    0.6225   -3.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2005   -0.3257   -3.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2857   -0.6798    0.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0288   -1.4431    3.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6324   -1.3508   -0.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9136   -1.7107    1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9342    0.7326    2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5181    1.0711    0.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0124   -0.3285    1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875    1.9949    1.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1757    1.6981    0.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9458    2.7299   -0.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5753   -1.2176   -0.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9041   -0.0446   -0.8083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1259    0.1499   -2.5020 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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
  8 16  1  0
 16 17  2  0
 17  2  1  0
 16  5  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  7 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
M  END

  Mrv1652309112102042D          

 17 18  0  0  0  0            999 V2000
   -3.3147    3.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5077    3.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9557    3.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2106    2.5950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0176    2.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5696    3.0365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2725    1.6388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2020    3.7152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2882    4.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    4.7072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4875    3.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4875    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2269    2.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2269    1.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9414    0.8277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9414    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6559    2.0652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  2 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247053

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC=C2N=CN(CCC(CO)CO)C2=N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H15N5O2/c11-10-12-3-8-9(14-10)15(6-13-8)2-1-7(4-16)5-17/h3,6-7,16-17H,1-2,4-5H2,(H2,11,12,14)

> <INCHI_KEY>
WJOWACPJSFGNRM-UHFFFAOYSA-N

> <FORMULA>
C10H15N5O2

> <MOLECULAR_WEIGHT>
237.263

> <EXACT_MASS>
237.122574743

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
24.253293489527096

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[2-(2-amino-9H-purin-9-yl)ethyl]propane-1,3-diol

> <ALOGPS_LOGP>
-0.31

> <JCHEM_LOGP>
-1.365936837666667

> <ALOGPS_LOGS>
-1.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.754397904953898

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.08493085787686

> <JCHEM_PKA_STRONGEST_BASIC>
4.012365506661962

> <JCHEM_POLAR_SURFACE_AREA>
110.08000000000001

> <JCHEM_REFRACTIVITY>
63.2323

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.87e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[2-(2-aminopurin-9-yl)ethyl]propane-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247053
     RDKit          3D
6-Deoxypenciclovir
 32 33  0  0  0  0  0  0  0  0999 V2000
    2.9733    0.0411   -3.1445 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0196   -0.2613   -1.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1944   -0.3429   -1.0854 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3457   -0.6141    0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1870   -0.8313    0.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9181   -1.1191    2.2182 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5867   -1.2176    2.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9810   -0.9938    1.1932 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4261   -0.9946    0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0394    0.3780    1.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4904    0.3511    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0854    1.7197    0.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002    2.6754    0.0878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7941   -0.1245   -0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2199    0.6546   -1.6562 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9760   -0.7506    0.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8954   -0.4684   -1.0310 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6881    0.6225   -3.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2005   -0.3257   -3.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2857   -0.6798    0.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0288   -1.4431    3.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6324   -1.3508   -0.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9136   -1.7107    1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9342    0.7326    2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5181    1.0711    0.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0124   -0.3285    1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875    1.9949    1.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1757    1.6981    0.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9458    2.7299   -0.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5753   -1.2176   -0.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9041   -0.0446   -0.8083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1259    0.1499   -2.5020 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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
  8 16  1  0
 16 17  2  0
 17  2  1  0
 16  5  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  7 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -6.187   7.133   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.681   7.453   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.651   6.309   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -4.126   4.844   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -5.633   4.524   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -6.663   5.668   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      -6.109   3.059   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      -2.244   6.935   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -2.405   8.467   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -3.911   8.787   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.910   6.165   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.910   4.625   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.424   3.855   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.424   2.315   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.757   1.545   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.757   4.625   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.091   3.855   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5                                                            
CONECT    8    3    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    2                                                       
CONECT   11    8   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0247053
HETATM    1  N1  UNL     1       2.973   0.041  -3.145  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.020  -0.261  -1.733  1.00  0.00           C  
HETATM    3  N2  UNL     1       4.194  -0.343  -1.085  1.00  0.00           N  
HETATM    4  C2  UNL     1       4.346  -0.614   0.205  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.187  -0.831   0.946  1.00  0.00           C  
HETATM    6  N3  UNL     1       2.918  -1.119   2.218  1.00  0.00           N  
HETATM    7  C4  UNL     1       1.587  -1.218   2.369  1.00  0.00           C  
HETATM    8  N4  UNL     1       0.981  -0.994   1.193  1.00  0.00           N  
HETATM    9  C5  UNL     1      -0.426  -0.995   0.875  1.00  0.00           C  
HETATM   10  C6  UNL     1      -1.039   0.378   1.048  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.490   0.351   0.714  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.085   1.720   0.890  1.00  0.00           C  
HETATM   13  O1  UNL     1      -2.500   2.675   0.088  1.00  0.00           O  
HETATM   14  C9  UNL     1      -2.794  -0.124  -0.670  1.00  0.00           C  
HETATM   15  O2  UNL     1      -2.220   0.655  -1.656  1.00  0.00           O  
HETATM   16  C10 UNL     1       1.976  -0.751   0.295  1.00  0.00           C  
HETATM   17  N5  UNL     1       1.895  -0.468  -1.031  1.00  0.00           N  
HETATM   18  H1  UNL     1       3.688   0.623  -3.614  1.00  0.00           H  
HETATM   19  H2  UNL     1       2.201  -0.326  -3.747  1.00  0.00           H  
HETATM   20  H3  UNL     1       5.286  -0.680   0.726  1.00  0.00           H  
HETATM   21  H4  UNL     1       1.029  -1.443   3.286  1.00  0.00           H  
HETATM   22  H5  UNL     1      -0.632  -1.351  -0.149  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.914  -1.711   1.572  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.934   0.733   2.094  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.518   1.071   0.349  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.012  -0.329   1.425  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.987   1.995   1.963  1.00  0.00           H  
HETATM   28  H11 UNL     1      -4.176   1.698   0.626  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.946   2.730  -0.811  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.575  -1.218  -0.806  1.00  0.00           H  
HETATM   31  H14 UNL     1      -3.904  -0.045  -0.808  1.00  0.00           H  
HETATM   32  H15 UNL     1      -2.126   0.150  -2.502  1.00  0.00           H  
CONECT    1    2   18   19
CONECT    2    3    3   17
CONECT    3    4
CONECT    4    5    5   20
CONECT    5    6   16
CONECT    6    7    7
CONECT    7    8   21
CONECT    8    9   16
CONECT    9   10   22   23
CONECT   10   11   24   25
CONECT   11   12   14   26
CONECT   12   13   27   28
CONECT   13   29
CONECT   14   15   30   31
CONECT   15   32
CONECT   16   17   17
END

HMDB0247053
     RDKit          3D
6-Deoxypenciclovir
 32 33  0  0  0  0  0  0  0  0999 V2000
    2.9733    0.0411   -3.1445 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0196   -0.2613   -1.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1944   -0.3429   -1.0854 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3457   -0.6141    0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1870   -0.8313    0.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9181   -1.1191    2.2182 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5867   -1.2176    2.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9810   -0.9938    1.1932 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4261   -0.9946    0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0394    0.3780    1.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4904    0.3511    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0854    1.7197    0.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002    2.6754    0.0878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7941   -0.1245   -0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2199    0.6546   -1.6562 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9760   -0.7506    0.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8954   -0.4684   -1.0310 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6881    0.6225   -3.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2005   -0.3257   -3.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2857   -0.6798    0.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0288   -1.4431    3.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6324   -1.3508   -0.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9136   -1.7107    1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9342    0.7326    2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5181    1.0711    0.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0124   -0.3285    1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875    1.9949    1.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1757    1.6981    0.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9458    2.7299   -0.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5753   -1.2176   -0.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9041   -0.0446   -0.8083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1259    0.1499   -2.5020 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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
  8 16  1  0
 16 17  2  0
 17  2  1  0
 16  5  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  7 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₀H₁₅N₅O₂

Average Molecular Weight

237.263

Monoisotopic Molecular Weight

237.122574743

IUPAC Name

2-[2-(2-amino-9H-purin-9-yl)ethyl]propane-1,3-diol

Traditional Name

2-[2-(2-aminopurin-9-yl)ethyl]propane-1,3-diol

CAS Registry Number

Not Available

SMILES

NC1=NC=C2N=CN(CCC(CO)CO)C2=N1

InChI Identifier

InChI=1S/C10H15N5O2/c11-10-12-3-8-9(14-10)15(6-13-8)2-1-7(4-16)5-17/h3,6-7,16-17H,1-2,4-5H2,(H2,11,12,14)

InChI Key

WJOWACPJSFGNRM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purines and purine derivatives. These are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

Purines and purine derivatives

Alternative Parents

Substituents

Purine
Aminopyrimidine
N-substituted imidazole
Pyrimidine
Azole
Imidazole
Heteroaromatic compound
Azacycle
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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 Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.31	ALOGPS
logP	-1.4	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	15.08	ChemAxon
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	110.08 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	63.23 m³·mol⁻¹	ChemAxon
Polarizability	24.25 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	156.877	30932474
DeepCCS	[M-H]-	154.284	30932474
DeepCCS	[M-2H]-	189.785	30932474
DeepCCS	[M+Na]+	165.322	30932474
AllCCS	[M+H]+	152.1	32859911
AllCCS	[M+H-H2O]+	148.5	32859911
AllCCS	[M+NH4]+	155.5	32859911
AllCCS	[M+Na]+	156.5	32859911
AllCCS	[M-H]-	154.5	32859911
AllCCS	[M+Na-2H]-	154.5	32859911
AllCCS	[M+HCOO]-	154.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Deoxypenciclovir	NC1=NC=C2N=CN(CCC(CO)CO)C2=N1	3353.5	Standard polar	33892256
6-Deoxypenciclovir	NC1=NC=C2N=CN(CCC(CO)CO)C2=N1	2014.4	Standard non polar	33892256
6-Deoxypenciclovir	NC1=NC=C2N=CN(CCC(CO)CO)C2=N1	2521.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Deoxypenciclovir,3TMS,isomer #1	C[Si](C)(C)NC1=NC=C2N=CN(CCC(CO[Si](C)(C)C)CO[Si](C)(C)C)C2=N1	2526.7	Semi standard non polar	33892256
6-Deoxypenciclovir,3TMS,isomer #1	C[Si](C)(C)NC1=NC=C2N=CN(CCC(CO[Si](C)(C)C)CO[Si](C)(C)C)C2=N1	2614.9	Standard non polar	33892256
6-Deoxypenciclovir,3TMS,isomer #1	C[Si](C)(C)NC1=NC=C2N=CN(CCC(CO[Si](C)(C)C)CO[Si](C)(C)C)C2=N1	3438.5	Standard polar	33892256
6-Deoxypenciclovir,3TMS,isomer #2	C[Si](C)(C)OCC(CO)CCN1C=NC2=CN=C(N([Si](C)(C)C)[Si](C)(C)C)N=C21	2551.7	Semi standard non polar	33892256
6-Deoxypenciclovir,3TMS,isomer #2	C[Si](C)(C)OCC(CO)CCN1C=NC2=CN=C(N([Si](C)(C)C)[Si](C)(C)C)N=C21	2707.0	Standard non polar	33892256
6-Deoxypenciclovir,3TMS,isomer #2	C[Si](C)(C)OCC(CO)CCN1C=NC2=CN=C(N([Si](C)(C)C)[Si](C)(C)C)N=C21	3349.0	Standard polar	33892256
6-Deoxypenciclovir,4TMS,isomer #1	C[Si](C)(C)OCC(CCN1C=NC2=CN=C(N([Si](C)(C)C)[Si](C)(C)C)N=C21)CO[Si](C)(C)C	2535.8	Semi standard non polar	33892256
6-Deoxypenciclovir,4TMS,isomer #1	C[Si](C)(C)OCC(CCN1C=NC2=CN=C(N([Si](C)(C)C)[Si](C)(C)C)N=C21)CO[Si](C)(C)C	2674.3	Standard non polar	33892256
6-Deoxypenciclovir,4TMS,isomer #1	C[Si](C)(C)OCC(CCN1C=NC2=CN=C(N([Si](C)(C)C)[Si](C)(C)C)N=C21)CO[Si](C)(C)C	3050.5	Standard polar	33892256
6-Deoxypenciclovir,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC=C2N=CN(CCC(CO[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C)C2=N1	3128.7	Semi standard non polar	33892256
6-Deoxypenciclovir,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC=C2N=CN(CCC(CO[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C)C2=N1	3265.6	Standard non polar	33892256
6-Deoxypenciclovir,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC=C2N=CN(CCC(CO[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C)C2=N1	3543.6	Standard polar	33892256
6-Deoxypenciclovir,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(CO)CCN1C=NC2=CN=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C21	3169.3	Semi standard non polar	33892256
6-Deoxypenciclovir,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(CO)CCN1C=NC2=CN=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C21	3345.6	Standard non polar	33892256
6-Deoxypenciclovir,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(CO)CCN1C=NC2=CN=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C21	3438.0	Standard polar	33892256
6-Deoxypenciclovir,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CCN1C=NC2=CN=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C21)CO[Si](C)(C)C(C)(C)C	3328.2	Semi standard non polar	33892256
6-Deoxypenciclovir,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CCN1C=NC2=CN=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C21)CO[Si](C)(C)C(C)(C)C	3520.2	Standard non polar	33892256
6-Deoxypenciclovir,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CCN1C=NC2=CN=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C21)CO[Si](C)(C)C(C)(C)C	3316.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Deoxypenciclovir GC-MS (Non-derivatized) - 70eV, Positive	splash10-0c0s-4970000000-e8cba522315d482d0654	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Deoxypenciclovir GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Deoxypenciclovir GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Deoxypenciclovir GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Deoxypenciclovir GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Deoxypenciclovir GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Deoxypenciclovir GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Deoxypenciclovir GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Deoxypenciclovir GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Deoxypenciclovir GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Deoxypenciclovir GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Deoxypenciclovir GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Deoxypenciclovir 10V, Positive-QTOF	splash10-000i-0190000000-61696fa8c10416e86813	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Deoxypenciclovir 20V, Positive-QTOF	splash10-000i-1690000000-eda80fc2ff123b573cee	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Deoxypenciclovir 40V, Positive-QTOF	splash10-053r-2900000000-eabf7027bcc902b96b94	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Deoxypenciclovir 10V, Negative-QTOF	splash10-0019-0490000000-4000e5641ce8f119042c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Deoxypenciclovir 20V, Negative-QTOF	splash10-001i-0910000000-4d3979669ee3c943ea41	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Deoxypenciclovir 40V, Negative-QTOF	splash10-0a59-1900000000-289f553acbd465e2acf3	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

113911

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

128517

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

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 ]

Enzymes

Enzyme Details

1. Aldehyde oxidase

General function:: Involved in oxidoreductase activity
Specific function:: Not Available
Gene Name:: AOX1
Uniprot ID:: Q06278
Molecular weight:: 147916.735

