Reference/HMDB HMDB0061000
type: UnificationXref
id: HMDB0061000
db: HMDB

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

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

Compound/PW C113154 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Reduced Haloperidol
stoichiometric coefficient: 1.0

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

Compound/PW C113157 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Haloperidol 1,2,3,6-tetrahydropyridine
stoichiometric coefficient: 1.0

Reference/PubChem-compound 3559
type: UnificationXref
id: 3559
db: PubChem-compound

Fluorobenzoylpropionic acid
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Fluorobenzoylpropionic acid

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

Unknown
type: ProteinReference
organism: BiologicalState26

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

Reduced Haloperidol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Reduced Haloperidol

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

Cytochrome P450 3A4
type: ProteinReference
xref: Reference/UniProt P08684
organism: BiologicalState26

Compound/PW C000143 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADP
stoichiometric coefficient: 1.0

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

Reference/HMDB HMDB0060951
type: UnificationXref
id: HMDB0060951
db: HMDB

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/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/HMDB HMDB0001520
type: UnificationXref
id: HMDB0001520
db: HMDB

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

FMNH2
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: FMNH2

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

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

ChemicalStructure/PW C009005
type: ChemicalStructure
structure format: SMILES

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

Reduced Haloperidol
type: SmallMolecule
cellular location: Cytosol
entity reference: Reduced Haloperidol

Reference/ChemSpider 3438
type: UnificationXref
id: 3438
db: ChemSpider

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

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

Compound/PW C001170 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Flavin Mononucleotide
stoichiometric coefficient: 1.0

Reference/PubChem-compound 445395
type: UnificationXref
id: 445395
db: PubChem-compound

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

Compound/PW C009005 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Haloperidol
stoichiometric coefficient: 1.0

ChemicalStructure/PW C000201
type: ChemicalStructure
structure format: SMILES

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

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

Reference/CAS 5666-16-0
type: UnificationXref
id: 5666-16-0
db: CAS

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/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

SubPathwayInteraction118084
type: Interaction
name: SubPathway118084Reaction
name: SubPathwayReaction
participant: 4-(4-chlorophenyl)-4-hydroxypiperidine
participant: Fluorobenzoylpropionic acid
participant: Haloperidol pyridinium ion derivative
participant: Haloperidol glucuronide
participant: 4-(4-Chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-pyridinium (HPP+)

Compound/PW C000146 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADPH
stoichiometric coefficient: 1.0

Compound/PW C113156 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Haloperidol pyridinium ion derivative
stoichiometric coefficient: 1.0

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

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

Compound/PW C000891 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: FMNH2
stoichiometric coefficient: 1.0

Compound/PW C113158 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Fluorobenzoylpropionic acid
stoichiometric coefficient: 1.0

Compound/PW C113161 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Haloperidol glucuronide
stoichiometric coefficient: 1.0

UDP-glucuronosyltransferase 1-9
type: ProteinReference
xref: Reference/UniProt O60656
organism: BiologicalState26

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

Reference/ChemSpider 154921
type: UnificationXref
id: 154921
db: ChemSpider

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

Hydrogen Ion
type: SmallMolecule
cellular location: Cytosol
entity reference: Hydrogen Ion

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

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

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

ChemicalStructure/PW C000143
type: ChemicalStructure
structure format: SMILES

Haloperidol glucuronide
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Haloperidol glucuronide

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

Reference/ChemSpider 559060
type: UnificationXref
id: 559060
db: ChemSpider

ChemicalStructure/PW C000146
type: ChemicalStructure
structure format: SMILES

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

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

Flavin Mononucleotide
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001520
xref: Reference/BioCyc FMN
xref: Reference/ChemSpider 559060
xref: Reference/CAS 146-17-8
xref: Reference/ChEBI CHEBI 17621
xref: Reference/PubChem-compound 643976
xref: Reference/KEGG Compound C00061
chemical formula: C17H21N4O9P
molecular weight: 456.1046
structure: ChemicalStructure/PW C001170

Reference/SMPDB SMP0125333
type: UnificationXref
id: SMP0125333
db: SMPDB

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

Compound/PW C040034 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 1.0

Compound/PW C000891 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: FMNH2
stoichiometric coefficient: 1.0

4-(4-Chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-pyridinium (HPP+)
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 4-(4-Chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-pyridinium (HPP+)

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

ReactionCatalysis208079
type: Catalysis
controller: Carbonyl reductase [NADPH] 1
controlled: Reaction218652
control type: ACTIVATION

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

Reference/PathWhiz PW126880
type: UnificationXref
id: PW126880
db: PathWhiz

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

Reference/ChEBI CHEBI 16048
type: UnificationXref
id: CHEBI:16048
db: ChEBI

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/HMDB HMDB0014645
type: UnificationXref
id: HMDB0014645
db: HMDB

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

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

ReactionCatalysis208086
type: Catalysis
controller: Unknown
controlled: Reaction218659
control type: ACTIVATION

Carbonyl reductase [NADPH] 1
type: Protein
cellular location: Cytosol
entity reference: Carbonyl reductase [NADPH] 1

ReactionCatalysis208085
type: Catalysis
controller: UDP-glucuronosyltransferase 1-9
controlled: 2.4.1.17
control type: ACTIVATION

Compound/PW C113156/Stoichiometry/1.0
type: Stoichiometry
physical entity: Haloperidol pyridinium ion derivative
stoichiometric coefficient: 1.0

ReactionCatalysis208084
type: Catalysis
controller: Cytochrome P450 3A4
controlled: 1.14.13.-
control type: ACTIVATION

ReactionCatalysis208083
type: Catalysis
controller: Cytochrome P450 3A4
controlled: 1.14.14.1
control type: ACTIVATION

ReactionCatalysis208082
type: Catalysis
controller: Cytochrome P450 3A4
controlled: Reaction218655
control type: ACTIVATION

ReactionCatalysis208081
type: Catalysis
controller: Cytochrome P450 3A4
controlled: 1.14.13.-
control type: ACTIVATION

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

ReactionCatalysis208080
type: Catalysis
controller: Cytochrome P450 3A4
controlled: 1.14.13.-
control type: ACTIVATION

Excretion
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway118084
pathway component: SubPathwayInteraction118084
name: SubPathway

BiologicalState26
type: BioSource
cell type: Hepatocyte
xref: Reference/TAXONOMY 9606
name: Homo sapiens, Liver, Hepatocyte
tissue: Liver

Haloperidol reduced pyridinium ion derivative
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Haloperidol reduced pyridinium ion derivative

Reference/ChEBI CHEBI 17621
type: UnificationXref
id: CHEBI:17621
db: ChEBI

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

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

Haloperidol Metabolism Pathway (New)
type: Pathway
pathway order: PathwayTransport/2509280
pathway order: PathwayTransport/2509281
pathway order: PathwayTransport/2509282
pathway order: PathwayTransport/2509283
pathway order: PathwayTransport/2509276
pathway order: PathwayTransport/2509277
pathway order: PathwayTransport/2509278
pathway order: PathwayTransport/2509279
pathway order: PathwayEnzymeReaction/2509268
pathway order: PathwayEnzymeReaction/2509269
pathway order: PathwayEnzymeReaction/2509266
pathway order: PathwayEnzymeReaction/2509267
pathway order: PathwaySubPathway/118084
pathway order: PathwayEnzymeReaction/2509271
pathway order: PathwayEnzymeReaction/2509272
pathway order: PathwayEnzymeReaction/2509275
pathway order: PathwayEnzymeReaction/2509274
pathway component: Excretion
pathway component: Reaction218659
pathway component: 1.14.13.-
pathway component: Reaction218652
pathway component: 2.4.1.17
pathway component: 1.14.14.1
pathway component: Reaction218655
pathway component: ReactionCatalysis208079
pathway component: Transport14318
pathway component: Transport14315
pathway component: Transport14314
pathway component: Transport14317
pathway component: Transport14316
pathway component: Transport14311
pathway component: TransportCatalysis5192
pathway component: TransportCatalysis5193
pathway component: Transport14313
pathway component: TransportCatalysis5191
pathway component: Transport14312
pathway component: ReactionCatalysis208086
pathway component: ReactionCatalysis208085
pathway component: ReactionCatalysis208084
pathway component: ReactionCatalysis208083
pathway component: ReactionCatalysis208082
pathway component: ReactionCatalysis208081
pathway component: ReactionCatalysis208080
pathway component: TransportCatalysis5196
pathway component: TransportCatalysis5197
pathway component: TransportCatalysis5194
pathway component: TransportCatalysis5195
xref: Reference/SMPDB SMP0125333
xref: Reference/PathWhiz PW126880
organism: Homo sapiens

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

Haloperidol
type: SmallMoleculeReference
xref: Reference/ChemSpider 3438
xref: Reference/HMDB HMDB0014645
xref: Reference/PubChem-compound 3559
xref: Reference/KEGG Compound C01814
xref: Reference/ChEBI CHEBI 5613
xref: Reference/CAS 52-86-8
chemical formula: C21H23ClFNO2
molecular weight: 375.14014
structure: ChemicalStructure/PW C009005

Reference/UniProt O60656
type: UnificationXref
id: O60656
db: UniProt

Flavin Mononucleotide
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Flavin Mononucleotide

Compound/PW C113159 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4-(4-chlorophenyl)-4-hydroxypiperidine
stoichiometric coefficient: 1.0

Compound/PW C113160 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4-(4-Chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-pyridinium (HPP+)
stoichiometric coefficient: 1.0

Carbonyl reductase [NADPH] 1
type: ProteinReference
xref: Reference/UniProt P16152
organism: BiologicalState26

Reference/KEGG Compound C01814
type: UnificationXref
id: C01814
db: KEGG Compound

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

Compound/PW C113155 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Haloperidol reduced pyridinium ion derivative
stoichiometric coefficient: 1.0

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

Haloperidol reduced pyridinium ion derivative
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Haloperidol reduced pyridinium ion derivative

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

Compound/PW C113154 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Reduced Haloperidol
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 5613
type: UnificationXref
id: CHEBI:5613
db: ChEBI

Reaction218659
type: BiochemicalReaction
participant stoichiometry: Compound/PW C113156 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113157 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Haloperidol pyridinium ion derivative
spontaneous: false
left: Haloperidol 1,2,3,6-tetrahydropyridine
name: Haloperidol 1,2,3,6-tetrahydropyridine → Haloperidol pyridinium ion derivative
conversion direction: LEFT_TO_RIGHT

Reference/PubChem-compound 643976
type: UnificationXref
id: 643976
db: PubChem-compound

Homo sapiens
type: BioSource
xref: Reference/TAXONOMY 9606

1.14.13.-
type: BiochemicalReaction
participant stoichiometry: Compound/PW C113155 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001170 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113156 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000891 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: Haloperidol pyridinium ion derivative
right: Oxygen
right: FMNH2
spontaneous: false
EC number: 1.14.13.-
left: Water
left: Flavin Mononucleotide
left: Haloperidol reduced pyridinium ion derivative
left: Hydrogen Ion
name: Flavin Mononucleotide + Haloperidol reduced pyridinium ion derivative + Hydrogen Ion + Water ↔ FMNH2 + Haloperidol pyridinium ion derivative + Oxygen
conversion direction: REVERSIBLE

1.14.13.-
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001170 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000891 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113155 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113154 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
right: FMNH2
right: Haloperidol reduced pyridinium ion derivative
right: Oxygen
spontaneous: false
EC number: 1.14.13.-
left: Reduced Haloperidol
left: Water
left: Flavin Mononucleotide
left: Hydrogen Ion
name: Reduced Haloperidol + Flavin Mononucleotide + Hydrogen Ion + Water ↔ FMNH2 + Haloperidol reduced pyridinium ion derivative + Oxygen
conversion direction: REVERSIBLE

Compound/PW C113159/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4-(4-chlorophenyl)-4-hydroxypiperidine
stoichiometric coefficient: 1.0

Reaction218652
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040034 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113154 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C009005 Cytosol/Stoichiometry/1.0
right: NADP
right: Reduced Haloperidol
spontaneous: false
left: Hydrogen Ion
left: Haloperidol
left: NADPH
name: Haloperidol + Hydrogen Ion + NADPH ↔ Reduced Haloperidol + NADP
conversion direction: REVERSIBLE

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

2.4.1.17
type: BiochemicalReaction
participant stoichiometry: Compound/PW C113161 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000201 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C009005 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
right: Haloperidol glucuronide
right: Uridine 5'-diphosphate
right: Hydrogen Ion
spontaneous: false
EC number: 2.4.1.17
left: Uridine diphosphate glucuronic acid
left: Haloperidol
name: Haloperidol + Uridine diphosphate glucuronic acid ↔ Haloperidol glucuronide + Hydrogen Ion + Uridine 5'-diphosphate
conversion direction: REVERSIBLE

1.14.13.-
type: BiochemicalReaction
participant stoichiometry: Compound/PW C009005 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001170 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000891 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113160 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: Oxygen
right: 4-(4-Chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-pyridinium (HPP+)
right: FMNH2
spontaneous: false
EC number: 1.14.13.-
left: Water
left: Flavin Mononucleotide
left: Haloperidol
left: Hydrogen Ion
name: Flavin Mononucleotide + Haloperidol + Hydrogen Ion + Water ↔ 4-(4-Chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-pyridinium (HPP+) + FMNH2 + Oxygen
conversion direction: REVERSIBLE

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

1.14.14.1
type: BiochemicalReaction
participant stoichiometry: Compound/PW C113158 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C009005 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113159 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Fluorobenzoylpropionic acid
right: 4-(4-chlorophenyl)-4-hydroxypiperidine
spontaneous: false
EC number: 1.14.14.1
left: Haloperidol
name: Haloperidol ↔ 4-(4-chlorophenyl)-4-hydroxypiperidine + Fluorobenzoylpropionic acid
conversion direction: REVERSIBLE

Reaction218655
type: BiochemicalReaction
participant stoichiometry: Compound/PW C009005 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001170 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000891 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113157 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: Haloperidol 1,2,3,6-tetrahydropyridine
right: Oxygen
right: FMNH2
spontaneous: false
left: Water
left: Flavin Mononucleotide
left: Haloperidol
left: Hydrogen Ion
name: Flavin Mononucleotide + Haloperidol + Hydrogen Ion + Water ↔ FMNH2 + Haloperidol 1,2,3,6-tetrahydropyridine + Oxygen
conversion direction: REVERSIBLE

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

4-(4-chlorophenyl)-4-hydroxypiperidine
type: SmallMolecule
entity reference: 4-(4-chlorophenyl)-4-hydroxypiperidine
name: SubPathwayInput

Fluorobenzoylpropionic acid
type: SmallMolecule
entity reference: Fluorobenzoylpropionic acid
name: SubPathwayInput

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 C009005 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Haloperidol
stoichiometric coefficient: 1.0

Haloperidol pyridinium ion derivative
type: SmallMolecule
entity reference: Haloperidol pyridinium ion derivative
name: SubPathwayInput

Reference/KEGG Compound C00061
type: UnificationXref
id: C00061
db: KEGG Compound

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

Haloperidol
type: SmallMolecule
entity reference: Haloperidol

Compound/PW C113155 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Haloperidol reduced pyridinium ion derivative
stoichiometric coefficient: 1.0

FMNH2
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 16048
xref: Reference/BioCyc FMNH2
xref: Reference/KEGG Compound C01847
xref: Reference/PubChem-compound 445395
xref: Reference/CAS 5666-16-0
xref: Reference/ChemSpider 393046
xref: Reference/HMDB HMDB0001142
chemical formula: C17H23N4O9P
molecular weight: 458.12027
structure: ChemicalStructure/PW C000891

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

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

Reference/CAS 146-17-8
type: UnificationXref
id: 146-17-8
db: CAS

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

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

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

Compound/PW C113160/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4-(4-Chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-pyridinium (HPP+)
stoichiometric coefficient: 1.0

UDP-glucuronosyltransferase 1-9
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: UDP-glucuronosyltransferase 1-9

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

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

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

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

Reference/KEGG Compound C01847
type: UnificationXref
id: C01847
db: KEGG Compound

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

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

ChemicalStructure/PW C000891
type: ChemicalStructure
structure format: SMILES

Haloperidol 1,2,3,6-tetrahydropyridine
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0060905

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

Fluorobenzoylpropionic acid
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0060951

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

4-(4-chlorophenyl)-4-hydroxypiperidine
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0060902

Reference/HMDB HMDB0060903
type: UnificationXref
id: HMDB0060903
db: HMDB

Reduced Haloperidol
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0060903

Reference/HMDB HMDB0060902
type: UnificationXref
id: HMDB0060902
db: HMDB

Haloperidol reduced pyridinium ion derivative
type: SmallMoleculeReference
xref: Reference/ChemSpider 154921

Reference/HMDB HMDB0060905
type: UnificationXref
id: HMDB0060905
db: HMDB

Haloperidol pyridinium ion derivative
type: SmallMoleculeReference

Reference/HMDB HMDB0060904
type: UnificationXref
id: HMDB0060904
db: HMDB

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

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

Reference/HMDB HMDB0001142
type: UnificationXref
id: HMDB0001142
db: HMDB

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

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

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

Unknown
type: Protein
entity reference: Unknown

Haloperidol 1,2,3,6-tetrahydropyridine
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Haloperidol 1,2,3,6-tetrahydropyridine

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

Transport14318
type: Transport
participant stoichiometry: Compound/PW C113159/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113159 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 4-(4-chlorophenyl)-4-hydroxypiperidine
spontaneous: false
left: 4-(4-chlorophenyl)-4-hydroxypiperidine
name: 4-(4-chlorophenyl)-4-hydroxypiperidine (→) Transport: Homo sapiens, Liver, Hepatocyte, Endoplasmic Reticulum Membrane to Homo sapiens, Blood Vessel
conversion direction: LEFT_TO_RIGHT

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

Transport14315
type: Transport
participant stoichiometry: Compound/PW C113161 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113161/Stoichiometry/1.0
right: Haloperidol glucuronide
spontaneous: false
left: Haloperidol glucuronide
name: Haloperidol glucuronide (→) Transport: Homo sapiens, Liver, Hepatocyte, Endoplasmic Reticulum Membrane to Homo sapiens, Blood Vessel
conversion direction: LEFT_TO_RIGHT

Transport14314
type: Transport
participant stoichiometry: Compound/PW C113156 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113156/Stoichiometry/1.0
right: Haloperidol pyridinium ion derivative
spontaneous: false
left: Haloperidol pyridinium ion derivative
name: Haloperidol pyridinium ion derivative (→) Transport: Homo sapiens, Liver, Hepatocyte, Endoplasmic Reticulum Membrane to Homo sapiens, Blood Vessel
conversion direction: LEFT_TO_RIGHT

Transport14317
type: Transport
participant stoichiometry: Compound/PW C113158 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113158/Stoichiometry/1.0
right: Fluorobenzoylpropionic acid
spontaneous: false
left: Fluorobenzoylpropionic acid
name: Fluorobenzoylpropionic acid (→) Transport: Homo sapiens, Liver, Hepatocyte, Endoplasmic Reticulum Membrane to Homo sapiens, Blood Vessel
conversion direction: LEFT_TO_RIGHT

Transport14316
type: Transport
participant stoichiometry: Compound/PW C113160/Stoichiometry/1.0
participant stoichiometry: Compound/PW C113160 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 4-(4-Chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-pyridinium (HPP+)
spontaneous: false
left: 4-(4-Chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-pyridinium (HPP+)
name: 4-(4-Chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-pyridinium (HPP+) (→) Transport: Homo sapiens, Liver, Hepatocyte, Endoplasmic Reticulum Membrane to Homo sapiens, Blood Vessel
conversion direction: LEFT_TO_RIGHT

Transport14311
type: Transport
participant stoichiometry: Compound/PW C009005/Stoichiometry/1.0
participant stoichiometry: Compound/PW C009005 Cytosol/Stoichiometry/1.0
right: Haloperidol
spontaneous: false
left: Haloperidol
name: Haloperidol (→) Transport: Homo sapiens, Blood Vessel to Homo sapiens, Liver, Hepatocyte, Cytosol
conversion direction: LEFT_TO_RIGHT

Haloperidol pyridinium ion derivative
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Haloperidol pyridinium ion derivative

Transport14313
type: Transport
participant stoichiometry: Compound/PW C009005/Stoichiometry/1.0
right: Haloperidol
spontaneous: false
left: Haloperidol
name: Haloperidol (→) Transport: Homo sapiens to Homo sapiens, Intestine
conversion direction: LEFT_TO_RIGHT

Transport14312
type: Transport
participant stoichiometry: Compound/PW C009005/Stoichiometry/1.0
right: Haloperidol
spontaneous: false
left: Haloperidol
name: Haloperidol (→) Transport: Homo sapiens, Intestine to Homo sapiens, Blood Vessel
conversion direction: LEFT_TO_RIGHT

4-(4-Chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-pyridinium (HPP+)
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0061000

Haloperidol glucuronide
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0060904

Haloperidol glucuronide
type: SmallMolecule
entity reference: Haloperidol glucuronide
name: SubPathwayInput

4-(4-Chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-pyridinium (HPP+)
type: SmallMolecule
entity reference: 4-(4-Chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-pyridinium (HPP+)
name: SubPathwayInput

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

4-(4-chlorophenyl)-4-hydroxypiperidine
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 4-(4-chlorophenyl)-4-hydroxypiperidine

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

FMNH2
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: FMNH2

ChemicalStructure/PW C000746
type: ChemicalStructure
structure format: SMILES

Compound/PW C113161/Stoichiometry/1.0
type: Stoichiometry
physical entity: Haloperidol glucuronide
stoichiometric coefficient: 1.0

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

Reference/BioCyc FMNH2
type: UnificationXref
id: FMNH2
db: BioCyc

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

Compound/PW C001170 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Flavin Mononucleotide
stoichiometric coefficient: 1.0

Reference/ChemSpider 393046
type: UnificationXref
id: 393046
db: ChemSpider

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

Reference/CAS 52-86-8
type: UnificationXref
id: 52-86-8
db: CAS

Compound/PW C113158/Stoichiometry/1.0
type: Stoichiometry
physical entity: Fluorobenzoylpropionic acid
stoichiometric coefficient: 1.0

Flavin Mononucleotide
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Flavin Mononucleotide

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

TransportCatalysis5192
type: Catalysis
controller: Unknown
controlled: Transport14312
control type: ACTIVATION

TransportCatalysis5193
type: Catalysis
controller: Unknown
controlled: Transport14314
control type: ACTIVATION

TransportCatalysis5191
type: Catalysis
controller: Solute carrier family 22 member 1
controlled: Transport14311
control type: ACTIVATION

Compound/PW C009005/Stoichiometry/1.0
type: Stoichiometry
physical entity: Haloperidol
stoichiometric coefficient: 1.0

TransportCatalysis5196
type: Catalysis
controller: Unknown
controlled: Transport14317
control type: ACTIVATION

TransportCatalysis5197
type: Catalysis
controller: Unknown
controlled: Transport14318
control type: ACTIVATION

TransportCatalysis5194
type: Catalysis
controller: Unknown
controlled: Transport14315
control type: ACTIVATION

ChemicalStructure/PW C001170
type: ChemicalStructure
structure format: SMILES

TransportCatalysis5195
type: Catalysis
controller: Unknown
controlled: Transport14316
control type: ACTIVATION