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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:28 UTC

Update Date

2021-09-14 15:44:46 UTC

HMDB ID

HMDB0003040

Secondary Accession Numbers

HMDB03040

Metabolite Identification

Common Name

Arabinosylhypoxanthine

Description

Arabinosylhypoxanthine belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Arabinosylhypoxanthine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make arabinosylhypoxanthine a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Arabinosylhypoxanthine.

Structure

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

HMDB0003040
     RDKit          3D
Arabinosylhypoxanthine
 31 33  0  0  0  0  0  0  0  0999 V2000
    5.4992   -0.8313   -0.7879 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5209   -0.1353   -0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6649    1.1501   -0.0209 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6260    1.8714    0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3990    1.3482    0.4558 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1684    0.0593    0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2543   -0.6864   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8037   -1.9074   -0.6273 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724   -1.9183   -0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0762   -0.7128    0.0595 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2761   -0.3408    0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7407    0.7668   -0.2359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0840    0.6521   -0.4450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9038    1.6525    0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5034    2.9281    0.0045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5329   -0.7174   -0.0666 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3953   -1.2803   -1.0010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2249   -1.4757    0.0394 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2552   -2.4697    0.9980 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8016    2.8973    0.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5993    1.9371    0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8196   -2.7888   -0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3019   -0.1873    1.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2956    0.7985   -1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790    1.4985    1.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9594    1.4511    0.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1749    3.3206   -0.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9967   -0.7022    0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4730   -2.2555   -0.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414   -1.8541   -0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675   -2.0685    1.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  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
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7  2  1  0
 18 11  1  0
 10  6  1  0
  4 20  1  0
  5 21  1  0
  9 22  1  0
 11 23  1  0
 13 24  1  6
 14 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  1
 17 29  1  0
 18 30  1  6
 19 31  1  0
M  END


  Mrv0541 02231219382D          

 19 21  0  0  1  0            999 V2000
   16.5016  -12.5939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5016  -13.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2161  -13.8314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9306  -13.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9306  -12.5939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2161  -12.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7152  -13.6738    0.0000 N   0  0  2  0  0  0  0  0  0  0  0  0
   19.2001  -13.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7152  -12.3390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2161  -11.3564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9702  -14.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4852  -15.1259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.9702  -15.7934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.7548  -15.5384    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.7548  -14.7134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4222  -16.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3359  -16.8438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7152  -16.5780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6602  -15.1259    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9  5  1  0  0  0  0
  6 10  2  0  0  0  0
  7 11  1  6  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
 15 11  1  0  0  0  0
 14 16  1  6  0  0  0
 16 17  1  0  0  0  0
 13 18  1  1  0  0  0
 12 19  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0003040

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@H]1OC([C@@H](O)[C@@H]1O)N1C=NC2=C1NC=NC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7+,10?/m1/s1

> <INCHI_KEY>
UGQMRVRMYYASKQ-KBNQYOMWSA-N

> <FORMULA>
C10H12N4O5

> <MOLECULAR_WEIGHT>
268.2261

> <EXACT_MASS>
268.080769514

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
24.680920580771456

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-[(3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-3H-purin-6-one

> <ALOGPS_LOGP>
-1.74

> <JCHEM_LOGP>
-1.9609272363333337

> <ALOGPS_LOGS>
-1.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.456472643759938

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.941792238826917

> <JCHEM_PKA_STRONGEST_BASIC>
2.735737342527512

> <JCHEM_POLAR_SURFACE_AREA>
129.20000000000002

> <JCHEM_REFRACTIVITY>
60.89840000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.43e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-[(3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003040
     RDKit          3D
Arabinosylhypoxanthine
 31 33  0  0  0  0  0  0  0  0999 V2000
    5.4992   -0.8313   -0.7879 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5209   -0.1353   -0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6649    1.1501   -0.0209 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6260    1.8714    0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3990    1.3482    0.4558 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1684    0.0593    0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2543   -0.6864   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8037   -1.9074   -0.6273 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724   -1.9183   -0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0762   -0.7128    0.0595 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2761   -0.3408    0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7407    0.7668   -0.2359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0840    0.6521   -0.4450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9038    1.6525    0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5034    2.9281    0.0045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5329   -0.7174   -0.0666 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3953   -1.2803   -1.0010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2249   -1.4757    0.0394 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2552   -2.4697    0.9980 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8016    2.8973    0.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5993    1.9371    0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8196   -2.7888   -0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3019   -0.1873    1.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2956    0.7985   -1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790    1.4985    1.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9594    1.4511    0.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1749    3.3206   -0.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9967   -0.7022    0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4730   -2.2555   -0.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414   -1.8541   -0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675   -2.0685    1.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  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
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7  2  1  0
 18 11  1  0
 10  6  1  0
  4 20  1  0
  5 21  1  0
  9 22  1  0
 11 23  1  0
 13 24  1  6
 14 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  1
 17 29  1  0
 18 30  1  6
 19 31  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0      30.803 -23.509   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      30.803 -25.049   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      32.137 -25.819   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      33.470 -25.049   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      33.470 -23.509   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      32.137 -22.739   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      34.935 -25.524   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      35.840 -24.279   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      34.935 -23.033   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0      32.137 -21.199   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      35.411 -26.989   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      34.506 -28.235   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      35.411 -29.481   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      36.876 -29.005   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      36.876 -27.465   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      38.121 -29.910   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      37.960 -31.442   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      34.935 -30.946   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      32.966 -28.235   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    1   10                                                  
CONECT    7    4    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8    5                                                       
CONECT   10    6                                                            
CONECT   11    7   12   15                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   11                                                       
CONECT   16   14   17                                                       
CONECT   17   16                                                            
CONECT   18   13                                                            
CONECT   19   12                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0003040
HETATM    1  O1  UNL     1       5.499  -0.831  -0.788  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.521  -0.135  -0.393  1.00  0.00           C  
HETATM    3  N1  UNL     1       4.665   1.150  -0.021  1.00  0.00           N  
HETATM    4  C2  UNL     1       3.626   1.871   0.393  1.00  0.00           C  
HETATM    5  N2  UNL     1       2.399   1.348   0.456  1.00  0.00           N  
HETATM    6  C3  UNL     1       2.168   0.059   0.099  1.00  0.00           C  
HETATM    7  C4  UNL     1       3.254  -0.686  -0.332  1.00  0.00           C  
HETATM    8  N3  UNL     1       2.804  -1.907  -0.627  1.00  0.00           N  
HETATM    9  C5  UNL     1       1.472  -1.918  -0.387  1.00  0.00           C  
HETATM   10  N4  UNL     1       1.076  -0.713   0.060  1.00  0.00           N  
HETATM   11  C6  UNL     1      -0.276  -0.341   0.423  1.00  0.00           C  
HETATM   12  O2  UNL     1      -0.741   0.767  -0.236  1.00  0.00           O  
HETATM   13  C7  UNL     1      -2.084   0.652  -0.445  1.00  0.00           C  
HETATM   14  C8  UNL     1      -2.904   1.653   0.375  1.00  0.00           C  
HETATM   15  O3  UNL     1      -2.503   2.928   0.005  1.00  0.00           O  
HETATM   16  C9  UNL     1      -2.533  -0.717  -0.067  1.00  0.00           C  
HETATM   17  O4  UNL     1      -3.395  -1.280  -1.001  1.00  0.00           O  
HETATM   18  C10 UNL     1      -1.225  -1.476   0.039  1.00  0.00           C  
HETATM   19  O5  UNL     1      -1.255  -2.470   0.998  1.00  0.00           O  
HETATM   20  H1  UNL     1       3.802   2.897   0.679  1.00  0.00           H  
HETATM   21  H2  UNL     1       1.599   1.937   0.785  1.00  0.00           H  
HETATM   22  H3  UNL     1       0.820  -2.789  -0.537  1.00  0.00           H  
HETATM   23  H4  UNL     1      -0.302  -0.187   1.515  1.00  0.00           H  
HETATM   24  H5  UNL     1      -2.296   0.798  -1.523  1.00  0.00           H  
HETATM   25  H6  UNL     1      -2.679   1.499   1.447  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.959   1.451   0.165  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.175   3.321  -0.623  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.997  -0.702   0.961  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.473  -2.256  -0.841  1.00  0.00           H  
HETATM   30  H11 UNL     1      -0.941  -1.854  -0.969  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.968  -2.068   1.859  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    7
CONECT    3    4    4
CONECT    4    5   20
CONECT    5    6   21
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   22
CONECT   10   11
CONECT   11   12   18   23
CONECT   12   13
CONECT   13   14   16   24
CONECT   14   15   25   26
CONECT   15   27
CONECT   16   17   18   28
CONECT   17   29
CONECT   18   19   30
CONECT   19   31
END

HMDB0003040
     RDKit          3D
Arabinosylhypoxanthine
 31 33  0  0  0  0  0  0  0  0999 V2000
    5.4992   -0.8313   -0.7879 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5209   -0.1353   -0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6649    1.1501   -0.0209 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6260    1.8714    0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3990    1.3482    0.4558 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1684    0.0593    0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2543   -0.6864   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8037   -1.9074   -0.6273 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724   -1.9183   -0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0762   -0.7128    0.0595 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2761   -0.3408    0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7407    0.7668   -0.2359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0840    0.6521   -0.4450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9038    1.6525    0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5034    2.9281    0.0045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5329   -0.7174   -0.0666 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3953   -1.2803   -1.0010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2249   -1.4757    0.0394 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2552   -2.4697    0.9980 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8016    2.8973    0.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5993    1.9371    0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8196   -2.7888   -0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3019   -0.1873    1.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2956    0.7985   -1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790    1.4985    1.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9594    1.4511    0.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1749    3.3206   -0.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9967   -0.7022    0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4730   -2.2555   -0.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414   -1.8541   -0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675   -2.0685    1.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  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
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7  2  1  0
 18 11  1  0
 10  6  1  0
  4 20  1  0
  5 21  1  0
  9 22  1  0
 11 23  1  0
 13 24  1  6
 14 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  1
 17 29  1  0
 18 30  1  6
 19 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Ara-HX	HMDB, MeSH
9 beta-D-Arabinofuranosyl-1,9-dihydro-6H-purin-6-one	MeSH, HMDB
Hypoxanthine arabinoside	MeSH, HMDB
9 beta-D-Arabinofuranosylhypoxanthine	MeSH, HMDB
AraHx	MeSH, HMDB
Ara-H	MeSH, HMDB

Chemical Formula

C₁₀H₁₂N₄O₅

Average Molecular Weight

268.2261

Monoisotopic Molecular Weight

268.080769514

IUPAC Name

9-[(3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-3H-purin-6-one

Traditional Name

9-[(3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one

CAS Registry Number

7013-16-3

SMILES

OC[C@H]1OC([C@@H](O)[C@@H]1O)N1C=NC2=C1NC=NC2=O

InChI Identifier

InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7+,10?/m1/s1

InChI Key

UGQMRVRMYYASKQ-KBNQYOMWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Not Available

Direct Parent

Purine nucleosides

Alternative Parents

Substituents

Purine nucleoside
Glycosyl compound
N-glycosyl compound
6-oxopurine
Hypoxanthine
Pentose monosaccharide
Purinone
Imidazopyrimidine
Purine
Pyrimidone
Pyrimidine
Monosaccharide
N-substituted imidazole
Vinylogous amide
Tetrahydrofuran
Heteroaromatic compound
Azole
Imidazole
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Alcohol
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Skin and subcutaneous tissue disorder

Skin disorder

Herpes zoster (HMDB: HMDB0003040)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 2423028)

Cellular substructure

Cytoplasm (HMDB: HMDB0003040)

Source

Endogenous

Endogenous (HMDB: HMDB0003040)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	14.3 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-2	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	6.94	ChemAxon
pKa (Strongest Basic)	2.74	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.2 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.9 m³·mol⁻¹	ChemAxon
Polarizability	24.68 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
DarkChem	[M+H]+	160.169	31661259
DarkChem	[M-H]-	158.801	31661259
DeepCCS	[M+H]+	149.234	30932474
DeepCCS	[M-H]-	146.838	30932474
DeepCCS	[M-2H]-	180.95	30932474
DeepCCS	[M+Na]+	155.752	30932474
AllCCS	[M+H]+	160.2	32859911
AllCCS	[M+H-H2O]+	156.6	32859911
AllCCS	[M+NH4]+	163.6	32859911
AllCCS	[M+Na]+	164.6	32859911
AllCCS	[M-H]-	158.4	32859911
AllCCS	[M+Na-2H]-	157.9	32859911
AllCCS	[M+HCOO]-	157.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.95 minutes	32390414
Predicted by Siyang on May 30, 2022	9.5323 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.7 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	176.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	918.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	258.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	62.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	157.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	61.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	307.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	256.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	488.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	593.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	152.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	886.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	185.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	197.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	594.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	275.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	274.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Arabinosylhypoxanthine	OC[C@H]1OC([C@@H](O)[C@@H]1O)N1C=NC2=C1NC=NC2=O	3429.0	Standard polar	33892256
Arabinosylhypoxanthine	OC[C@H]1OC([C@@H](O)[C@@H]1O)N1C=NC2=C1NC=NC2=O	1846.4	Standard non polar	33892256
Arabinosylhypoxanthine	OC[C@H]1OC([C@@H](O)[C@@H]1O)N1C=NC2=C1NC=NC2=O	2878.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Arabinosylhypoxanthine,1TMS,isomer #1	C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2[NH]C=NC3=O)[C@@H](O)[C@@H]1O	2582.0	Semi standard non polar	33892256
Arabinosylhypoxanthine,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1C(N2C=NC3=C2[NH]C=NC3=O)O[C@H](CO)[C@H]1O	2571.0	Semi standard non polar	33892256
Arabinosylhypoxanthine,1TMS,isomer #3	C[Si](C)(C)O[C@H]1[C@H](O)C(N2C=NC3=C2[NH]C=NC3=O)O[C@@H]1CO	2585.9	Semi standard non polar	33892256
Arabinosylhypoxanthine,1TMS,isomer #4	C[Si](C)(C)N1C=NC(=O)C2=C1N(C1O[C@H](CO)[C@@H](O)[C@@H]1O)C=N2	2661.8	Semi standard non polar	33892256
Arabinosylhypoxanthine,2TMS,isomer #1	C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2[NH]C=NC3=O)[C@@H](O[Si](C)(C)C)[C@@H]1O	2538.1	Semi standard non polar	33892256
Arabinosylhypoxanthine,2TMS,isomer #2	C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2[NH]C=NC3=O)[C@@H](O)[C@@H]1O[Si](C)(C)C	2537.4	Semi standard non polar	33892256
Arabinosylhypoxanthine,2TMS,isomer #3	C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H](O)[C@@H]1O	2641.1	Semi standard non polar	33892256
Arabinosylhypoxanthine,2TMS,isomer #4	C[Si](C)(C)O[C@@H]1C(N2C=NC3=C2[NH]C=NC3=O)O[C@H](CO)[C@H]1O[Si](C)(C)C	2548.3	Semi standard non polar	33892256
Arabinosylhypoxanthine,2TMS,isomer #5	C[Si](C)(C)O[C@@H]1C(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)O[C@H](CO)[C@H]1O	2657.2	Semi standard non polar	33892256
Arabinosylhypoxanthine,2TMS,isomer #6	C[Si](C)(C)O[C@H]1[C@H](O)C(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)O[C@@H]1CO	2659.3	Semi standard non polar	33892256
Arabinosylhypoxanthine,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2[NH]C=NC3=O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2529.3	Semi standard non polar	33892256
Arabinosylhypoxanthine,3TMS,isomer #2	C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H](O[Si](C)(C)C)[C@@H]1O	2640.4	Semi standard non polar	33892256
Arabinosylhypoxanthine,3TMS,isomer #3	C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H](O)[C@@H]1O[Si](C)(C)C	2637.9	Semi standard non polar	33892256
Arabinosylhypoxanthine,3TMS,isomer #4	C[Si](C)(C)O[C@@H]1C(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)O[C@H](CO)[C@H]1O[Si](C)(C)C	2654.4	Semi standard non polar	33892256
Arabinosylhypoxanthine,4TMS,isomer #1	C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2662.9	Semi standard non polar	33892256
Arabinosylhypoxanthine,4TMS,isomer #1	C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2886.7	Standard non polar	33892256
Arabinosylhypoxanthine,4TMS,isomer #1	C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3145.9	Standard polar	33892256
Arabinosylhypoxanthine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2[NH]C=NC3=O)[C@@H](O)[C@@H]1O	2829.3	Semi standard non polar	33892256
Arabinosylhypoxanthine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1C(N2C=NC3=C2[NH]C=NC3=O)O[C@H](CO)[C@H]1O	2823.2	Semi standard non polar	33892256
Arabinosylhypoxanthine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)C(N2C=NC3=C2[NH]C=NC3=O)O[C@@H]1CO	2834.7	Semi standard non polar	33892256
Arabinosylhypoxanthine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C=NC(=O)C2=C1N(C1O[C@H](CO)[C@@H](O)[C@@H]1O)C=N2	2925.9	Semi standard non polar	33892256
Arabinosylhypoxanthine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2[NH]C=NC3=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2993.1	Semi standard non polar	33892256
Arabinosylhypoxanthine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2[NH]C=NC3=O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2985.0	Semi standard non polar	33892256
Arabinosylhypoxanthine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H](O)[C@@H]1O	3092.3	Semi standard non polar	33892256
Arabinosylhypoxanthine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1C(N2C=NC3=C2[NH]C=NC3=O)O[C@H](CO)[C@H]1O[Si](C)(C)C(C)(C)C	2992.1	Semi standard non polar	33892256
Arabinosylhypoxanthine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1C(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)O[C@H](CO)[C@H]1O	3103.5	Semi standard non polar	33892256
Arabinosylhypoxanthine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)C(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)O[C@@H]1CO	3103.4	Semi standard non polar	33892256
Arabinosylhypoxanthine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2[NH]C=NC3=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3162.9	Semi standard non polar	33892256
Arabinosylhypoxanthine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3283.1	Semi standard non polar	33892256
Arabinosylhypoxanthine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3271.2	Semi standard non polar	33892256
Arabinosylhypoxanthine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1C(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)O[C@H](CO)[C@H]1O[Si](C)(C)C(C)(C)C	3280.7	Semi standard non polar	33892256
Arabinosylhypoxanthine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3447.7	Semi standard non polar	33892256
Arabinosylhypoxanthine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3610.1	Standard non polar	33892256
Arabinosylhypoxanthine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3453.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Arabinosylhypoxanthine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0adl-9250000000-d6ee10ae0804bda3e4ce	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Arabinosylhypoxanthine GC-MS (3 TMS) - 70eV, Positive	splash10-0gc0-3392100000-105fd86588f87bbc7682	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Arabinosylhypoxanthine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Arabinosylhypoxanthine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 10V, Positive-QTOF	splash10-000i-0940000000-1edfa7642cf5a4fed66d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 20V, Positive-QTOF	splash10-000i-0900000000-c4a771b28fab50986335	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 40V, Positive-QTOF	splash10-06ri-1900000000-bad238ac23d41426077a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 10V, Negative-QTOF	splash10-014r-0590000000-987a2099b121adf31362	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 20V, Negative-QTOF	splash10-000i-0900000000-1f1240b42ef89dc97aae	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 40V, Negative-QTOF	splash10-0a4u-3900000000-ffc6c0f2b3a8bd03b941	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 10V, Positive-QTOF	splash10-000i-0910000000-33dc079e70e0b33bf986	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 20V, Positive-QTOF	splash10-000i-0900000000-b2e36fb98660834d7d24	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 40V, Positive-QTOF	splash10-000i-1900000000-2747044cf1ae427677f9	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 10V, Negative-QTOF	splash10-014s-0490000000-6a0e0735ea6ec840b8a6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 20V, Negative-QTOF	splash10-052r-1900000000-1e57f5864e9a304e81c6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 40V, Negative-QTOF	splash10-0a4r-2900000000-a2ec1536ad3b3b6df400	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	10.63 (1.60 - 78.33) uM	Adult (>18 years old)	Both	Herpes zoster infections	2423028	details

Associated Disorders and Diseases

Disease References

Herpes zoster
McCann WP, Hall LM, Siler W, Barton N, Whitley RJ: High-pressure liquid chromatographic methods for determining arabinosyladenine-5'-monophosphate, arabinosyladenine, and arabinosylhypoxanthine in plasma and urine. Antimicrob Agents Chemother. 1985 Aug;28(2):265-73. [PubMed:2423028 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023100

KNApSAcK ID

Not Available

Chemspider ID

24654354

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

3022

PubChem Compound

46874582

PDB ID

Not Available

ChEBI ID

705435

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Reist, Elmer J.; Benitez, Allen; Goodman, Leon; Baker, B. R.; Lee, William W. Potential anticancer agents. LXXVI. Synthesis of purine nucleosides of b-D-arabinofuranose. Journal of Organic Chemistry (1962), 27 3274-9.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Schwartz PM, Shipman C Jr, Drach JC: Antiviral activity of arabinosyladenine and arabinosylhypoxanthine in herpes simplex virus-infected KB cells: selective inhibition of viral deoxyribonucleic acid synthesis in the presence of an adenosine deaminase inhibitor. Antimicrob Agents Chemother. 1976 Jul;10(1):64-74. [PubMed:185947 ]
Buchanan RA, Kinkel AW, Alford CA Jr, Whitley RJ: Plasma levels and urinary excretion of vidarabine after repeated dosing. Clin Pharmacol Ther. 1980 May;27(5):690-6. [PubMed:7371366 ]
Chang T, Glazko AJ: Effect of an adenosine deaminase inhibitor on the uptake and metabolism of arabinosyl adenine (Vidarabine) by intact human erythrocytes. Res Commun Chem Pathol Pharmacol. 1976 May;14(1):127-40. [PubMed:935646 ]
McCann WP, Hall LM, Siler W, Barton N, Whitley RJ: High-pressure liquid chromatographic methods for determining arabinosyladenine-5'-monophosphate, arabinosyladenine, and arabinosylhypoxanthine in plasma and urine. Antimicrob Agents Chemother. 1985 Aug;28(2):265-73. [PubMed:2423028 ]

Showing metabocard for Arabinosylhypoxanthine (HMDB0003040)

MOL for HMDB0003040 (Arabinosylhypoxanthine)

3D MOL for HMDB0003040 (Arabinosylhypoxanthine)

3D SDF for HMDB0003040 (Arabinosylhypoxanthine)

3D-SDF for HMDB0003040 (Arabinosylhypoxanthine)

PDB for HMDB0003040 (Arabinosylhypoxanthine)

3D PDB for HMDB0003040 (Arabinosylhypoxanthine)

SMILES for HMDB0003040 (Arabinosylhypoxanthine)

INCHI for HMDB0003040 (Arabinosylhypoxanthine)

Structure for HMDB0003040 (Arabinosylhypoxanthine)

3D Structure for HMDB0003040 (Arabinosylhypoxanthine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra