Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:26:48 UTC

Update Date

2021-09-26 23:04:04 UTC

HMDB ID

HMDB0251820

Secondary Accession Numbers

None

Metabolite Identification

Common Name

ent-Abacavir

Description

{4-[6-(cyclopropylamino)-2-imino-2,9-dihydro-1H-purin-9-yl]cyclopent-2-en-1-yl}methanol belongs to the class of organic compounds known as 1,3-substituted cyclopentyl purine nucleosides. These are nucleoside analogues with a structure that consists of a cyclobutane that is substituted a the 1-position with a hydroxyl group and at the 3-position with either a purine base. Based on a literature review very few articles have been published on {4-[6-(cyclopropylamino)-2-imino-2,9-dihydro-1H-purin-9-yl]cyclopent-2-en-1-yl}methanol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ent-abacavir is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically ent-Abacavir 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

HMDB0260002
     RDKit          3D
Ziagen
 39 42  0  0  0  0  0  0  0  0999 V2000
    2.3061   -2.9498    1.1921 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8916   -1.6678    0.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7971   -0.6603    0.7373 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4499    0.5687    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3868    1.6515    0.3051 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7452    1.4671    0.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6102    0.4532    0.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8877    1.9813   -0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1587    0.8014   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5143    1.8864   -0.5857 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7600    1.5560   -0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9417    0.2545   -0.5808 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0921   -0.5820   -0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3512   -1.2144    0.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6542   -1.3402    0.8406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3531   -0.8115   -0.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6960   -0.2189   -0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3539    0.2762   -1.1257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3758    0.2098   -0.8801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2467   -0.2093   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6468   -1.4342    0.3180 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6106   -3.6549    1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3036   -3.2237    1.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1055    2.5961   -0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8815    1.4913    1.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3439   -0.1286    0.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2353    0.0027   -0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7747    2.4436   -1.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8013    2.3198    0.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5585    2.1774   -1.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0211   -1.3277   -1.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5807   -1.5145    1.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1593   -1.7649    1.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4539   -1.6702   -1.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3141   -1.0576    0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6402    0.5318    0.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3635    1.2673   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6110    0.3879   -1.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4170    1.1066   -0.2522 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  4  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 12 20  1  0
 20 21  2  0
 21  2  1  0
  8  6  1  0
 20  9  1  0
 19 13  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
M  END

  Mrv1533004261506542D          

 21 24  0  0  0  0            999 V2000
    4.4059    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8184    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0098   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -2.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403   -2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403   -1.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -3.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5868   -3.3306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    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
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 14 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
  7 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251820

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC2=C(N=CN2C2CC(CO)C=C2)C(NC2CC2)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C14H18N6O/c15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21/h1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19)

> <INCHI_KEY>
MCGSCOLBFJQGHM-UHFFFAOYSA-N

> <FORMULA>
C14H18N6O

> <MOLECULAR_WEIGHT>
286.339

> <EXACT_MASS>
286.154209224

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
30.415841930079253

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopent-2-en-1-yl}methanol

> <ALOGPS_LOGP>
0.61

> <JCHEM_LOGP>
0.38677390133333256

> <ALOGPS_LOGS>
-2.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.707791784385808

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.406517692145012

> <JCHEM_PKA_STRONGEST_BASIC>
2.188961181245284

> <JCHEM_POLAR_SURFACE_AREA>
101.88

> <JCHEM_REFRACTIVITY>
82.6231

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.21e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
abacavir

