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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:02:55 UTC

Update Date

2021-09-26 23:03:47 UTC

HMDB ID

HMDB0251658

Secondary Accession Numbers

None

Metabolite Identification

Common Name

9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester

Description

9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester, also known as methyl 4-(adenin-9-yl)-2-hydroxybutanoate, belongs to the class of organic compounds known as 6-aminopurines. These are purines that carry an amino group at position 6. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. Based on a literature review a significant number of articles have been published on 9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester. This compound has been identified in human blood as reported by (PMID: 31557052 ). 9h-purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester 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

HMDB0251658
     RDKit          3D
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester
 31 32  0  0  0  0  0  0  0  0999 V2000
    4.6949    1.7368   -0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3138    1.3944   -0.0120 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9627    0.2270    0.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8044   -0.5236    1.1676 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214   -0.1917    0.7197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7233    0.7671    0.0687 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4064   -1.5357    0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0507   -2.1257    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9886   -1.3810   -0.5803 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3730   -1.3569   -1.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3880   -0.5133   -2.0644 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6944    0.0350   -0.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6680    0.9558   -0.5557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5640    1.5110   -1.5112 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7476    1.3248    0.7372 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9142    0.8179    1.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9742   -0.0771    1.3212 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8137   -0.5138    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9176    2.6685    0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0437    1.8233   -1.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3314    0.9470    0.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2259   -0.2385    1.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0317    0.8447   -0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8611   -1.4205   -0.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0773   -2.2434    0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0455   -3.1437   -0.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937   -2.3807    1.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8657   -1.9761   -2.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4170    2.4478   -1.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4281    0.9992   -1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9818    1.1212    2.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  9  1  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 14 29  1  0
 14 30  1  0
 16 31  1  0
M  END

  Mrv1652309112111032D          

 18 19  0  0  0  0            999 V2000
   -4.8525   -1.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1381   -1.2636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4236   -1.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4236   -2.5011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7091   -1.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9947   -1.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2802   -1.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5657   -1.6761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4795   -2.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3275   -2.6681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400   -1.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1880   -1.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4429   -0.5560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499   -0.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8019   -0.9975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5470   -1.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0990   -2.3952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7091   -0.4386    0.0000 O   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  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
  5 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251658

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C(O)CCN1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C10H13N5O3/c1-18-10(17)6(16)2-3-15-5-14-7-8(11)12-4-13-9(7)15/h4-6,16H,2-3H2,1H3,(H2,11,12,13)

> <INCHI_KEY>
HNKGMGPCSSJYOT-UHFFFAOYSA-N

> <FORMULA>
C10H13N5O3

> <MOLECULAR_WEIGHT>
251.246

> <EXACT_MASS>
251.101839299

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
24.53490437208811

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 4-(6-amino-9H-purin-9-yl)-2-hydroxybutanoate

> <ALOGPS_LOGP>
-0.48

> <JCHEM_LOGP>
-1.1016452853333334

> <ALOGPS_LOGS>
-1.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.59210414009601

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.656534265395535

> <JCHEM_PKA_STRONGEST_BASIC>
4.149929360847223

> <JCHEM_POLAR_SURFACE_AREA>
116.15

> <JCHEM_REFRACTIVITY>
63.2527

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.92e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-(6-aminopurin-9-yl)-2-hydroxybutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251658
     RDKit          3D
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester
 31 32  0  0  0  0  0  0  0  0999 V2000
    4.6949    1.7368   -0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3138    1.3944   -0.0120 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9627    0.2270    0.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8044   -0.5236    1.1676 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214   -0.1917    0.7197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7233    0.7671    0.0687 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4064   -1.5357    0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0507   -2.1257    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9886   -1.3810   -0.5803 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3730   -1.3569   -1.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3880   -0.5133   -2.0644 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6944    0.0350   -0.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6680    0.9558   -0.5557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5640    1.5110   -1.5112 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7476    1.3248    0.7372 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9142    0.8179    1.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9742   -0.0771    1.3212 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8137   -0.5138    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9176    2.6685    0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0437    1.8233   -1.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3314    0.9470    0.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2259   -0.2385    1.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0317    0.8447   -0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8611   -1.4205   -0.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0773   -2.2434    0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0455   -3.1437   -0.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937   -2.3807    1.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8657   -1.9761   -2.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4170    2.4478   -1.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4281    0.9992   -1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9818    1.1212    2.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  9  1  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 14 29  1  0
 14 30  1  0
 16 31  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      -9.058  -3.129   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -7.724  -2.359   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -6.391  -3.129   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -6.391  -4.669   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -5.057  -2.359   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.723  -3.129   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.390  -2.359   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -1.056  -3.129   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -0.895  -4.660   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.611  -4.981   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.381  -3.647   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.351  -2.502   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.827  -1.038   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.333  -0.718   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       3.364  -1.862   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       2.888  -3.327   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       3.918  -4.471   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      -5.057  -0.819   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    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                                                            
CONECT   18    5                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0251658
HETATM    1  C1  UNL     1       4.695   1.737  -0.060  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.314   1.394  -0.012  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.963   0.227   0.634  1.00  0.00           C  
HETATM    4  O2  UNL     1       3.804  -0.524   1.168  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.521  -0.192   0.720  1.00  0.00           C  
HETATM    6  O3  UNL     1       0.723   0.767   0.069  1.00  0.00           O  
HETATM    7  C4  UNL     1       1.406  -1.536   0.048  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.051  -2.126   0.045  1.00  0.00           C  
HETATM    9  N1  UNL     1      -0.989  -1.381  -0.580  1.00  0.00           N  
HETATM   10  C6  UNL     1      -1.373  -1.357  -1.886  1.00  0.00           C  
HETATM   11  N2  UNL     1      -2.388  -0.513  -2.064  1.00  0.00           N  
HETATM   12  C7  UNL     1      -2.694   0.035  -0.885  1.00  0.00           C  
HETATM   13  C8  UNL     1      -3.668   0.956  -0.556  1.00  0.00           C  
HETATM   14  N3  UNL     1      -4.564   1.511  -1.511  1.00  0.00           N  
HETATM   15  N4  UNL     1      -3.748   1.325   0.737  1.00  0.00           N  
HETATM   16  C9  UNL     1      -2.914   0.818   1.667  1.00  0.00           C  
HETATM   17  N5  UNL     1      -1.974  -0.077   1.321  1.00  0.00           N  
HETATM   18  C10 UNL     1      -1.814  -0.514   0.038  1.00  0.00           C  
HETATM   19  H1  UNL     1       4.918   2.668   0.493  1.00  0.00           H  
HETATM   20  H2  UNL     1       5.044   1.823  -1.110  1.00  0.00           H  
HETATM   21  H3  UNL     1       5.331   0.947   0.405  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.226  -0.239   1.782  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.032   0.845  -0.874  1.00  0.00           H  
HETATM   24  H6  UNL     1       1.861  -1.420  -0.957  1.00  0.00           H  
HETATM   25  H7  UNL     1       2.077  -2.243   0.614  1.00  0.00           H  
HETATM   26  H8  UNL     1       0.046  -3.144  -0.448  1.00  0.00           H  
HETATM   27  H9  UNL     1      -0.194  -2.381   1.121  1.00  0.00           H  
HETATM   28  H10 UNL     1      -0.866  -1.976  -2.626  1.00  0.00           H  
HETATM   29  H11 UNL     1      -4.417   2.448  -1.951  1.00  0.00           H  
HETATM   30  H12 UNL     1      -5.428   0.999  -1.825  1.00  0.00           H  
HETATM   31  H13 UNL     1      -2.982   1.121   2.722  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    7   22
CONECT    6   23
CONECT    7    8   24   25
CONECT    8    9   26   27
CONECT    9   10   18
CONECT   10   11   11   28
CONECT   11   12
CONECT   12   13   13   18
CONECT   13   14   15
CONECT   14   29   30
CONECT   15   16   16
CONECT   16   17   31
CONECT   17   18   18
END

HMDB0251658
     RDKit          3D
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester
 31 32  0  0  0  0  0  0  0  0999 V2000
    4.6949    1.7368   -0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3138    1.3944   -0.0120 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9627    0.2270    0.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8044   -0.5236    1.1676 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214   -0.1917    0.7197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7233    0.7671    0.0687 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4064   -1.5357    0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0507   -2.1257    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9886   -1.3810   -0.5803 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3730   -1.3569   -1.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3880   -0.5133   -2.0644 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6944    0.0350   -0.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6680    0.9558   -0.5557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5640    1.5110   -1.5112 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7476    1.3248    0.7372 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9142    0.8179    1.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9742   -0.0771    1.3212 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8137   -0.5138    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9176    2.6685    0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0437    1.8233   -1.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3314    0.9470    0.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2259   -0.2385    1.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0317    0.8447   -0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8611   -1.4205   -0.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0773   -2.2434    0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0455   -3.1437   -0.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937   -2.3807    1.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8657   -1.9761   -2.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4170    2.4478   -1.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4281    0.9992   -1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9818    1.1212    2.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  9  1  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 14 29  1  0
 14 30  1  0
 16 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
9H-Purine-9-butanoate, 6-amino-a-hydroxy-, methyl ester	Generator
9H-Purine-9-butanoate, 6-amino-alpha-hydroxy-, methyl ester	Generator
9H-Purine-9-butanoate, 6-amino-α-hydroxy-, methyl ester	Generator
9H-Purine-9-butanoic acid, 6-amino-a-hydroxy-, methyl ester	Generator
9H-Purine-9-butanoic acid, 6-amino-α-hydroxy-, methyl ester	Generator
Methyl 4-(adenin-9-yl)-2-hydroxybutanoate	HMDB

Chemical Formula

C₁₀H₁₃N₅O₃

Average Molecular Weight

251.246

Monoisotopic Molecular Weight

251.101839299

IUPAC Name

methyl 4-(6-amino-9H-purin-9-yl)-2-hydroxybutanoate

Traditional Name

methyl 4-(6-aminopurin-9-yl)-2-hydroxybutanoate

CAS Registry Number

Not Available

SMILES

COC(=O)C(O)CCN1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C10H13N5O3/c1-18-10(17)6(16)2-3-15-5-14-7-8(11)12-4-13-9(7)15/h4-6,16H,2-3H2,1H3,(H2,11,12,13)

InChI Key

HNKGMGPCSSJYOT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-aminopurines. These are purines that carry an amino group at position 6. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

6-aminopurines

Alternative Parents

Substituents

6-aminopurine
Aminopyrimidine
Fatty acid ester
Monosaccharide
N-substituted imidazole
Pyrimidine
Imidolactam
Fatty acyl
Methyl ester
Heteroaromatic compound
Azole
Imidazole
Secondary alcohol
Amino acid or derivatives
Carboxylic acid ester
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Alcohol
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Primary amine
Amine
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	-0.48	ALOGPS
logP	-1.1	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	12.66	ChemAxon
pKa (Strongest Basic)	4.15	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	116.15 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	63.25 m³·mol⁻¹	ChemAxon
Polarizability	24.53 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	149.725	30932474
DeepCCS	[M-H]-	147.368	30932474
DeepCCS	[M-2H]-	180.998	30932474
DeepCCS	[M+Na]+	155.819	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester	COC(=O)C(O)CCN1C=NC2=C1N=CN=C2N	2949.3	Standard polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester	COC(=O)C(O)CCN1C=NC2=C1N=CN=C2N	2176.4	Standard non polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester	COC(=O)C(O)CCN1C=NC2=C1N=CN=C2N	2371.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,2TMS,isomer #1	COC(=O)C(CCN1C=NC2=C(N[Si](C)(C)C)N=CN=C21)O[Si](C)(C)C	2383.6	Semi standard non polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,2TMS,isomer #1	COC(=O)C(CCN1C=NC2=C(N[Si](C)(C)C)N=CN=C21)O[Si](C)(C)C	2376.2	Standard non polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,2TMS,isomer #1	COC(=O)C(CCN1C=NC2=C(N[Si](C)(C)C)N=CN=C21)O[Si](C)(C)C	3844.6	Standard polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,2TMS,isomer #2	COC(=O)C(O)CCN1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	2375.5	Semi standard non polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,2TMS,isomer #2	COC(=O)C(O)CCN1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	2433.9	Standard non polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,2TMS,isomer #2	COC(=O)C(O)CCN1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	3630.0	Standard polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,3TMS,isomer #1	COC(=O)C(CCN1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21)O[Si](C)(C)C	2379.0	Semi standard non polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,3TMS,isomer #1	COC(=O)C(CCN1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21)O[Si](C)(C)C	2474.8	Standard non polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,3TMS,isomer #1	COC(=O)C(CCN1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21)O[Si](C)(C)C	3247.9	Standard polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,2TBDMS,isomer #1	COC(=O)C(CCN1C=NC2=C(N[Si](C)(C)C(C)(C)C)N=CN=C21)O[Si](C)(C)C(C)(C)C	2736.7	Semi standard non polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,2TBDMS,isomer #1	COC(=O)C(CCN1C=NC2=C(N[Si](C)(C)C(C)(C)C)N=CN=C21)O[Si](C)(C)C(C)(C)C	2851.9	Standard non polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,2TBDMS,isomer #1	COC(=O)C(CCN1C=NC2=C(N[Si](C)(C)C(C)(C)C)N=CN=C21)O[Si](C)(C)C(C)(C)C	3825.2	Standard polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,2TBDMS,isomer #2	COC(=O)C(O)CCN1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	2761.2	Semi standard non polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,2TBDMS,isomer #2	COC(=O)C(O)CCN1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	2883.8	Standard non polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,2TBDMS,isomer #2	COC(=O)C(O)CCN1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	3576.0	Standard polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,3TBDMS,isomer #1	COC(=O)C(CCN1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21)O[Si](C)(C)C(C)(C)C	2925.6	Semi standard non polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,3TBDMS,isomer #1	COC(=O)C(CCN1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21)O[Si](C)(C)C(C)(C)C	3153.8	Standard non polar	33892256
9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester,3TBDMS,isomer #1	COC(=O)C(CCN1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21)O[Si](C)(C)C(C)(C)C	3373.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-1910000000-4055a7ec563cecedf986	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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 - 9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester 10V, Positive-QTOF	splash10-0udi-0390000000-c3b0cfcdf77741eeed04	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester 20V, Positive-QTOF	splash10-000i-0920000000-aa69bd237c47fce7b8c6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester 40V, Positive-QTOF	splash10-00kr-1900000000-68cebc05b676f49c82cf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester 10V, Negative-QTOF	splash10-001i-0940000000-01f1bb7be9df241b7334	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester 20V, Negative-QTOF	splash10-001i-0910000000-1be6f6232e06f9b3f4b7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester 40V, Negative-QTOF	splash10-053r-0900000000-cc8e3f44c158551f8f35	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9833607

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11658872

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 9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester (HMDB0251658)

MOL for HMDB0251658 (9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester)

3D MOL for HMDB0251658 (9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester)

3D SDF for HMDB0251658 (9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester)

3D-SDF for HMDB0251658 (9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester)

PDB for HMDB0251658 (9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester)

3D PDB for HMDB0251658 (9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester)

SMILES for HMDB0251658 (9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester)

INCHI for HMDB0251658 (9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester)

Structure for HMDB0251658 (9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester)

3D Structure for HMDB0251658 (9H-Purine-9-butanoic acid, 6-amino-alpha-hydroxy-, methyl ester)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra