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Showing metabocard for Theophylline (HMDB0001889)

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enzymes (16)transporters (1) Show 17 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-02-28 12:15:37 UTC
Update Date2023-02-21 17:15:55 UTC
HMDB IDHMDB0001889
Secondary Accession Numbers
  • HMDB01889
Metabolite Identification
Common NameTheophylline
DescriptionTheophylline, also known as quibron TSR or uniphyl, 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. Theophylline also binds to the adenosine A2B receptor and blocks adenosine mediated bronchoconstriction. Theophylline is a drug which is used for the treatment of the symptoms and reversible airflow obstruction associated with chronic asthma and other chronic lung diseases, such as emphysema and chronic bronchitis. Theophylline is marketed under several brand names such as Theophylline and Theochron, and it is indicated mainly for asthma, bronchospasm, and COPD. Within humans, theophylline participates in a number of enzymatic reactions. In particular, theophylline and formaldehyde can be biosynthesized from caffeine; which is mediated by the enzymes cytochrome P450 1A2, cytochrome P450 3A4, cytochrome P450 2C8, cytochrome P450 2C9, and cytochrome P450 2E1. In addition, theophylline can be converted into 1-methylxanthine and formaldehyde; which is mediated by the enzyme cytochrome P450 1A2. In humans, theophylline is involved in caffeine metabolism. Theophylline is a bitter tasting compound. Outside of the human body, Theophylline is found, on average, in the highest concentration within cocoa beans and tea. Theophylline has also been detected, but not quantified in a few different foods, such as arabica coffee, lemons, and pummelo. This could make theophylline a potential biomarker for the consumption of these foods. Theophylline is a potentially toxic compound.
Structure
Data?1676999755
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001889 (Theophylline)


  Mrv1652305271900302D          

 13 14  0  0  0  0            999 V2000
    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
   -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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
M  END
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3D MOL for HMDB0001889 (Theophylline)

HMDB0001889
     RDKit          3D
Theophylline
 21 22  0  0  0  0  0  0  0  0999 V2000
    2.9395   -0.3331    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5057   -0.1723    0.0590 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7601   -1.2413   -0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2833   -2.3464   -0.5167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6301   -1.1600   -0.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6109   -2.0398   -0.6296 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7755   -1.3738   -0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070   -0.1024   -0.1891 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1857    0.0707   -0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3901    1.1261    0.2682 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0401    2.3789    0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9573    1.0220    0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6762    2.0228    0.6367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1908   -0.6738    1.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4741    0.6160   -0.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2847   -1.0761   -0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285   -3.0354   -0.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625   -1.8225   -0.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4018    3.0674    1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3395    2.8443   -0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9996    2.2286    1.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12  2  1  0
  9  5  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  6 17  1  0
  7 18  1  0
 11 19  1  0
 11 20  1  0
 11 21  1  0
M  END
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3D SDF for HMDB0001889 (Theophylline)


  Mrv1652305271900302D          

 13 14  0  0  0  0            999 V2000
    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
   -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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001889

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C2=C(NC=N2)C(=O)N(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9)

> <INCHI_KEY>
ZFXYFBGIUFBOJW-UHFFFAOYSA-N

> <FORMULA>
C7H8N4O2

> <MOLECULAR_WEIGHT>
180.164

> <EXACT_MASS>
180.06472552

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
16.855400878563223

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

> <ALOGPS_LOGP>
-0.26

> <JCHEM_LOGP>
-0.7693216573333334

> <ALOGPS_LOGS>
-0.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.815127426971925

> <JCHEM_PKA_STRONGEST_BASIC>
-0.77711753278622

> <JCHEM_POLAR_SURFACE_AREA>
69.30000000000001

> <JCHEM_REFRACTIVITY>
44.9345

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.29e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
theophylline

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0001889 (Theophylline)

HMDB0001889
     RDKit          3D
Theophylline
 21 22  0  0  0  0  0  0  0  0999 V2000
    2.9395   -0.3331    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5057   -0.1723    0.0590 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7601   -1.2413   -0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2833   -2.3464   -0.5167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6301   -1.1600   -0.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6109   -2.0398   -0.6296 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7755   -1.3738   -0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070   -0.1024   -0.1891 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1857    0.0707   -0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3901    1.1261    0.2682 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0401    2.3789    0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9573    1.0220    0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6762    2.0228    0.6367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1908   -0.6738    1.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4741    0.6160   -0.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2847   -1.0761   -0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285   -3.0354   -0.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625   -1.8225   -0.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4018    3.0674    1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3395    2.8443   -0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9996    2.2286    1.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12  2  1  0
  9  5  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  6 17  1  0
  7 18  1  0
 11 19  1  0
 11 20  1  0
 11 21  1  0
M  END
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PDB for HMDB0001889 (Theophylline)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+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   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -1.465   2.016   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -2.370   0.770   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -1.465  -0.476   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   10                                                  
CONECT    8    7    2    9                                                  
CONECT    9    8                                                            
CONECT   10    7                                                            
CONECT   11    4   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    3                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END
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3D PDB for HMDB0001889 (Theophylline)

COMPND    HMDB0001889
HETATM    1  C1  UNL     1       2.939  -0.333   0.113  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.506  -0.172   0.059  1.00  0.00           N  
HETATM    3  C2  UNL     1       0.760  -1.241  -0.266  1.00  0.00           C  
HETATM    4  O1  UNL     1       1.283  -2.346  -0.517  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.630  -1.160  -0.338  1.00  0.00           C  
HETATM    6  N2  UNL     1      -1.611  -2.040  -0.630  1.00  0.00           N  
HETATM    7  C4  UNL     1      -2.776  -1.374  -0.535  1.00  0.00           C  
HETATM    8  N3  UNL     1      -2.507  -0.102  -0.189  1.00  0.00           N  
HETATM    9  C5  UNL     1      -1.186   0.071  -0.057  1.00  0.00           C  
HETATM   10  N4  UNL     1      -0.390   1.126   0.268  1.00  0.00           N  
HETATM   11  C6  UNL     1      -1.040   2.379   0.548  1.00  0.00           C  
HETATM   12  C7  UNL     1       0.957   1.022   0.331  1.00  0.00           C  
HETATM   13  O2  UNL     1       1.676   2.023   0.637  1.00  0.00           O  
HETATM   14  H1  UNL     1       3.191  -0.674   1.139  1.00  0.00           H  
HETATM   15  H2  UNL     1       3.474   0.616  -0.145  1.00  0.00           H  
HETATM   16  H3  UNL     1       3.285  -1.076  -0.648  1.00  0.00           H  
HETATM   17  H4  UNL     1      -1.429  -3.035  -0.874  1.00  0.00           H  
HETATM   18  H5  UNL     1      -3.762  -1.823  -0.716  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.402   3.067   1.139  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.339   2.844  -0.423  1.00  0.00           H  
HETATM   21  H8  UNL     1      -2.000   2.229   1.104  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   12
CONECT    3    4    4    5
CONECT    5    6    9    9
CONECT    6    7   17
CONECT    7    8    8   18
CONECT    8    9
CONECT    9   10
CONECT   10   11   12
CONECT   11   19   20   21
CONECT   12   13   13
END
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SMILES for HMDB0001889 (Theophylline)

CN1C2=C(NC=N2)C(=O)N(C)C1=O
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INCHI for HMDB0001889 (Theophylline)

InChI=1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
1,3-Dimethyl-7H-purine-2,6-dioneChEBI
1,3-DimethylxanthineChEBI
ElixophyllinChEBI
RespbidChEBI
Theo-durChEBI
TheolairChEBI
TheophyllinChEBI
Theophylline anhydrousChEBI
UniphylChEBI
Quibron-tKegg
Theo-24Kegg
Theodur gKegg
AccurbronHMDB
Acet-theocinHMDB
AerolateHMDB
Aerolate IIIHMDB
Aerolate SRHMDB
AminophyllineHMDB
AquaphyllinHMDB
ArmophyllineHMDB
AsbronHMDB
AsmaxHMDB
AustynHMDB
BronkodylHMDB
Bronkodyl SRHMDB
Choledyl saHMDB
Constant-THMDB
DiphyllinHMDB
DoraphyllinHMDB
DuraphylHMDB
Dyspne-inhalHMDB
ElixexHMDB
ElixiconHMDB
ElixominHMDB
Elixophyllin SRHMDB
ElixophyllineHMDB
EuphyllineHMDB
EuphylongHMDB
LabidHMDB
LanophyllinHMDB
LiquophyllineHMDB
LiquoriceHMDB
MaphyllineHMDB
MedaphyllinHMDB
NuelinHMDB
OptiphyllinHMDB
ParkophyllinHMDB
PseudotheophyllineHMDB
Quibron t/srHMDB
Quibron-t/srHMDB
Slo-bidHMDB
Slo-phyllinHMDB
SolosinHMDB
Somophyllin-CRTHMDB
Somophyllin-DFHMDB
Somophyllin-THMDB
Spophyllin retardHMDB
SustaireHMDB
SynophylateHMDB
Synophylate-l.a. cenulesHMDB
T-PhylHMDB
TefaminHMDB
TeofilinaHMDB
TeofyllaminHMDB
TeolairHMDB
TheacitinHMDB
Theal tabl.HMDB
Theal tabletsHMDB
Theo-dur-sprinkleHMDB
TheobidHMDB
Theobid jr.HMDB
TheochronHMDB
TheocinHMDB
Theoclair-SRHMDB
Theoclear 80HMDB
Theoclear l.a.-130HMDB
Theoclear laHMDB
Theoclear-200HMDB
Theoclear-80HMDB
TheocontinHMDB
TheodelHMDB
TheofolHMDB
TheogradHMDB
Theolair-SRHMDB
TheolixHMDB
TheolixirHMDB
Theona pHMDB
TheophylHMDB
Theophyl-225HMDB
Theophyl-SRHMDB
TheophylineHMDB
Theophylline-SRHMDB
Theostat 80HMDB
TheoventHMDB
Uni-durHMDB
UnifylHMDB
UniphyllinHMDB
XanthiumHMDB
XantiventHMDB
AerobinHMDB
BronchoparatHMDB
Glycine theophyllinateHMDB
Nuelin s.a.HMDB
Slo phyllinHMDB
SloPhyllinHMDB
Somophyllin THMDB
Theo24HMDB
Theoconfin continuousHMDB
TheoniteHMDB
CT Arzneimittel brand OF theophylline sodium glycinateHMDB
Von CT, theoHMDB
Mundipharma brand OF theophylline sodium glycinateHMDB
Quibron T SRHMDB
Quibron T-SRHMDB
Sodium glycinate, theophyllineHMDB
Theo 24HMDB
Theophyllinate, glycineHMDB
Theophylline sodium glycinateHMDB
TheospanHMDB
UniphyllineHMDB
CT-Arzneimittel brand OF theophylline sodium glycinateHMDB
ConstantTHMDB
Fameasan brand OF theophylline sodium glycinateHMDB
LodraneHMDB
MonospanHMDB
Quibron TSRHMDB
TheodurHMDB
TheonHMDB
TheopekHMDB
TheostatHMDB
CT, Theo vonHMDB
Theo von CTHMDB
1,3 DimethylxanthineHMDB
3,7-Dihydro-1,3-dimethyl-1H-purine-2,6-dioneHMDB
Afonilum retardHMDB
Anhydrous, theophyllineHMDB
Constant THMDB
Fujisawa brand OF theophylline sodium glycinateHMDB
Glycinate, theophylline sodiumHMDB
SomophyllinTHMDB
Theo durHMDB
Chemical FormulaC7H8N4O2
Average Molecular Weight180.164
Monoisotopic Molecular Weight180.06472552
IUPAC Name1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
Traditional Nametheophylline
CAS Registry Number58-55-9
SMILES
CN1C2=C(NC=N2)C(=O)N(C)C1=O
InChI Identifier
InChI=1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9)
InChI KeyZFXYFBGIUFBOJW-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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazopyrimidines
Sub ClassPurines and purine derivatives
Direct ParentXanthines
Alternative Parents
Substituents
  • Xanthine
  • 6-oxopurine
  • Purinone
  • Alkaloid or derivatives
  • Pyrimidone
  • Pyrimidine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Vinylogous amide
  • Lactam
  • Urea
  • Azacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect
Health effectOrganoleptic effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Industrial applicationBiological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point273 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility7.36 mg/mL at 25 °CNot Available
LogP-0.02HANSCH,C ET AL. (1995)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Baker135.79330932474
[M-H]-MetCCS_train_neg130.13930932474
[M+H]+Baker143.06530932474
[M+H]+MetCCS_train_pos137.5830932474
[M-H]-Not Available132.7http://allccs.zhulab.cn/database/detail?ID=AllCCS00000347
[M+H]+Not Available139.0http://allccs.zhulab.cn/database/detail?ID=AllCCS00000347
Predicted Molecular Properties
PropertyValueSource
Water Solubility22.9 g/LALOGPS
logP-0.26ALOGPS
logP-0.77ChemAxon
logS-0.9ALOGPS
pKa (Strongest Acidic)7.82ChemAxon
pKa (Strongest Basic)-0.78ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area69.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity44.93 m³·mol⁻¹ChemAxon
Polarizability16.86 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+141.10731661259
DarkChem[M-H]-137.26531661259
AllCCS[M+H]+137.69532859911
AllCCS[M-H]-135.64132859911
DeepCCS[M+H]+129.84330932474
DeepCCS[M-H]-127.00530932474
DeepCCS[M-2H]-163.30730932474
DeepCCS[M+Na]+138.71530932474
AllCCS[M+H]+137.732859911
AllCCS[M+H-H2O]+133.432859911
AllCCS[M+NH4]+141.732859911
AllCCS[M+Na]+142.932859911
AllCCS[M-H]-135.632859911
AllCCS[M+Na-2H]-136.232859911
AllCCS[M+HCOO]-136.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
TheophyllineCN1C2=C(NC=N2)C(=O)N(C)C1=O2112.2Standard polar33892256
TheophyllineCN1C2=C(NC=N2)C(=O)N(C)C1=O2057.7Standard non polar33892256
TheophyllineCN1C2=C(NC=N2)C(=O)N(C)C1=O1955.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Theophylline,1TMS,isomer #1CN1C(=O)C2=C(N=CN2[Si](C)(C)C)N(C)C1=O1945.6Semi standard non polar33892256
Theophylline,1TMS,isomer #1CN1C(=O)C2=C(N=CN2[Si](C)(C)C)N(C)C1=O2069.2Standard non polar33892256
Theophylline,1TMS,isomer #1CN1C(=O)C2=C(N=CN2[Si](C)(C)C)N(C)C1=O2632.4Standard polar33892256
Theophylline,1TBDMS,isomer #1CN1C(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)N(C)C1=O2181.8Semi standard non polar33892256
Theophylline,1TBDMS,isomer #1CN1C(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)N(C)C1=O2251.7Standard non polar33892256
Theophylline,1TBDMS,isomer #1CN1C(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)N(C)C1=O2667.4Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Theophylline GC-MS (1 TMS)splash10-0f79-6970000000-224461ad62a44dbdf8602014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Theophylline EI-B (Non-derivatized)splash10-001j-7900000000-a08735d528e7387524292017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Theophylline CI-B (Non-derivatized)splash10-001i-0900000000-d0882f7d959c726e76232017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Theophylline EI-B (Non-derivatized)splash10-001i-9700000000-8d0e1898a6571fbca10a2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Theophylline GC-MS (Non-derivatized)splash10-0f79-6970000000-224461ad62a44dbdf8602017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Theophylline GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fka-4900000000-878cab6882fd80efba3b2017-07-27Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Theophylline GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-00lr-9500000000-2c8464c2fe84464c207f2014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-00di-0900000000-0092516012d6a2a93b312012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-00di-4900000000-dcf52c18a6996f412b1a2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-00kf-9000000000-09089337909892ef44cb2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline EI-B (Unknown) , Positive-QTOFsplash10-001j-7900000000-a08735d528e7387524292012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline CI-B (Unknown) , Positive-QTOFsplash10-001i-0900000000-d0882f7d959c726e76232012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOFsplash10-004i-0900000000-c4943571126a44bb9e5a2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOFsplash10-004i-0900000000-bc12ce29acd02fa749b82012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOFsplash10-03k9-0900000000-d63f60043f186fbb9bc02012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOFsplash10-070l-4900000000-d293ab2fa6199dbaf97a2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOFsplash10-05ru-9400000000-dde4775588d52c83806f2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOFsplash10-004i-0900000000-556e382f583d610ef1f02012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOFsplash10-004i-0900000000-89e34f5158856ba334692012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOFsplash10-03k9-0900000000-65a6897d72954e875b002012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOFsplash10-070l-4900000000-df16604bd6c40cee8f242012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOFsplash10-05r3-9500000000-39a721dcecc86ed955072012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOFsplash10-001i-1900000000-e67ff7ef9a955b90eb3f2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOFsplash10-001i-3900000000-1870952d98dbba22ace82012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOFsplash10-00di-7900000000-dc0e9606776c43a7823f2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOFsplash10-014j-9300000000-2c4c6490dda3ed3b563f2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOFsplash10-014i-9000000000-26a6c0c23a465afdcde12012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOFsplash10-01q9-1900000000-b11ca3441bb29fef19062012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOFsplash10-0002-9400000000-63726fe0b49a9dc6ba7e2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOFsplash10-00di-9100000000-139f765bc9b5855960c62012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOFsplash10-00di-9000000000-88b5cb393b960973ac642012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Theophylline LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOFsplash10-00yi-9000000000-1ebbddce3c71339725462012-08-31HMDB team, MONAView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2012-12-04Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Urine
Tissue Locations
  • Adipose Tissue
  • Adrenal Medulla
  • Brain
  • Epidermis
  • Fibroblasts
  • Kidney
  • Leukocyte
  • Liver
  • Neuron
  • Pancreas
  • Placenta
  • Platelet
  • Skeletal Muscle
  • Testis
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Female
Normal		 details
BloodDetected and Quantified29.0 +/- 11.0 uMAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified0.18 (0.00-0.73) umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal adenoma 		details
Cerebrospinal Fluid (CSF)Detected and Quantified0.166 +/- 0.0522 uMAdult (>18 years old)Not SpecifiedFavorable outcome from traumatic brain injury details
Cerebrospinal Fluid (CSF)Detected and Quantified0.0911 +/- 0.0205 uMAdult (>18 years old)Not Specified
Traumatic brain injury		 details
Cerebrospinal Fluid (CSF)Detected and Quantified0.105 +/- 0.0183 uMAdult (>18 years old)Not SpecifiedTraumatic brain injury (TBI) details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal adenoma 		details
UrineDetected and Quantified7.0 (3.2-11.0) umol/mmol creatinineAdult (>18 years old)Both
Asthma		 details
Associated Disorders and Diseases
Disease References
Traumatic brain injury
  1. Sachse KT, Jackson EK, Wisniewski SR, Gillespie DG, Puccio AM, Clark RS, Dixon CE, Kochanek PM: Increases in cerebrospinal fluid caffeine concentration are associated with favorable outcome after severe traumatic brain injury in humans. J Cereb Blood Flow Metab. 2008 Feb;28(2):395-401. Epub 2007 Aug 8. [PubMed:17684518 ]
Head injury
  1. Sachse KT, Jackson EK, Wisniewski SR, Gillespie DG, Puccio AM, Clark RS, Dixon CE, Kochanek PM: Increases in cerebrospinal fluid caffeine concentration are associated with favorable outcome after severe traumatic brain injury in humans. J Cereb Blood Flow Metab. 2008 Feb;28(2):395-401. Epub 2007 Aug 8. [PubMed:17684518 ]
Colorectal cancer
  1. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Asthma
  1. Zydron M, Baranowski J, Baranowska I: Separation, pre-concentration, and HPLC analysis of methylxanthines in urine samples. J Sep Sci. 2004 Oct;27(14):1166-72. [PubMed:15537072 ]
Associated OMIM IDs
DrugBank IDDB00277
Phenol Explorer Compound IDNot Available
FooDB IDFDB000453
KNApSAcK IDC00001510
Chemspider ID2068
KEGG Compound IDC07130
BioCyc IDCPD-12479
BiGG IDNot Available
Wikipedia LinkTheophylline
METLIN ID1458
PubChem Compound2153
PDB IDNot Available
ChEBI ID28177
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000353
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Bailey DN: Relative binding of acetaminophen, lidocaine, phenobarbital, phenytoin, quinidine, and theophylline to human tissues in vitro. J Anal Toxicol. 1997 Jan-Feb;21(1):1-4. [PubMed:9013284 ]
  2. Bath PM: Theophylline, aminophylline, caffeine and analogues for acute ischaemic stroke. Cochrane Database Syst Rev. 2004;(3):CD000211. [PubMed:15266427 ]
  3. Yasui K, Agematsu K, Shinozaki K, Hokibara S, Nagumo H, Yamada S, Kobayashi N, Komiyama A: Effects of theophylline on human eosinophil functions: comparative study with neutrophil functions. J Leukoc Biol. 2000 Aug;68(2):194-200. [PubMed:10947063 ]
  4. Gerbershagen MU, Fiege M, Weisshorn R, Kolodzie K, Wappler F: [Theophylline induces contractures in porcine skeletal muscle preparations with the disposition to malignant hyperthermia]. Anasthesiol Intensivmed Notfallmed Schmerzther. 2004 Mar;39(3):147-52. [PubMed:15042504 ]
  5. Mahomed AG, Theron AJ, Anderson R, Feldman C: Anti-oxidative effects of theophylline on human neutrophils involve cyclic nucleotides and protein kinase A. Inflammation. 1998 Dec;22(6):545-57. [PubMed:9824770 ]
  6. Andreas S, Reiter H, Luthje L, Delekat A, Grunewald RW, Hasenfuss G, Somers VK: Differential effects of theophylline on sympathetic excitation, hemodynamics, and breathing in congestive heart failure. Circulation. 2004 Oct 12;110(15):2157-62. Epub 2004 Oct 4. [PubMed:15466632 ]
  7. Yano Y, Yoshida M, Hoshino S, Inoue K, Kida H, Yanagita M, Takimoto T, Hirata H, Kijima T, Kumagai T, Osaki T, Tachibana I, Kawase I: Anti-fibrotic effects of theophylline on lung fibroblasts. Biochem Biophys Res Commun. 2006 Mar 17;341(3):684-90. Epub 2006 Jan 18. [PubMed:16430859 ]
  8. Mohiuddin AA, Bath FJ, Bath PM: Theophylline, aminophylline, caffeine and analogues for acute ischaemic stroke. Cochrane Database Syst Rev. 2000;(2):CD000211. [PubMed:10796327 ]
  9. Mehta R, Weinberger B, Usmani SS, Wapnir RA, Harper RG: Theophylline alters neutrophil function in preterm infants. Biol Neonate. 2002;81(3):176-81. [PubMed:11937723 ]
  10. Benoehr P, Krueth P, Bokemeyer C, Grenz A, Osswald H, Hartmann JT: Nephroprotection by theophylline in patients with cisplatin chemotherapy: a randomized, single-blinded, placebo-controlled trial. J Am Soc Nephrol. 2005 Feb;16(2):452-8. Epub 2004 Dec 8. [PubMed:15590762 ]
  11. Spoelstra FM, Berends C, Dijkhuizen B, de Monchy JG, Kauffman HF: Effect of theophylline on CD11b and L-selectin expression and density of eosinophils and neutrophils in vitro. Eur Respir J. 1998 Sep;12(3):585-91. [PubMed:9762784 ]
  12. Teplinskaia LE, Filichkina NS, Matevosova KS: [Efficiency of treatment of uveitis with the drug superlymph]. Vestn Oftalmol. 2005 Jul-Aug;121(4):22-6. [PubMed:16223038 ]
  13. Yoshiike T, Aikawa Y, Sindhvananda J, Suto H, Nishimura K, Kawamoto T, Ogawa H: Skin barrier defect in atopic dermatitis: increased permeability of the stratum corneum using dimethyl sulfoxide and theophylline. J Dermatol Sci. 1993 Apr;5(2):92-6. [PubMed:8357787 ]
  14. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Only showing the first 10 proteins. There are 17 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details
1. cGMP-inhibited 3',5'-cyclic phosphodiesterase A
General function:
Involved in catalytic activity
Specific function:
Cyclic nucleotide phosphodiesterase with a dual-specificity for the second messengers cAMP and cGMP, which are key regulators of many important physiological processes (By similarity).
Gene Name:
PDE3A
Uniprot ID:
Q14432
Molecular weight:
124978.06
References
  1. Rickards KJ, Andrews MJ, Waterworth TH, Alexander GB, Cunningham FM: Differential effects of phosphodiesterase inhibitors on platelet activating factor (PAF)- and adenosine diphosphate (ADP)-induced equine platelet aggregation. J Vet Pharmacol Ther. 2003 Aug;26(4):277-82. [PubMed:12887610 ]
  2. Wu BN, Lin RJ, Lo YC, Shen KP, Wang CC, Lin YT, Chen IJ: KMUP-1, a xanthine derivative, induces relaxation of guinea-pig isolated trachea: the role of the epithelium, cyclic nucleotides and K+ channels. Br J Pharmacol. 2004 Aug;142(7):1105-14. Epub 2004 Jul 5. [PubMed:15237094 ]
  3. Kajikawa S, Kigami D, Nakayama H, Doi K: Changes in submaxillary gland gene expression in F344 rats by multiple dosing of theophylline. Exp Anim. 2006 Apr;55(2):143-6. [PubMed:16651698 ]
Enzyme Details
2. cAMP-specific 3',5'-cyclic phosphodiesterase 4B
General function:
Involved in catalytic activity
Specific function:
Hydrolyzes the second messenger cAMP, which is a key regulator of many important physiological processes. May be involved in mediating central nervous system effects of therapeutic agents ranging from antidepressants to antiasthmatic and anti-inflammatory agents.
Gene Name:
PDE4B
Uniprot ID:
Q07343
Molecular weight:
64351.765
References
  1. Lipworth BJ: Phosphodiesterase-4 inhibitors for asthma and chronic obstructive pulmonary disease. Lancet. 2005 Jan 8-14;365(9454):167-75. [PubMed:15639300 ]
Enzyme Details
3. cAMP-specific 3',5'-cyclic phosphodiesterase 4A
General function:
Involved in 3',5'-cyclic-nucleotide phosphodiesterase activity
Specific function:
Hydrolyzes the second messenger cAMP, which is a key regulator of many important physiological processes.
Gene Name:
PDE4A
Uniprot ID:
P27815
Molecular weight:
98142.155
References
  1. Wang K, Chen JQ, Chen Z, Chen JC: Inhibition of human phosphodiesterase 4A expressed in yeast cell GL62 by theophylline, rolipram, and acetamide-45. Acta Pharmacol Sin. 2002 Nov;23(11):1013-7. [PubMed:12421478 ]
  2. Haider S: Cyclic AMP level and phosphodiesterase activity during 17alpha,20beta-dihydroxy-4-pregnen-3-one induction and theophylline inhibition of oocyte maturation in the catfish, Clarias batrachus. Comp Biochem Physiol A Mol Integr Physiol. 2003 Feb;134(2):267-74. [PubMed:12547256 ]
  3. Rickards KJ, Andrews MJ, Waterworth TH, Alexander GB, Cunningham FM: Differential effects of phosphodiesterase inhibitors on platelet activating factor (PAF)- and adenosine diphosphate (ADP)-induced equine platelet aggregation. J Vet Pharmacol Ther. 2003 Aug;26(4):277-82. [PubMed:12887610 ]
  4. Usta C, Sadan G, Tuncel B: The effect of the indomethacin on phosphodiesterase inhibitors mediated responses in isolated trachea preparations. Prostaglandins Leukot Essent Fatty Acids. 2004 Sep;71(3):137-41. [PubMed:15253881 ]
  5. Lee JM, Zemans RL, Hejazi M, Chin BB, Ladenson PW, Caturegli P: Modulation of thyroidal radioiodine uptake by theophylline. Exp Mol Pathol. 2004 Oct;77(2):116-20. [PubMed:15351234 ]
Enzyme Details
4. cGMP-specific 3',5'-cyclic phosphodiesterase
General function:
Involved in catalytic activity
Specific function:
Plays a role in signal transduction by regulating the intracellular concentration of cyclic nucleotides. This phosphodiesterase catalyzes the specific hydrolysis of cGMP to 5'-GMP.
Gene Name:
PDE5A
Uniprot ID:
O76074
Molecular weight:
99984.14
References
  1. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Enzyme Details
5. Adenosine deaminase
General function:
Involved in deaminase activity
Specific function:
Catalyzes the hydrolytic deamination of adenosine and 2-deoxyadenosine. Plays an important role in purine metabolism and in adenosine homeostasis. Modulates signaling by extracellular adenosine, and so contributes indirectly to cellular signaling events. Acts as a positive regulator of T-cell coactivation, by binding DPP4. Its interaction with DPP4 regulates lymphocyte-epithelial cell adhesion.
Gene Name:
ADA
Uniprot ID:
P00813
Molecular weight:
40764.13
References
  1. Saboury AA, Bagheri S, Ataie G, Amanlou M, Moosavi-Movahedi AA, Hakimelahi GH, Cristalli G, Namaki S: Binding properties of adenosine deaminase interacted with theophylline. Chem Pharm Bull (Tokyo). 2004 Oct;52(10):1179-82. [PubMed:15467230 ]
  2. Singh LS, Sharma R: Purification and characterization of intestinal adenosine deaminase from mice. Mol Cell Biochem. 2000 Jan;204(1-2):127-34. [PubMed:10718633 ]
  3. Bandyopadhyay BC, Poddar MK: Theophylline-induced changes in mammalian adenosine deaminase activity and corticosterone status: possible relation to immune response. Methods Find Exp Clin Pharmacol. 1997 Apr;19(3):181-4. [PubMed:9203166 ]
Enzyme Details
6. Cytochrome P450 3A4
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:
CYP3A4
Uniprot ID:
P08684
Molecular weight:
57255.585
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Enzyme Details
7. Cytochrome P450 2C9
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:
CYP2C9
Uniprot ID:
P11712
Molecular weight:
55627.365
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Enzyme Details
8. Cytochrome P450 2E1
General function:
Involved in monooxygenase activity
Specific function:
Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:
CYP2E1
Uniprot ID:
P05181
Molecular weight:
56848.42
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
  2. Sarkar MA, Hunt C, Guzelian PS, Karnes HT: Characterization of human liver cytochromes P-450 involved in theophylline metabolism. Drug Metab Dispos. 1992 Jan-Feb;20(1):31-7. [PubMed:1346993 ]
Enzyme Details
9. Cytochrome P450 1B1
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Participates in the metabolism of an as-yet-unknown biologically active molecule that is a participant in eye development.
Gene Name:
CYP1B1
Uniprot ID:
Q16678
Molecular weight:
60845.33
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Enzyme Details
10. Cytochrome P450 2D6
General function:
Involved in monooxygenase activity
Specific function:
Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:
CYP2D6
Uniprot ID:
P10635
Molecular weight:
55768.94
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Transporters

Enzyme Details
1. Solute carrier family 22 member 7
General function:
Involved in transmembrane transport
Specific function:
Mediates sodium-independent multispecific organic anion transport. Transport of prostaglandin E2, prostaglandin F2, tetracycline, bumetanide, estrone sulfate, glutarate, dehydroepiandrosterone sulfate, allopurinol, 5-fluorouracil, paclitaxel, L-ascorbic acid, salicylate, ethotrexate, and alpha- ketoglutarate
Gene Name:
SLC22A7
Uniprot ID:
Q9Y694
Molecular weight:
60025.0
References
  1. Kobayashi Y, Sakai R, Ohshiro N, Ohbayashi M, Kohyama N, Yamamoto T: Possible involvement of organic anion transporter 2 on the interaction of theophylline with erythromycin in the human liver. Drug Metab Dispos. 2005 May;33(5):619-22. Epub 2005 Feb 11. [PubMed:15708966 ]

Only showing the first 10 proteins. There are 17 proteins in total.

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