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0260002
     RDKit          3D
Ziagen
 39 42  0  0  0  0  0  0  0  0999 V2000
    2.3061   -2.9498    1.1921 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8916   -1.6678    0.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7971   -0.6603    0.7373 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4499    0.5687    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3868    1.6515    0.3051 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7452    1.4671    0.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6102    0.4532    0.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8877    1.9813   -0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1587    0.8014   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5143    1.8864   -0.5857 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7600    1.5560   -0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9417    0.2545   -0.5808 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0921   -0.5820   -0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3512   -1.2144    0.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6542   -1.3402    0.8406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3531   -0.8115   -0.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6960   -0.2189   -0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3539    0.2762   -1.1257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3758    0.2098   -0.8801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2467   -0.2093   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6468   -1.4342    0.3180 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6106   -3.6549    1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3036   -3.2237    1.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1055    2.5961   -0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8815    1.4913    1.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3439   -0.1286    0.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2353    0.0027   -0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7747    2.4436   -1.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8013    2.3198    0.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5585    2.1774   -1.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0211   -1.3277   -1.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5807   -1.5145    1.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1593   -1.7649    1.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4539   -1.6702   -1.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3141   -1.0576    0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6402    0.5318    0.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3635    1.2673   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6110    0.3879   -1.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4170    1.1066   -0.2522 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  4  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 12 20  1  0
 20 21  2  0
 21  2  1  0
  8  6  1  0
 20  9  1  0
 19 13  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
M  END

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       8.224   5.954   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.994   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.454   4.620   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       6.121   3.850   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       7.454   1.540   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       6.121  -0.770   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.322   2.016   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       3.322  -0.476   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.846  -1.941   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.752  -3.186   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.846  -4.432   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.382  -3.956   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.382  -2.416   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.322  -5.897   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.829  -6.217   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0       8.788  -0.770   0.000  0.00  0.00           N+0
CONECT    1    2    3                                                       
CONECT    2    1    3                                                       
CONECT    3    2    1    4                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   21                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    9   14                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   14                                                       
CONECT   19   16   20                                                       
CONECT   20   19                                                            
CONECT   21    7                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0260002
HETATM    1  N1  UNL     1       2.306  -2.950   1.192  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.892  -1.668   0.738  1.00  0.00           C  
HETATM    3  N2  UNL     1       2.797  -0.660   0.737  1.00  0.00           N  
HETATM    4  C2  UNL     1       2.450   0.569   0.317  1.00  0.00           C  
HETATM    5  N3  UNL     1       3.387   1.652   0.305  1.00  0.00           N  
HETATM    6  C3  UNL     1       4.745   1.467   0.745  1.00  0.00           C  
HETATM    7  C4  UNL     1       5.610   0.453   0.021  1.00  0.00           C  
HETATM    8  C5  UNL     1       5.888   1.981  -0.049  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.159   0.801  -0.117  1.00  0.00           C  
HETATM   10  N4  UNL     1       0.514   1.886  -0.586  1.00  0.00           N  
HETATM   11  C7  UNL     1      -0.760   1.556  -0.868  1.00  0.00           C  
HETATM   12  N5  UNL     1      -0.942   0.255  -0.581  1.00  0.00           N  
HETATM   13  C8  UNL     1      -2.092  -0.582  -0.695  1.00  0.00           C  
HETATM   14  C9  UNL     1      -2.351  -1.214   0.653  1.00  0.00           C  
HETATM   15  C10 UNL     1      -3.654  -1.340   0.841  1.00  0.00           C  
HETATM   16  C11 UNL     1      -4.353  -0.811  -0.348  1.00  0.00           C  
HETATM   17  C12 UNL     1      -5.696  -0.219  -0.025  1.00  0.00           C  
HETATM   18  O1  UNL     1      -6.354   0.276  -1.126  1.00  0.00           O  
HETATM   19  C13 UNL     1      -3.376   0.210  -0.880  1.00  0.00           C  
HETATM   20  C14 UNL     1       0.247  -0.209  -0.117  1.00  0.00           C  
HETATM   21  N6  UNL     1       0.647  -1.434   0.318  1.00  0.00           N  
HETATM   22  H1  UNL     1       1.611  -3.655   1.510  1.00  0.00           H  
HETATM   23  H2  UNL     1       3.304  -3.224   1.222  1.00  0.00           H  
HETATM   24  H3  UNL     1       3.106   2.596  -0.022  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.881   1.491   1.862  1.00  0.00           H  
HETATM   26  H5  UNL     1       6.344  -0.129   0.646  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.235   0.003  -0.899  1.00  0.00           H  
HETATM   28  H7  UNL     1       5.775   2.444  -1.033  1.00  0.00           H  
HETATM   29  H8  UNL     1       6.801   2.320   0.509  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.558   2.177  -1.260  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.021  -1.328  -1.493  1.00  0.00           H  
HETATM   32  H11 UNL     1      -1.581  -1.515   1.351  1.00  0.00           H  
HETATM   33  H12 UNL     1      -4.159  -1.765   1.726  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.454  -1.670  -1.059  1.00  0.00           H  
HETATM   35  H14 UNL     1      -6.314  -1.058   0.393  1.00  0.00           H  
HETATM   36  H15 UNL     1      -5.640   0.532   0.788  1.00  0.00           H  
HETATM   37  H16 UNL     1      -6.364   1.267  -1.097  1.00  0.00           H  
HETATM   38  H17 UNL     1      -3.611   0.388  -1.942  1.00  0.00           H  
HETATM   39  H18 UNL     1      -3.417   1.107  -0.252  1.00  0.00           H  
CONECT    1    2   22   23
CONECT    2    3    3   21
CONECT    3    4
CONECT    4    5    9    9
CONECT    5    6   24
CONECT    6    7    8   25
CONECT    7    8   26   27
CONECT    8   28   29
CONECT    9   10   20
CONECT   10   11   11
CONECT   11   12   30
CONECT   12   13   20
CONECT   13   14   19   31
CONECT   14   15   15   32
CONECT   15   16   33
CONECT   16   17   19   34
CONECT   17   18   35   36
CONECT   18   37
CONECT   19   38   39
CONECT   20   21   21
END

