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

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

Reference/KEGG Compound C07622
type: UnificationXref
id: C07622
db: KEGG Compound

ChemicalStructure/PW C113259
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C113258
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C113257
type: ChemicalStructure
structure format: SMILES

Reference/CAS 50722-58-2
type: UnificationXref
id: 50722-58-2
db: CAS

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

Unknown
type: ProteinReference
organism: BiologicalState973

Carbonyl reductase [NADPH] 1
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Carbonyl reductase [NADPH] 1

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

Compound/PW C113261 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: UK-51,060
stoichiometric coefficient: 1.0

2.4.1.17
type: BiochemicalReaction
participant stoichiometry: Compound/PW C113263 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113262 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C007834 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040980 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Voriconazole O-glucuronide derivative (1)
right: UDP
right: Hydrogen Ion
spontaneous: false
EC number: 2.4.1.17
left: UK-215,364
left: UDP-D-galacturonate
name: UDP-D-galacturonate + UK-215,364 ↔ Hydrogen Ion + UDP + Voriconazole O-glucuronide derivative (1)
conversion direction: REVERSIBLE

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

Cytochrome P450 3A4
type: ProteinReference
xref: Reference/UniProt P08684
organism: BiologicalState973

Reference/ChEBI CHEBI 58223
type: UnificationXref
id: CHEBI:58223
db: ChEBI

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

Reference/ChemSpider 511198
type: UnificationXref
id: 511198
db: ChemSpider

Reaction218801
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113262 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113261 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: UK-215,364
right: NADP
spontaneous: false
left: UK-51,060
left: NADPH
left: Hydrogen Ion
name: Hydrogen Ion + NADPH + UK-51,060 ↔ NADP + UK-215,364
conversion direction: REVERSIBLE

Reaction218800
type: BiochemicalReaction
participant stoichiometry: Compound/PW C113258 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113261 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: UK-51,060
spontaneous: false
left: Voriconazole N-Oxide
name: Voriconazole N-Oxide → UK-51,060
conversion direction: LEFT_TO_RIGHT

Canalicular multispecific organic anion transporter 2
type: ProteinReference
xref: Reference/UniProt O15438

Reference/UniProt O15438
type: UnificationXref
id: O15438
db: UniProt

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

Reference/UniProt O15439
type: UnificationXref
id: O15439
db: UniProt

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

Reference/PathWhiz PW126994
type: UnificationXref
id: PW126994
db: PathWhiz

ChemicalStructure/PW C113263
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C113262
type: ChemicalStructure
structure format: SMILES
structure data: OC(CN1C=NC=N1)C1=C(F)C=C(F)C=C1

ChemicalStructure/PW C113261
type: ChemicalStructure
structure format: SMILES
structure data: FC1=CC(F)=C(C=C1)C(=O)CN1C=NC=N1

Reference/CAS 137234-62-9
type: UnificationXref
id: 137234-62-9
db: CAS

Reference/UniProt P33261
type: UnificationXref
id: P33261
db: UniProt

UDP
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 58223
chemical formula: C9H14N2O12P2
molecular weight: 404.0022
structure: ChemicalStructure/PW C040980

Compound/PW C113262/Stoichiometry/1.0
type: Stoichiometry
physical entity: UK-215,364
stoichiometric coefficient: 1.0

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

Reference/ChemSpider 4932107
type: UnificationXref
id: 4932107
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

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

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

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

Urinary excretion
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway118253
pathway component: SubPathwayInteraction118253
name: SubPathway

Reference/UniProt P16152
type: UnificationXref
id: P16152
db: UniProt

Reference/HMDB HMDB0014720
type: UnificationXref
id: HMDB0014720
db: HMDB

Reference/HMDB HMDB0012302
type: UnificationXref
id: HMDB0012302
db: HMDB

Compound/PW C113259/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4-Hydroxyvoriconazole 4-O-glucuronide
stoichiometric coefficient: 1.0

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

Voriconazole
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0014720
xref: Reference/ChemSpider 64684
xref: Reference/ChEBI CHEBI 10023
xref: Reference/CAS 137234-62-9
xref: Reference/PubChem-compound 71616
xref: Reference/KEGG Compound C07622
chemical formula: C16H14F3N5O
molecular weight: 349.11505
structure: ChemicalStructure/PW C009072

Reference/ChEBI CHEBI 10023
type: UnificationXref
id: CHEBI:10023
db: ChEBI

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

Cytochrome P450 2C19
type: ProteinReference
xref: Reference/UniProt P33261
organism: BiologicalState973

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

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

Compound/PW C113257 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4-Hydroxyvoriconazole
stoichiometric coefficient: 1.0

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

Reaction218797
type: BiochemicalReaction
participant stoichiometry: Compound/PW C113257 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 C009072 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: 4-Hydroxyvoriconazole
right: Hydrogen Ion
right: NADP
spontaneous: false
left: Oxygen
left: Voriconazole
left: NADPH
name: NADPH + Oxygen + Voriconazole → 4-Hydroxyvoriconazole + Hydrogen Ion + NADP + Water
conversion direction: LEFT_TO_RIGHT

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

UDP-glucuronosyltransferase 1-3
type: ProteinReference
xref: Reference/UniProt P35503
organism: BiologicalState973

Compound/PW C113257/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4-Hydroxyvoriconazole
stoichiometric coefficient: 1.0

Reaction218799
type: BiochemicalReaction
participant stoichiometry: Compound/PW C113257 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113259 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000746 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040980 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 4-Hydroxyvoriconazole 4-O-glucuronide
right: UDP
right: Hydrogen Ion
spontaneous: false
left: Uridine diphosphate glucuronic acid
left: 4-Hydroxyvoriconazole
name: 4-Hydroxyvoriconazole + Uridine diphosphate glucuronic acid ↔ 4-Hydroxyvoriconazole 4-O-glucuronide + Hydrogen Ion + UDP
conversion direction: REVERSIBLE

Reaction218798
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113258 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C009072 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: Oxygen
right: Voriconazole N-Oxide
right: NADP
spontaneous: false
left: Oxygen
left: Voriconazole
left: NADPH
name: NADPH + Oxygen + Voriconazole → NADP + Oxygen + Voriconazole N-Oxide + Water
conversion direction: LEFT_TO_RIGHT

Compound/PW C113259 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4-Hydroxyvoriconazole 4-O-glucuronide
stoichiometric coefficient: 1.0

Compound/PW C113262 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: UK-215,364
stoichiometric coefficient: 1.0

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

UDP-glucuronosyltransferase 1-3
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: UDP-glucuronosyltransferase 1-3

Compound/PW C040980 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: UDP
stoichiometric coefficient: 1.0

ChemicalStructure/PW C009072
type: ChemicalStructure
structure format: SMILES

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

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

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

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

ChemicalStructure/PW C000143
type: ChemicalStructure
structure format: SMILES

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

Multidrug resistance-associated protein 4
type: Protein
entity reference: Multidrug resistance-associated protein 4

ChemicalStructure/PW C000146
type: ChemicalStructure
structure format: SMILES

UDP-D-galacturonate
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0012302
xref: Reference/CAS 50722-58-2
xref: Reference/ChemSpider 21864803
xref: Reference/KEGG Compound C00617
xref: Reference/BioCyc UDP-D-GALACTURONATE
xref: Reference/ChEBI CHEBI 16085
xref: Reference/PubChem-compound 15592253
chemical formula: C15H22N2O18P2
molecular weight: 580.0343
structure: ChemicalStructure/PW C007834

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

UDP-D-galacturonate
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: UDP-D-galacturonate

Reference/SMPDB SMP0125454
type: UnificationXref
id: SMP0125454
db: SMPDB

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

4-Hydroxyvoriconazole 4-O-glucuronide
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 4-Hydroxyvoriconazole 4-O-glucuronide

Reference/PubChem-compound 71616
type: UnificationXref
id: 71616
db: PubChem-compound

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

Reference/BioCyc UDP-D-GALACTURONATE
type: UnificationXref
id: UDP-D-GALACTURONATE
db: BioCyc

Reference/ChemSpider 64684
type: UnificationXref
id: 64684
db: ChemSpider

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

Compound/PW C113263/Stoichiometry/1.0
type: Stoichiometry
physical entity: Voriconazole O-glucuronide derivative (1)
stoichiometric coefficient: 1.0

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

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

Reference/SMPDB SMP0125441
type: UnificationXref
id: SMP0125441
db: SMPDB

4-Hydroxyvoriconazole
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 4-Hydroxyvoriconazole

Solute carrier family 22 member 1
type: Protein
entity reference: Solute carrier family 22 member 1

Reference/PubChem-compound 15592253
type: UnificationXref
id: 15592253
db: PubChem-compound

ChemicalStructure/PW C040980
type: ChemicalStructure
structure format: SMILES

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

Compound/PW C113258 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Voriconazole N-Oxide
stoichiometric coefficient: 1.0

Voriconazole Metabolism
type: Pathway
pathway order: PathwayTransport/2510516
pathway order: PathwayEnzymeReaction/2510501
pathway order: PathwayTransport/2510514
pathway order: PathwayEnzymeReaction/2510502
pathway order: PathwayTransport/2510515
pathway order: PathwayTransport/2510509
pathway order: PathwayTransport/2510507
pathway order: PathwaySubPathway/118252
pathway order: PathwayTransport/2510508
pathway order: PathwayTransport/2510519
pathway order: PathwaySubPathway/118253
pathway order: PathwayEnzymeReaction/2510503
pathway order: PathwayTransport/2510512
pathway order: PathwayEnzymeReaction/2510504
pathway order: PathwayTransport/2510513
pathway order: PathwayEnzymeReaction/2510505
pathway order: PathwayTransport/2510500
pathway order: PathwayEnzymeReaction/2510506
pathway order: PathwayTransport/2510511
pathway component: Reaction218797
pathway component: ReactionCatalysis208239
pathway component: Transport14447
pathway component: ReactionCatalysis208238
pathway component: Transport14446
pathway component: Reaction218799
pathway component: ReactionCatalysis208237
pathway component: Reaction218798
pathway component: Transport14448
pathway component: Transport14443
pathway component: Transport14442
pathway component: ReactionCatalysis208233
pathway component: Transport14445
pathway component: Transport14444
pathway component: Transport14441
pathway component: Transport14440
pathway component: Urinary excretion
pathway component: 2.4.1.17
pathway component: Transport14439
pathway component: Voriconazole Pathway
pathway component: ReactionCatalysis208229
pathway component: Reaction218801
pathway component: Reaction218800
pathway component: Transport14438
pathway component: TransportCatalysis5291
pathway component: TransportCatalysis5292
pathway component: TransportCatalysis5290
pathway component: ReactionCatalysis208240
pathway component: TransportCatalysis5299
pathway component: TransportCatalysis5297
pathway component: TransportCatalysis5298
pathway component: TransportCatalysis5295
pathway component: TransportCatalysis5296
pathway component: TransportCatalysis5293
pathway component: TransportCatalysis5294
xref: Reference/SMPDB SMP0125454
xref: Reference/PathWhiz PW127009
organism: Homo sapiens

4-Hydroxyvoriconazole 4-O-glucuronide
type: SmallMolecule
entity reference: 4-Hydroxyvoriconazole 4-O-glucuronide
name: SubPathwayInput

Voriconazole N-Oxide
type: SmallMolecule
entity reference: Voriconazole N-Oxide
name: SubPathwayInput

4-Hydroxyvoriconazole
type: SmallMolecule
entity reference: 4-Hydroxyvoriconazole
name: SubPathwayInput

Voriconazole N-Oxide
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Voriconazole N-Oxide

Compound/PW C113263 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Voriconazole O-glucuronide derivative (1)
stoichiometric coefficient: 1.0

Carbonyl reductase [NADPH] 1
type: ProteinReference
xref: Reference/UniProt P16152
organism: BiologicalState973

ReactionCatalysis208229
type: Catalysis
controller: Cytochrome P450 3A4
controlled: Reaction218797
control type: ACTIVATION

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

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

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

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

Reference/HMDB HMDB0060893
type: UnificationXref
id: HMDB0060893
db: HMDB

Reference/ChemSpider 21864803
type: UnificationXref
id: 21864803
db: ChemSpider

Reference/KEGG Compound C00617
type: UnificationXref
id: C00617
db: KEGG Compound

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

Multidrug resistance-associated protein 4
type: ProteinReference
xref: Reference/UniProt O15439

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

4-Hydroxyvoriconazole
type: SmallMoleculeReference
xref: Reference/ChemSpider 48060780
chemical formula: C16H14F3N5O2
molecular weight: 365.10995
structure: ChemicalStructure/PW C113257

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

Voriconazole N-Oxide
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0060893
xref: Reference/ChemSpider 8219919
xref: Reference/ChEBI CHEBI 175687
chemical formula: C16H14F3N5O2
molecular weight: 365.10995
structure: ChemicalStructure/PW C113258

4-Hydroxyvoriconazole 4-O-glucuronide
type: SmallMoleculeReference
chemical formula: C22H22F3N5O8
molecular weight: 541.142
structure: ChemicalStructure/PW C113259

Voriconazole O-glucuronide derivative (1)
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Voriconazole O-glucuronide derivative (1)

Reference/UniProt P46059
type: UnificationXref
id: P46059
db: UniProt

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

Compound/PW C009072 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Voriconazole
stoichiometric coefficient: 1.0

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

Reference/UniProt P35503
type: UnificationXref
id: P35503
db: UniProt

UK-215,364
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: UK-215,364

Voriconazole Pathway
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway118252
pathway component: SubPathwayInteraction118252
xref: Reference/SMPDB SMP0125441
xref: Reference/PathWhiz PW126994
name: SubPathway

Reference/ChemSpider 8219919
type: UnificationXref
id: 8219919
db: ChemSpider

Reference/ChEBI CHEBI 16085
type: UnificationXref
id: CHEBI:16085
db: ChEBI

BiologicalState973
type: BioSource
cell type: Hepatocyte
xref: Reference/TAXONOMY 9606
name: Homo sapiens, Liver, Hepatocyte
tissue: Liver

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

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

UK-51,060
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: UK-51,060

Cytochrome P450 2C19
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cytochrome P450 2C19

Voriconazole O-glucuronide derivative (1)
type: SmallMoleculeReference
chemical formula: C16H18FN3O8
molecular weight: 399.1078
structure: ChemicalStructure/PW C113263

Voriconazole O-glucuronide derivative (1)
type: SmallMolecule
entity reference: Voriconazole O-glucuronide derivative (1)
name: SubPathwayInput

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

UK-215,364
type: SmallMolecule
entity reference: UK-215,364
name: SubPathwayInput

UK-51,060
type: SmallMolecule
entity reference: UK-51,060
name: SubPathwayInput

UK-51,060
type: SmallMoleculeReference
xref: Reference/ChemSpider 511198
chemical formula: C10H7F2N3O
molecular weight: 223.05573
structure: ChemicalStructure/PW C113261

UK-215,364
type: SmallMoleculeReference
xref: Reference/ChemSpider 4932107
chemical formula: C10H9F2N3O
molecular weight: 225.07137
structure: ChemicalStructure/PW C113262

Solute carrier family 15 member 1
type: Protein
entity reference: Solute carrier family 15 member 1

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

Voriconazole
type: SmallMolecule
entity reference: Voriconazole
name: SubPathwayInput

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

Solute carrier family 22 member 1
type: ProteinReference
xref: Reference/UniProt O15245

Reference/UniProt O15245
type: UnificationXref
id: O15245
db: UniProt

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

Transport14447
type: Transport
participant stoichiometry: Compound/PW C009072/Stoichiometry/1.0
right: Voriconazole
spontaneous: false
left: Voriconazole
name: Voriconazole (→) Transport: Homo sapiens, Intestine, Epithelial Cell to Homo sapiens, Blood Vessel
conversion direction: LEFT_TO_RIGHT

Reference/ChEBI CHEBI 175687
type: UnificationXref
id: CHEBI:175687
db: ChEBI

Transport14446
type: Transport
participant stoichiometry: Compound/PW C113263 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113263/Stoichiometry/1.0
right: Voriconazole O-glucuronide derivative (1)
spontaneous: false
left: Voriconazole O-glucuronide derivative (1)
name: Voriconazole O-glucuronide derivative (1) (→) Transport: Homo sapiens, Liver, Hepatocyte, Endoplasmic Reticulum Membrane to Homo sapiens, Blood Vessel
conversion direction: LEFT_TO_RIGHT

Transport14448
type: Transport
participant stoichiometry: Compound/PW C009072/Stoichiometry/1.0
right: Voriconazole
spontaneous: false
left: Voriconazole
name: Voriconazole (→) Transport: Homo sapiens, Intestine to Homo sapiens, Intestine, Epithelial Cell
conversion direction: LEFT_TO_RIGHT

Transport14443
type: Transport
participant stoichiometry: Compound/PW C113262/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113262 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: UK-215,364
spontaneous: false
left: UK-215,364
name: UK-215,364 (→) Transport: Homo sapiens, Liver, Hepatocyte, Endoplasmic Reticulum Membrane to Homo sapiens, Blood Vessel
conversion direction: LEFT_TO_RIGHT

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

Transport14442
type: Transport
participant stoichiometry: Compound/PW C113261 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113261/Stoichiometry/1.0
right: UK-51,060
spontaneous: false
left: UK-51,060
name: UK-51,060 (→) Transport: Homo sapiens, Liver, Hepatocyte, Endoplasmic Reticulum Membrane to Homo sapiens, Blood Vessel
conversion direction: LEFT_TO_RIGHT

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

Transport14445
type: Transport
participant stoichiometry: Compound/PW C113259/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113259 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 4-Hydroxyvoriconazole 4-O-glucuronide
spontaneous: false
left: 4-Hydroxyvoriconazole 4-O-glucuronide
name: 4-Hydroxyvoriconazole 4-O-glucuronide (→) Transport: Homo sapiens, Liver, Hepatocyte, Endoplasmic Reticulum Membrane to Homo sapiens, Blood Vessel
conversion direction: LEFT_TO_RIGHT

Transport14444
type: Transport
participant stoichiometry: Compound/PW C113257 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113257/Stoichiometry/1.0
right: 4-Hydroxyvoriconazole
spontaneous: false
left: 4-Hydroxyvoriconazole
name: 4-Hydroxyvoriconazole (→) Transport: Homo sapiens, Liver, Hepatocyte, Endoplasmic Reticulum Membrane to Homo sapiens, Blood Vessel
conversion direction: LEFT_TO_RIGHT

Transport14441
type: Transport
participant stoichiometry: Compound/PW C009072/Stoichiometry/1.0
participant stoichiometry: Compound/PW C009072 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Voriconazole
spontaneous: false
left: Voriconazole
name: Voriconazole (→) Transport: Homo sapiens, Liver, Hepatocyte, Endoplasmic Reticulum Membrane to Homo sapiens, Blood Vessel
conversion direction: LEFT_TO_RIGHT

Unknown
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Unknown

Transport14440
type: Transport
participant stoichiometry: Compound/PW C113258/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113258 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Voriconazole N-Oxide
spontaneous: false
left: Voriconazole N-Oxide
name: Voriconazole N-Oxide (→) Transport: Homo sapiens, Liver, Hepatocyte, Endoplasmic Reticulum Membrane to Homo sapiens, Blood Vessel
conversion direction: LEFT_TO_RIGHT

Canalicular multispecific organic anion transporter 2
type: Protein
entity reference: Canalicular multispecific organic anion transporter 2

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

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

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

Transport14439
type: Transport
participant stoichiometry: Compound/PW C009072/Stoichiometry/1.0
participant stoichiometry: Compound/PW C009072 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Voriconazole
spontaneous: false
left: Voriconazole
name: Voriconazole (→) Transport: Homo sapiens, Blood Vessel to Homo sapiens, Liver, Hepatocyte, Endoplasmic Reticulum Membrane
conversion direction: LEFT_TO_RIGHT

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

Compound/PW C009072/Stoichiometry/1.0
type: Stoichiometry
physical entity: Voriconazole
stoichiometric coefficient: 1.0

Transport14438
type: Transport
participant stoichiometry: Compound/PW C009072/Stoichiometry/1.0
right: Voriconazole
spontaneous: true
left: Voriconazole
name: Voriconazole (→) Transport: Homo sapiens to Homo sapiens, Intestine
conversion direction: REVERSIBLE

TransportCatalysis5291
type: Catalysis
controller: Multidrug resistance-associated protein 4
controlled: Transport14440
control type: ACTIVATION

TransportCatalysis5292
type: Catalysis
controller: Multidrug resistance-associated protein 4
controlled: Transport14441
control type: ACTIVATION

Reference/PathWhiz PW127009
type: UnificationXref
id: PW127009
db: PathWhiz

TransportCatalysis5290
type: Catalysis
controller: Solute carrier family 22 member 1
controlled: Transport14439
control type: ACTIVATION

TransportCatalysis5299
type: Catalysis
controller: Solute carrier family 15 member 1
controlled: Transport14448
control type: ACTIVATION

TransportCatalysis5297
type: Catalysis
controller: Multidrug resistance-associated protein 4
controlled: Transport14446
control type: ACTIVATION

TransportCatalysis5298
type: Catalysis
controller: Canalicular multispecific organic anion transporter 2
controlled: Transport14447
control type: ACTIVATION

TransportCatalysis5295
type: Catalysis
controller: Multidrug resistance-associated protein 4
controlled: Transport14444
control type: ACTIVATION

TransportCatalysis5296
type: Catalysis
controller: Multidrug resistance-associated protein 4
controlled: Transport14445
control type: ACTIVATION

TransportCatalysis5293
type: Catalysis
controller: Multidrug resistance-associated protein 4
controlled: Transport14442
control type: ACTIVATION

TransportCatalysis5294
type: Catalysis
controller: Multidrug resistance-associated protein 4
controlled: Transport14443
control type: ACTIVATION

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

ReactionCatalysis208239
type: Catalysis
controller: Carbonyl reductase [NADPH] 1
controlled: Reaction218801
control type: ACTIVATION

ReactionCatalysis208238
type: Catalysis
controller: Unknown
controlled: Reaction218800
control type: ACTIVATION

ReactionCatalysis208237
type: Catalysis
controller: UDP-glucuronosyltransferase 1-3
controlled: Reaction218799
control type: ACTIVATION

ChemicalStructure/PW C000746
type: ChemicalStructure
structure format: SMILES

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

ReactionCatalysis208233
type: Catalysis
controller: Cytochrome P450 2C19
controlled: Reaction218798
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

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

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

Reference/ChemSpider 48060780
type: UnificationXref
id: 48060780
db: ChemSpider

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

SubPathwayInteraction118253
type: Interaction
name: SubPathwayReaction
name: SubPathway118253Reaction
participant: Voriconazole
participant: Voriconazole N-Oxide
participant: 4-Hydroxyvoriconazole
participant: Voriconazole O-glucuronide derivative (1)
participant: UK-215,364
participant: UK-51,060
participant: 4-Hydroxyvoriconazole 4-O-glucuronide

Compound/PW C113261/Stoichiometry/1.0
type: Stoichiometry
physical entity: UK-51,060
stoichiometric coefficient: 1.0

SubPathwayInteraction118252
type: Interaction
name: SubPathway118252Reaction
name: SubPathwayReaction
participant: Voriconazole

ChemicalStructure/PW C007834
type: ChemicalStructure
structure format: SMILES

ReactionCatalysis208240
type: Catalysis
controller: UDP-glucuronosyltransferase 1-3
controlled: 2.4.1.17
control type: ACTIVATION

Compound/PW C113258/Stoichiometry/1.0
type: Stoichiometry
physical entity: Voriconazole N-Oxide
stoichiometric coefficient: 1.0

Solute carrier family 15 member 1
type: ProteinReference
xref: Reference/UniProt P46059

Compound/PW C007834 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: UDP-D-galacturonate
stoichiometric coefficient: 1.0