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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:36:25 UTC

Update Date

2021-09-26 22:54:04 UTC

HMDB ID

HMDB0245544

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2',3'-Dideoxyadenosine

Description

2',3'-Dideoxyadenosine belongs to the class of organic compounds known as purine 2',3'-dideoxyribonucleosides. Purine 2',3'-dideoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at positions 2 and 3. Based on a literature review a significant number of articles have been published on 2',3'-Dideoxyadenosine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2',3'-dideoxyadenosine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2',3'-Dideoxyadenosine 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

HMDB0245544
     RDKit          3D
2',3'-Dideoxyadenosine
 30 32  0  0  0  0  0  0  0  0999 V2000
    5.0511    0.8596    0.9602 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8934    0.9330    0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8992    1.7151   -0.9728 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8039    1.7810   -1.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6880    1.0659   -1.4706 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6244    0.2668   -0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574    0.2048    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4474   -0.6422    1.4075 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1945   -1.1118    1.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7097   -0.5300    0.1437 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6021   -0.7577   -0.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3756   -1.7622    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7832   -1.5403   -0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6849   -0.1549   -0.6417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8200    0.7276   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6819    1.9941   -0.6855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4382    0.3552   -0.2845 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1763    0.0832    1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7748    1.5981    0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7822    2.4012   -2.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7001   -1.8107    1.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6155   -1.0795   -1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0291   -2.7868    0.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3390   -1.4065    1.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5621   -1.6989    0.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8441   -2.2489   -0.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7462   -0.1287   -1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7624    0.2567   -0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8295    0.7925    0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3888    2.6244    0.0192 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
  7  2  1  0
 17 11  1  0
 10  6  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  9 21  1  0
 11 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 15 29  1  0
 16 30  1  0
M  END

  Mrv1652309112100362D          

 17 19  0  0  0  0            999 V2000
   -0.3984    2.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865    1.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831    1.0091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831    1.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8505    2.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7643    3.1395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245544

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC=NC2=C1N=CN2C1CCC(CO)O1

> <INCHI_IDENTIFIER>
InChI=1S/C10H13N5O2/c11-9-8-10(13-4-12-9)15(5-14-8)7-2-1-6(3-16)17-7/h4-7,16H,1-3H2,(H2,11,12,13)

> <INCHI_KEY>
WVXRAFOPTSTNLL-UHFFFAOYSA-N

> <FORMULA>
C10H13N5O2

> <MOLECULAR_WEIGHT>
235.247

> <EXACT_MASS>
235.106924679

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
23.653035821112386

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[5-(6-amino-9H-purin-9-yl)oxolan-2-yl]methanol

> <ALOGPS_LOGP>
-0.53

> <JCHEM_LOGP>
-0.48167304366666724

> <ALOGPS_LOGS>
-1.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.54020767564457

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.672700778925726

> <JCHEM_PKA_STRONGEST_BASIC>
3.941740444225401

> <JCHEM_POLAR_SURFACE_AREA>
99.08

> <JCHEM_REFRACTIVITY>
60.891

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.54e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
adenosine, 2',3'-dideoxy-

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245544
     RDKit          3D
2',3'-Dideoxyadenosine
 30 32  0  0  0  0  0  0  0  0999 V2000
    5.0511    0.8596    0.9602 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8934    0.9330    0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8992    1.7151   -0.9728 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8039    1.7810   -1.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6880    1.0659   -1.4706 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6244    0.2668   -0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574    0.2048    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4474   -0.6422    1.4075 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1945   -1.1118    1.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7097   -0.5300    0.1437 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6021   -0.7577   -0.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3756   -1.7622    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7832   -1.5403   -0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6849   -0.1549   -0.6417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8200    0.7276   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6819    1.9941   -0.6855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4382    0.3552   -0.2845 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1763    0.0832    1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7748    1.5981    0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7822    2.4012   -2.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7001   -1.8107    1.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6155   -1.0795   -1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0291   -2.7868    0.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3390   -1.4065    1.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5621   -1.6989    0.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8441   -2.2489   -0.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7462   -0.1287   -1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7624    0.2567   -0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8295    0.7925    0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3888    2.6244    0.0192 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
  7  2  1  0
 17 11  1  0
 10  6  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  9 21  1  0
 11 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 15 29  1  0
 16 30  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      -0.744   3.899   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.161   2.654   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.744   1.408   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.208   1.884   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.208   3.424   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.454   4.329   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.293   5.860   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      -0.268  -0.057   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       2.530   0.237   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       3.864  -2.073   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.530  -4.383   0.000  0.00  0.00           N+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    3    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11    8   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0245544
HETATM    1  N1  UNL     1       5.051   0.860   0.960  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.893   0.933   0.120  1.00  0.00           C  
HETATM    3  N2  UNL     1       3.899   1.715  -0.973  1.00  0.00           N  
HETATM    4  C2  UNL     1       2.804   1.781  -1.763  1.00  0.00           C  
HETATM    5  N3  UNL     1       1.688   1.066  -1.471  1.00  0.00           N  
HETATM    6  C3  UNL     1       1.624   0.267  -0.391  1.00  0.00           C  
HETATM    7  C4  UNL     1       2.757   0.205   0.417  1.00  0.00           C  
HETATM    8  N4  UNL     1       2.447  -0.642   1.407  1.00  0.00           N  
HETATM    9  C5  UNL     1       1.195  -1.112   1.268  1.00  0.00           C  
HETATM   10  N5  UNL     1       0.710  -0.530   0.144  1.00  0.00           N  
HETATM   11  C6  UNL     1      -0.602  -0.758  -0.372  1.00  0.00           C  
HETATM   12  C7  UNL     1      -1.376  -1.762   0.476  1.00  0.00           C  
HETATM   13  C8  UNL     1      -2.783  -1.540  -0.095  1.00  0.00           C  
HETATM   14  C9  UNL     1      -2.685  -0.155  -0.642  1.00  0.00           C  
HETATM   15  C10 UNL     1      -3.820   0.728  -0.134  1.00  0.00           C  
HETATM   16  O1  UNL     1      -3.682   1.994  -0.685  1.00  0.00           O  
HETATM   17  O2  UNL     1      -1.438   0.355  -0.285  1.00  0.00           O  
HETATM   18  H1  UNL     1       5.176   0.083   1.642  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.775   1.598   0.882  1.00  0.00           H  
HETATM   20  H3  UNL     1       2.782   2.401  -2.646  1.00  0.00           H  
HETATM   21  H4  UNL     1       0.700  -1.811   1.933  1.00  0.00           H  
HETATM   22  H5  UNL     1      -0.615  -1.080  -1.432  1.00  0.00           H  
HETATM   23  H6  UNL     1      -1.029  -2.787   0.338  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.339  -1.407   1.528  1.00  0.00           H  
HETATM   25  H8  UNL     1      -3.562  -1.699   0.649  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.844  -2.249  -0.967  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.746  -0.129  -1.745  1.00  0.00           H  
HETATM   28  H11 UNL     1      -4.762   0.257  -0.446  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.830   0.792   0.972  1.00  0.00           H  
HETATM   30  H13 UNL     1      -3.389   2.624   0.019  1.00  0.00           H  
CONECT    1    2   18   19
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   20
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   21
CONECT   10   11
CONECT   11   12   17   22
CONECT   12   13   23   24
CONECT   13   14   25   26
CONECT   14   15   17   27
CONECT   15   16   28   29
CONECT   16   30
END

HMDB0245544
     RDKit          3D
2',3'-Dideoxyadenosine
 30 32  0  0  0  0  0  0  0  0999 V2000
    5.0511    0.8596    0.9602 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8934    0.9330    0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8992    1.7151   -0.9728 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8039    1.7810   -1.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6880    1.0659   -1.4706 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6244    0.2668   -0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574    0.2048    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4474   -0.6422    1.4075 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1945   -1.1118    1.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7097   -0.5300    0.1437 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6021   -0.7577   -0.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3756   -1.7622    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7832   -1.5403   -0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6849   -0.1549   -0.6417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8200    0.7276   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6819    1.9941   -0.6855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4382    0.3552   -0.2845 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1763    0.0832    1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7748    1.5981    0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7822    2.4012   -2.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7001   -1.8107    1.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6155   -1.0795   -1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0291   -2.7868    0.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3390   -1.4065    1.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5621   -1.6989    0.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8441   -2.2489   -0.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7462   -0.1287   -1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7624    0.2567   -0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8295    0.7925    0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3888    2.6244    0.0192 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
  7  2  1  0
 17 11  1  0
 10  6  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  9 21  1  0
 11 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 15 29  1  0
 16 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₀H₁₃N₅O₂

Average Molecular Weight

235.247

Monoisotopic Molecular Weight

235.106924679

IUPAC Name

[5-(6-amino-9H-purin-9-yl)oxolan-2-yl]methanol

Traditional Name

adenosine, 2',3'-dideoxy-

CAS Registry Number

Not Available

SMILES

NC1=NC=NC2=C1N=CN2C1CCC(CO)O1

InChI Identifier

InChI=1S/C10H13N5O2/c11-9-8-10(13-4-12-9)15(5-14-8)7-2-1-6(3-16)17-7/h4-7,16H,1-3H2,(H2,11,12,13)

InChI Key

WVXRAFOPTSTNLL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine 2',3'-dideoxyribonucleosides. Purine 2',3'-dideoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at positions 2 and 3.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Purine 2',3'-dideoxyribonucleosides

Direct Parent

Purine 2',3'-dideoxyribonucleosides

Alternative Parents

Substituents

Purine 2',3'-dideoxyribonucleoside
6-aminopurine
Imidazopyrimidine
Purine
Aminopyrimidine
N-substituted imidazole
Pyrimidine
Imidolactam
Azole
Imidazole
Heteroaromatic compound
Tetrahydrofuran
Oxacycle
Azacycle
Organoheterocyclic compound
Amine
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Alcohol
Organic nitrogen compound
Organic oxygen compound
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	-0.53	ALOGPS
logP	-0.48	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	14.67	ChemAxon
pKa (Strongest Basic)	3.94	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	99.08 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.89 m³·mol⁻¹	ChemAxon
Polarizability	23.65 Å³	ChemAxon
Number of Rings	3	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]+	154.108	30932474
DeepCCS	[M-H]-	151.75	30932474
DeepCCS	[M-2H]-	186.193	30932474
DeepCCS	[M+Na]+	161.08	30932474
AllCCS	[M+H]+	153.8	32859911
AllCCS	[M+H-H2O]+	150.0	32859911
AllCCS	[M+NH4]+	157.4	32859911
AllCCS	[M+Na]+	158.5	32859911
AllCCS	[M-H]-	154.8	32859911
AllCCS	[M+Na-2H]-	154.5	32859911
AllCCS	[M+HCOO]-	154.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2',3'-Dideoxyadenosine	NC1=NC=NC2=C1N=CN2C1CCC(CO)O1	3017.2	Standard polar	33892256
2',3'-Dideoxyadenosine	NC1=NC=NC2=C1N=CN2C1CCC(CO)O1	2284.4	Standard non polar	33892256
2',3'-Dideoxyadenosine	NC1=NC=NC2=C1N=CN2C1CCC(CO)O1	2360.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2',3'-Dideoxyadenosine,2TMS,isomer #1	C[Si](C)(C)NC1=NC=NC2=C1N=CN2C1CCC(CO[Si](C)(C)C)O1	2435.5	Semi standard non polar	33892256
2',3'-Dideoxyadenosine,2TMS,isomer #1	C[Si](C)(C)NC1=NC=NC2=C1N=CN2C1CCC(CO[Si](C)(C)C)O1	2438.5	Standard non polar	33892256
2',3'-Dideoxyadenosine,2TMS,isomer #1	C[Si](C)(C)NC1=NC=NC2=C1N=CN2C1CCC(CO[Si](C)(C)C)O1	3715.6	Standard polar	33892256
2',3'-Dideoxyadenosine,2TMS,isomer #2	C[Si](C)(C)N(C1=NC=NC2=C1N=CN2C1CCC(CO)O1)[Si](C)(C)C	2453.4	Semi standard non polar	33892256
2',3'-Dideoxyadenosine,2TMS,isomer #2	C[Si](C)(C)N(C1=NC=NC2=C1N=CN2C1CCC(CO)O1)[Si](C)(C)C	2615.4	Standard non polar	33892256
2',3'-Dideoxyadenosine,2TMS,isomer #2	C[Si](C)(C)N(C1=NC=NC2=C1N=CN2C1CCC(CO)O1)[Si](C)(C)C	3629.3	Standard polar	33892256
2',3'-Dideoxyadenosine,3TMS,isomer #1	C[Si](C)(C)OCC1CCC(N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)O1	2445.4	Semi standard non polar	33892256
2',3'-Dideoxyadenosine,3TMS,isomer #1	C[Si](C)(C)OCC1CCC(N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)O1	2609.1	Standard non polar	33892256
2',3'-Dideoxyadenosine,3TMS,isomer #1	C[Si](C)(C)OCC1CCC(N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)O1	3181.0	Standard polar	33892256
2',3'-Dideoxyadenosine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2C1CCC(CO[Si](C)(C)C(C)(C)C)O1	2826.1	Semi standard non polar	33892256
2',3'-Dideoxyadenosine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2C1CCC(CO[Si](C)(C)C(C)(C)C)O1	2926.2	Standard non polar	33892256
2',3'-Dideoxyadenosine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2C1CCC(CO[Si](C)(C)C(C)(C)C)O1	3735.2	Standard polar	33892256
2',3'-Dideoxyadenosine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC=NC2=C1N=CN2C1CCC(CO)O1)[Si](C)(C)C(C)(C)C	2823.1	Semi standard non polar	33892256
2',3'-Dideoxyadenosine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC=NC2=C1N=CN2C1CCC(CO)O1)[Si](C)(C)C(C)(C)C	3123.1	Standard non polar	33892256
2',3'-Dideoxyadenosine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC=NC2=C1N=CN2C1CCC(CO)O1)[Si](C)(C)C(C)(C)C	3582.4	Standard polar	33892256
2',3'-Dideoxyadenosine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1CCC(N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)O1	2987.2	Semi standard non polar	33892256
2',3'-Dideoxyadenosine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1CCC(N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)O1	3291.1	Standard non polar	33892256
2',3'-Dideoxyadenosine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1CCC(N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)O1	3324.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2',3'-Dideoxyadenosine GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-9650000000-881709081fe9a7f271e6	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',3'-Dideoxyadenosine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',3'-Dideoxyadenosine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',3'-Dideoxyadenosine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',3'-Dideoxyadenosine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',3'-Dideoxyadenosine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2',3'-Dideoxyadenosine 10V, Positive-QTOF	splash10-000i-0900000000-5ca7c7504cbd5cad35b3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2',3'-Dideoxyadenosine 20V, Positive-QTOF	splash10-000i-0900000000-1c1bcbba138c4c0c5340	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2',3'-Dideoxyadenosine 40V, Positive-QTOF	splash10-00kr-0900000000-68287ca58cdca39b753a	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dideoxyadenosine 10V, Positive-QTOF	splash10-000i-0910000000-740968f3f69dc7b293b9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dideoxyadenosine 20V, Positive-QTOF	splash10-000i-0900000000-c1ee2199364d0258bae1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dideoxyadenosine 40V, Positive-QTOF	splash10-05n0-1900000000-0f38a0c36a8b90e34f52	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dideoxyadenosine 10V, Negative-QTOF	splash10-001i-0920000000-870dd9d4251ed90c63f4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dideoxyadenosine 20V, Negative-QTOF	splash10-001i-0900000000-cf09bb5ab8f2b7c5d4b4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dideoxyadenosine 40V, Negative-QTOF	splash10-053r-1900000000-e8bf9ab7f0ab3adcd8c3	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)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	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

231922

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

263976

PDB ID

Not Available

ChEBI ID

110174

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 ]

Showing metabocard for 2',3'-Dideoxyadenosine (HMDB0245544)

MOL for HMDB0245544 (2',3'-Dideoxyadenosine)

3D MOL for HMDB0245544 (2',3'-Dideoxyadenosine)

3D SDF for HMDB0245544 (2',3'-Dideoxyadenosine)

3D-SDF for HMDB0245544 (2',3'-Dideoxyadenosine)

PDB for HMDB0245544 (2',3'-Dideoxyadenosine)

3D PDB for HMDB0245544 (2',3'-Dideoxyadenosine)

SMILES for HMDB0245544 (2',3'-Dideoxyadenosine)

INCHI for HMDB0245544 (2',3'-Dideoxyadenosine)

Structure for HMDB0245544 (2',3'-Dideoxyadenosine)

3D Structure for HMDB0245544 (2',3'-Dideoxyadenosine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra