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Drug-Target Interaction

Drug

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PubChem ID:80220
Structure:
Synonyms:
1-Methyl-3,9-dihydro-purine-2,6-dione
1-Methylxanthine
1-METHYLXANTHINE (1-MX)
1H-Purine-2,6-dione, 3,7-dihydro-1-methyl-
2,6 Dihydroxy-1-methylpurine
2,6-Dihydroxy-1-methylpurine
3,7-Dihydro-1-methyl-1H-purine-2,6-dione
6136-37-4
69720_ALDRICH
69720_FLUKA
AB1007252
AC-11773
AC1L2Z0D
AIDS-045532
AIDS045532
BSPBio_003328
C053085
C16358
CCG-38576
CCRIS 5816
CHEBI:336244
CHEMBL1250
CPD-9025
DivK1c_006889
EINECS 228-108-5
HMS2233F07
KBio1_001833
KBio2_000713
KBio2_003281
KBio2_005849
KBio3_002548
KBioGR_002423
KBioSS_000713
LS-162543
methylxanthine
MLS001333143
MLS001333144
NCGC00095783-01
Oprea1_807160
Purine analog
SDCCGMLS-0066848.P001
SMR000857247
SPBio_001269
SpecPlus_000793
SPECTRUM2300329
Spectrum2_001195
Spectrum3_001714
Spectrum4_001810
Spectrum5_000519
Spectrum_000233
ST50298911
ST5298911
Xanthine, 1-methyl-
ZINC13517144

Target

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Uniprot ID:CP1A2_HUMAN
Synonyms:
CYPIA2
Cytochrome P450 1A2
P(3)450
P450 4
P450-P3
EC-Numbers:1.14.14.1
Organism:Homo sapiens
Human
PDB IDs:2HI4
Structure:
2HI4

Binding Affinities:

Ki: Kd:Ic 50:Ec50/Ic50:
----

References:

11465391
Inhibition of human CYP1A2 activity in vitro by methylxanthines: potent competitive inhibition by 8-phenyltheophylline.. S Murray; A O Odupitan; B P Murray; A R Boobis; R J Edwards (2001) Xenobiotica; the fate of foreign compounds in biological systems display abstract
1. Humans are exposed in vivo to methylxanthines by dietary ingestion, as well as from their use as therapeutic agents. The inhibitory effect of a series of these compounds on high-affinity phenacetin O-deethylase activity in the human liver microsomal fraction, a measure of CYP1A2 activity, has been evaluated. 2. Paracetamol, the product of phenacetin O-deethylase activity, was analysed by gas chromatography/negative-ion mass spectrometry using a novel bistrifluoromethylbenzoyl/ trimethylsilyl derivative, and incubation conditions for assessing high-affinity phenacetin O-deethylase activity were examined and optimized. 3. 1-Methylxanthine, caffeine, theophylline, 8-methylxanthine, pentoxyfylline and 3isobutyl-1-methylxanthine caused moderate inhibition with IC50 = 260, 140, 120, 100, 62 and 36 microM respectively. 4. 8-Phenyltheophylline was a potent competitive inhibitor of high-affinity phenacetin O-deethylase activity with an IC50 = 0.7 microM and Ki = 0.11 microM. 5. The specificity of inhibition by 8-phenyltheophylline was assessed by measuring its effect on debrisoquine 4-hydroxylase (CYP2D6), terfenadine hydroxylase (CYP3A4), chlorzoxazone 6-hydroxylase (CYP2E1) and tolbutamide 4-hydroxylase (CYP2C9) activities in human liver microsomal fraction. No inhibition of any of these activities was observed. 6. The potency and specificity of 8-phenyltheophylline as an inhibitor of human hepatic CYP1A2 indicate that the compound may be useful as a chemical inhibitor of this enzyme for further in vitro studies.