HMDB0260002
     RDKit          3D
Ziagen
 39 42  0  0  0  0  0  0  0  0999 V2000
    2.3061   -2.9498    1.1921 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8916   -1.6678    0.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7971   -0.6603    0.7373 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4499    0.5687    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3868    1.6515    0.3051 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7452    1.4671    0.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6102    0.4532    0.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8877    1.9813   -0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1587    0.8014   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5143    1.8864   -0.5857 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7600    1.5560   -0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9417    0.2545   -0.5808 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0921   -0.5820   -0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3512   -1.2144    0.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6542   -1.3402    0.8406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3531   -0.8115   -0.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6960   -0.2189   -0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3539    0.2762   -1.1257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3758    0.2098   -0.8801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2467   -0.2093   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6468   -1.4342    0.3180 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6106   -3.6549    1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3036   -3.2237    1.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1055    2.5961   -0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8815    1.4913    1.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3439   -0.1286    0.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2353    0.0027   -0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7747    2.4436   -1.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8013    2.3198    0.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5585    2.1774   -1.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0211   -1.3277   -1.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5807   -1.5145    1.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1593   -1.7649    1.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4539   -1.6702   -1.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3141   -1.0576    0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6402    0.5318    0.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3635    1.2673   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6110    0.3879   -1.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4170    1.1066   -0.2522 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  4  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 12 20  1  0
 20 21  2  0
 21  2  1  0
  8  6  1  0
 20  9  1  0
 19 13  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(1S,4R)-4-(2-Amino-6-(cyclopropylamino)-9H-purin-9-yl)-2-cyclopentene-1-methanol	MeSH
Abacavir	MeSH
Abacavir succinate	MeSH
Abacavir sulfate	MeSH

Chemical Formula

C₁₄H₁₈N₆O

Average Molecular Weight

286.339

Monoisotopic Molecular Weight

286.154209224

IUPAC Name

{4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopent-2-en-1-yl}methanol

Traditional Name

abacavir

CAS Registry Number

Not Available

SMILES

NC1=NC2=C(N=CN2C2CC(CO)C=C2)C(NC2CC2)=N1

InChI Identifier

InChI=1S/C14H18N6O/c15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21/h1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19)

InChI Key

MCGSCOLBFJQGHM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,3-substituted cyclopentyl purine nucleosides. These are nucleoside analogues with a structure that consists of a cyclobutane that is substituted a the 1-position with a hydroxyl group and at the 3-position with either a purine base.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Nucleoside and nucleotide analogues

Sub Class

Cyclopentyl nucleosides

Direct Parent

1,3-substituted cyclopentyl purine nucleosides

Alternative Parents

Substituents

1,3-substituted cyclopentyl purine nucleoside
6-alkylaminopurine
6-aminopurine
Imidazopyrimidine
Purine
Aminopyrimidine
Secondary aliphatic/aromatic amine
N-substituted imidazole
Pyrimidine
Imidolactam
Heteroaromatic compound
Azole
Imidazole
Secondary amine
Organoheterocyclic compound
Azacycle
Amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Primary alcohol
Primary amine
Organic oxygen compound
Hydrocarbon derivative
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	0.61	ALOGPS
logP	0.39	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	15.41	ChemAxon
pKa (Strongest Basic)	2.19	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	101.88 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	82.62 m³·mol⁻¹	ChemAxon
Polarizability	30.42 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	170.186	30932474
DeepCCS	[M-H]-	167.828	30932474
DeepCCS	[M-2H]-	200.714	30932474
DeepCCS	[M+Na]+	176.279	30932474
AllCCS	[M+H]+	169.7	32859911
AllCCS	[M+H-H2O]+	166.5	32859911
AllCCS	[M+NH4]+	172.7	32859911
AllCCS	[M+Na]+	173.6	32859911
AllCCS	[M-H]-	169.2	32859911
AllCCS	[M+Na-2H]-	168.7	32859911
AllCCS	[M+HCOO]-	168.3	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
ent-Abacavir,1TMS,isomer #1	C[Si](C)(C)OCC1C=CC(N2C=NC3=C(NC4CC4)N=C(N)N=C32)C1	3015.0	Semi standard non polar	33892256
ent-Abacavir,1TMS,isomer #1	C[Si](C)(C)OCC1C=CC(N2C=NC3=C(NC4CC4)N=C(N)N=C32)C1	2698.7	Standard non polar	33892256
ent-Abacavir,1TMS,isomer #1	C[Si](C)(C)OCC1C=CC(N2C=NC3=C(NC4CC4)N=C(N)N=C32)C1	4274.6	Standard polar	33892256
ent-Abacavir,1TMS,isomer #2	C[Si](C)(C)NC1=NC(NC2CC2)=C2N=CN(C3C=CC(CO)C3)C2=N1	3097.1	Semi standard non polar	33892256
ent-Abacavir,1TMS,isomer #2	C[Si](C)(C)NC1=NC(NC2CC2)=C2N=CN(C3C=CC(CO)C3)C2=N1	2918.8	Standard non polar	33892256
ent-Abacavir,1TMS,isomer #2	C[Si](C)(C)NC1=NC(NC2CC2)=C2N=CN(C3C=CC(CO)C3)C2=N1	4601.1	Standard polar	33892256
ent-Abacavir,1TMS,isomer #3	C[Si](C)(C)N(C1=NC(N)=NC2=C1N=CN2C1C=CC(CO)C1)C1CC1	2964.7	Semi standard non polar	33892256
ent-Abacavir,1TMS,isomer #3	C[Si](C)(C)N(C1=NC(N)=NC2=C1N=CN2C1C=CC(CO)C1)C1CC1	2882.9	Standard non polar	33892256
ent-Abacavir,1TMS,isomer #3	C[Si](C)(C)N(C1=NC(N)=NC2=C1N=CN2C1C=CC(CO)C1)C1CC1	4432.2	Standard polar	33892256
ent-Abacavir,2TMS,isomer #1	C[Si](C)(C)NC1=NC(NC2CC2)=C2N=CN(C3C=CC(CO[Si](C)(C)C)C3)C2=N1	2966.3	Semi standard non polar	33892256
ent-Abacavir,2TMS,isomer #1	C[Si](C)(C)NC1=NC(NC2CC2)=C2N=CN(C3C=CC(CO[Si](C)(C)C)C3)C2=N1	2856.4	Standard non polar	33892256
ent-Abacavir,2TMS,isomer #1	C[Si](C)(C)NC1=NC(NC2CC2)=C2N=CN(C3C=CC(CO[Si](C)(C)C)C3)C2=N1	4121.4	Standard polar	33892256
ent-Abacavir,2TMS,isomer #2	C[Si](C)(C)OCC1C=CC(N2C=NC3=C(N(C4CC4)[Si](C)(C)C)N=C(N)N=C32)C1	2895.7	Semi standard non polar	33892256
ent-Abacavir,2TMS,isomer #2	C[Si](C)(C)OCC1C=CC(N2C=NC3=C(N(C4CC4)[Si](C)(C)C)N=C(N)N=C32)C1	2863.8	Standard non polar	33892256
ent-Abacavir,2TMS,isomer #2	C[Si](C)(C)OCC1C=CC(N2C=NC3=C(N(C4CC4)[Si](C)(C)C)N=C(N)N=C32)C1	3977.9	Standard polar	33892256
ent-Abacavir,2TMS,isomer #3	C[Si](C)(C)N(C1=NC(NC2CC2)=C2N=CN(C3C=CC(CO)C3)C2=N1)[Si](C)(C)C	2968.5	Semi standard non polar	33892256
ent-Abacavir,2TMS,isomer #3	C[Si](C)(C)N(C1=NC(NC2CC2)=C2N=CN(C3C=CC(CO)C3)C2=N1)[Si](C)(C)C	3087.1	Standard non polar	33892256
ent-Abacavir,2TMS,isomer #3	C[Si](C)(C)N(C1=NC(NC2CC2)=C2N=CN(C3C=CC(CO)C3)C2=N1)[Si](C)(C)C	4387.1	Standard polar	33892256
ent-Abacavir,2TMS,isomer #4	C[Si](C)(C)NC1=NC(N(C2CC2)[Si](C)(C)C)=C2N=CN(C3C=CC(CO)C3)C2=N1	2987.4	Semi standard non polar	33892256
ent-Abacavir,2TMS,isomer #4	C[Si](C)(C)NC1=NC(N(C2CC2)[Si](C)(C)C)=C2N=CN(C3C=CC(CO)C3)C2=N1	3019.3	Standard non polar	33892256
ent-Abacavir,2TMS,isomer #4	C[Si](C)(C)NC1=NC(N(C2CC2)[Si](C)(C)C)=C2N=CN(C3C=CC(CO)C3)C2=N1	4276.2	Standard polar	33892256
ent-Abacavir,3TMS,isomer #1	C[Si](C)(C)OCC1C=CC(N2C=NC3=C(NC4CC4)N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C32)C1	2920.9	Semi standard non polar	33892256
ent-Abacavir,3TMS,isomer #1	C[Si](C)(C)OCC1C=CC(N2C=NC3=C(NC4CC4)N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C32)C1	3042.3	Standard non polar	33892256
ent-Abacavir,3TMS,isomer #1	C[Si](C)(C)OCC1C=CC(N2C=NC3=C(NC4CC4)N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C32)C1	3880.8	Standard polar	33892256
ent-Abacavir,3TMS,isomer #2	C[Si](C)(C)NC1=NC(N(C2CC2)[Si](C)(C)C)=C2N=CN(C3C=CC(CO[Si](C)(C)C)C3)C2=N1	2916.5	Semi standard non polar	33892256
ent-Abacavir,3TMS,isomer #2	C[Si](C)(C)NC1=NC(N(C2CC2)[Si](C)(C)C)=C2N=CN(C3C=CC(CO[Si](C)(C)C)C3)C2=N1	2978.9	Standard non polar	33892256
ent-Abacavir,3TMS,isomer #2	C[Si](C)(C)NC1=NC(N(C2CC2)[Si](C)(C)C)=C2N=CN(C3C=CC(CO[Si](C)(C)C)C3)C2=N1	3760.7	Standard polar	33892256
ent-Abacavir,3TMS,isomer #3	C[Si](C)(C)N(C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=C1N=CN2C1C=CC(CO)C1)C1CC1	2959.2	Semi standard non polar	33892256
ent-Abacavir,3TMS,isomer #3	C[Si](C)(C)N(C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=C1N=CN2C1C=CC(CO)C1)C1CC1	3197.7	Standard non polar	33892256
ent-Abacavir,3TMS,isomer #3	C[Si](C)(C)N(C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=C1N=CN2C1C=CC(CO)C1)C1CC1	3991.7	Standard polar	33892256
ent-Abacavir,4TMS,isomer #1	C[Si](C)(C)OCC1C=CC(N2C=NC3=C(N(C4CC4)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C32)C1	2929.3	Semi standard non polar	33892256
ent-Abacavir,4TMS,isomer #1	C[Si](C)(C)OCC1C=CC(N2C=NC3=C(N(C4CC4)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C32)C1	3135.4	Standard non polar	33892256
ent-Abacavir,4TMS,isomer #1	C[Si](C)(C)OCC1C=CC(N2C=NC3=C(N(C4CC4)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C32)C1	3526.7	Standard polar	33892256
ent-Abacavir,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1C=CC(N2C=NC3=C(NC4CC4)N=C(N)N=C32)C1	3230.4	Semi standard non polar	33892256
ent-Abacavir,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1C=CC(N2C=NC3=C(NC4CC4)N=C(N)N=C32)C1	2937.8	Standard non polar	33892256
ent-Abacavir,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1C=CC(N2C=NC3=C(NC4CC4)N=C(N)N=C32)C1	4349.9	Standard polar	33892256
ent-Abacavir,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(NC2CC2)=C2N=CN(C3C=CC(CO)C3)C2=N1	3291.1	Semi standard non polar	33892256
ent-Abacavir,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(NC2CC2)=C2N=CN(C3C=CC(CO)C3)C2=N1	3175.6	Standard non polar	33892256
ent-Abacavir,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(NC2CC2)=C2N=CN(C3C=CC(CO)C3)C2=N1	4610.1	Standard polar	33892256
ent-Abacavir,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=NC(N)=NC2=C1N=CN2C1C=CC(CO)C1)C1CC1	3153.3	Semi standard non polar	33892256
ent-Abacavir,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=NC(N)=NC2=C1N=CN2C1C=CC(CO)C1)C1CC1	3141.7	Standard non polar	33892256
ent-Abacavir,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=NC(N)=NC2=C1N=CN2C1C=CC(CO)C1)C1CC1	4454.8	Standard polar	33892256
ent-Abacavir,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC(NC2CC2)=C2N=CN(C3C=CC(CO[Si](C)(C)C(C)(C)C)C3)C2=N1	3326.9	Semi standard non polar	33892256
ent-Abacavir,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC(NC2CC2)=C2N=CN(C3C=CC(CO[Si](C)(C)C(C)(C)C)C3)C2=N1	3347.9	Standard non polar	33892256
ent-Abacavir,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC(NC2CC2)=C2N=CN(C3C=CC(CO[Si](C)(C)C(C)(C)C)C3)C2=N1	4180.8	Standard polar	33892256
ent-Abacavir,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1C=CC(N2C=NC3=C(N(C4CC4)[Si](C)(C)C(C)(C)C)N=C(N)N=C32)C1	3242.3	Semi standard non polar	33892256
ent-Abacavir,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1C=CC(N2C=NC3=C(N(C4CC4)[Si](C)(C)C(C)(C)C)N=C(N)N=C32)C1	3353.0	Standard non polar	33892256
ent-Abacavir,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1C=CC(N2C=NC3=C(N(C4CC4)[Si](C)(C)C(C)(C)C)N=C(N)N=C32)C1	4042.2	Standard polar	33892256
ent-Abacavir,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=NC(NC2CC2)=C2N=CN(C3C=CC(CO)C3)C2=N1)[Si](C)(C)C(C)(C)C	3380.3	Semi standard non polar	33892256
ent-Abacavir,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=NC(NC2CC2)=C2N=CN(C3C=CC(CO)C3)C2=N1)[Si](C)(C)C(C)(C)C	3566.7	Standard non polar	33892256
ent-Abacavir,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=NC(NC2CC2)=C2N=CN(C3C=CC(CO)C3)C2=N1)[Si](C)(C)C(C)(C)C	4375.1	Standard polar	33892256
ent-Abacavir,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(N(C2CC2)[Si](C)(C)C(C)(C)C)=C2N=CN(C3C=CC(CO)C3)C2=N1	3349.9	Semi standard non polar	33892256
ent-Abacavir,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(N(C2CC2)[Si](C)(C)C(C)(C)C)=C2N=CN(C3C=CC(CO)C3)C2=N1	3555.0	Standard non polar	33892256
ent-Abacavir,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(N(C2CC2)[Si](C)(C)C(C)(C)C)=C2N=CN(C3C=CC(CO)C3)C2=N1	4268.7	Standard polar	33892256
ent-Abacavir,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1C=CC(N2C=NC3=C(NC4CC4)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C32)C1	3456.8	Semi standard non polar	33892256
ent-Abacavir,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1C=CC(N2C=NC3=C(NC4CC4)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C32)C1	3731.8	Standard non polar	33892256
ent-Abacavir,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1C=CC(N2C=NC3=C(NC4CC4)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C32)C1	3987.9	Standard polar	33892256
ent-Abacavir,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(N(C2CC2)[Si](C)(C)C(C)(C)C)=C2N=CN(C3C=CC(CO[Si](C)(C)C(C)(C)C)C3)C2=N1	3413.8	Semi standard non polar	33892256
ent-Abacavir,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(N(C2CC2)[Si](C)(C)C(C)(C)C)=C2N=CN(C3C=CC(CO[Si](C)(C)C(C)(C)C)C3)C2=N1	3700.0	Standard non polar	33892256
ent-Abacavir,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(N(C2CC2)[Si](C)(C)C(C)(C)C)=C2N=CN(C3C=CC(CO[Si](C)(C)C(C)(C)C)C3)C2=N1	3890.9	Standard polar	33892256
ent-Abacavir,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=C1N=CN2C1C=CC(CO)C1)C1CC1	3500.4	Semi standard non polar	33892256
ent-Abacavir,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=C1N=CN2C1C=CC(CO)C1)C1CC1	3887.5	Standard non polar	33892256
ent-Abacavir,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=C1N=CN2C1C=CC(CO)C1)C1CC1	4025.6	Standard polar	33892256
ent-Abacavir,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1C=CC(N2C=NC3=C(N(C4CC4)[Si](C)(C)C(C)(C)C)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C32)C1	3578.1	Semi standard non polar	33892256
ent-Abacavir,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1C=CC(N2C=NC3=C(N(C4CC4)[Si](C)(C)C(C)(C)C)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C32)C1	3975.2	Standard non polar	33892256
ent-Abacavir,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1C=CC(N2C=NC3=C(N(C4CC4)[Si](C)(C)C(C)(C)C)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C32)C1	3735.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Abacavir GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-4290000000-ff09f3896a50abd46e5c	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Abacavir GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Abacavir 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 - ent-Abacavir 10V, Positive-QTOF	splash10-000l-0790000000-368d898ea37a7e409e6e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Abacavir 20V, Positive-QTOF	splash10-0006-0900000000-fcb41525305a5be74f3a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Abacavir 40V, Positive-QTOF	splash10-0udi-0920000000-ce3e8f7641b332656356	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Abacavir 10V, Negative-QTOF	splash10-000i-0090000000-e97d53ff96d49e16f45a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Abacavir 20V, Negative-QTOF	splash10-000i-0190000000-992655fbf9c97b5fcce1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Abacavir 40V, Negative-QTOF	splash10-0002-0930000000-f24bb2b6a90e0a5559a1	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

1895

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1971

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 ]

Showing metabocard for ent-Abacavir (HMDB0251820)

MOL for HMDB0251820 (ent-Abacavir)

3D MOL for HMDB0251820 (ent-Abacavir)

3D SDF for HMDB0251820 (ent-Abacavir)

3D-SDF for HMDB0251820 (ent-Abacavir)

PDB for HMDB0251820 (ent-Abacavir)

3D PDB for HMDB0251820 (ent-Abacavir)

SMILES for HMDB0251820 (ent-Abacavir)

INCHI for HMDB0251820 (ent-Abacavir)

Structure for HMDB0251820 (ent-Abacavir)

3D Structure for HMDB0251820 (ent-Abacavir)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra