Reference/CAS 7722-84-1
type: UnificationXref
id: 7722-84-1
db: CAS

Reference/UniProt P11245
type: UnificationXref
id: P11245
db: UniProt

Acetyl-CoA
type: SmallMoleculeReference
xref: Reference/BioCyc ACETYL-COA
xref: Reference/PubChem-compound 444493
xref: Reference/HMDB HMDB0001206
xref: Reference/ChemSpider 392413
xref: Reference/CAS 72-89-9
xref: Reference/ChEBI CHEBI 15351
xref: Reference/KEGG Compound C00024
chemical formula: C23H38N7O17P3S
molecular weight: 809.1258
structure: ChemicalStructure/PW C000940

Reference/ChemSpider 937
type: UnificationXref
id: 937
db: ChemSpider

Reference/HMDB HMDB0002825
type: UnificationXref
id: HMDB0002825
db: HMDB

ChemicalStructure/PW C001777
type: ChemicalStructure
structure format: SMILES
structure data: CN1C(=O)NC2=C(NC(=O)N2)C1=O

Compound/PW C002136 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: 5-Acetylamino-6-amino-3-methyluracil
stoichiometric coefficient: 1.0

Cytochrome P450 2E1
type: ProteinReference
xref: Reference/UniProt P05181
organism: BiologicalState10

Reference/PubChem-compound 69160
type: UnificationXref
id: 69160
db: PubChem-compound

7-Methyluric acid
type: SmallMolecule
cellular location: Lysosome
entity reference: 7-Methyluric acid

Xanthine dehydrogenase/oxidase
type: Protein
cellular location: Lysosomal Lumen
entity reference: Xanthine dehydrogenase/oxidase

Compound/PW C001234 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Paraxanthine
stoichiometric coefficient: 1.0

Reference/KEGG Compound C13747
type: UnificationXref
id: C13747
db: KEGG Compound

Reference/HMDB HMDB0001982
type: UnificationXref
id: HMDB0001982
db: HMDB

Reference/HMDB HMDB0001860
type: UnificationXref
id: HMDB0001860
db: HMDB

Reference/HMDB HMDB0003125
type: UnificationXref
id: HMDB0003125
db: HMDB

Reference/PubChem-compound 439153
type: UnificationXref
id: 439153
db: PubChem-compound

ChemicalStructure/PW C001420
type: ChemicalStructure
structure format: SMILES
structure data: O

ChemicalStructure/PW C001783
type: ChemicalStructure
structure format: SMILES
structure data: OO

Cytochrome P450 3A4
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cytochrome P450 3A4

Reference/BioCyc 3-7-DIMETHYLXANTHINE
type: UnificationXref
id: 3-7-DIMETHYLXANTHINE
db: BioCyc

Acetyl-CoA
type: SmallMolecule
cellular location: Cytosol
entity reference: Acetyl-CoA

Reference/GENE ONTOLOGY GO 0043202
type: UnificationXref
id: GO:0043202
db: GENE ONTOLOGY

Cytochrome P450 1A2
type: ProteinReference
xref: Reference/UniProt P05177
organism: BiologicalState10

Reference/KEGG Compound C16353
type: UnificationXref
id: C16353
db: KEGG Compound

1.14.14.1
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001783 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001428 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001222 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Hydrogen peroxide
right: 1,3,7-Trimethyluric acid
spontaneous: false
EC number: 1.14.14.1
left: Water
left: Oxygen
left: Caffeine
name: Caffeine + Oxygen + Water → 1,3,7-Trimethyluric acid + Hydrogen peroxide
conversion direction: LEFT_TO_RIGHT

Compound/PW C000721 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: NAD
stoichiometric coefficient: 1.0

Cytochrome P450 3A4
type: ProteinReference
xref: Reference/UniProt P08684
organism: BiologicalState10

Reference/ChemSpider 97287
type: UnificationXref
id: 97287
db: ChemSpider

Compound/PW C001714 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Theobromine
stoichiometric coefficient: 1.0

Compound/PW C006748 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: 5-Acetylamino-6-formylamino-3-methyluracil
stoichiometric coefficient: 1.0

ChemicalStructure/PW C001428
type: ChemicalStructure
structure format: SMILES
structure data: CN1C(=O)NC2=C1C(=O)N(C)C(=O)N2C

Reference/PubChem-compound 6816
type: UnificationXref
id: 6816
db: PubChem-compound

Reference/CAS 58-55-9
type: UnificationXref
id: 58-55-9
db: CAS

Lysosomal Lumen
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0043202

Theophylline
type: SmallMoleculeReference
xref: Reference/CAS 58-55-9
xref: Reference/HMDB HMDB0001889
xref: Reference/KEGG Compound C07130
xref: Reference/ChemSpider 2068
xref: Reference/PubChem-compound 2153
xref: Reference/BioCyc THF-GLU-N
xref: Reference/ChEBI CHEBI 28177
chemical formula: C7H8N4O2
molecular weight: 180.06473
structure: ChemicalStructure/PW C001257

Hydrogen peroxide
type: SmallMolecule
cellular location: Lysosome
entity reference: Hydrogen peroxide

Reference/ChEBI CHEBI 15846
type: UnificationXref
id: CHEBI:15846
db: ChEBI

Reference/CAS 13087-49-5
type: UnificationXref
id: 13087-49-5
db: CAS

Reference/HMDB HMDB0001991
type: UnificationXref
id: HMDB0001991
db: HMDB

Reference/KEGG Compound C16365
type: UnificationXref
id: C16365
db: KEGG Compound

Cytochrome P450 2A6
type: ProteinReference
xref: Reference/UniProt P11509
organism: BiologicalState10

Lysosome
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005764

Reference/BRENDA TISSUE ONTOLOGY BTO 0000759
type: UnificationXref
id: BTO:0000759
db: BRENDA TISSUE ONTOLOGY

Reference/KEGG Compound C16360
type: UnificationXref
id: C16360
db: KEGG Compound

Reference/KEGG Compound C16361
type: UnificationXref
id: C16361
db: KEGG Compound

Xanthine dehydrogenase/oxidase
type: Complex
component stoichiometry: Protein/176 Lysosome/Stoichiometry/2.0
cellular location: Lysosome
component: Xanthine dehydrogenase/oxidase

Compound/PW C001714 Lysosomal Lumen/Stoichiometry/1.0
type: Stoichiometry
physical entity: Theobromine
stoichiometric coefficient: 1.0

7-Methylxanthine
type: SmallMoleculeReference
xref: Reference/KEGG Compound C16353
xref: Reference/ChEBI CHEBI 48991
xref: Reference/PubChem-compound 68374
xref: Reference/BioCyc 7-METHYLXANTHINE
xref: Reference/ChemSpider 61660
xref: Reference/HMDB HMDB0001991
xref: Reference/CAS 552-62-5
chemical formula: C6H6N4O2
molecular weight: 166.04907
structure: ChemicalStructure/PW C001335

Reference/PubChem-compound 108214
type: UnificationXref
id: 108214
db: PubChem-compound

Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Oxygen
stoichiometric coefficient: 1.0

Compound/PW C001234 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Paraxanthine
stoichiometric coefficient: 1.0

Cytochrome P450 2C8
type: ProteinReference
xref: Reference/UniProt P10632
organism: BiologicalState10

Reference/ChemSpider 952
type: UnificationXref
id: 952
db: ChemSpider

Reference/GENE ONTOLOGY GO 0005829
type: UnificationXref
id: GO:0005829
db: GENE ONTOLOGY

Compound/PW C006748 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: 5-Acetylamino-6-formylamino-3-methyluracil
stoichiometric coefficient: 1.0

Protein/176 Lysosomal Lumen/Stoichiometry/2.0
type: Stoichiometry
physical entity: Xanthine dehydrogenase/oxidase
stoichiometric coefficient: 2.0

Hydrogen peroxide
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Hydrogen peroxide

Caffeine
type: SmallMoleculeReference
xref: Reference/PubChem-compound 2519
xref: Reference/ChEBI CHEBI 27732
xref: Reference/KEGG Compound C07481
xref: Reference/CAS 58-08-2
xref: Reference/ChemSpider 2424
xref: Reference/HMDB HMDB0001847
chemical formula: C8H10N4O2
molecular weight: 194.08037
structure: ChemicalStructure/PW C001222

Compound/PW C006745 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 1-Methylxanthine
stoichiometric coefficient: 1.0

Formaldehyde
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 16842
xref: Reference/BioCyc FORMALDEHYDE
xref: Reference/HMDB HMDB0001426
xref: Reference/PubChem-compound 712
xref: Reference/ChemSpider 692
xref: Reference/KEGG Compound C00067
xref: Reference/CAS 50-00-0
chemical formula: CH2O
molecular weight: 30.010565
structure: ChemicalStructure/PW C001102

Reference/HMDB HMDB0001889
type: UnificationXref
id: HMDB0001889
db: HMDB

Reference/KEGG Compound C16359
type: UnificationXref
id: C16359
db: KEGG Compound

Compound/PW C001102 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Formaldehyde
stoichiometric coefficient: 1.0

Reference/KEGG Compound C16355
type: UnificationXref
id: C16355
db: KEGG Compound

Reference/KEGG Compound C16356
type: UnificationXref
id: C16356
db: KEGG Compound

Reference/ChEBI CHEBI 16908
type: UnificationXref
id: CHEBI:16908
db: ChEBI

5-Acetylamino-6-formylamino-3-methyluracil
type: SmallMolecule
cellular location: Cytosol
entity reference: 5-Acetylamino-6-formylamino-3-methyluracil

Reference/KEGG Compound C16358
type: UnificationXref
id: C16358
db: KEGG Compound

Reference/UniProt P11712
type: UnificationXref
id: P11712
db: UniProt

Reference/ChEBI CHEBI 25858
type: UnificationXref
id: CHEBI:25858
db: ChEBI

Compound/PW C001428 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 1,3,7-Trimethyluric acid
stoichiometric coefficient: 1.0

Reference/ChemSpider 4525
type: UnificationXref
id: 4525
db: ChemSpider

Reference/ChEBI CHEBI 16240
type: UnificationXref
id: CHEBI:16240
db: ChEBI

Compound/PW C001335 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7-Methylxanthine
stoichiometric coefficient: 1.0

Cytochrome P450 2C9
type: ProteinReference
xref: Reference/UniProt P11712
organism: BiologicalState10

Hydrogen peroxide
type: SmallMolecule
cellular location: Lysosomal Lumen
entity reference: Hydrogen peroxide

Compound/PW C001144 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADH
stoichiometric coefficient: 1.0

ChemicalStructure/PW C001099
type: ChemicalStructure
structure format: SMILES

Paraxanthine
type: SmallMoleculeReference
xref: Reference/CAS 611-59-6
xref: Reference/KEGG Compound C13747
xref: Reference/BioCyc 1-7-DIMETHYLXANTHINE
xref: Reference/HMDB HMDB0001860
xref: Reference/ChEBI CHEBI 25858
xref: Reference/ChemSpider 4525
xref: Reference/PubChem-compound 4687
chemical formula: C7H8N4O2
molecular weight: 180.06473
structure: ChemicalStructure/PW C001234

Xanthine dehydrogenase/oxidase
type: ProteinReference
xref: Reference/UniProt P47989
organism: BiologicalState10

Reference/CAS 5415-44-1
type: UnificationXref
id: 5415-44-1
db: CAS

Reference/ChemSpider 61660
type: UnificationXref
id: 61660
db: ChemSpider

Reference/KEGG Compound C16366
type: UnificationXref
id: C16366
db: KEGG Compound

Reference/PubChem-compound 69726
type: UnificationXref
id: 69726
db: PubChem-compound

Reference/CAS 552-62-5
type: UnificationXref
id: 552-62-5
db: CAS

Reference/BioCyc FORMALDEHYDE
type: UnificationXref
id: FORMALDEHYDE
db: BioCyc

Arylamine N-acetyltransferase 2
type: ProteinReference
xref: Reference/UniProt P11245
organism: Homo sapiens

Reference/ChemSpider 62926
type: UnificationXref
id: 62926
db: ChemSpider

Compound/PW C001222 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Caffeine
stoichiometric coefficient: 1.0

Xanthine dehydrogenase/oxidase
type: Protein
cellular location: Lysosome
entity reference: Xanthine dehydrogenase/oxidase

ReactionCatalysis193
type: Catalysis
controller: Xanthine dehydrogenase/oxidase
controlled: Reaction580
control type: ACTIVATION

Reference/HMDB HMDB0011107
type: UnificationXref
id: HMDB0011107
db: HMDB

Reference/HMDB HMDB0011105
type: UnificationXref
id: HMDB0011105
db: HMDB

Cytosol
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005829

Reference/BioCyc CPD-6641
type: UnificationXref
id: CPD-6641
db: BioCyc

Reference/HMDB HMDB0011103
type: UnificationXref
id: HMDB0011103
db: HMDB

Theobromine
type: SmallMoleculeReference
xref: Reference/PubChem-compound 5429
xref: Reference/ChEBI CHEBI 28946
xref: Reference/KEGG Compound C07480
xref: Reference/HMDB HMDB0002825
xref: Reference/BioCyc 3-7-DIMETHYLXANTHINE
xref: Reference/ChemSpider 5236
xref: Reference/CAS 83-67-0
chemical formula: C7H8N4O2
molecular weight: 180.06473
structure: ChemicalStructure/PW C001714

Reference/CAS 58-68-4
type: UnificationXref
id: 58-68-4
db: CAS

Reference/HMDB HMDB0001423
type: UnificationXref
id: HMDB0001423
db: HMDB

Reference/PubChem-compound 79437
type: UnificationXref
id: 79437
db: PubChem-compound

Compound/PW C001257 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Theophylline
stoichiometric coefficient: 1.0

ChemicalStructure/PW C001102
type: ChemicalStructure
structure format: SMILES
structure data: C=O

5-Acetylamino-6-amino-3-methyluracil
type: SmallMoleculeReference
xref: Reference/CAS 19893-78-8
xref: Reference/PubChem-compound 88299
xref: Reference/ChemSpider 79659
xref: Reference/HMDB HMDB0004400
xref: Reference/KEGG Compound C16366
chemical formula: C7H10N4O3
molecular weight: 198.07529
structure: ChemicalStructure/PW C002136

ChemicalStructure/PW C001222
type: ChemicalStructure
structure format: SMILES
structure data: CN1C=NC2=C1C(=O)N(C)C(=O)N2C

Reference/HMDB HMDB0001426
type: UnificationXref
id: HMDB0001426
db: HMDB

Reference/ChemSpider 692
type: UnificationXref
id: 692
db: ChemSpider

NAD
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: NAD

Compound/PW C001144 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADH
stoichiometric coefficient: 1.0

Reference/GENE ONTOLOGY GO 0005764
type: UnificationXref
id: GO:0005764
db: GENE ONTOLOGY

NADH
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: NADH

Reference/ChEBI CHEBI 68449
type: UnificationXref
id: CHEBI:68449
db: ChEBI

Reference/KEGG Compound C00007
type: UnificationXref
id: C00007
db: KEGG Compound

Oxygen
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Oxygen

Compound/PW C000940 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Acetyl-CoA
stoichiometric coefficient: 1.0

Formaldehyde
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Formaldehyde

Arylamine N-acetyltransferase 2
type: Protein
cellular location: Cytosol
entity reference: Arylamine N-acetyltransferase 2

Reference/KEGG Compound C00001
type: UnificationXref
id: C00001
db: KEGG Compound

Cytochrome P450 2E1
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Cytochrome P450 2E1

Compound/PW C001328 Lysosomal Lumen/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3,7-Dimethyluric acid
stoichiometric coefficient: 1.0

Reference/KEGG Compound C00004
type: UnificationXref
id: C00004
db: KEGG Compound

Reference/KEGG Compound C00003
type: UnificationXref
id: C00003
db: KEGG Compound

Liver
type: TissueVocabulary
xref: Reference/BRENDA TISSUE ONTOLOGY BTO 0000759

Cytochrome P450 1A2
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Cytochrome P450 1A2

ReactionCatalysis1774
type: Catalysis
controller: Cytochrome P450 2E1
controlled: 1.14.14.1
control type: ACTIVATION

Cytochrome P450 1A2
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cytochrome P450 1A2

Reference/ChemSpider 71754
type: UnificationXref
id: 71754
db: ChemSpider

Theobromine
type: SmallMolecule
cellular location: Lysosomal Lumen
entity reference: Theobromine

Reference/ChEBI CHEBI 32643
type: UnificationXref
id: CHEBI:32643
db: ChEBI

ReactionCatalysis1779
type: Catalysis
controller: Cytochrome P450 3A4
controlled: 1.14.14.1
control type: ACTIVATION

1-Methylxanthine
type: SmallMoleculeReference
xref: Reference/CAS 6136-37-4
xref: Reference/HMDB HMDB0010738
xref: Reference/PubChem-compound 80220
xref: Reference/ChemSpider 72464
xref: Reference/ChEBI CHEBI 68444
xref: Reference/KEGG Compound C16358
chemical formula: C6H6N4O2
molecular weight: 166.04907
structure: ChemicalStructure/PW C006745

1,7-Dimethyluric acid
type: SmallMoleculeReference
xref: Reference/CAS 33868-03-0
xref: Reference/ChEBI CHEBI 68449
xref: Reference/ChemSpider 82720
xref: Reference/PubChem-compound 91611
xref: Reference/HMDB HMDB0011103
xref: Reference/KEGG Compound C16356
chemical formula: C7H8N4O3
molecular weight: 196.05965
structure: ChemicalStructure/PW C006746

ChemicalStructure/PW C001234
type: ChemicalStructure
structure format: SMILES
structure data: CN1C=NC2=C1C(=O)N(C)C(=O)N2

Reference/BioCyc 7-METHYLXANTHINE
type: UnificationXref
id: 7-METHYLXANTHINE
db: BioCyc

Reference/ChemSpider 62375
type: UnificationXref
id: 62375
db: ChemSpider

Oxygen
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Oxygen

ReactionCatalysis1771
type: Catalysis
controller: Cytochrome P450 3A4
controlled: 1.14.14.1
control type: ACTIVATION

NADH
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: NADH

ReactionCatalysis1770
type: Catalysis
controller: Cytochrome P450 1A2
controlled: 1.14.14.1
control type: ACTIVATION

2.3.1.5
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001234 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C006748 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000940 Cytosol/Stoichiometry/1.0
right: Coenzyme A
right: 5-Acetylamino-6-formylamino-3-methyluracil
spontaneous: false
EC number: 2.3.1.5
left: Acetyl-CoA
left: Paraxanthine
name: Acetyl-CoA + Paraxanthine → 5-Acetylamino-6-formylamino-3-methyluracil + Coenzyme A
conversion direction: LEFT_TO_RIGHT

ReactionCatalysis1773
type: Catalysis
controller: Cytochrome P450 2C9
controlled: 1.14.14.1
control type: ACTIVATION

ReactionCatalysis1772
type: Catalysis
controller: Cytochrome P450 2C8
controlled: 1.14.14.1
control type: ACTIVATION

Xanthine dehydrogenase/oxidase
type: Complex
component stoichiometry: Protein/176 Lysosomal Lumen/Stoichiometry/2.0
cellular location: Lysosomal Lumen
component: Xanthine dehydrogenase/oxidase

Compound/PW C001777 Lysosome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 1-Methyluric acid
stoichiometric coefficient: 1.0

Coenzyme A
type: SmallMolecule
cellular location: Cytosol
entity reference: Coenzyme A

NAD
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 15846
xref: Reference/HMDB HMDB0000902
xref: Reference/CAS 53-84-9
xref: Reference/KEGG Compound C00003
xref: Reference/PubChem-compound 5893
xref: Reference/BioCyc NAD
xref: Reference/ChemSpider 5682
chemical formula: C21H27N7O14P2
molecular weight: 663.10913
structure: ChemicalStructure/PW C000721

Compound/PW C001420 Lysosomal Lumen/Stoichiometry/1.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 1.0

Reference/PubChem-compound 83126
type: UnificationXref
id: 83126
db: PubChem-compound

1-Methylxanthine
type: SmallMolecule
cellular location: Lysosome
entity reference: 1-Methylxanthine

Reference/KEGG Compound C00010
type: UnificationXref
id: C00010
db: KEGG Compound

Compound/PW C006745 Lysosome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 1-Methylxanthine
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0000902
type: UnificationXref
id: HMDB0000902
db: HMDB

3,7-Dimethyluric acid
type: SmallMolecule
cellular location: Lysosomal Lumen
entity reference: 3,7-Dimethyluric acid

Reference/ChEBI CHEBI 691622
type: UnificationXref
id: CHEBI:691622
db: ChEBI

1,3,7-Trimethyluric acid
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 1,3,7-Trimethyluric acid

Reference/UniProt P47989
type: UnificationXref
id: P47989
db: UniProt

ReactionCatalysis1788
type: Catalysis
controller: Cytochrome P450 2A6
controlled: 1.14.14.1
control type: ACTIVATION

Reference/ChEBI CHEBI 48991
type: UnificationXref
id: CHEBI:48991
db: ChEBI

Reference/ChEBI CHEBI 27732
type: UnificationXref
id: CHEBI:27732
db: ChEBI

ReactionCatalysis1787
type: Catalysis
controller: Cytochrome P450 1A2
controlled: 1.14.14.1
control type: ACTIVATION

NADH
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001487
xref: Reference/CAS 58-68-4
xref: Reference/PubChem-compound 439153
xref: Reference/BioCyc NADH
xref: Reference/ChemSpider 388299
xref: Reference/KEGG Compound C00004
xref: Reference/ChEBI CHEBI 16908
chemical formula: C21H29N7O14P2
molecular weight: 665.12476
structure: ChemicalStructure/PW C001144

Cytochrome P450 2E1
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cytochrome P450 2E1

Reference/ChEBI CHEBI 28946
type: UnificationXref
id: CHEBI:28946
db: ChEBI

Reference/HMDB HMDB0001206
type: UnificationXref
id: HMDB0001206
db: HMDB

Formaldehyde
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Formaldehyde

ReactionCatalysis1780
type: Catalysis
controller: Cytochrome P450 2C8
controlled: 1.14.14.1
control type: ACTIVATION

ReactionCatalysis1782
type: Catalysis
controller: Cytochrome P450 2E1
controlled: 1.14.14.1
control type: ACTIVATION

ReactionCatalysis1781
type: Catalysis
controller: Cytochrome P450 2C9
controlled: 1.14.14.1
control type: ACTIVATION

ReactionCatalysis1784
type: Catalysis
controller: Cytochrome P450 2E1
controlled: 1.14.14.1
control type: ACTIVATION

Reference/CAS 19893-78-8
type: UnificationXref
id: 19893-78-8
db: CAS

Reference/ChEBI CHEBI 16842
type: UnificationXref
id: CHEBI:16842
db: ChEBI

Water
type: SmallMolecule
cellular location: Lysosomal Lumen
entity reference: Water

ChemicalStructure/PW C001328
type: ChemicalStructure
structure format: SMILES
structure data: CN1C(=O)NC2=C1C(=O)NC(=O)N2C

Reference/CAS 53-84-9
type: UnificationXref
id: 53-84-9
db: CAS

Reference/KEGG Compound C00027
type: UnificationXref
id: C00027
db: KEGG Compound

Reference/KEGG Compound C00024
type: UnificationXref
id: C00024
db: KEGG Compound

Compound/PW C001065 Lysosome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Oxygen
stoichiometric coefficient: 1.0

ChemicalStructure/PW C001335
type: ChemicalStructure
structure format: SMILES
structure data: CN1C=NC2=C1C(=O)NC(=O)N2

Reference/GENE ONTOLOGY GO 0005737
type: UnificationXref
id: GO:0005737
db: GENE ONTOLOGY

Cytochrome P450 2A6
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cytochrome P450 2A6

Caffeine Metabolism
type: Pathway
pathway order: PathwayEnzymeReaction/267
pathway order: PathwayEnzymeReaction/3496
pathway order: PathwayEnzymeReaction/3497
pathway order: PathwayEnzymeReaction/3498
pathway order: PathwayEnzymeReaction/3499
pathway order: PathwayEnzymeReaction/262
pathway order: PathwayEnzymeReaction/3494
pathway order: PathwayEnzymeReaction/3495
pathway order: PathwayEnzymeReaction/3504
pathway order: PathwayEnzymeReaction/2433
pathway order: PathwayEnzymeReaction/2455
pathway order: PathwayEnzymeReaction/3500
pathway order: PathwayEnzymeReaction/2456
pathway order: PathwayEnzymeReaction/3501
pathway order: PathwayEnzymeReaction/2457
pathway order: PathwayEnzymeReaction/3502
pathway order: PathwayEnzymeReaction/2458
pathway order: PathwayEnzymeReaction/3503
pathway order: PathwayEnzymeReaction/256
pathway order: PathwayEnzymeReaction/3520
pathway order: PathwayEnzymeReaction/257
pathway order: PathwayEnzymeReaction/2454
pathway order: PathwayEnzymeReaction/3515
pathway order: PathwayEnzymeReaction/3516
pathway order: PathwayEnzymeReaction/3518
pathway order: PathwayEnzymeReaction/2445
pathway order: PathwayEnzymeReaction/2446
pathway order: PathwayEnzymeReaction/3519
pathway component: ReactionCatalysis211
pathway component: ReactionCatalysis193
pathway component: ReactionCatalysis1788
pathway component: ReactionCatalysis1787
pathway component: ReactionCatalysis209
pathway component: ReactionCatalysis1780
pathway component: ReactionCatalysis1782
pathway component: ReactionCatalysis1781
pathway component: ReactionCatalysis206
pathway component: ReactionCatalysis1784
pathway component: ReactionCatalysis203
pathway component: ReactionCatalysis204
pathway component: ReactionCatalysis201
pathway component: ReactionCatalysis202
pathway component: 1.14.14.1
pathway component: Reaction705
pathway component: ReactionCatalysis200
pathway component: Reaction580
pathway component: ReactionCatalysis1774
pathway component: ReactionCatalysis1779
pathway component: ReactionCatalysis1771
pathway component: ReactionCatalysis1770
pathway component: 2.3.1.5
pathway component: Reaction582
pathway component: ReactionCatalysis1773
pathway component: ReactionCatalysis1772
pathway component: Reaction583
xref: Reference/PathWhiz PW000015
xref: Reference/SMPDB SMP0000028
organism: Homo sapiens

Endoplasmic Reticulum
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005783

Endoplasmic Reticulum Membrane
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005789

Reference/CAS 85438-96-6
type: UnificationXref
id: 85438-96-6
db: CAS

ChemicalStructure/PW C000721
type: ChemicalStructure
structure format: SMILES

Reference/ChemSpider 5682
type: UnificationXref
id: 5682
db: ChemSpider

ChemicalStructure/PW C001144
type: ChemicalStructure
structure format: SMILES

Compound/PW C001783 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Hydrogen peroxide
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 1146900
type: UnificationXref
id: CHEBI:1146900
db: ChEBI

Reference/BioCyc HYDROGEN-PEROXIDE
type: UnificationXref
id: HYDROGEN-PEROXIDE
db: BioCyc

Theobromine
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Theobromine

Reference/ChemSpider 82720
type: UnificationXref
id: 82720
db: ChemSpider

Reference/BioCyc CO-A
type: UnificationXref
id: CO-A
db: BioCyc

Reference/CAS 72-89-9
type: UnificationXref
id: 72-89-9
db: CAS

Reference/CAS 611-59-6
type: UnificationXref
id: 611-59-6
db: CAS

Reference/ChemSpider 763
type: UnificationXref
id: 763
db: ChemSpider

Coenzyme A
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 1146900
xref: Reference/HMDB HMDB0001423
xref: Reference/PubChem-compound 6816
xref: Reference/BioCyc CO-A
xref: Reference/ChemSpider 6557
xref: Reference/CAS 85-61-0
xref: Reference/KEGG Compound C00010
chemical formula: C21H36N7O16P3S
molecular weight: 767.11523
structure: ChemicalStructure/PW C001099

Reference/HMDB HMDB0010738
type: UnificationXref
id: HMDB0010738
db: HMDB

1-Methylxanthine
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 1-Methylxanthine

Water
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Water

Reference/KEGG Compound C07481
type: UnificationXref
id: C07481
db: KEGG Compound

NAD
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: NAD

Reference/KEGG Compound C07480
type: UnificationXref
id: C07480
db: KEGG Compound

Cytoplasm
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005737

Reference/ChEBI CHEBI 68531
type: UnificationXref
id: CHEBI:68531
db: ChEBI

Reference/HMDB HMDB0003099
type: UnificationXref
id: HMDB0003099
db: HMDB

Cytochrome P450 2C8
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cytochrome P450 2C8

Reference/PubChem-compound 784
type: UnificationXref
id: 784
db: PubChem-compound

ReactionCatalysis211
type: Catalysis
controller: Arylamine N-acetyltransferase 2
controlled: 2.3.1.5
control type: ACTIVATION

Reference/ChemSpider 6557
type: UnificationXref
id: 6557
db: ChemSpider

Compound/PW C001783 Lysosome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Hydrogen peroxide
stoichiometric coefficient: 1.0

Reference/SMPDB SMP0000028
type: UnificationXref
id: SMP0000028
db: SMPDB

Homo sapiens
type: BioSource
xref: Reference/TAXONOMY 9606

5-Acetylamino-6-formylamino-3-methyluracil
type: SmallMoleculeReference
xref: Reference/KEGG Compound C16365
xref: Reference/ChEBI CHEBI 32643
xref: Reference/CAS 85438-96-6
xref: Reference/ChemSpider 97287
xref: Reference/HMDB HMDB0011105
xref: Reference/PubChem-compound 108214
chemical formula: C8H10N4O4
molecular weight: 226.0702
structure: ChemicalStructure/PW C006748

Reference/PubChem-compound 88299
type: UnificationXref
id: 88299
db: PubChem-compound

ChemicalStructure/PW C000940
type: ChemicalStructure
structure format: SMILES

Reference/ChemSpider 388299
type: UnificationXref
id: 388299
db: ChemSpider

Reference/CAS 7732-18-5
type: UnificationXref
id: 7732-18-5
db: CAS

Paraxanthine
type: SmallMolecule
cellular location: Cytosol
entity reference: Paraxanthine

Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 1.0

5-Acetylamino-6-formylamino-3-methyluracil
type: SmallMolecule
cellular location: Cytoplasm
entity reference: 5-Acetylamino-6-formylamino-3-methyluracil

Reference/HMDB HMDB0001487
type: UnificationXref
id: HMDB0001487
db: HMDB

Water
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Water

Compound/PW C001234 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Paraxanthine
stoichiometric coefficient: 1.0

Cytochrome P450 2C9
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cytochrome P450 2C9

Paraxanthine
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Paraxanthine

Oxygen
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001377
xref: Reference/ChemSpider 952
xref: Reference/KEGG Compound C00007
xref: Reference/ChEBI CHEBI 15379
xref: Reference/PubChem-compound 977
xref: Reference/BioCyc CPD-6641
xref: Reference/CAS 7782-44-7
chemical formula: O2
molecular weight: 31.98983
structure: ChemicalStructure/PW C001065

7-Methyluric acid
type: SmallMoleculeReference
xref: Reference/ChemSpider 62375
xref: Reference/HMDB HMDB0011107
xref: Reference/CAS 612-37-3
xref: Reference/KEGG Compound C16355
xref: Reference/PubChem-compound 69160
xref: Reference/ChEBI CHEBI 149744
chemical formula: C6H6N4O3
molecular weight: 182.04399
structure: ChemicalStructure/PW C006750

Reference/GENE ONTOLOGY GO 0005789
type: UnificationXref
id: GO:0005789
db: GENE ONTOLOGY

Reference/CAS 58-08-2
type: UnificationXref
id: 58-08-2
db: CAS

Reference/KEGG Compound C07130
type: UnificationXref
id: C07130
db: KEGG Compound

Reference/ChEBI CHEBI 68441
type: UnificationXref
id: CHEBI:68441
db: ChEBI

ReactionCatalysis209
type: Catalysis
controller: Xanthine dehydrogenase/oxidase
controlled: Reaction583
control type: ACTIVATION

Reference/GENE ONTOLOGY GO 0005783
type: UnificationXref
id: GO:0005783
db: GENE ONTOLOGY

ReactionCatalysis206
type: Catalysis
controller: Cytochrome P450 1A2
controlled: 1.14.14.1
control type: ACTIVATION

Reference/ChEBI CHEBI 68444
type: UnificationXref
id: CHEBI:68444
db: ChEBI

1,7-Dimethyluric acid
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 1,7-Dimethyluric acid

ReactionCatalysis203
type: Catalysis
controller: Cytochrome P450 1A2
controlled: 1.14.14.1
control type: ACTIVATION

ReactionCatalysis204
type: Catalysis
controller: Xanthine dehydrogenase/oxidase
controlled: Reaction582
control type: ACTIVATION

ReactionCatalysis201
type: Catalysis
controller: Cytochrome P450 1A2
controlled: 1.14.14.1
control type: ACTIVATION

ReactionCatalysis202
type: Catalysis
controller: Cytochrome P450 1A2
controlled: 1.14.14.1
control type: ACTIVATION

1.14.14.1
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001144 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001102 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001335 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001234 Endoplasmic Reticulum/Stoichiometry/1.0
right: 7-Methylxanthine
right: Water
right: NAD
right: Formaldehyde
spontaneous: false
EC number: 1.14.14.1
left: Paraxanthine
left: Oxygen
left: NADH
name: NADH + Oxygen + Paraxanthine → 7-Methylxanthine + Formaldehyde + NAD + Water
conversion direction: LEFT_TO_RIGHT

Water
type: SmallMolecule
cellular location: Lysosome
entity reference: Water

Reaction705
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002136 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C006748 Cytoplasm/Stoichiometry/1.0
right: 5-Acetylamino-6-amino-3-methyluracil
spontaneous: true
left: 5-Acetylamino-6-formylamino-3-methyluracil
name: 5-Acetylamino-6-formylamino-3-methyluracil → 5-Acetylamino-6-amino-3-methyluracil
conversion direction: LEFT_TO_RIGHT

ReactionCatalysis200
type: Catalysis
controller: Cytochrome P450 1A2
controlled: 1.14.14.1
control type: ACTIVATION

1.14.14.1
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000721 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001222 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001102 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001234 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Water
right: Formaldehyde
right: NAD
right: Paraxanthine
spontaneous: false
EC number: 1.14.14.1
left: NADH
left: Oxygen
left: Caffeine
name: Caffeine + NADH + Oxygen → Formaldehyde + NAD + Paraxanthine + Water
conversion direction: LEFT_TO_RIGHT

Reference/PubChem-compound 80220
type: UnificationXref
id: 80220
db: PubChem-compound

1.14.14.1
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001144 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001257 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C006745 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001102 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
right: 1-Methylxanthine
right: Water
right: NAD
right: Formaldehyde
spontaneous: false
EC number: 1.14.14.1
left: Theophylline
left: Oxygen
left: NADH
name: NADH + Oxygen + Theophylline → 1-Methylxanthine + Formaldehyde + NAD + Water
conversion direction: LEFT_TO_RIGHT

1.14.14.1
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001144 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001257 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001222 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001102 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
right: Water
right: NAD
right: Theophylline
right: Formaldehyde
spontaneous: false
EC number: 1.14.14.1
left: Caffeine
left: Oxygen
left: NADH
name: Caffeine + NADH + Oxygen → Formaldehyde + NAD + Theophylline + Water
conversion direction: LEFT_TO_RIGHT

BiologicalState10
type: BioSource
xref: Reference/TAXONOMY 9606
name: Homo sapiens, Liver
tissue: Liver

1.14.14.1
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000721 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001222 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001102 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001714 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Theobromine
right: Water
right: Formaldehyde
right: NAD
spontaneous: false
EC number: 1.14.14.1
left: NADH
left: Oxygen
left: Caffeine
name: Caffeine + NADH + Oxygen → Formaldehyde + NAD + Theobromine + Water
conversion direction: LEFT_TO_RIGHT

Compound/PW C001222 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Caffeine
stoichiometric coefficient: 1.0

Reference/KEGG Compound C00067
type: UnificationXref
id: C00067
db: KEGG Compound

Oxygen
type: SmallMolecule
cellular location: Lysosomal Lumen
entity reference: Oxygen

Reference/ChemSpider 2068
type: UnificationXref
id: 2068
db: ChemSpider

Reference/CAS 7782-44-7
type: UnificationXref
id: 7782-44-7
db: CAS

Cytochrome P450 2C9
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Cytochrome P450 2C9

Reference/HMDB HMDB0001377
type: UnificationXref
id: HMDB0001377
db: HMDB

Reference/PubChem-compound 2519
type: UnificationXref
id: 2519
db: PubChem-compound

ChemicalStructure/PW C001257
type: ChemicalStructure
structure format: SMILES
structure data: CN1C2=C(NC=N2)C(=O)N(C)C1=O

Reference/HMDB HMDB0004400
type: UnificationXref
id: HMDB0004400
db: HMDB

Reference/ChEBI CHEBI 28177
type: UnificationXref
id: CHEBI:28177
db: ChEBI

Reference/ChEBI CHEBI 149744
type: UnificationXref
id: CHEBI:149744
db: ChEBI

Reference/TAXONOMY 9606
type: UnificationXref
id: 9606
db: TAXONOMY

Reference/PubChem-compound 962
type: UnificationXref
id: 962
db: PubChem-compound

Reference/BioCyc 1-7-DIMETHYLXANTHINE
type: UnificationXref
id: 1-7-DIMETHYLXANTHINE
db: BioCyc

Compound/PW C000721 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: NAD
stoichiometric coefficient: 1.0

Reference/UniProt P10632
type: UnificationXref
id: P10632
db: UniProt

Reference/ChemSpider 392413
type: UnificationXref
id: 392413
db: ChemSpider

Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Oxygen
stoichiometric coefficient: 1.0

Reference/PubChem-compound 4687
type: UnificationXref
id: 4687
db: PubChem-compound

ChemicalStructure/PW C006748
type: ChemicalStructure
structure format: SMILES
structure data: CN1C(=O)NC(NC=O)=C(NC(C)=O)C1=O

Reference/PubChem-compound 5893
type: UnificationXref
id: 5893
db: PubChem-compound

ChemicalStructure/PW C001065
type: ChemicalStructure
structure format: SMILES
structure data: O=O

Reference/ChemSpider 74994
type: UnificationXref
id: 74994
db: ChemSpider

Compound/PW C001102 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Formaldehyde
stoichiometric coefficient: 1.0

ChemicalStructure/PW C006750
type: ChemicalStructure
structure format: SMILES
structure data: CN1C(=O)NC2=C1C(=O)NC(=O)N2

Compound/PW C001335 Lysosome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7-Methylxanthine
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0002111
type: UnificationXref
id: HMDB0002111
db: HMDB

Reference/ChEBI CHEBI 15377
type: UnificationXref
id: CHEBI:15377
db: ChEBI

Reference/UniProt P05177
type: UnificationXref
id: P05177
db: UniProt

Reference/ChEBI CHEBI 15379
type: UnificationXref
id: CHEBI:15379
db: ChEBI

Reference/PubChem-compound 91611
type: UnificationXref
id: 91611
db: PubChem-compound

Reference/UniProt P08684
type: UnificationXref
id: P08684
db: UniProt

Reference/PathWhiz PW000015
type: UnificationXref
id: PW000015
db: PathWhiz

Reference/PubChem-compound 712
type: UnificationXref
id: 712
db: PubChem-compound

Theophylline
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Theophylline

Reference/CAS 612-37-3
type: UnificationXref
id: 612-37-3
db: CAS

Reference/ChemSpider 5236
type: UnificationXref
id: 5236
db: ChemSpider

3,7-Dimethyluric acid
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001982
xref: Reference/PubChem-compound 83126
xref: Reference/KEGG Compound C16360
xref: Reference/ChemSpider 74994
xref: Reference/ChEBI CHEBI 68531
xref: Reference/CAS 13087-49-5
chemical formula: C7H8N4O3
molecular weight: 196.05965
structure: ChemicalStructure/PW C001328

7-Methylxanthine
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 7-Methylxanthine

Caffeine
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Caffeine

Reference/PubChem-compound 68374
type: UnificationXref
id: 68374
db: PubChem-compound

1-Methyluric acid
type: SmallMolecule
cellular location: Lysosome
entity reference: 1-Methyluric acid

Protein/176 Lysosome/Stoichiometry/2.0
type: Stoichiometry
physical entity: Xanthine dehydrogenase/oxidase
stoichiometric coefficient: 2.0

Caffeine
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Caffeine

Reference/HMDB HMDB0002123
type: UnificationXref
id: HMDB0002123
db: HMDB

Reference/CAS 33868-03-0
type: UnificationXref
id: 33868-03-0
db: CAS

Reference/CAS 6136-37-4
type: UnificationXref
id: 6136-37-4
db: CAS

Reference/PubChem-compound 444493
type: UnificationXref
id: 444493
db: PubChem-compound

7-Methylxanthine
type: SmallMolecule
cellular location: Lysosome
entity reference: 7-Methylxanthine

Compound/PW C001783 Lysosomal Lumen/Stoichiometry/1.0
type: Stoichiometry
physical entity: Hydrogen peroxide
stoichiometric coefficient: 1.0

Reference/UniProt P05181
type: UnificationXref
id: P05181
db: UniProt

1-Methyluric acid
type: SmallMoleculeReference
xref: Reference/ChemSpider 62926
xref: Reference/CAS 708-79-2
xref: Reference/KEGG Compound C16359
xref: Reference/ChEBI CHEBI 68441
xref: Reference/PubChem-compound 69726
xref: Reference/HMDB HMDB0003099
chemical formula: C6H6N4O3
molecular weight: 182.04399
structure: ChemicalStructure/PW C001777

Compound/PW C006750 Lysosome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7-Methyluric acid
stoichiometric coefficient: 1.0

Reference/UniProt P11509
type: UnificationXref
id: P11509
db: UniProt

Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 1.0

Paraxanthine
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Paraxanthine

ChemicalStructure/PW C001714
type: ChemicalStructure
structure format: SMILES
structure data: CN1C=NC2=C1C(O)=NC(=O)N2C

ChemicalStructure/PW C002136
type: ChemicalStructure
structure format: SMILES
structure data: CN1C(=O)NC(N)=C(NC(C)=O)C1=O

Reference/BioCyc ACETYL-COA
type: UnificationXref
id: ACETYL-COA
db: BioCyc

Compound/PW C001099 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Coenzyme A
stoichiometric coefficient: 1.0

Cytochrome P450 3A4
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Cytochrome P450 3A4

Water
type: SmallMoleculeReference
xref: Reference/PubChem-compound 962
xref: Reference/ChEBI CHEBI 15377
xref: Reference/KEGG Compound C00001
xref: Reference/ChemSpider 937
xref: Reference/HMDB HMDB0002111
xref: Reference/CAS 7732-18-5
chemical formula: H2O
molecular weight: 18.010565
structure: ChemicalStructure/PW C001420

Hydrogen peroxide
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0003125
xref: Reference/PubChem-compound 784
xref: Reference/ChemSpider 763
xref: Reference/CAS 7722-84-1
xref: Reference/BioCyc HYDROGEN-PEROXIDE
xref: Reference/ChEBI CHEBI 16240
xref: Reference/KEGG Compound C00027
chemical formula: H2O2
molecular weight: 34.005478
structure: ChemicalStructure/PW C001783

5-Acetylamino-6-amino-3-methyluracil
type: SmallMolecule
cellular location: Cytoplasm
entity reference: 5-Acetylamino-6-amino-3-methyluracil

Oxygen
type: SmallMolecule
cellular location: Lysosome
entity reference: Oxygen

Reference/CAS 708-79-2
type: UnificationXref
id: 708-79-2
db: CAS

Reference/CAS 83-67-0
type: UnificationXref
id: 83-67-0
db: CAS

Reference/BioCyc NADH
type: UnificationXref
id: NADH
db: BioCyc

Reference/BioCyc THF-GLU-N
type: UnificationXref
id: THF-GLU-N
db: BioCyc

Reference/BioCyc NAD
type: UnificationXref
id: NAD
db: BioCyc

Compound/PW C001065 Lysosomal Lumen/Stoichiometry/1.0
type: Stoichiometry
physical entity: Oxygen
stoichiometric coefficient: 1.0

Reference/PubChem-compound 977
type: UnificationXref
id: 977
db: PubChem-compound

Reference/ChemSpider 2424
type: UnificationXref
id: 2424
db: ChemSpider

Reference/HMDB HMDB0001847
type: UnificationXref
id: HMDB0001847
db: HMDB

Compound/PW C006746 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 1,7-Dimethyluric acid
stoichiometric coefficient: 1.0

Reference/CAS 50-00-0
type: UnificationXref
id: 50-00-0
db: CAS

Reference/ChEBI CHEBI 15351
type: UnificationXref
id: CHEBI:15351
db: ChEBI

Reference/PubChem-compound 2153
type: UnificationXref
id: 2153
db: PubChem-compound

1,3,7-Trimethyluric acid
type: SmallMoleculeReference
xref: Reference/ChemSpider 71754
xref: Reference/PubChem-compound 79437
xref: Reference/CAS 5415-44-1
xref: Reference/KEGG Compound C16361
xref: Reference/HMDB HMDB0002123
xref: Reference/ChEBI CHEBI 691622
chemical formula: C8H10N4O3
molecular weight: 210.07529
structure: ChemicalStructure/PW C001428

Compound/PW C001420 Lysosome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 1.0

ChemicalStructure/PW C006745
type: ChemicalStructure
structure format: SMILES
structure data: CN1C(=O)NC2=C(NC=N2)C1=O

Reaction580
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001777 Lysosome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Lysosome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001783 Lysosome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C006745 Lysosome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Lysosome/Stoichiometry/1.0
right: 1-Methyluric acid
right: Hydrogen peroxide
spontaneous: false
left: Water
left: 1-Methylxanthine
left: Oxygen
name: 1-Methylxanthine + Oxygen + Water → 1-Methyluric acid + Hydrogen peroxide
conversion direction: LEFT_TO_RIGHT

1.14.14.1
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001783 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C006746 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001234 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Hydrogen peroxide
right: 1,7-Dimethyluric acid
spontaneous: false
EC number: 1.14.14.1
left: Water
left: Oxygen
left: Paraxanthine
name: Oxygen + Paraxanthine + Water → 1,7-Dimethyluric acid + Hydrogen peroxide
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C006746
type: ChemicalStructure
structure format: SMILES
structure data: CN1C(=O)NC2=C1C(=O)N(C)C(=O)N2

Reference/PubChem-compound 5429
type: UnificationXref
id: 5429
db: PubChem-compound

Cytochrome P450 2C8
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Cytochrome P450 2C8

Reference/ChemSpider 72464
type: UnificationXref
id: 72464
db: ChemSpider

Reference/CAS 85-61-0
type: UnificationXref
id: 85-61-0
db: CAS

Reference/ChemSpider 79659
type: UnificationXref
id: 79659
db: ChemSpider

Reaction582
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420 Lysosomal Lumen/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001783 Lysosomal Lumen/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001714 Lysosomal Lumen/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001328 Lysosomal Lumen/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Lysosomal Lumen/Stoichiometry/1.0
right: Hydrogen peroxide
right: 3,7-Dimethyluric acid
spontaneous: false
left: Theobromine
left: Water
left: Oxygen
name: Oxygen + Theobromine + Water → 3,7-Dimethyluric acid + Hydrogen peroxide
conversion direction: LEFT_TO_RIGHT

Reaction583
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001065 Lysosome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001783 Lysosome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C006750 Lysosome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001335 Lysosome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Lysosome/Stoichiometry/1.0
right: Hydrogen peroxide
right: 7-Methyluric acid
spontaneous: false
left: Water
left: 7-Methylxanthine
left: Oxygen
name: 7-Methylxanthine + Oxygen + Water → 7-Methyluric acid + Hydrogen peroxide
conversion direction: LEFT_TO_RIGHT