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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:09:40 UTC

Update Date

2021-09-26 23:02:45 UTC

HMDB ID

HMDB0250997

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Denbufylline

Description

Denbufylline belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. Based on a literature review a significant number of articles have been published on Denbufylline. This compound has been identified in human blood as reported by (PMID: 31557052 ). Denbufylline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Denbufylline 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

HMDB0250997
     RDKit          3D
Denbufylline
 47 48  0  0  0  0  0  0  0  0999 V2000
    4.2366   -3.5169   -1.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4449   -3.2255   -0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4840   -2.0699   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7597   -1.8811    0.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8010   -0.7990    0.7815 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4701   -1.0386    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8923   -2.1718    0.0947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3838    0.0132    0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9749    1.2924    0.7194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0723    2.0952    0.5927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0938    1.3178    0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6977    0.0537    0.0529 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5068   -1.0646   -0.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1405   -1.7218    0.8419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0263   -2.9022    0.6953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9201   -1.2764    1.9375 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3080    1.5094    1.0861 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7264    2.8514    1.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    3.6587    0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2261    3.8134   -0.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7552    4.6409   -1.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1450    0.4604    1.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3388    0.7023    1.4526 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6076   -3.2966   -2.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6199   -4.5565   -1.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1315   -2.8502   -1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1220   -3.0151    0.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8410   -4.1369   -0.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7040   -2.3928   -1.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9837   -1.1620   -0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2598   -2.7872    1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410   -1.6036    1.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1112    1.6937    0.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3704   -0.7403   -0.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9449   -1.7926   -0.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6383   -3.7133    1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0458   -3.3011   -0.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0663   -2.7099    0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0992    3.4127    1.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5345    2.7968    2.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5954    4.6304    0.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1642    3.1859   -0.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0012    2.7745   -1.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6625    4.3203   -0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3565    5.4614   -1.5262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2790    3.9751   -2.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1087    5.0661   -2.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  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  1  0
 14 16  2  0
  9 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17 22  1  0
 22 23  2  0
 22  5  1  0
 12  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
M  END

  Mrv1652309112110092D          

 23 24  0  0  0  0            999 V2000
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8465    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3986    1.4230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1015    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
 10 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
  7 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  6 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250997

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCN1C2=C(N(CC(C)=O)C=N2)C(=O)N(CCCC)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H24N4O3/c1-4-6-8-19-14-13(18(11-17-14)10-12(3)21)15(22)20(16(19)23)9-7-5-2/h11H,4-10H2,1-3H3

> <INCHI_KEY>
HJPRDDKCXVCFOH-UHFFFAOYSA-N

> <FORMULA>
C16H24N4O3

> <MOLECULAR_WEIGHT>
320.393

> <EXACT_MASS>
320.184840649

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
35.12242442280548

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3-dibutyl-7-(2-oxopropyl)-2,3,6,7-tetrahydro-1H-purine-2,6-dione

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
1.909761268666666

> <ALOGPS_LOGS>
-2.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.46043177036179

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0250279651673573

> <JCHEM_POLAR_SURFACE_AREA>
75.51

> <JCHEM_REFRACTIVITY>
87.21409999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.28e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3-dibutyl-7-(2-oxopropyl)purine-2,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250997
     RDKit          3D
Denbufylline
 47 48  0  0  0  0  0  0  0  0999 V2000
    4.2366   -3.5169   -1.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4449   -3.2255   -0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4840   -2.0699   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7597   -1.8811    0.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8010   -0.7990    0.7815 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4701   -1.0386    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8923   -2.1718    0.0947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3838    0.0132    0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9749    1.2924    0.7194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0723    2.0952    0.5927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0938    1.3178    0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6977    0.0537    0.0529 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5068   -1.0646   -0.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1405   -1.7218    0.8419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0263   -2.9022    0.6953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9201   -1.2764    1.9375 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3080    1.5094    1.0861 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7264    2.8514    1.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    3.6587    0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2261    3.8134   -0.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7552    4.6409   -1.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1450    0.4604    1.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3388    0.7023    1.4526 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6076   -3.2966   -2.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6199   -4.5565   -1.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1315   -2.8502   -1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1220   -3.0151    0.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8410   -4.1369   -0.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7040   -2.3928   -1.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9837   -1.1620   -0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2598   -2.7872    1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410   -1.6036    1.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1112    1.6937    0.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3704   -0.7403   -0.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9449   -1.7926   -0.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6383   -3.7133    1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0458   -3.3011   -0.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0663   -2.7099    0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0992    3.4127    1.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5345    2.7968    2.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5954    4.6304    0.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1642    3.1859   -0.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0012    2.7745   -1.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6625    4.3203   -0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3565    5.4614   -1.5262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2790    3.9751   -2.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1087    5.0661   -2.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  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  1  0
 14 16  2  0
  9 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17 22  1  0
 22 23  2  0
 22  5  1  0
 12  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  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      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -1.465   2.016   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -2.370   0.770   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -1.465  -0.476   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -1.941   3.481   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.447   3.801   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.477   2.656   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -3.923   5.265   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7   19                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   13                                                  
CONECT   11   10    5   12                                                  
CONECT   12   11                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17    7   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18    6                                                       
CONECT   20   17   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0250997
HETATM    1  C1  UNL     1       4.237  -3.517  -1.543  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.445  -3.225  -0.293  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.484  -2.070  -0.487  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.760  -1.881   0.824  1.00  0.00           C  
HETATM    5  N1  UNL     1       0.801  -0.799   0.781  1.00  0.00           N  
HETATM    6  C5  UNL     1      -0.470  -1.039   0.413  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.892  -2.172   0.095  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.384   0.013   0.377  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.975   1.292   0.719  1.00  0.00           C  
HETATM   10  N2  UNL     1      -2.072   2.095   0.593  1.00  0.00           N  
HETATM   11  C8  UNL     1      -3.094   1.318   0.189  1.00  0.00           C  
HETATM   12  N3  UNL     1      -2.698   0.054   0.053  1.00  0.00           N  
HETATM   13  C9  UNL     1      -3.507  -1.065  -0.361  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.140  -1.722   0.842  1.00  0.00           C  
HETATM   15  C11 UNL     1      -5.026  -2.902   0.695  1.00  0.00           C  
HETATM   16  O2  UNL     1      -3.920  -1.276   1.937  1.00  0.00           O  
HETATM   17  N4  UNL     1       0.308   1.509   1.086  1.00  0.00           N  
HETATM   18  C12 UNL     1       0.726   2.851   1.438  1.00  0.00           C  
HETATM   19  C13 UNL     1       1.259   3.659   0.309  1.00  0.00           C  
HETATM   20  C14 UNL     1       0.226   3.813  -0.763  1.00  0.00           C  
HETATM   21  C15 UNL     1       0.755   4.641  -1.919  1.00  0.00           C  
HETATM   22  C16 UNL     1       1.145   0.460   1.104  1.00  0.00           C  
HETATM   23  O3  UNL     1       2.339   0.702   1.453  1.00  0.00           O  
HETATM   24  H1  UNL     1       3.608  -3.297  -2.429  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.620  -4.556  -1.526  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.131  -2.850  -1.551  1.00  0.00           H  
HETATM   27  H4  UNL     1       4.122  -3.015   0.545  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.841  -4.137  -0.052  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.704  -2.393  -1.228  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.984  -1.162  -0.819  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.260  -2.787   1.158  1.00  0.00           H  
HETATM   32  H9  UNL     1       2.541  -1.604   1.577  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.111   1.694   0.003  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.370  -0.740  -0.994  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.945  -1.793  -0.962  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.638  -3.713   1.348  1.00  0.00           H  
HETATM   37  H14 UNL     1      -5.046  -3.301  -0.328  1.00  0.00           H  
HETATM   38  H15 UNL     1      -6.066  -2.710   0.998  1.00  0.00           H  
HETATM   39  H16 UNL     1      -0.099   3.413   1.913  1.00  0.00           H  
HETATM   40  H17 UNL     1       1.534   2.797   2.221  1.00  0.00           H  
HETATM   41  H18 UNL     1       1.595   4.630   0.711  1.00  0.00           H  
HETATM   42  H19 UNL     1       2.164   3.186  -0.142  1.00  0.00           H  
HETATM   43  H20 UNL     1       0.001   2.775  -1.132  1.00  0.00           H  
HETATM   44  H21 UNL     1      -0.662   4.320  -0.343  1.00  0.00           H  
HETATM   45  H22 UNL     1       1.357   5.461  -1.526  1.00  0.00           H  
HETATM   46  H23 UNL     1       1.279   3.975  -2.626  1.00  0.00           H  
HETATM   47  H24 UNL     1      -0.109   5.066  -2.441  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   22
CONECT    6    7    7    8
CONECT    8    9    9   12
CONECT    9   10   17
CONECT   10   11   11
CONECT   11   12   33
CONECT   12   13
CONECT   13   14   34   35
CONECT   14   15   16   16
CONECT   15   36   37   38
CONECT   17   18   22
CONECT   18   19   39   40
CONECT   19   20   41   42
CONECT   20   21   43   44
CONECT   21   45   46   47
CONECT   22   23   23
END

HMDB0250997
     RDKit          3D
Denbufylline
 47 48  0  0  0  0  0  0  0  0999 V2000
    4.2366   -3.5169   -1.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4449   -3.2255   -0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4840   -2.0699   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7597   -1.8811    0.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8010   -0.7990    0.7815 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4701   -1.0386    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8923   -2.1718    0.0947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3838    0.0132    0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9749    1.2924    0.7194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0723    2.0952    0.5927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0938    1.3178    0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6977    0.0537    0.0529 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5068   -1.0646   -0.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1405   -1.7218    0.8419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0263   -2.9022    0.6953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9201   -1.2764    1.9375 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3080    1.5094    1.0861 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7264    2.8514    1.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    3.6587    0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2261    3.8134   -0.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7552    4.6409   -1.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1450    0.4604    1.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3388    0.7023    1.4526 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6076   -3.2966   -2.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6199   -4.5565   -1.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1315   -2.8502   -1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1220   -3.0151    0.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8410   -4.1369   -0.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7040   -2.3928   -1.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9837   -1.1620   -0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2598   -2.7872    1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410   -1.6036    1.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1112    1.6937    0.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3704   -0.7403   -0.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9449   -1.7926   -0.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6383   -3.7133    1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0458   -3.3011   -0.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0663   -2.7099    0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0992    3.4127    1.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5345    2.7968    2.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5954    4.6304    0.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1642    3.1859   -0.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0012    2.7745   -1.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6625    4.3203   -0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3565    5.4614   -1.5262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2790    3.9751   -2.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1087    5.0661   -2.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  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  1  0
 14 16  2  0
  9 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17 22  1  0
 22 23  2  0
 22  5  1  0
 12  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-(2'-Oxopropyl)-1,3-di-N-butylxanthine	MeSH

Chemical Formula

C₁₆H₂₄N₄O₃

Average Molecular Weight

320.393

Monoisotopic Molecular Weight

320.184840649

IUPAC Name

1,3-dibutyl-7-(2-oxopropyl)-2,3,6,7-tetrahydro-1H-purine-2,6-dione

Traditional Name

1,3-dibutyl-7-(2-oxopropyl)purine-2,6-dione

CAS Registry Number

Not Available

SMILES

CCCCN1C2=C(N(CC(C)=O)C=N2)C(=O)N(CCCC)C1=O

InChI Identifier

InChI=1S/C16H24N4O3/c1-4-6-8-19-14-13(18(11-17-14)10-12(3)21)15(22)20(16(19)23)9-7-5-2/h11H,4-10H2,1-3H3

InChI Key

HJPRDDKCXVCFOH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

Xanthines

Alternative Parents

Substituents

Xanthine
6-oxopurine
Purinone
Alkaloid or derivatives
Pyrimidone
N-substituted imidazole
Pyrimidine
Azole
Imidazole
Heteroaromatic compound
Vinylogous amide
Lactam
Ketone
Urea
Azacycle
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
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	1.63	ALOGPS
logP	1.91	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	18.46	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	75.51 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	87.21 m³·mol⁻¹	ChemAxon
Polarizability	35.12 Å³	ChemAxon
Number of Rings	2	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]+	179.39	30932474
DeepCCS	[M-H]-	177.032	30932474
DeepCCS	[M-2H]-	209.918	30932474
DeepCCS	[M+Na]+	185.483	30932474
AllCCS	[M+H]+	174.5	32859911
AllCCS	[M+H-H2O]+	171.6	32859911
AllCCS	[M+NH4]+	177.2	32859911
AllCCS	[M+Na]+	177.9	32859911
AllCCS	[M-H]-	176.5	32859911
AllCCS	[M+Na-2H]-	176.7	32859911
AllCCS	[M+HCOO]-	177.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Denbufylline	CCCCN1C2=C(N(CC(C)=O)C=N2)C(=O)N(CCCC)C1=O	3395.8	Standard polar	33892256
Denbufylline	CCCCN1C2=C(N(CC(C)=O)C=N2)C(=O)N(CCCC)C1=O	2591.1	Standard non polar	33892256
Denbufylline	CCCCN1C2=C(N(CC(C)=O)C=N2)C(=O)N(CCCC)C1=O	2443.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Denbufylline,1TMS,isomer #1	CCCCN1C(=O)C2=C(N=CN2C=C(C)O[Si](C)(C)C)N(CCCC)C1=O	2537.6	Semi standard non polar	33892256
Denbufylline,1TMS,isomer #1	CCCCN1C(=O)C2=C(N=CN2C=C(C)O[Si](C)(C)C)N(CCCC)C1=O	2665.2	Standard non polar	33892256
Denbufylline,1TMS,isomer #1	CCCCN1C(=O)C2=C(N=CN2C=C(C)O[Si](C)(C)C)N(CCCC)C1=O	3677.3	Standard polar	33892256
Denbufylline,1TMS,isomer #2	C=C(CN1C=NC2=C1C(=O)N(CCCC)C(=O)N2CCCC)O[Si](C)(C)C	2452.1	Semi standard non polar	33892256
Denbufylline,1TMS,isomer #2	C=C(CN1C=NC2=C1C(=O)N(CCCC)C(=O)N2CCCC)O[Si](C)(C)C	2555.2	Standard non polar	33892256
Denbufylline,1TMS,isomer #2	C=C(CN1C=NC2=C1C(=O)N(CCCC)C(=O)N2CCCC)O[Si](C)(C)C	3502.7	Standard polar	33892256
Denbufylline,1TBDMS,isomer #1	CCCCN1C(=O)C2=C(N=CN2C=C(C)O[Si](C)(C)C(C)(C)C)N(CCCC)C1=O	2742.9	Semi standard non polar	33892256
Denbufylline,1TBDMS,isomer #1	CCCCN1C(=O)C2=C(N=CN2C=C(C)O[Si](C)(C)C(C)(C)C)N(CCCC)C1=O	2848.3	Standard non polar	33892256
Denbufylline,1TBDMS,isomer #1	CCCCN1C(=O)C2=C(N=CN2C=C(C)O[Si](C)(C)C(C)(C)C)N(CCCC)C1=O	3715.5	Standard polar	33892256
Denbufylline,1TBDMS,isomer #2	C=C(CN1C=NC2=C1C(=O)N(CCCC)C(=O)N2CCCC)O[Si](C)(C)C(C)(C)C	2661.3	Semi standard non polar	33892256
Denbufylline,1TBDMS,isomer #2	C=C(CN1C=NC2=C1C(=O)N(CCCC)C(=O)N2CCCC)O[Si](C)(C)C(C)(C)C	2755.0	Standard non polar	33892256
Denbufylline,1TBDMS,isomer #2	C=C(CN1C=NC2=C1C(=O)N(CCCC)C(=O)N2CCCC)O[Si](C)(C)C(C)(C)C	3530.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Denbufylline GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-5292000000-99a7d2f8bc2180e2e591	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Denbufylline 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 - Denbufylline 10V, Positive-QTOF	splash10-00di-0009000000-c3603a9f3d3200a5a82d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Denbufylline 20V, Positive-QTOF	splash10-00di-0039000000-69049824aeef1476a49d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Denbufylline 40V, Positive-QTOF	splash10-006x-1590000000-409ed7fa24b10bab7e8e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Denbufylline 10V, Negative-QTOF	splash10-014i-0009000000-b8a0fde27207a849a086	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Denbufylline 20V, Negative-QTOF	splash10-014i-2359000000-74719f6cf7d77d3572ce	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Denbufylline 40V, Negative-QTOF	splash10-059x-5291000000-2b94179f54ccfd09eb6f	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

2878

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2984

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 Denbufylline (HMDB0250997)

MOL for HMDB0250997 (Denbufylline)

3D MOL for HMDB0250997 (Denbufylline)

3D SDF for HMDB0250997 (Denbufylline)

3D-SDF for HMDB0250997 (Denbufylline)

PDB for HMDB0250997 (Denbufylline)

3D PDB for HMDB0250997 (Denbufylline)

SMILES for HMDB0250997 (Denbufylline)

INCHI for HMDB0250997 (Denbufylline)

Structure for HMDB0250997 (Denbufylline)

3D Structure for HMDB0250997 (Denbufylline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra