DGIdb - KETOCONAZOLE Drug Record

KETOCONAZOLE chembl:CHEMBL157101 Approved

Alternate Names:

J02AB02
DANDRAZOL
KETOSIDIN
KETOCONAZOLE
KETOZOLE
NIZORAL A-D
DAKTARIN INTENSIV
NIZORELLE
XOLEGEL
DAKTARIN GOLD
DANDRID
EXTINA
NIZORAL
KETOPINE
PANFUNGOL
LEVOKETOCONAZOLE
NSC-317629
R-41400
SID456469
1-[4-[4-[[2-(2,4-DICHLOROPHENYL)-2-(1H-IMIDAZOL-1-YLMETHYL)-1,3-DIOXOLAN-4-YL]METHOXY]PHENYL]-1-PIPERAZINYL]ETHANONE
KETOCONAZOL
KETOCONAZOLUM
NSC 317629
chemidplus:79156-75-5
chembl:CHEMBL157101
rxcui:6135
chemidplus:65277-42-1
pubchem.compound:3823
drugbank:01026

Drug Info:

Drug Categories	hormone antagonists
Drug Categories	agents causing hyperkalemia
Drug Categories	antifungals for dermatological use
Drug Categories	antifungals for topical use
Drug Categories	azole antifungals
Drug Categories	bsep/abcb11 substrates
Drug Categories	cytochrome p-450 cyp1a2 inhibitors (moderate)
Drug Categories	cytochrome p-450 cyp2a6 inhibitors (moderate)
Drug Categories	cytochrome p-450 cyp2b6 inhibitors (moderate)
Drug Categories	cytochrome p-450 cyp2c19 inhibitors (strength unknown)
Drug Categories	cytochrome p-450 cyp2c8 inhibitors (moderate)
Drug Categories	cytochrome p-450 cyp2c8 inhibitors (strong)
Drug Categories	cytochrome p-450 cyp2d6 inhibitors (strength unknown)
Drug Categories	cytochrome p-450 cyp3a substrates
Drug Categories	cytochrome p-450 cyp3a4 inhibitors
Drug Categories	cytochrome p-450 cyp3a5 inhibitors
Drug Categories	cytochrome p-450 cyp3a5 inhibitors (strong)
Drug Categories	cytochrome p-450 cyp3a7 inhibitors
Drug Categories	cytochrome p-450 cyp3a7 inhibitors (strong)
Drug Categories	cytochrome p-450 substrates
Drug Categories	dermatologicals
Drug Categories	drugs causing inadvertant photosensitivity
Drug Categories	gynecological antiinfectives and antiseptics
Drug Categories	hepatotoxic agents
Drug Categories	imidazole and triazole derivatives
Drug Categories	oatp1b1/slco1b1 inhibitors
Drug Categories	p-glycoprotein inhibitors
Drug Categories	p-glycoprotein substrates
Drug Categories	photosensitizing agents
Drug Categories	potential qtc-prolonging agents
Drug Categories	qtc prolonging agents
Drug Categories	ugt1a1 inhibitors
Drug Categories	ugt2b7 inhibitors

(3 More Sources)

Publications:

Sakatis MZ et al., 2012, Preclinical strategy to reduce clinical hepatotoxicity using in vitro bioactivation data for >200 compounds., Chem Res Toxicol
Parker RS et al., 2004, Discovery, characterization, and significance of the cytochrome P450 omega-hydroxylase pathway of vitamin E catabolism., Ann N Y Acad Sci
Gupta et al., 2007, Interactions of azole antifungal agents with the human breast cancer resistance protein (BCRP)., J Pharm Sci
Reinhardt et al., 1989, Ketoconazole inhibits self-induced metabolism of 1,25-dihydroxyvitamin D3 and amplifies 1,25-dihydroxyvitamin D3 receptor up-regulation in rat osteosarcoma cells., Arch. Biochem. Biophys.
Kamiński K et al., 2015, Design, synthesis, and anticonvulsant activity of new hybrid compounds derived from 2-(2,5-dioxopyrrolidin-1-yl)propanamides and 2-(2,5-dioxopyrrolidin-1-yl)butanamides., J Med Chem
Łażewska D et al., 2014, Aryl-1,3,5-triazine derivatives as histamine H4 receptor ligands., Eur J Med Chem
Kamińska K et al., 2015, (2-Arylethenyl)-1,3,5-triazin-2-amines as a novel histamine H4 receptor ligands., Eur J Med Chem
Rendic S et al., 1997, Human cytochrome P450 enzymes: a status report summarizing their reactions, substrates, inducers, and inhibitors., Drug Metab Rev
Eil, 1992, Ketoconazole binds to the human androgen receptor., Horm. Metab. Res.
Trachtenberg et al., 1988, Steroid synthesis inhibition by ketoconazole: sites of action., Clin Invest Med
Tripathi et al., 2005, Mefloquine resistance reversal action of ketoconazole - a cytochrome P450 inhibitor, against mefloquine-resistant malaria., Parasitology
Svecova L et al., 2008, Azole antimycotics differentially affect rifampicin-induced pregnane X receptor-mediated CYP3A4 gene expression., Drug Metab Dispos
Li H et al., 2013, Novel yeast-based strategy unveils antagonist binding regions on the nuclear xenobiotic receptor PXR., J Biol Chem
Dring AM et al., 2010, Rational quantitative structure-activity relationship (RQSAR) screen for PXR and CAR isoform-specific nuclear receptor ligands., Chem Biol Interact
Chiu et al., 2004, Validation of a [3H]astemizole binding assay in HEK293 cells expressing HERG K+ channels., J. Pharmacol. Sci.

KETOCONAZOLE CYP21A2

Interaction Score: 4.37

Interaction Types & Directionality:

inhibitor (inhibitory)

Interaction Info:

PMIDs:
2966691

Sources:
DrugBank
KETOCONAZOLE CYP3A43

Interaction Score: 0.62

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
15991489

Sources:
NCI
KETOCONAZOLE CYP4F2

Interaction Score: 0.55

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
15753130

Sources:
PharmGKB
KETOCONAZOLE CYP17A1

Interaction Score: 0.31

Interaction Types & Directionality:

inhibitor (inhibitory)

Interaction Info:

PMIDs:
2966691

Sources:
DrugBank
KETOCONAZOLE KCNA10

Interaction Score: 0.31

Interaction Types & Directionality:

blocker (inhibitory)

Interaction Info:

Endogenous Drug? False

Specific Action of the Ligand None

PMIDs:
None found

Sources:
GuideToPharmacology
KETOCONAZOLE NR1I3

Interaction Score: 0.16

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
20869355

Sources:
DrugBank
KETOCONAZOLE ABCG2

Interaction Score: 0.07

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
17518356

Sources:
NCI
KETOCONAZOLE SNCA

Interaction Score: 0.07

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
None found

Sources:
DTC
KETOCONAZOLE NR1I2

Interaction Score: 0.04

Interaction Types & Directionality:

antagonist (inhibitory)

Interaction Info:

PMIDs:
17998298 23525103

Sources:
DrugBank
KETOCONAZOLE NR1H4

Interaction Score: 0.03

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
None found

Sources:
DTC
KETOCONAZOLE CYP3A4

Interaction Score: 0.02

Interaction Types & Directionality:

inhibitor (inhibitory)

Interaction Info:

Endogenous Drug? False

Specific Action of the Ligand Inhibition

Direct Interaction? False

PMIDs:
26052884 22931300 24996140 26360048 9187528

Sources:
DTC GuideToPharmacology PharmGKB
KETOCONAZOLE MPHOSPH8

Interaction Score: 0.02

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
None found

Sources:
DTC
KETOCONAZOLE VDR

Interaction Score: 0.01

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
2546501

Sources:
DTC NCI
KETOCONAZOLE HSP90AA1

Interaction Score: 0.01

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
None found

Sources:
DTC
KETOCONAZOLE KCNH2

Interaction Score: 0.01

Interaction Types & Directionality:

inhibitor (inhibitory)

Interaction Info:

PMIDs:
15272206

Sources:
DrugBank
KETOCONAZOLE CBX1

Interaction Score: 0.01

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
None found

Sources:
DTC
KETOCONAZOLE CYP2C9

Interaction Score: 0.01

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
22931300

Sources:
DTC
KETOCONAZOLE CYP2C19

Interaction Score: 0.01

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
22931300

Sources:
DTC
KETOCONAZOLE ABCB1

Interaction Score: 0.01

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
None found

Sources:
PharmGKB
KETOCONAZOLE CYP1A2

Interaction Score: 0.01

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
22931300

Sources:
DTC
KETOCONAZOLE CYP2D6

Interaction Score: 0.01

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
22931300

Sources:
DTC
KETOCONAZOLE BAZ2B

Interaction Score: 0.01

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
None found

Sources:
DTC
KETOCONAZOLE KDM4A

Interaction Score: 0.0

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
None found

Sources:
DTC
KETOCONAZOLE AR

Interaction Score: 0.0

Interaction Types & Directionality:

binder

Interaction Info:

PMIDs:
1526623

Sources:
DrugBank
KETOCONAZOLE NFE2L2

Interaction Score: 0.0

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
None found

Sources:
DTC
KETOCONAZOLE EHMT2

Interaction Score: 0.0

Interaction Types & Directionality:

n/a

Interaction Info:

PMIDs:
None found

Sources:
DTC

DrugBank: DB01026

Version: 5.1.7

Alternate Names:

KETOCONAZOLE DrugBank Drug Name

65277-42-1 CAS Number

Apo-ketoconazole Drug Brand

Drug Info:

Drug Type small molecule

Drug Groups approved

Drug Groups investigational

Publications:

Trachtenberg et al., 1988, Steroid synthesis inhibition by ketoconazole: sites of action., Clin Invest Med

Li H et al., 2013, Novel yeast-based strategy unveils antagonist binding regions on the nuclear xenobiotic receptor PXR., J Biol Chem

Svecova L et al., 2008, Azole antimycotics differentially affect rifampicin-induced pregnane X receptor-mediated CYP3A4 gene expression., Drug Metab Dispos

NCI: KETOCONAZOLE

Version: 14-September-2017

Alternate Names:

C605 NCI drug code

Drug Info:

Publications:

Reinhardt et al., 1989, Ketoconazole inhibits self-induced metabolism of 1,25-dihydroxyvitamin D3 and amplifies 1,25-dihydroxyvitamin D3 receptor up-regulation in rat osteosarcoma cells., Arch. Biochem. Biophys.

Tripathi et al., 2005, Mefloquine resistance reversal action of ketoconazole - a cytochrome P450 inhibitor, against mefloquine-resistant malaria., Parasitology

Gupta et al., 2007, Interactions of azole antifungal agents with the human breast cancer resistance protein (BCRP)., J Pharm Sci

DTC: KETOCONAZOLE

Version: 02-September-2020

Alternate Names:

CHEMBL295698 ChEMBL Drug ID

Drug Info:

Publications:

Kamińska K et al., 2015, (2-Arylethenyl)-1,3,5-triazin-2-amines as a novel histamine H4 receptor ligands., Eur J Med Chem

Łażewska D et al., 2014, Aryl-1,3,5-triazine derivatives as histamine H4 receptor ligands., Eur J Med Chem

Sakatis MZ et al., 2012, Preclinical strategy to reduce clinical hepatotoxicity using in vitro bioactivation data for >200 compounds., Chem Res Toxicol

PharmGKB: ketoconazole

Version: 18-August-2020

Alternate Names:

Drug Info:

Publications:

Parker RS et al., 2004, Discovery, characterization, and significance of the cytochrome P450 omega-hydroxylase pathway of vitamin E catabolism., Ann N Y Acad Sci

Rendic S et al., 1997, Human cytochrome P450 enzymes: a status report summarizing their reactions, substrates, inducers, and inhibitors., Drug Metab Rev

TTD: Ketoconazole
- Version: 2020.06.01
Alternate Names:

D0B4IF TTD Drug ID

Drug Info:

Publications:
GuideToPharmacology: 135650454
- Version: 29-September-2020
Alternate Names:

KETOCONAZOLE GuideToPharmacology Ligand Name

Drug Info:

Publications:
ChemblDrugs: chembl:CHEMBL157101
- Version: ChEMBL_27
Alternate Names:

Drug Info:

Publications:

Endogenous Drug?	False
Specific Action of the Ligand	Inhibition
Direct Interaction?	False

KETOCONAZOLE	DrugBank Drug Name
65277-42-1	CAS Number
Apo-ketoconazole	Drug Brand

Drug Type	small molecule
Drug Groups	approved
Drug Groups	investigational

KETOCONAZOLE Drug Record

KETOCONAZOLE chembl:CHEMBL157101 Approved

Alternate Names:

Drug Info:

Publications:

Interaction Types & Directionality: inhibitor (inhibitory)

Interaction Info:

PMIDs: 2966691

Sources: DrugBank

Interaction Types & Directionality: n/a

Interaction Info:

PMIDs: 15991489

Sources: NCI

Interaction Types & Directionality: n/a

Interaction Info:

PMIDs: 15753130

Sources: PharmGKB

Interaction Types & Directionality: inhibitor (inhibitory)

Interaction Info:

PMIDs: 2966691

Sources: DrugBank

Interaction Types & Directionality: blocker (inhibitory)

Interaction Info: Endogenous Drug? False Specific Action of the Ligand None

PMIDs: None found

Sources: GuideToPharmacology

Interaction Types & Directionality: n/a

Interaction Info:

PMIDs: 20869355

Sources: DrugBank

Interaction Types & Directionality: n/a

Interaction Info:

PMIDs: 17518356

Sources: NCI

Interaction Types & Directionality: n/a

Interaction Info:

PMIDs: None found

Sources: DTC

Interaction Types & Directionality: antagonist (inhibitory)

Interaction Info:

PMIDs: 17998298 23525103

Sources: DrugBank

Interaction Types & Directionality: n/a

Interaction Info:

PMIDs: None found

Sources: DTC

Interaction Types & Directionality: inhibitor (inhibitory)

Interaction Info: Endogenous Drug? False Specific Action of the Ligand Inhibition Direct Interaction? False

PMIDs: 26052884 22931300 24996140 26360048 9187528

Sources: DTC GuideToPharmacology PharmGKB

Interaction Types & Directionality: n/a

Interaction Info:

PMIDs: None found

Sources: DTC

Interaction Types & Directionality: n/a

Interaction Info:

PMIDs: 2546501

Sources: DTC NCI

Interaction Types & Directionality: n/a

Interaction Info:

PMIDs: None found

Sources: DTC

Interaction Types & Directionality: inhibitor (inhibitory)

Interaction Info:

PMIDs: 15272206

Sources: DrugBank

Interaction Types & Directionality: n/a

Interaction Info:

PMIDs: None found

Sources: DTC

Interaction Types & Directionality: n/a

Interaction Info:

PMIDs: 22931300

Sources: DTC

Interaction Types & Directionality: n/a

Interaction Info:

PMIDs: 22931300

Sources: DTC

Interaction Types & Directionality: n/a

Interaction Info:

PMIDs: None found

Interaction Types & Directionality:

inhibitor (inhibitory)

PMIDs:
2966691

Sources:
DrugBank

Interaction Types & Directionality:

n/a

PMIDs:
15991489

Sources:
NCI

Interaction Types & Directionality:

n/a

PMIDs:
15753130

Sources:
PharmGKB

Interaction Types & Directionality:

inhibitor (inhibitory)

PMIDs:
2966691

Sources:
DrugBank

Interaction Types & Directionality:

blocker (inhibitory)

Interaction Info:

Endogenous Drug? False

Specific Action of the Ligand None

PMIDs:
None found

Sources:
GuideToPharmacology

Interaction Types & Directionality:

n/a

PMIDs:
20869355

Sources:
DrugBank

Interaction Types & Directionality:

n/a

PMIDs:
17518356

Sources:
NCI

Interaction Types & Directionality:

n/a

PMIDs:
None found

Sources:
DTC

Interaction Types & Directionality:

antagonist (inhibitory)

PMIDs:
17998298 23525103

Sources:
DrugBank

Interaction Types & Directionality:

n/a

PMIDs:
None found

Sources:
DTC

Interaction Types & Directionality:

inhibitor (inhibitory)

Interaction Info:

Endogenous Drug? False

Specific Action of the Ligand Inhibition

Direct Interaction? False

PMIDs:
26052884 22931300 24996140 26360048 9187528

Sources:
DTC GuideToPharmacology PharmGKB

Interaction Types & Directionality:

n/a

PMIDs:
None found

Sources:
DTC

Interaction Types & Directionality:

n/a

PMIDs:
2546501

Sources:
DTC NCI

Interaction Types & Directionality:

n/a

PMIDs:
None found

Sources:
DTC

Interaction Types & Directionality:

inhibitor (inhibitory)

PMIDs:
15272206

Sources:
DrugBank

Interaction Types & Directionality:

n/a

PMIDs:
None found

Sources:
DTC

Interaction Types & Directionality:

n/a

PMIDs:
22931300

Sources:
DTC

Interaction Types & Directionality:

n/a

PMIDs:
22931300

Sources:
DTC

Interaction Types & Directionality:

n/a

PMIDs:
None found

Sources:
PharmGKB

Interaction Types & Directionality:

n/a

PMIDs:
22931300

Sources:
DTC

Interaction Types & Directionality:

n/a

PMIDs:
22931300

Sources:
DTC

Interaction Types & Directionality:

n/a

PMIDs:
None found

Sources:
DTC

Interaction Types & Directionality:

n/a

PMIDs:
None found

Sources:
DTC

Interaction Types & Directionality:

binder

PMIDs:
1526623

Sources:
DrugBank

Interaction Types & Directionality:

n/a

PMIDs:
None found

Sources:
DTC

Interaction Types & Directionality:

n/a

PMIDs:
None found

Sources:
DTC