Enzyme Details

2. Aldehyde oxidase 1

General function:: Not Available
Specific function:: Oxidase with broad substrate specificity, oxidizing aromatic azaheterocycles, such as N1-methylnicotinamide, N-methylphthalazinium and phthalazine, as well as aldehydes, such as benzaldehyde, retinal, pyridoxal, and vanillin. Plays a key role in the metabolism of xenobiotics and drugs containing aromatic azaheterocyclic substituents. Participates in the bioactivation of prodrugs such as famciclovir, catalyzing the oxidation step from 6-deoxypenciclovir to penciclovir, which is a potent antiviral agent. Is probably involved in the regulation of reactive oxygen species homeostasis. May be a prominent source of superoxide generation via the one-electron reduction of molecular oxygen. Also may catalyze nitric oxide (NO) production via the reduction of nitrite to NO with NADH or aldehyde as electron donor. May play a role in adipogenesis.
Gene Name:: AOX1
Uniprot ID:: H9TB17
Molecular weight:: 145273.855

Enzyme Details

3. Aldehyde oxidase 1

General function:: Not Available
Specific function:: Oxidase with broad substrate specificity, oxidizing aromatic azaheterocycles, such as N1-methylnicotinamide, N-methylphthalazinium and phthalazine, as well as aldehydes, such as benzaldehyde, retinal, pyridoxal, and vanillin. Plays a key role in the metabolism of xenobiotics and drugs containing aromatic azaheterocyclic substituents. Participates in the bioactivation of prodrugs such as famciclovir, catalyzing the oxidation step from 6-deoxypenciclovir to penciclovir, which is a potent antiviral agent. Is probably involved in the regulation of reactive oxygen species homeostasis. May be a prominent source of superoxide generation via the one-electron reduction of molecular oxygen. Also may catalyze nitric oxide (NO) production via the reduction of nitrite to NO with NADH or aldehyde as electron donor. May play a role in adipogenesis. Cannot use hypoxanthine and all-trans-retinol as substrate.
Gene Name:: AOX1
Uniprot ID:: P80456
Molecular weight:: 147137.285

Enzyme Details

4. Aldehyde oxidase 1

General function:: Not Available
Specific function:: Oxidase with broad substrate specificity, oxidizing aromatic azaheterocycles, such as N1-methylnicotinamide, N-methylphthalazinium and phthalazine, as well as aldehydes, such as benzaldehyde, retinal, pyridoxal, and vanillin. Plays a role in the metabolism of xenobiotics and drugs containing aromatic azaheterocyclic substituents. Participates in the bioactivation of prodrugs such as famciclovir, catalyzing the oxidation step from 6-deoxypenciclovir to penciclovir, which is a potent antiviral agent. Is probably involved in the regulation of reactive oxygen species homeostasis. Is a prominent source of superoxide generation via the one-electron reduction of molecular oxygen. Also catalyzes nitric oxide (NO) production; under anaerobic conditions, reduces nitrite to NO with NADH or aldehyde as electron donor, but under aerobic conditions, NADH is the preferred substrate. These reactions may be catalyzed by several isozymes. May play a role in adipogenesis.
Gene Name:: AOX1
Uniprot ID:: Q9Z0U5
Molecular weight:: 146919.64

Showing metabocard for 6-Deoxypenciclovir (HMDB0247053)

MOL for HMDB0247053 (6-Deoxypenciclovir)

3D MOL for HMDB0247053 (6-Deoxypenciclovir)

3D SDF for HMDB0247053 (6-Deoxypenciclovir)

3D-SDF for HMDB0247053 (6-Deoxypenciclovir)

PDB for HMDB0247053 (6-Deoxypenciclovir)

3D PDB for HMDB0247053 (6-Deoxypenciclovir)

SMILES for HMDB0247053 (6-Deoxypenciclovir)

INCHI for HMDB0247053 (6-Deoxypenciclovir)

Structure for HMDB0247053 (6-Deoxypenciclovir)

3D Structure for HMDB0247053 (6-Deoxypenciclovir)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes