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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:24:31 UTC

Update Date

2021-09-26 23:12:47 UTC

HMDB ID

HMDB0256822

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Propentofylline

Description

Propentofylline 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 Propentofylline. This compound has been identified in human blood as reported by (PMID: 31557052 ). Propentofylline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Propentofylline 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

HMDB0256822
     RDKit          3D
Propentofylline
 44 45  0  0  0  0  0  0  0  0999 V2000
   -4.0520   -0.4521   -1.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5614   -1.4378   -0.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4904   -1.7888    0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9578   -0.6780    0.8867 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109   -0.1191    2.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7773    0.9202    2.4200 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7385    1.0697    1.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8665    0.0576    0.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8877   -0.0082   -0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9662   -0.9134   -1.2177 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1062    0.8795   -0.3162 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1281    0.7877   -1.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2289   -0.1259   -0.8516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3312   -0.2742   -1.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3787   -1.2029   -1.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8775   -0.5625   -0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4298   -0.9881    1.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6839    0.3444   -0.1349 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1876    1.8348    0.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509    2.6619    0.6034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7272    1.9563    1.5970 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6086    2.9991    2.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5075    0.3996   -1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3525   -1.0241   -2.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868   -0.0679   -2.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7683   -2.3835   -1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5032   -1.0988   -0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8753   -2.5959    0.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6785   -2.3053   -0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4288   -0.5272    2.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6969    0.4294   -2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    1.8146   -1.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8208   -1.1025   -0.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6825    0.3953    0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496    0.6892   -2.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9349   -0.7478   -2.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1843   -1.2953   -2.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9311   -2.1846   -1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5605   -1.6721    1.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2202   -1.5432    1.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0576   -0.1174    1.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5796    3.3187    3.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0620    2.7402    3.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1661    3.9185    2.1066 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 11 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
  8  4  1  0
 21  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
M  END


  Mrv0541 05041409482D          

 22 23  0  0  0  0            999 V2000
   -0.0369    6.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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
   -0.5889    5.9172    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
    1.4289    2.4750    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
   -0.3340    5.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065    4.6057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0420    3.8520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8860    4.5195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  4  1  0  0  0  0
  9  6  1  0  0  0  0
 11  2  1  0  0  0  0
 11  7  1  0  0  0  0
 13 12  2  0  0  0  0
 14 12  1  0  0  0  0
 16 10  2  0  0  0  0
 16 13  1  0  0  0  0
 17  3  1  0  0  0  0
 17 13  1  0  0  0  0
 17 15  1  0  0  0  0
 18  8  1  0  0  0  0
 18 10  1  0  0  0  0
 18 12  1  0  0  0  0
 19  9  1  0  0  0  0
 19 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20 11  2  0  0  0  0
 21 14  2  0  0  0  0
 22 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256822

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCN1C=NC2=C1C(=O)N(CCCCC(C)=O)C(=O)N2C

> <INCHI_IDENTIFIER>
InChI=1S/C15H22N4O3/c1-4-8-18-10-16-13-12(18)14(21)19(15(22)17(13)3)9-6-5-7-11(2)20/h10H,4-9H2,1-3H3

> <INCHI_KEY>
RBQOQRRFDPXAGN-UHFFFAOYSA-N

> <FORMULA>
C15H22N4O3

> <MOLECULAR_WEIGHT>
306.3602

> <EXACT_MASS>
306.16919059

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
33.17556019730306

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-1-(5-oxohexyl)-7-propyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

> <ALOGPS_LOGP>
1.08

> <JCHEM_LOGP>
1.1115361953333338

> <ALOGPS_LOGS>
-2.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.64286715835779

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9556574285953466

> <JCHEM_POLAR_SURFACE_AREA>
75.51

> <JCHEM_REFRACTIVITY>
82.79489999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.72e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
propentofylline

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256822
     RDKit          3D
Propentofylline
 44 45  0  0  0  0  0  0  0  0999 V2000
   -4.0520   -0.4521   -1.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5614   -1.4378   -0.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4904   -1.7888    0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9578   -0.6780    0.8867 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109   -0.1191    2.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7773    0.9202    2.4200 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7385    1.0697    1.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8665    0.0576    0.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8877   -0.0082   -0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9662   -0.9134   -1.2177 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1062    0.8795   -0.3162 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1281    0.7877   -1.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2289   -0.1259   -0.8516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3312   -0.2742   -1.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3787   -1.2029   -1.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8775   -0.5625   -0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4298   -0.9881    1.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6839    0.3444   -0.1349 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1876    1.8348    0.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509    2.6619    0.6034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7272    1.9563    1.5970 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6086    2.9991    2.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5075    0.3996   -1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3525   -1.0241   -2.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868   -0.0679   -2.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7683   -2.3835   -1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5032   -1.0988   -0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8753   -2.5959    0.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6785   -2.3053   -0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4288   -0.5272    2.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6969    0.4294   -2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    1.8146   -1.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8208   -1.1025   -0.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6825    0.3953    0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496    0.6892   -2.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9349   -0.7478   -2.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1843   -1.2953   -2.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9311   -2.1846   -1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5605   -1.6721    1.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2202   -1.5432    1.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0576   -0.1174    1.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5796    3.3187    3.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0620    2.7402    3.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1661    3.9185    2.1066 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 11 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
  8  4  1  0
 21  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
M  END

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+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   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   11                                                            
CONECT    3   17                                                            
CONECT    4    1    8                                                       
CONECT    5    6    7                                                       
CONECT    6    5    9                                                       
CONECT    7    5   11                                                       
CONECT    8    4   18                                                       
CONECT    9    6   19                                                       
CONECT   10   16   18                                                       
CONECT   11    2    7   20                                                  
CONECT   12   13   14   18                                                  
CONECT   13   12   16   17                                                  
CONECT   14   12   19   21                                                  
CONECT   15   17   19   22                                                  
CONECT   16   10   13                                                       
CONECT   17    3   13   15                                                  
CONECT   18    8   10   12                                                  
CONECT   19    9   14   15                                                  
CONECT   20   11                                                            
CONECT   21   14                                                            
CONECT   22   15                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0256822
HETATM    1  C1  UNL     1      -4.052  -0.452  -1.849  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.561  -1.438  -0.837  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.490  -1.789   0.137  1.00  0.00           C  
HETATM    4  N1  UNL     1      -2.958  -0.678   0.887  1.00  0.00           N  
HETATM    5  C4  UNL     1      -3.511  -0.119   2.008  1.00  0.00           C  
HETATM    6  N2  UNL     1      -2.777   0.920   2.420  1.00  0.00           N  
HETATM    7  C5  UNL     1      -1.738   1.070   1.595  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.867   0.058   0.638  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.888  -0.008  -0.336  1.00  0.00           C  
HETATM   10  O1  UNL     1      -0.966  -0.913  -1.218  1.00  0.00           O  
HETATM   11  N3  UNL     1       0.106   0.880  -0.316  1.00  0.00           N  
HETATM   12  C8  UNL     1       1.128   0.788  -1.360  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.229  -0.126  -0.852  1.00  0.00           C  
HETATM   14  C10 UNL     1       3.331  -0.274  -1.884  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.379  -1.203  -1.279  1.00  0.00           C  
HETATM   16  C12 UNL     1       4.877  -0.563  -0.031  1.00  0.00           C  
HETATM   17  C13 UNL     1       4.430  -0.988   1.320  1.00  0.00           C  
HETATM   18  O2  UNL     1       5.684   0.344  -0.135  1.00  0.00           O  
HETATM   19  C14 UNL     1       0.188   1.835   0.620  1.00  0.00           C  
HETATM   20  O3  UNL     1       1.151   2.662   0.603  1.00  0.00           O  
HETATM   21  N4  UNL     1      -0.727   1.956   1.597  1.00  0.00           N  
HETATM   22  C15 UNL     1      -0.609   2.999   2.592  1.00  0.00           C  
HETATM   23  H1  UNL     1      -3.508   0.400  -1.446  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.352  -1.024  -2.525  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.887  -0.068  -2.504  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.768  -2.384  -1.423  1.00  0.00           H  
HETATM   27  H5  UNL     1      -5.503  -1.099  -0.351  1.00  0.00           H  
HETATM   28  H6  UNL     1      -3.875  -2.596   0.801  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.679  -2.305  -0.458  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.429  -0.527   2.445  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.697   0.429  -2.308  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.488   1.815  -1.517  1.00  0.00           H  
HETATM   33  H11 UNL     1       1.821  -1.102  -0.569  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.683   0.395   0.022  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.750   0.689  -2.168  1.00  0.00           H  
HETATM   36  H14 UNL     1       2.935  -0.748  -2.807  1.00  0.00           H  
HETATM   37  H15 UNL     1       5.184  -1.295  -2.036  1.00  0.00           H  
HETATM   38  H16 UNL     1       3.931  -2.185  -1.051  1.00  0.00           H  
HETATM   39  H17 UNL     1       3.561  -1.672   1.218  1.00  0.00           H  
HETATM   40  H18 UNL     1       5.220  -1.543   1.868  1.00  0.00           H  
HETATM   41  H19 UNL     1       4.058  -0.117   1.925  1.00  0.00           H  
HETATM   42  H20 UNL     1      -1.580   3.319   3.006  1.00  0.00           H  
HETATM   43  H21 UNL     1       0.062   2.740   3.426  1.00  0.00           H  
HETATM   44  H22 UNL     1      -0.166   3.918   2.107  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5    8
CONECT    5    6    6   30
CONECT    6    7
CONECT    7    8    8   21
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   19
CONECT   12   13   31   32
CONECT   13   14   33   34
CONECT   14   15   35   36
CONECT   15   16   37   38
CONECT   16   17   18   18
CONECT   17   39   40   41
CONECT   19   20   20   21
CONECT   21   22
CONECT   22   42   43   44
END

HMDB0256822
     RDKit          3D
Propentofylline
 44 45  0  0  0  0  0  0  0  0999 V2000
   -4.0520   -0.4521   -1.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5614   -1.4378   -0.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4904   -1.7888    0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9578   -0.6780    0.8867 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109   -0.1191    2.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7773    0.9202    2.4200 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7385    1.0697    1.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8665    0.0576    0.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8877   -0.0082   -0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9662   -0.9134   -1.2177 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1062    0.8795   -0.3162 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1281    0.7877   -1.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2289   -0.1259   -0.8516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3312   -0.2742   -1.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3787   -1.2029   -1.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8775   -0.5625   -0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4298   -0.9881    1.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6839    0.3444   -0.1349 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1876    1.8348    0.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509    2.6619    0.6034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7272    1.9563    1.5970 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6086    2.9991    2.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5075    0.3996   -1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3525   -1.0241   -2.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868   -0.0679   -2.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7683   -2.3835   -1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5032   -1.0988   -0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8753   -2.5959    0.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6785   -2.3053   -0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4288   -0.5272    2.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6969    0.4294   -2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    1.8146   -1.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8208   -1.1025   -0.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6825    0.3953    0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496    0.6892   -2.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9349   -0.7478   -2.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1843   -1.2953   -2.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9311   -2.1846   -1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5605   -1.6721    1.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2202   -1.5432    1.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0576   -0.1174    1.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5796    3.3187    3.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0620    2.7402    3.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1661    3.9185    2.1066 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 11 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
  8  4  1  0
 21  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
HWA 285	ChEMBL, MeSH
1-(5'-Oxohexyl)-3-methyl-7-propylxanthine	MeSH
HWA-285	MeSH

Chemical Formula

C₁₅H₂₂N₄O₃

Average Molecular Weight

306.3602

Monoisotopic Molecular Weight

306.16919059

IUPAC Name

3-methyl-1-(5-oxohexyl)-7-propyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

Traditional Name

propentofylline

CAS Registry Number

Not Available

SMILES

CCCN1C=NC2=C1C(=O)N(CCCCC(C)=O)C(=O)N2C

InChI Identifier

InChI=1S/C15H22N4O3/c1-4-8-18-10-16-13-12(18)14(21)19(15(22)17(13)3)9-6-5-7-11(2)20/h10H,4-9H2,1-3H3

InChI Key

RBQOQRRFDPXAGN-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)

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	1.08	ALOGPS
logP	1.11	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	19.64	ChemAxon
pKa (Strongest Basic)	-0.96	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	7	ChemAxon
Refractivity	82.79 m³·mol⁻¹	ChemAxon
Polarizability	33.18 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]+	169.232	30932474
DeepCCS	[M-H]-	166.874	30932474
DeepCCS	[M-2H]-	200.913	30932474
DeepCCS	[M+Na]+	176.284	30932474
AllCCS	[M+H]+	171.4	32859911
AllCCS	[M+H-H2O]+	168.4	32859911
AllCCS	[M+NH4]+	174.3	32859911
AllCCS	[M+Na]+	175.1	32859911
AllCCS	[M-H]-	175.3	32859911
AllCCS	[M+Na-2H]-	175.6	32859911
AllCCS	[M+HCOO]-	176.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Propentofylline	CCCN1C=NC2=C1C(=O)N(CCCCC(C)=O)C(=O)N2C	3252.3	Standard polar	33892256
Propentofylline	CCCN1C=NC2=C1C(=O)N(CCCCC(C)=O)C(=O)N2C	2507.3	Standard non polar	33892256
Propentofylline	CCCN1C=NC2=C1C(=O)N(CCCCC(C)=O)C(=O)N2C	2486.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Propentofylline,1TMS,isomer #1	CCCN1C=NC2=C1C(=O)N(CCCC=C(C)O[Si](C)(C)C)C(=O)N2C	2518.5	Semi standard non polar	33892256
Propentofylline,1TMS,isomer #1	CCCN1C=NC2=C1C(=O)N(CCCC=C(C)O[Si](C)(C)C)C(=O)N2C	2627.3	Standard non polar	33892256
Propentofylline,1TMS,isomer #1	CCCN1C=NC2=C1C(=O)N(CCCC=C(C)O[Si](C)(C)C)C(=O)N2C	3492.7	Standard polar	33892256
Propentofylline,1TMS,isomer #2	C=C(CCCCN1C(=O)C2=C(N=CN2CCC)N(C)C1=O)O[Si](C)(C)C	2484.2	Semi standard non polar	33892256
Propentofylline,1TMS,isomer #2	C=C(CCCCN1C(=O)C2=C(N=CN2CCC)N(C)C1=O)O[Si](C)(C)C	2546.3	Standard non polar	33892256
Propentofylline,1TMS,isomer #2	C=C(CCCCN1C(=O)C2=C(N=CN2CCC)N(C)C1=O)O[Si](C)(C)C	3549.8	Standard polar	33892256
Propentofylline,1TBDMS,isomer #1	CCCN1C=NC2=C1C(=O)N(CCCC=C(C)O[Si](C)(C)C(C)(C)C)C(=O)N2C	2742.7	Semi standard non polar	33892256
Propentofylline,1TBDMS,isomer #1	CCCN1C=NC2=C1C(=O)N(CCCC=C(C)O[Si](C)(C)C(C)(C)C)C(=O)N2C	2857.8	Standard non polar	33892256
Propentofylline,1TBDMS,isomer #1	CCCN1C=NC2=C1C(=O)N(CCCC=C(C)O[Si](C)(C)C(C)(C)C)C(=O)N2C	3510.7	Standard polar	33892256
Propentofylline,1TBDMS,isomer #2	C=C(CCCCN1C(=O)C2=C(N=CN2CCC)N(C)C1=O)O[Si](C)(C)C(C)(C)C	2723.2	Semi standard non polar	33892256
Propentofylline,1TBDMS,isomer #2	C=C(CCCCN1C(=O)C2=C(N=CN2CCC)N(C)C1=O)O[Si](C)(C)C(C)(C)C	2776.7	Standard non polar	33892256
Propentofylline,1TBDMS,isomer #2	C=C(CCCCN1C(=O)C2=C(N=CN2CCC)N(C)C1=O)O[Si](C)(C)C(C)(C)C	3560.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Propentofylline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-8290000000-f86edc8d5a0863777225	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propentofylline 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propentofylline DI-ESI-qTof , Positive-QTOF	splash10-066r-0960000000-8f8228bffbb81a8616c4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propentofylline 40V, Positive-QTOF	splash10-00xr-0920000000-467ba52fac4867f51f02	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propentofylline 10V, Positive-QTOF	splash10-0a4i-0029000000-eefd589f7966701c03f5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propentofylline 20V, Positive-QTOF	splash10-0a4i-0693000000-122b3eec4134f13a2ca2	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propentofylline 10V, Positive-QTOF	splash10-0a4r-2097000000-848972e98df5d35d99fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propentofylline 20V, Positive-QTOF	splash10-05n4-2391000000-c78818b5324e0352f557	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propentofylline 40V, Positive-QTOF	splash10-0006-9310000000-93cd0039c7cb7e95b9d8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propentofylline 10V, Negative-QTOF	splash10-0a4i-0079000000-34d72a6b93d2608c445a	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propentofylline 20V, Negative-QTOF	splash10-08fr-1291000000-32ac2b4df40a8a235b3a	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propentofylline 40V, Negative-QTOF	splash10-0006-9840000000-300ebafad38dac373250	2016-08-04	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

DB06479

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4769

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Propentofylline

METLIN ID

Not Available

PubChem Compound

Not Available

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 Propentofylline (HMDB0256822)

MOL for HMDB0256822 (Propentofylline)

3D MOL for HMDB0256822 (Propentofylline)

3D SDF for HMDB0256822 (Propentofylline)

3D-SDF for HMDB0256822 (Propentofylline)

PDB for HMDB0256822 (Propentofylline)

3D PDB for HMDB0256822 (Propentofylline)

SMILES for HMDB0256822 (Propentofylline)

INCHI for HMDB0256822 (Propentofylline)

Structure for HMDB0256822 (Propentofylline)

3D Structure for HMDB0256822 (Propentofylline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra