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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:46:14 UTC

Update Date

2022-03-07 02:57:13 UTC

HMDB ID

HMDB0041889

Secondary Accession Numbers

HMDB41889

Metabolite Identification

Common Name

Etamiphylline

Description

Etamiphylline, also known as camphophyline or millophyline, 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 very few articles have been published on Etamiphylline.

Structure

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

HMDB0041889
     RDKit          3D
Etamiphylline
 41 42  0  0  0  0  0  0  0  0999 V2000
   -4.7725   -0.5192   -1.4127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6301    0.2678   -0.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514   -0.6276   -0.2665 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2178   -1.3312    0.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4706   -0.4843    2.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4446    0.0028    0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6097    0.5837   -0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5888    1.1969   -0.4289 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7464    2.4676   -0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0148    2.6422    0.4038 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6761    1.4570    0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7508    0.5542   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1683   -0.7426   -0.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3423   -1.5487   -0.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4299   -1.1392   -0.1788 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7995   -2.5107   -0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2622   -0.2152    0.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4547   -0.5571    0.6077 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9143    1.0447    0.5614 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8376    2.0190    1.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5735   -0.7117   -0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4492   -1.4505   -1.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2511    0.1522   -2.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0826    0.9493   -0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1809    0.8565   -1.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1957   -1.7416    0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6142   -2.1978    1.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6035    0.5816    1.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4028   -0.8531    2.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6542   -0.6981    2.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8781   -0.6883    0.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273    0.8642    0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4016   -0.2052   -1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2197    1.3557   -1.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0563    3.2005   -0.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5664   -2.8179   -1.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3550   -3.2223    0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9119   -2.5696   -0.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4868    1.4599    1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3205    2.8078    1.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4608    2.3681    0.2798 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
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 12  8  1  0
 19 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  9 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 20 39  1  0
 20 40  1  0
 20 41  1  0
M  END


  Mrv0541 09131211462D          

 20 21  0  0  0  0            999 V2000
   -4.2080   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0646    0.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0291   -1.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4349    0.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4935   -1.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7791    0.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0646   -1.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3501   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5494   -2.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1180   -0.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6700   -1.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3730   -0.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7320   -0.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2575   -2.2266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770   -1.3406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1799    0.0571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7791   -0.8221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6357   -1.2346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1791    0.4987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5389   -0.3844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  8  7  1  0  0  0  0
 11 10  2  0  0  0  0
 12 10  1  0  0  0  0
 14  9  2  0  0  0  0
 14 11  1  0  0  0  0
 15  3  1  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16  4  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17  5  1  0  0  0  0
 17  6  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 18  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19 12  2  0  0  0  0
 20 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041889

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN(CC)CCN1C=NC2=C1C(=O)N(C)C(=O)N2C

> <INCHI_IDENTIFIER>
InChI=1S/C13H21N5O2/c1-5-17(6-2)7-8-18-9-14-11-10(18)12(19)16(4)13(20)15(11)3/h9H,5-8H2,1-4H3

> <INCHI_KEY>
AWKLBIOQCIORSB-UHFFFAOYSA-N

> <FORMULA>
C13H21N5O2

> <MOLECULAR_WEIGHT>
279.3381

> <EXACT_MASS>
279.169524941

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
30.37560833375194

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[2-(diethylamino)ethyl]-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

> <ALOGPS_LOGP>
1.00

> <JCHEM_LOGP>
0.18661483999999992

> <ALOGPS_LOGS>
-1.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.257356642351628

> <JCHEM_POLAR_SURFACE_AREA>
61.68000000000001

> <JCHEM_REFRACTIVITY>
77.34749999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
queryl

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041889
     RDKit          3D
Etamiphylline
 41 42  0  0  0  0  0  0  0  0999 V2000
   -4.7725   -0.5192   -1.4127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6301    0.2678   -0.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514   -0.6276   -0.2665 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2178   -1.3312    0.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4706   -0.4843    2.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4446    0.0028    0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6097    0.5837   -0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5888    1.1969   -0.4289 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7464    2.4676   -0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0148    2.6422    0.4038 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6761    1.4570    0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7508    0.5542   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1683   -0.7426   -0.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3423   -1.5487   -0.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4299   -1.1392   -0.1788 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7995   -2.5107   -0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2622   -0.2152    0.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4547   -0.5571    0.6077 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9143    1.0447    0.5614 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8376    2.0190    1.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5735   -0.7117   -0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4492   -1.4505   -1.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2511    0.1522   -2.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0826    0.9493   -0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1809    0.8565   -1.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1957   -1.7416    0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6142   -2.1978    1.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6035    0.5816    1.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4028   -0.8531    2.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6542   -0.6981    2.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8781   -0.6883    0.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273    0.8642    0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4016   -0.2052   -1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2197    1.3557   -1.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0563    3.2005   -0.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5664   -2.8179   -1.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3550   -3.2223    0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9119   -2.5696   -0.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4868    1.4599    1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3205    2.8078    1.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4608    2.3681    0.2798 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
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 12  8  1  0
 19 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  9 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 20 39  1  0
 20 40  1  0
 20 41  1  0
M  END

HEADER    PROTEIN                                 13-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-12         0                                  
HETATM    1  C   UNK     0      -7.855  -1.535   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.854   0.775   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.788  -3.647   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.678   1.571   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.521  -2.305   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.188   0.005   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.854  -2.305   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.520  -1.535   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.026  -3.836   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.220  -1.678   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.251  -2.823   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.696  -0.214   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.233  -1.038   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       0.481  -4.156   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       2.757  -2.502   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       2.202   0.107   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0      -5.188  -1.535   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0      -1.187  -2.305   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      -0.334   0.931   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.739  -0.718   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3   15                                                            
CONECT    4   16                                                            
CONECT    5    1   17                                                       
CONECT    6    2   17                                                       
CONECT    7    8   17                                                       
CONECT    8    7   18                                                       
CONECT    9   14   18                                                       
CONECT   10   11   12   18                                                  
CONECT   11   10   14   15                                                  
CONECT   12   10   16   19                                                  
CONECT   13   15   16   20                                                  
CONECT   14    9   11                                                       
CONECT   15    3   11   13                                                  
CONECT   16    4   12   13                                                  
CONECT   17    5    6    7                                                  
CONECT   18    8    9   10                                                  
CONECT   19   12                                                            
CONECT   20   13                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0041889
HETATM    1  C1  UNL     1      -4.773  -0.519  -1.413  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.630   0.268  -0.790  1.00  0.00           C  
HETATM    3  N1  UNL     1      -2.651  -0.628  -0.267  1.00  0.00           N  
HETATM    4  C3  UNL     1      -3.218  -1.331   0.866  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.471  -0.484   2.065  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.445   0.003   0.159  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.610   0.584  -0.963  1.00  0.00           C  
HETATM    8  N2  UNL     1       0.589   1.197  -0.429  1.00  0.00           N  
HETATM    9  C7  UNL     1       0.746   2.468  -0.036  1.00  0.00           C  
HETATM   10  N3  UNL     1       2.015   2.642   0.404  1.00  0.00           N  
HETATM   11  C8  UNL     1       2.676   1.457   0.288  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.751   0.554  -0.243  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.168  -0.743  -0.463  1.00  0.00           C  
HETATM   14  O1  UNL     1       1.342  -1.549  -0.937  1.00  0.00           O  
HETATM   15  N4  UNL     1       3.430  -1.139  -0.179  1.00  0.00           N  
HETATM   16  C11 UNL     1       3.799  -2.511  -0.435  1.00  0.00           C  
HETATM   17  C12 UNL     1       4.262  -0.215   0.329  1.00  0.00           C  
HETATM   18  O2  UNL     1       5.455  -0.557   0.608  1.00  0.00           O  
HETATM   19  N5  UNL     1       3.914   1.045   0.561  1.00  0.00           N  
HETATM   20  C13 UNL     1       4.838   2.019   1.113  1.00  0.00           C  
HETATM   21  H1  UNL     1      -5.574  -0.712  -0.645  1.00  0.00           H  
HETATM   22  H2  UNL     1      -4.449  -1.450  -1.888  1.00  0.00           H  
HETATM   23  H3  UNL     1      -5.251   0.152  -2.158  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.083   0.949  -0.045  1.00  0.00           H  
HETATM   25  H5  UNL     1      -3.181   0.856  -1.641  1.00  0.00           H  
HETATM   26  H6  UNL     1      -4.196  -1.742   0.506  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.614  -2.198   1.146  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.603   0.582   1.889  1.00  0.00           H  
HETATM   29  H9  UNL     1      -4.403  -0.853   2.586  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.654  -0.698   2.817  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.878  -0.688   0.786  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.727   0.864   0.822  1.00  0.00           H  
HETATM   33  H13 UNL     1      -0.402  -0.205  -1.677  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.220   1.356  -1.516  1.00  0.00           H  
HETATM   35  H15 UNL     1      -0.056   3.200  -0.086  1.00  0.00           H  
HETATM   36  H16 UNL     1       3.566  -2.818  -1.488  1.00  0.00           H  
HETATM   37  H17 UNL     1       3.355  -3.222   0.265  1.00  0.00           H  
HETATM   38  H18 UNL     1       4.912  -2.570  -0.343  1.00  0.00           H  
HETATM   39  H19 UNL     1       5.487   1.460   1.830  1.00  0.00           H  
HETATM   40  H20 UNL     1       4.320   2.808   1.659  1.00  0.00           H  
HETATM   41  H21 UNL     1       5.461   2.368   0.280  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4    6
CONECT    4    5   26   27
CONECT    5   28   29   30
CONECT    6    7   31   32
CONECT    7    8   33   34
CONECT    8    9   12
CONECT    9   10   10   35
CONECT   10   11
CONECT   11   12   12   19
CONECT   12   13
CONECT   13   14   14   15
CONECT   15   16   17
CONECT   16   36   37   38
CONECT   17   18   18   19
CONECT   19   20
CONECT   20   39   40   41
END

HMDB0041889
     RDKit          3D
Etamiphylline
 41 42  0  0  0  0  0  0  0  0999 V2000
   -4.7725   -0.5192   -1.4127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6301    0.2678   -0.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514   -0.6276   -0.2665 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2178   -1.3312    0.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4706   -0.4843    2.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4446    0.0028    0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6097    0.5837   -0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5888    1.1969   -0.4289 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7464    2.4676   -0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0148    2.6422    0.4038 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6761    1.4570    0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7508    0.5542   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1683   -0.7426   -0.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3423   -1.5487   -0.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4299   -1.1392   -0.1788 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7995   -2.5107   -0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2622   -0.2152    0.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4547   -0.5571    0.6077 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9143    1.0447    0.5614 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8376    2.0190    1.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5735   -0.7117   -0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4492   -1.4505   -1.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2511    0.1522   -2.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0826    0.9493   -0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1809    0.8565   -1.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1957   -1.7416    0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6142   -2.1978    1.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6035    0.5816    1.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4028   -0.8531    2.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6542   -0.6981    2.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8781   -0.6883    0.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273    0.8642    0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4016   -0.2052   -1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2197    1.3557   -1.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0563    3.2005   -0.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5664   -2.8179   -1.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3550   -3.2223    0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9119   -2.5696   -0.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4868    1.4599    1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3205    2.8078    1.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4608    2.3681    0.2798 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
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 12  8  1  0
 19 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  9 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 20 39  1  0
 20 40  1  0
 20 41  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
DIETAMIPHYLLINE	HMDB
1, {3-dimethyl-7-[2-(diethylamino)ethyl]xanthine}	HMDB
1,3-Dimethyl-7-(2-(diethylamino)ethyl)xanthine	HMDB
7-(2-(Diethylamino)ethyl)-1,3-dimethylxanthine	HMDB
7-(2-(Diethylamino)ethyl)-theophylline	HMDB
7-(2-(Diethylamino)ethyl)theophylline	HMDB
7-(Diethylaminoethyl)theophylline	HMDB
Camphophyline	HMDB
Corafil	HMDB
Diaethylaminoaethyl-theophyllin	HMDB
Diethylaminoethyltheophylline	HMDB
Etaminophylline	HMDB
Etamiphyllin	HMDB
Milliphylline	HMDB
Millophyline	HMDB
Millophylline	HMDB
Parephyllin	HMDB
Queryl	HMDB
Solufilina	HMDB
Soluphyline	HMDB
Theophylline, {7-[2-(diethylamino)ethyl]-}	HMDB
{7-[(diethylamino)ethyl]theophylline}	HMDB
{7-[2-(diethylamino)ethyl]-1,} 3-dimethylxanthine	HMDB
{7-[2-(diethylamino)ethyl]theophylline}	HMDB
Solucyclin	HMDB
Etamiphyllin monohydrochloride	HMDB
Camphophylline	HMDB
Etamiphylline camphorsulfonate	HMDB
Etamiphylline camsylate	HMDB
Etamiphylline hydrochloride	HMDB
Ethamicyclin	HMDB

Chemical Formula

C₁₃H₂₁N₅O₂

Average Molecular Weight

279.3381

Monoisotopic Molecular Weight

279.169524941

IUPAC Name

7-[2-(diethylamino)ethyl]-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

Traditional Name

queryl

CAS Registry Number

314-35-2

SMILES

CCN(CC)CCN1C=NC2=C1C(=O)N(C)C(=O)N2C

InChI Identifier

InChI=1S/C13H21N5O2/c1-5-17(6-2)7-8-18-9-14-11-10(18)12(19)16(4)13(20)15(11)3/h9H,5-8H2,1-4H3

InChI Key

AWKLBIOQCIORSB-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
Urea
Tertiary amine
Tertiary aliphatic amine
Azacycle
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Amine
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	75 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	7.22 g/L	ALOGPS
logP	1	ALOGPS
logP	0.19	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Basic)	9.26	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	61.68 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	77.35 m³·mol⁻¹	ChemAxon
Polarizability	30.38 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
DarkChem	[M+H]+	165.818	31661259
DarkChem	[M-H]-	163.393	31661259
DeepCCS	[M+H]+	160.068	30932474
DeepCCS	[M-H]-	157.71	30932474
DeepCCS	[M-2H]-	191.287	30932474
DeepCCS	[M+Na]+	167.315	30932474
AllCCS	[M+H]+	163.9	32859911
AllCCS	[M+H-H2O]+	160.6	32859911
AllCCS	[M+NH4]+	166.9	32859911
AllCCS	[M+Na]+	167.8	32859911
AllCCS	[M-H]-	168.6	32859911
AllCCS	[M+Na-2H]-	168.9	32859911
AllCCS	[M+HCOO]-	169.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Etamiphylline	CCN(CC)CCN1C=NC2=C1C(=O)N(C)C(=O)N2C	2795.6	Standard polar	33892256
Etamiphylline	CCN(CC)CCN1C=NC2=C1C(=O)N(C)C(=O)N2C	2331.9	Standard non polar	33892256
Etamiphylline	CCN(CC)CCN1C=NC2=C1C(=O)N(C)C(=O)N2C	2273.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Etamiphylline GC-MS (Non-derivatized) - 70eV, Positive	splash10-059i-9350000000-e8d0cbd64cf26ad79cf7	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Etamiphylline 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 - Etamiphylline LC-ESI-QTOF , positive-QTOF	splash10-001i-0090000000-24de5554a3230bae35da	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Etamiphylline LC-ESI-QTOF , positive-QTOF	splash10-0a59-0090000000-0f846dbbb2c28c34aa0e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Etamiphylline LC-ESI-QTOF , positive-QTOF	splash10-0a4i-1690000000-7a2ad4234d4b79f48de4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Etamiphylline LC-ESI-QTOF , positive-QTOF	splash10-05g1-5910000000-117e574da6c669d3d5c7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Etamiphylline LC-ESI-QTOF , positive-QTOF	splash10-006w-9800000000-4ad19ac0e37755d836cd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Etamiphylline 10V, Positive-QTOF	splash10-001i-0090000000-24de5554a3230bae35da	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Etamiphylline 20V, Positive-QTOF	splash10-0a59-0090000000-0f846dbbb2c28c34aa0e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Etamiphylline 40V, Positive-QTOF	splash10-05g1-5910000000-117e574da6c669d3d5c7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Etamiphylline 30V, Positive-QTOF	splash10-0a4i-1690000000-7a2ad4234d4b79f48de4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Etamiphylline 40V, Positive-QTOF	splash10-05g1-5910000000-2fcbecf8bcb09a1ca188	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Etamiphylline 50V, Positive-QTOF	splash10-006w-9800000000-dde5682309248ef4b521	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Etamiphylline 50V, Positive-QTOF	splash10-006w-9800000000-4ad19ac0e37755d836cd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Etamiphylline 50V, Positive-QTOF	splash10-006w-9800000000-ec87d607e9d08494680b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Etamiphylline 40V, Positive-QTOF	splash10-05g1-5910000000-4e9b7db1cca01b44b848	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etamiphylline 10V, Positive-QTOF	splash10-001i-0290000000-a8d73ba8f5e7c7397576	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etamiphylline 20V, Positive-QTOF	splash10-0zfr-1970000000-a46f2cb1d92ab217e63b	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etamiphylline 40V, Positive-QTOF	splash10-0fk9-9700000000-606369189d0d9dfa0dae	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etamiphylline 10V, Negative-QTOF	splash10-004i-0190000000-13395846fa499215b0d7	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etamiphylline 20V, Negative-QTOF	splash10-004i-3690000000-2a3fc4fc3122587fcaa1	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etamiphylline 40V, Negative-QTOF	splash10-0rr0-9810000000-bbf914202e04a2dd42f5	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etamiphylline 10V, Positive-QTOF	splash10-001i-0090000000-36ccbb06f847a81e09da	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etamiphylline 20V, Positive-QTOF	splash10-053r-0090000000-946951cb7b36b1d93330	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etamiphylline 40V, Positive-QTOF	splash10-0ac0-2920000000-8f92ac4a9b239c0d4991	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etamiphylline 10V, Negative-QTOF	splash10-004i-0090000000-5e15b2cd80a97736db8d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etamiphylline 20V, Negative-QTOF	splash10-004i-0970000000-d78c9e1e09a0bb3144af	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB13592

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26354

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Etamiphylline

METLIN ID

Not Available

PubChem Compound

28329

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

Not Available

Showing metabocard for Etamiphylline (HMDB0041889)

MOL for HMDB0041889 (Etamiphylline)

3D MOL for HMDB0041889 (Etamiphylline)

3D SDF for HMDB0041889 (Etamiphylline)

3D-SDF for HMDB0041889 (Etamiphylline)

PDB for HMDB0041889 (Etamiphylline)

3D PDB for HMDB0041889 (Etamiphylline)

SMILES for HMDB0041889 (Etamiphylline)

INCHI for HMDB0041889 (Etamiphylline)

Structure for HMDB0041889 (Etamiphylline)

3D Structure for HMDB0041889 (Etamiphylline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra