Reference/ChemSpider 17215925
type: UnificationXref
id: 17215925
db: ChemSpider

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

Reference/PubChem-compound 6022
type: UnificationXref
id: 6022
db: PubChem-compound

Reference/UniProt P00352
type: UnificationXref
id: P00352
db: UniProt

Cytochrome P450 2D6
type: ProteinReference
xref: Reference/UniProt P10635
organism: BiologicalState10

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

12-Hydroxynevirapine glucuronide
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0060705
chemical formula: C21H22N4O8
molecular weight: 458.14377
structure: ChemicalStructure/PW C040606

2-Hydroxynevirapine glucuronide
type: SmallMoleculeReference
xref: Reference/ChemSpider 30778582
xref: Reference/HMDB HMDB0060720
chemical formula: C21H22N4O8
molecular weight: 458.14377
structure: ChemicalStructure/PW C040607

3-Hydroxynevirapine glucuronide
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0060743
chemical formula: C21H22N4O8
molecular weight: 458.14377
structure: ChemicalStructure/PW C040608

4-Carboxynevirapine
type: SmallMoleculeReference
xref: Reference/PubChem-compound 10709035
xref: Reference/HMDB HMDB0060759
xref: Reference/ChemSpider 8884376
chemical formula: C15H12N4O3
molecular weight: 296.09094
structure: ChemicalStructure/PW C040609

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

Reference/HMDB HMDB0060705
type: UnificationXref
id: HMDB0060705
db: HMDB

12-Hydroxynevirapine
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 12-Hydroxynevirapine

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

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

Reference/SMPDB SMP0000642
type: UnificationXref
id: SMP0000642
db: SMPDB

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

Reference/PathWhiz PW000618
type: UnificationXref
id: PW000618
db: PathWhiz

Compound/PW C040606 Cell Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 12-Hydroxynevirapine glucuronide
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0061130
type: UnificationXref
id: HMDB0061130
db: HMDB

8-Hydroxynevirapine glucuronide
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0061130
xref: Reference/ChemSpider 30778632
chemical formula: C21H22N4O8
molecular weight: 458.14377
structure: ChemicalStructure/PW C040610

Reference/CAS 2616-64-0
type: UnificationXref
id: 2616-64-0
db: CAS

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

Reference/HMDB HMDB0000538
type: UnificationXref
id: HMDB0000538
db: HMDB

Cytochrome P450 2B6
type: ProteinReference
xref: Reference/UniProt P20813
organism: BiologicalState10

Compound/PW C040610 Cell Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 8-Hydroxynevirapine glucuronide
stoichiometric coefficient: 1.0

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

Cytochrome P450 3A5
type: ProteinReference
xref: Reference/UniProt P20815
organism: BiologicalState10

Reference/HMDB HMDB0014383
type: UnificationXref
id: HMDB0014383
db: HMDB

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

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

Uridine diphosphate glucuronic acid
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Uridine diphosphate glucuronic acid

Protein/194 Cytoplasm/Stoichiometry/4.0
type: Stoichiometry
physical entity: Retinal dehydrogenase 1
stoichiometric coefficient: 4.0

Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADPH
stoichiometric coefficient: 1.0

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

Multidrug resistance-associated protein 7
type: Protein
entity reference: Multidrug resistance-associated protein 7

3-Hydroxynevirapine glucuronide
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 3-Hydroxynevirapine glucuronide

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

8-Hydroxynevirapine glucuronide
type: SmallMolecule
cellular location: Cytosol
entity reference: 8-Hydroxynevirapine glucuronide

Compound/PW C008648 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 8-Hydroxynevirapine
stoichiometric coefficient: 1.0

2-Hydroxynevirapine glucuronide
type: SmallMolecule
cellular location: Cytosol
entity reference: 2-Hydroxynevirapine glucuronide

2-Hydroxynevirapine
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 2-Hydroxynevirapine

Reference/CELL TYPE ONTOLOGY CL 0000182
type: UnificationXref
id: CL:0000182
db: CELL TYPE ONTOLOGY

Reference/CAS 53-59-8
type: UnificationXref
id: 53-59-8
db: CAS

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

Compound/PW C008649 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-Hydroxynevirapine
stoichiometric coefficient: 1.0

Compound/PW C001104 Cell Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Phosphate
stoichiometric coefficient: 1.0

Reference/ChemSpider 8930647
type: UnificationXref
id: 8930647
db: ChemSpider

Reference/ChemSpider 5742
type: UnificationXref
id: 5742
db: ChemSpider

Reference/PubChem-compound 1038
type: UnificationXref
id: 1038
db: PubChem-compound

Reference/ChEBI CHEBI 17200
type: UnificationXref
id: CHEBI:17200
db: ChEBI

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

UDP-glucuronosyltransferase 1-10
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: UDP-glucuronosyltransferase 1-10

Reference/ChEBI CHEBI 16474
type: UnificationXref
id: CHEBI:16474
db: ChEBI

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

Compound/PW C040607 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: 2-Hydroxynevirapine glucuronide
stoichiometric coefficient: 1.0

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

ReactionCoupledTransportCatalysis72
type: Catalysis
controller: Multidrug resistance-associated protein 7
controlled: ReactionCoupledTransport59
control type: ACTIVATION

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

ReactionCoupledTransportCatalysis71
type: Catalysis
controller: Multidrug resistance-associated protein 7
controlled: ReactionCoupledTransport58
control type: ACTIVATION

ReactionCoupledTransportCatalysis73
type: Catalysis
controller: Multidrug resistance-associated protein 7
controlled: ReactionCoupledTransport60
control type: ACTIVATION

ReactionCoupledTransportCatalysis70
type: Catalysis
controller: Multidrug resistance-associated protein 7
controlled: ReactionCoupledTransport57
control type: ACTIVATION

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

Reference/ChemSpider 9154108
type: UnificationXref
id: 9154108
db: ChemSpider

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

HIV Reverse Transcriptase
type: Pathway
name: InhibitorySubPathway

Phosphate
type: SmallMolecule
cellular location: Cell Membrane
entity reference: Phosphate

Reference/BioCyc UDP-GLUCURONATE
type: UnificationXref
id: UDP-GLUCURONATE
db: BioCyc

Reference/PubChem-compound 6031
type: UnificationXref
id: 6031
db: PubChem-compound

Phosphate
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00009
xref: Reference/PubChem-compound 1061
xref: Reference/CAS 14265-44-2
xref: Reference/HMDB HMDB0001429
xref: Reference/BioCyc CPD-8587
xref: Reference/ChEBI CHEBI 18367
xref: Reference/ChemSpider 1032
chemical formula: H3O4P
molecular weight: 97.9769
structure: ChemicalStructure/PW C001104

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

Compound/PW C001034 Cell Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Adenosine diphosphate
stoichiometric coefficient: 1.0

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

Reference/ChemSpider 1010
type: UnificationXref
id: 1010
db: ChemSpider

ChemicalStructure/PW C000201
type: ChemicalStructure
structure format: SMILES

Nevirapine
type: SmallMoleculeReference
xref: Reference/ChemSpider 4308
xref: Reference/KEGG Compound C07263
xref: Reference/ChEBI CHEBI 63613
xref: Reference/HMDB HMDB0014383
xref: Reference/CAS 129618-40-2
xref: Reference/PubChem-compound 4463
chemical formula: C15H14N4O
molecular weight: 266.11676
structure: ChemicalStructure/PW C008780

NADPH
type: SmallMoleculeReference
xref: Reference/CAS 53-57-6
xref: Reference/HMDB HMDB0000221
xref: Reference/PubChem-compound 22833512
xref: Reference/BioCyc NADPH
xref: Reference/ChemSpider 17215925
xref: Reference/KEGG Compound C00005
xref: Reference/ChEBI CHEBI 16474
chemical formula: C21H30N7O17P3
molecular weight: 745.0911
structure: ChemicalStructure/PW C000146

Compound/PW C040606 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: 12-Hydroxynevirapine glucuronide
stoichiometric coefficient: 1.0

12-Hydroxynevirapine glucuronide
type: SmallMolecule
cellular location: Cytoplasm
entity reference: 12-Hydroxynevirapine glucuronide

NADP
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00006
xref: Reference/CAS 53-59-8
xref: Reference/BioCyc NAD(P)
xref: Reference/HMDB HMDB0000217
xref: Reference/ChEBI CHEBI 18009
xref: Reference/PubChem-compound 5886
xref: Reference/ChemSpider 5675
chemical formula: C21H28N7O17P3
molecular weight: 743.07544
structure: ChemicalStructure/PW C000143

Reference/PubChem-compound 453338
type: UnificationXref
id: 453338
db: PubChem-compound

Compound/PW C040608 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-Hydroxynevirapine glucuronide
stoichiometric coefficient: 1.0

12-Hydroxynevirapine glucuronide
type: SmallMolecule
cellular location: Cytosol
entity reference: 12-Hydroxynevirapine glucuronide

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

Uridine diphosphate glucuronic acid
type: SmallMoleculeReference
xref: Reference/BioCyc UDP-GLUCURONATE
xref: Reference/CAS 2616-64-0
xref: Reference/PubChem-compound 17473
xref: Reference/HMDB HMDB0000935
xref: Reference/ChEBI CHEBI 17200
xref: Reference/ChemSpider 16522
xref: Reference/KEGG Compound C00167
chemical formula: C15H22N2O18P2
molecular weight: 580.0343
structure: ChemicalStructure/PW C000746

Retinal dehydrogenase 1
type: Complex
component stoichiometry: Protein/194 Cytoplasm/Stoichiometry/4.0
cellular location: Cytoplasm
component: Retinal dehydrogenase 1

Compound/PW C040610 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: 8-Hydroxynevirapine glucuronide
stoichiometric coefficient: 1.0

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

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

3-Hydroxynevirapine glucuronide
type: SmallMolecule
cellular location: Cytoplasm
entity reference: 3-Hydroxynevirapine glucuronide

Cytochrome P450 3A5
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cytochrome P450 3A5

UDP-glucuronosyltransferase 1-10
type: ProteinReference
xref: Reference/UniProt Q9HAW8
organism: BiologicalState10

ChemicalStructure/PW C001104
type: ChemicalStructure
structure format: SMILES
structure data: OP(O)(O)=O

Reference/HMDB HMDB0000217
type: UnificationXref
id: HMDB0000217
db: HMDB

Reference/UniProt Q9HAW8
type: UnificationXref
id: Q9HAW8
db: UniProt

Reference/GENE ONTOLOGY GO 0005886
type: UnificationXref
id: GO:0005886
db: GENE ONTOLOGY

Reference/HMDB HMDB0060743
type: UnificationXref
id: HMDB0060743
db: HMDB

Reference/ChemSpider 30778582
type: UnificationXref
id: 30778582
db: ChemSpider

Reference/KEGG Compound C00009
type: UnificationXref
id: C00009
db: KEGG Compound

Reference/KEGG Compound C00008
type: UnificationXref
id: C00008
db: KEGG Compound

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

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

Reference/ChemSpider 4308
type: UnificationXref
id: 4308
db: ChemSpider

Reference/KEGG Compound C00006
type: UnificationXref
id: C00006
db: KEGG Compound

Reference/ChEBI CHEBI 18009
type: UnificationXref
id: CHEBI:18009
db: ChEBI

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

Reference/HMDB HMDB0001429
type: UnificationXref
id: HMDB0001429
db: HMDB

8-Hydroxynevirapine glucuronide
type: SmallMolecule
cellular location: Cytoplasm
entity reference: 8-Hydroxynevirapine glucuronide

Compound/PW C040607 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 2-Hydroxynevirapine glucuronide
stoichiometric coefficient: 1.0

Compound/PW C000414 Cell Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Adenosine triphosphate
stoichiometric coefficient: 1.0

Reference/KEGG Compound C00005
type: UnificationXref
id: C00005
db: KEGG Compound

Reference/ChEBI CHEBI 18367
type: UnificationXref
id: CHEBI:18367
db: ChEBI

Reference/ChemSpider 1032
type: UnificationXref
id: 1032
db: ChemSpider

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

Reference/KEGG Compound C00002
type: UnificationXref
id: C00002
db: KEGG Compound

ChemicalStructure/PW C000143
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0000221
type: UnificationXref
id: HMDB0000221
db: HMDB

ChemicalStructure/PW C000146
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0060759
type: UnificationXref
id: HMDB0060759
db: HMDB

Reference/PubChem-compound 17473
type: UnificationXref
id: 17473
db: PubChem-compound

Reference/PubChem-compound 10755325
type: UnificationXref
id: 10755325
db: PubChem-compound

ChemicalStructure/PW C008780
type: ChemicalStructure
structure format: SMILES

Reference/ChemSpider 8884376
type: UnificationXref
id: 8884376
db: ChemSpider

Reference/CAS 53-57-6
type: UnificationXref
id: 53-57-6
db: CAS

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

TransportCatalysis141
type: Catalysis
controller: Multidrug resistance-associated protein 7
controlled: Transport186
control type: ACTIVATION

TransportCatalysis140
type: Catalysis
controller: Multidrug resistance-associated protein 7
controlled: Transport185
control type: ACTIVATION

8-Hydroxynevirapine glucuronide
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 8-Hydroxynevirapine glucuronide

3-Hydroxynevirapine glucuronide
type: SmallMolecule
cellular location: Cell Membrane
entity reference: 3-Hydroxynevirapine glucuronide

Multidrug resistance-associated protein 7
type: ProteinReference
xref: Reference/UniProt Q5T3U5

Compound/PW C040608 Cell Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-Hydroxynevirapine glucuronide
stoichiometric coefficient: 1.0

Reference/KEGG Compound C00015
type: UnificationXref
id: C00015
db: KEGG Compound

2-Hydroxynevirapine glucuronide
type: SmallMolecule
cellular location: Cytoplasm
entity reference: 2-Hydroxynevirapine glucuronide

Reference/BioCyc NAD(P)
type: UnificationXref
id: NAD(P)
db: BioCyc

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

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

Reference/PubChem-compound 5957
type: UnificationXref
id: 5957
db: PubChem-compound

BiologicalState53
type: BioSource
cell type: Hepatocyte
xref: Reference/TAXONOMY 9606
name: Homo sapiens, Liver, Hepatocyte
tissue: Liver

TransportCatalysis139
type: Catalysis
controller: Multidrug resistance-associated protein 7
controlled: Transport184
control type: ACTIVATION

TransportCatalysis138
type: Catalysis
controller: Multidrug resistance-associated protein 7
controlled: Transport183
control type: ACTIVATION

Compound/PW C008646 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: 12-Hydroxynevirapine
stoichiometric coefficient: 1.0

Hepatocyte
type: CellVocabulary
xref: Reference/CELL TYPE ONTOLOGY CL 0000182

Cytochrome P450 2B6
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cytochrome P450 2B6

Reference/HMDB HMDB0060720
type: UnificationXref
id: HMDB0060720
db: HMDB

Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADP
stoichiometric coefficient: 1.0

Transport186
type: Transport
participant stoichiometry: Compound/PW C040610 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040610 Cytoplasm/Stoichiometry/1.0
right: 8-Hydroxynevirapine glucuronide
spontaneous: false
left: 8-Hydroxynevirapine glucuronide
name: 8-Hydroxynevirapine glucuronide (→) Transport: Homo sapiens, Liver, Cell, Cytoplasm to Homo sapiens, Cell, Cytosol
conversion direction: LEFT_TO_RIGHT

Hydrogen Ion
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00080
xref: Reference/ChEBI CHEBI 15378
xref: Reference/HMDB HMDB0059597
xref: Reference/PubChem-compound 1038
xref: Reference/ChemSpider 1010
chemical formula: H
molecular weight: 1.007825
structure: ChemicalStructure/PW C040034

Transport183
type: Transport
participant stoichiometry: Compound/PW C040607 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040607 Cytosol/Stoichiometry/1.0
right: 2-Hydroxynevirapine glucuronide
spontaneous: false
left: 2-Hydroxynevirapine glucuronide
name: 2-Hydroxynevirapine glucuronide (→) Transport: Homo sapiens, Liver, Cell, Cytoplasm to Homo sapiens, Cell, Cytosol
conversion direction: LEFT_TO_RIGHT

Retinal dehydrogenase 1
type: Protein
cellular location: Cytoplasm
entity reference: Retinal dehydrogenase 1

Compound/PW C040606 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 12-Hydroxynevirapine glucuronide
stoichiometric coefficient: 1.0

Transport185
type: Transport
participant stoichiometry: Compound/PW C040606 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040606 Cytosol/Stoichiometry/1.0
right: 12-Hydroxynevirapine glucuronide
spontaneous: false
left: 12-Hydroxynevirapine glucuronide
name: 12-Hydroxynevirapine glucuronide (→) Transport: Homo sapiens, Liver, Cell, Cytoplasm to Homo sapiens, Cell, Cytosol
conversion direction: LEFT_TO_RIGHT

1.2.1.36
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001783 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008646 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040609 Cytoplasm/Stoichiometry/1.0
right: Hydrogen peroxide
right: 4-Carboxynevirapine
spontaneous: false
EC number: 1.2.1.36
left: Oxygen
left: 12-Hydroxynevirapine
left: Water
name: 12-Hydroxynevirapine + Oxygen + Water → 4-Carboxynevirapine + Hydrogen peroxide
conversion direction: LEFT_TO_RIGHT

Transport184
type: Transport
participant stoichiometry: Compound/PW C040608 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040608 Cytoplasm/Stoichiometry/1.0
right: 3-Hydroxynevirapine glucuronide
spontaneous: false
left: 3-Hydroxynevirapine glucuronide
name: 3-Hydroxynevirapine glucuronide (→) Transport: Homo sapiens, Liver, Cell, Cytoplasm to Homo sapiens, Cell, Cytosol
conversion direction: LEFT_TO_RIGHT

Reference/CAS 56-65-5
type: UnificationXref
id: 56-65-5
db: CAS

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

12-Hydroxynevirapine glucuronide
type: SmallMolecule
cellular location: Cell Membrane
entity reference: 12-Hydroxynevirapine glucuronide

ChemicalStructure/PW C008649
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C008647
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C008648
type: ChemicalStructure
structure format: SMILES

2-Hydroxynevirapine glucuronide
type: SmallMolecule
cellular location: Cell Membrane
entity reference: 2-Hydroxynevirapine glucuronide

Compound/PW C008647 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 2-Hydroxynevirapine
stoichiometric coefficient: 1.0

Adenosine diphosphate
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00008
xref: Reference/PubChem-compound 6022
xref: Reference/ChemSpider 5800
xref: Reference/CAS 58-64-0
xref: Reference/BioCyc ADP
xref: Reference/ChEBI CHEBI 16761
xref: Reference/HMDB HMDB0001341
chemical formula: C10H15N5O10P2
molecular weight: 427.02942
structure: ChemicalStructure/PW C001034

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

ChemicalStructure/PW C008646
type: ChemicalStructure
structure format: SMILES

Compound/PW C040607 Cell Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 2-Hydroxynevirapine glucuronide
stoichiometric coefficient: 1.0

2.4.1.17
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000201 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008647 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000746 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040607 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Uridine 5'-diphosphate
right: 2-Hydroxynevirapine glucuronide
spontaneous: false
EC number: 2.4.1.17
left: Uridine diphosphate glucuronic acid
left: 2-Hydroxynevirapine
name: 2-Hydroxynevirapine + Uridine diphosphate glucuronic acid → 2-Hydroxynevirapine glucuronide + Uridine 5'-diphosphate
conversion direction: LEFT_TO_RIGHT

2.4.1.17
type: BiochemicalReaction
participant stoichiometry: Compound/PW C008646 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000201 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040606 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000746 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Uridine 5'-diphosphate
right: 12-Hydroxynevirapine glucuronide
spontaneous: false
EC number: 2.4.1.17
left: Uridine diphosphate glucuronic acid
left: 12-Hydroxynevirapine
name: 12-Hydroxynevirapine + Uridine diphosphate glucuronic acid → 12-Hydroxynevirapine glucuronide + Uridine 5'-diphosphate
conversion direction: LEFT_TO_RIGHT

2.4.1.17
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000201 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040608 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008649 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000746 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Uridine 5'-diphosphate
right: 3-Hydroxynevirapine glucuronide
spontaneous: false
EC number: 2.4.1.17
left: 3-Hydroxynevirapine
left: Uridine diphosphate glucuronic acid
name: 3-Hydroxynevirapine + Uridine diphosphate glucuronic acid → 3-Hydroxynevirapine glucuronide + Uridine 5'-diphosphate
conversion direction: LEFT_TO_RIGHT

2.4.1.17
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000201 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000746 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040610 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008648 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 8-Hydroxynevirapine glucuronide
right: Uridine 5'-diphosphate
spontaneous: false
EC number: 2.4.1.17
left: Uridine diphosphate glucuronic acid
left: 8-Hydroxynevirapine
name: 8-Hydroxynevirapine + Uridine diphosphate glucuronic acid → 8-Hydroxynevirapine glucuronide + Uridine 5'-diphosphate
conversion direction: LEFT_TO_RIGHT

Reaction1983
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008780 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008648 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Water
right: 8-Hydroxynevirapine
right: NADP
spontaneous: false
left: Nevirapine
left: Oxygen
left: NADPH
left: Hydrogen Ion
name: Hydrogen Ion + NADPH + Nevirapine + Oxygen → 8-Hydroxynevirapine + NADP + Water
conversion direction: LEFT_TO_RIGHT

1.14.13.-
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008649 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008780 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 C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 3-Hydroxynevirapine
right: Water
right: NADP
spontaneous: false
EC number: 1.14.13.-
left: Nevirapine
left: Oxygen
left: NADPH
left: Hydrogen Ion
name: Hydrogen Ion + NADPH + Nevirapine + Oxygen → 3-Hydroxynevirapine + NADP + Water
conversion direction: LEFT_TO_RIGHT

Reaction1981
type: BiochemicalReaction
participant stoichiometry: Compound/PW C008646 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008780 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 C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Water
right: 12-Hydroxynevirapine
right: NADP
spontaneous: false
left: Nevirapine
left: Oxygen
left: NADPH
left: Hydrogen Ion
name: Hydrogen Ion + NADPH + Nevirapine + Oxygen → 12-Hydroxynevirapine + NADP + Water
conversion direction: LEFT_TO_RIGHT

Reaction1982
type: BiochemicalReaction
participant stoichiometry: Compound/PW C008647 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008780 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 C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Water
right: 2-Hydroxynevirapine
right: NADP
spontaneous: false
left: Nevirapine
left: Oxygen
left: NADPH
left: Hydrogen Ion
name: Hydrogen Ion + NADPH + Nevirapine + Oxygen → 2-Hydroxynevirapine + NADP + Water
conversion direction: LEFT_TO_RIGHT

12-Hydroxynevirapine
type: SmallMolecule
cellular location: Cytoplasm
entity reference: 12-Hydroxynevirapine

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

Reference/BioCyc CPD-8587
type: UnificationXref
id: CPD-8587
db: BioCyc

Cytochrome P450 2D6
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cytochrome P450 2D6

SubPathwayControl669
type: Interaction
name: InhibitorySubPathwayControl
name: SubPathway669Control
participant: HIV Reverse Transcriptase

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

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

Compound/PW C040607 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: 2-Hydroxynevirapine glucuronide
stoichiometric coefficient: 1.0

Adenosine triphosphate
type: SmallMolecule
cellular location: Cell Membrane
entity reference: Adenosine triphosphate

Reference/CAS 129618-40-2
type: UnificationXref
id: 129618-40-2
db: CAS

Reference/HMDB HMDB0001341
type: UnificationXref
id: HMDB0001341
db: HMDB

Compound/PW C040606 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: 12-Hydroxynevirapine glucuronide
stoichiometric coefficient: 1.0

Compound/PW C008646 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 12-Hydroxynevirapine
stoichiometric coefficient: 1.0

Reference/ChemSpider 5675
type: UnificationXref
id: 5675
db: ChemSpider

Reference/HMDB HMDB0000935
type: UnificationXref
id: HMDB0000935
db: HMDB

Water
type: SmallMolecule
cellular location: Cell Membrane
entity reference: Water

Reference/KEGG Compound C00167
type: UnificationXref
id: C00167
db: KEGG Compound

ChemicalStructure/PW C001034
type: ChemicalStructure
structure format: SMILES

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

ReactionCatalysis1856
type: Catalysis
controller: UDP-glucuronosyltransferase 1-10
controlled: 2.4.1.17
control type: ACTIVATION

ReactionCatalysis1855
type: Catalysis
controller: UDP-glucuronosyltransferase 1-10
controlled: 2.4.1.17
control type: ACTIVATION

ReactionCatalysis1858
type: Catalysis
controller: UDP-glucuronosyltransferase 1-10
controlled: 2.4.1.17
control type: ACTIVATION

ReactionCatalysis1857
type: Catalysis
controller: UDP-glucuronosyltransferase 1-10
controlled: 2.4.1.17
control type: ACTIVATION

Uridine 5'-diphosphate
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 17659
xref: Reference/PubChem-compound 6031
xref: Reference/CAS 58-98-0
xref: Reference/HMDB HMDB0000295
xref: Reference/KEGG Compound C00015
xref: Reference/ChemSpider 5809
xref: Reference/BioCyc UDP
chemical formula: C9H14N2O12P2
molecular weight: 404.0022
structure: ChemicalStructure/PW C000201

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

Compound/PW C040610 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: 8-Hydroxynevirapine glucuronide
stoichiometric coefficient: 1.0

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

Reference/ChEBI CHEBI 15422
type: UnificationXref
id: CHEBI:15422
db: ChEBI

Reference/ChemSpider 30778632
type: UnificationXref
id: 30778632
db: ChemSpider

Homo sapiens
type: BioSource
xref: Reference/TAXONOMY 9606

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

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

Compound/PW C040609 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4-Carboxynevirapine
stoichiometric coefficient: 1.0

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

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

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

Compound/PW C040608 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-Hydroxynevirapine glucuronide
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 155605
type: UnificationXref
id: CHEBI:155605
db: ChEBI

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

Compound/PW C040610 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 8-Hydroxynevirapine glucuronide
stoichiometric coefficient: 1.0

12-Hydroxynevirapine glucuronide
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 12-Hydroxynevirapine glucuronide

Reference/ChemSpider 16522
type: UnificationXref
id: 16522
db: ChemSpider

ReactionCoupledTransport60
type: TransportWithBiochemicalReaction
participant stoichiometry: Compound/PW C001104 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000414 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001034 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040608 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Cell Membrane/Stoichiometry/1.0
right: Adenosine diphosphate
right: Phosphate
right: 3-Hydroxynevirapine glucuronide
spontaneous: false
left: 3-Hydroxynevirapine glucuronide
left: Adenosine triphosphate
left: Water
name: 3-Hydroxynevirapine glucuronide + Adenosine triphosphate + Water → 3-Hydroxynevirapine glucuronide + Adenosine diphosphate + Phosphate
conversion direction: LEFT_TO_RIGHT

3-Hydroxynevirapine
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 3-Hydroxynevirapine

Adenosine triphosphate
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 15422
xref: Reference/PubChem-compound 5957
xref: Reference/HMDB HMDB0000538
xref: Reference/CAS 56-65-5
xref: Reference/ChemSpider 5742
xref: Reference/BioCyc ATP
xref: Reference/KEGG Compound C00002
chemical formula: C10H16N5O13P3
molecular weight: 506.99576
structure: ChemicalStructure/PW C000414

Reference/UniProt Q5T3U5
type: UnificationXref
id: Q5T3U5
db: UniProt

Reference/HMDB HMDB0013911
type: UnificationXref
id: HMDB0013911
db: HMDB

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

Reference/HMDB HMDB0013912
type: UnificationXref
id: HMDB0013912
db: HMDB

ReactionCoupledTransport59
type: TransportWithBiochemicalReaction
participant stoichiometry: Compound/PW C001104 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040610 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000414 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001034 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Cell Membrane/Stoichiometry/1.0
right: Adenosine diphosphate
right: Phosphate
right: 8-Hydroxynevirapine glucuronide
spontaneous: false
left: 8-Hydroxynevirapine glucuronide
left: Adenosine triphosphate
left: Water
name: 8-Hydroxynevirapine glucuronide + Adenosine triphosphate + Water → 8-Hydroxynevirapine glucuronide + Adenosine diphosphate + Phosphate
conversion direction: LEFT_TO_RIGHT

4-Carboxynevirapine
type: SmallMolecule
cellular location: Cytoplasm
entity reference: 4-Carboxynevirapine

Reference/ChEBI CHEBI 16761
type: UnificationXref
id: CHEBI:16761
db: ChEBI

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

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

8-Hydroxynevirapine
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 8-Hydroxynevirapine

Reference/KEGG Compound C07263
type: UnificationXref
id: C07263
db: KEGG Compound

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

ReactionCoupledTransport58
type: TransportWithBiochemicalReaction
participant stoichiometry: Compound/PW C040607 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001104 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000414 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001034 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Cell Membrane/Stoichiometry/1.0
right: Adenosine diphosphate
right: Phosphate
right: 2-Hydroxynevirapine glucuronide
spontaneous: false
left: 2-Hydroxynevirapine glucuronide
left: Adenosine triphosphate
left: Water
name: 2-Hydroxynevirapine glucuronide + Adenosine triphosphate + Water → 2-Hydroxynevirapine glucuronide + Adenosine diphosphate + Phosphate
conversion direction: LEFT_TO_RIGHT

Compound/PW C000746 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Uridine diphosphate glucuronic acid
stoichiometric coefficient: 1.0

ReactionCoupledTransport57
type: TransportWithBiochemicalReaction
participant stoichiometry: Compound/PW C001104 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000414 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001034 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040606 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Cell Membrane/Stoichiometry/1.0
right: Adenosine diphosphate
right: Phosphate
right: 12-Hydroxynevirapine glucuronide
spontaneous: false
left: Adenosine triphosphate
left: Water
left: 12-Hydroxynevirapine glucuronide
name: 12-Hydroxynevirapine glucuronide + Adenosine triphosphate + Water → 12-Hydroxynevirapine glucuronide + Adenosine diphosphate + Phosphate
conversion direction: LEFT_TO_RIGHT

Reference/UniProt P20815
type: UnificationXref
id: P20815
db: UniProt

Reference/UniProt P20813
type: UnificationXref
id: P20813
db: UniProt

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

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

Reference/UniProt P10635
type: UnificationXref
id: P10635
db: UniProt

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

Reference/ChemSpider 5800
type: UnificationXref
id: 5800
db: ChemSpider

Reference/CAS 58-98-0
type: UnificationXref
id: 58-98-0
db: CAS

Compound/PW C040608 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-Hydroxynevirapine glucuronide
stoichiometric coefficient: 1.0

Reference/PubChem-compound 10978907
type: UnificationXref
id: 10978907
db: PubChem-compound

Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 1.0

Reference/KEGG Compound C00080
type: UnificationXref
id: C00080
db: KEGG Compound

Compound/PW C000201 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Uridine 5'-diphosphate
stoichiometric coefficient: 1.0

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

Reference/HMDB HMDB0013913
type: UnificationXref
id: HMDB0013913
db: HMDB

Reference/HMDB HMDB0013914
type: UnificationXref
id: HMDB0013914
db: HMDB

Reference/ChemSpider 399285
type: UnificationXref
id: 399285
db: ChemSpider

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

Reference/HMDB HMDB0000295
type: UnificationXref
id: HMDB0000295
db: HMDB

Compound/PW C008780 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Nevirapine
stoichiometric coefficient: 1.0

Reference/ChemSpider 5809
type: UnificationXref
id: 5809
db: ChemSpider

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

Cell Membrane
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005886

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

Reference/ChEBI CHEBI 15378
type: UnificationXref
id: CHEBI:15378
db: ChEBI

ChemicalStructure/PW C040034
type: ChemicalStructure
structure format: SMILES
structure data: [H+]

Reference/CAS 14265-44-2
type: UnificationXref
id: 14265-44-2
db: CAS

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

Reference/CAS 58-64-0
type: UnificationXref
id: 58-64-0
db: CAS

8-Hydroxynevirapine glucuronide
type: SmallMolecule
cellular location: Cell Membrane
entity reference: 8-Hydroxynevirapine glucuronide

ChemicalStructure/PW C000414
type: ChemicalStructure
structure format: SMILES

Reference/PubChem-compound 5886
type: UnificationXref
id: 5886
db: PubChem-compound

2-Hydroxynevirapine glucuronide
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 2-Hydroxynevirapine glucuronide

Reference/PubChem-compound 10709035
type: UnificationXref
id: 10709035
db: PubChem-compound

3-Hydroxynevirapine
type: SmallMoleculeReference
xref: Reference/ChemSpider 9154108
xref: Reference/HMDB HMDB0013914
xref: Reference/PubChem-compound 10978907
chemical formula: C15H14N4O2
molecular weight: 282.11166
structure: ChemicalStructure/PW C008649

8-Hydroxynevirapine
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0013913
xref: Reference/ChemSpider 8930647
xref: Reference/PubChem-compound 10755325
chemical formula: C15H14N4O2
molecular weight: 282.11166
structure: ChemicalStructure/PW C008648

2-Hydroxynevirapine
type: SmallMoleculeReference
xref: Reference/PubChem-compound 10850461
xref: Reference/HMDB HMDB0013912
xref: Reference/ChemSpider 9025755
chemical formula: C15H14N4O2
molecular weight: 282.11166
structure: ChemicalStructure/PW C008647

12-Hydroxynevirapine
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 155605
xref: Reference/HMDB HMDB0013911
xref: Reference/ChemSpider 399285
xref: Reference/PubChem-compound 453338
chemical formula: C15H14N4O2
molecular weight: 282.11166
structure: ChemicalStructure/PW C008646

Retinal dehydrogenase 1
type: ProteinReference
xref: Reference/UniProt P00352
organism: BiologicalState10

Nevirapine Metabolism Pathway
type: Pathway
pathway order: PathwayEnzymeReaction/3551
pathway order: PathwayEnzymeReaction/3530
pathway order: PathwayEnzymeReaction/3542
pathway order: PathwaySubPathway/669
pathway order: PathwayEnzymeReaction/3532
pathway order: PathwayTransport/2552
pathway order: PathwayTransport/2553
pathway order: PathwayTransport/2550
pathway order: PathwayTransport/2551
pathway order: PathwayEnzymeReaction/3550
pathway order: PathwayEnzymeReaction/3526
pathway order: PathwayEnzymeReaction/3537
pathway order: PathwayEnzymeReaction/3548
pathway order: PathwayEnzymeReaction/3549
pathway order: PathwayEnzymeReaction/3528
pathway order: PathwayEnzymeReaction/3529
pathway order: PathwayEnzymeReaction/3533
pathway order: PathwayEnzymeReaction/3544
pathway order: PathwayEnzymeReaction/3534
pathway order: PathwayEnzymeReaction/3545
pathway order: PathwayEnzymeReaction/3535
pathway order: PathwayEnzymeReaction/3546
pathway order: PathwayEnzymeReaction/3536
pathway order: PathwayEnzymeReaction/3547
pathway component: TransportCatalysis141
pathway component: TransportCatalysis140
pathway component: SubPathwayControl669
pathway component: ReactionCatalysis1819
pathway component: ReactionCoupledTransportCatalysis72
pathway component: ReactionCoupledTransportCatalysis71
pathway component: ReactionCatalysis1821
pathway component: ReactionCatalysis1820
pathway component: ReactionCoupledTransportCatalysis73
pathway component: ReactionCatalysis1823
pathway component: ReactionCatalysis1822
pathway component: ReactionCatalysis1825
pathway component: ReactionCoupledTransportCatalysis70
pathway component: ReactionCatalysis1824
pathway component: TransportCatalysis139
pathway component: TransportCatalysis138
pathway component: ReactionCoupledTransport60
pathway component: Transport186
pathway component: Transport183
pathway component: Transport185
pathway component: 1.2.1.36
pathway component: Transport184
pathway component: ReactionCatalysis1827
pathway component: ReactionCatalysis1826
pathway component: ReactionCoupledTransport59
pathway component: ReactionCatalysis1828
pathway component: ReactionCatalysis1856
pathway component: ReactionCatalysis1833
pathway component: ReactionCatalysis1855
pathway component: ReactionCatalysis1858
pathway component: ReactionCoupledTransport58
pathway component: ReactionCatalysis1857
pathway component: ReactionCoupledTransport57
pathway component: 2.4.1.17
pathway component: Reaction1983
pathway component: 1.14.13.-
pathway component: Reaction1981
pathway component: Reaction1982
xref: Reference/SMPDB SMP0000642
xref: Reference/PathWhiz PW000618
organism: Homo sapiens

ChemicalStructure/PW C040606
type: ChemicalStructure
structure format: SMILES

Reference/PubChem-compound 4463
type: UnificationXref
id: 4463
db: PubChem-compound

ReactionCatalysis1819
type: Catalysis
controller: Cytochrome P450 3A4
controlled: Reaction1981
control type: ACTIVATION

ChemicalStructure/PW C040609
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C040608
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C040607
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C000746
type: ChemicalStructure
structure format: SMILES

Reference/PubChem-compound 22833512
type: UnificationXref
id: 22833512
db: PubChem-compound

ReactionCatalysis1821
type: Catalysis
controller: Cytochrome P450 2C9
controlled: Reaction1981
control type: ACTIVATION

ReactionCatalysis1820
type: Catalysis
controller: Cytochrome P450 3A5
controlled: Reaction1981
control type: ACTIVATION

ReactionCatalysis1823
type: Catalysis
controller: Cytochrome P450 3A4
controlled: Reaction1982
control type: ACTIVATION

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

ReactionCatalysis1822
type: Catalysis
controller: Cytochrome P450 2D6
controlled: Reaction1981
control type: ACTIVATION

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

ReactionCatalysis1825
type: Catalysis
controller: Cytochrome P450 3A4
controlled: Reaction1983
control type: ACTIVATION

ReactionCatalysis1824
type: Catalysis
controller: Cytochrome P450 3A5
controlled: Reaction1982
control type: ACTIVATION

Reference/ChEBI CHEBI 63613
type: UnificationXref
id: CHEBI:63613
db: ChEBI

Uridine 5'-diphosphate
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Uridine 5'-diphosphate

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

Reference/PubChem-compound 1061
type: UnificationXref
id: 1061
db: PubChem-compound

Reference/PubChem-compound 10850461
type: UnificationXref
id: 10850461
db: PubChem-compound

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

Reference/ChEBI CHEBI 17659
type: UnificationXref
id: CHEBI:17659
db: ChEBI

Reference/HMDB HMDB0059597
type: UnificationXref
id: HMDB0059597
db: HMDB

ChemicalStructure/PW C040610
type: ChemicalStructure
structure format: SMILES

ReactionCatalysis1827
type: Catalysis
controller: Cytochrome P450 2D6
controlled: Reaction1983
control type: ACTIVATION

ReactionCatalysis1826
type: Catalysis
controller: Cytochrome P450 2B6
controlled: Reaction1983
control type: ACTIVATION

Reference/ChemSpider 9025755
type: UnificationXref
id: 9025755
db: ChemSpider

ReactionCatalysis1828
type: Catalysis
controller: Cytochrome P450 2B6
controlled: 1.14.13.-
control type: ACTIVATION

Adenosine diphosphate
type: SmallMolecule
cellular location: Cell Membrane
entity reference: Adenosine diphosphate

ReactionCatalysis1833
type: Catalysis
controller: Retinal dehydrogenase 1
controlled: 1.2.1.36
control type: ACTIVATION

3-Hydroxynevirapine glucuronide
type: SmallMolecule
cellular location: Cytosol
entity reference: 3-Hydroxynevirapine glucuronide

Multidrug resistance-associated protein 7
type: Protein
cellular location: Cell Membrane
entity reference: Multidrug resistance-associated protein 7