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Details

Stereochemistry RACEMIC
Molecular Formula C26H28Cl2N4O5
Molecular Weight 547.43
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of KETOCONAZOLE-HYDROXY

SMILES

CC(=O)N1CCN(CC1)C2=CC=C(OC[C@H]3CO[C@@](CN4C=NC(O)=C4)(O3)C5=C(Cl)C=C(Cl)C=C5)C=C2

InChI

InChIKey=VOCPLEFXUSVSRD-NVQXNPDNSA-N
InChI=1S/C26H28Cl2N4O5/c1-18(33)31-8-10-32(11-9-31)20-3-5-21(6-4-20)35-14-22-15-36-26(37-22,16-30-13-25(34)29-17-30)23-7-2-19(27)12-24(23)28/h2-7,12-13,17,22,34H,8-11,14-16H2,1H3/t22-,26-/m0/s1

HIDE SMILES / InChI

Molecular Formula C26H28Cl2N4O5
Molecular Weight 547.43
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Substance Class Chemical
Created
by admin
on Thu Jul 06 19:27:14 UTC 2023
Edited
by admin
on Thu Jul 06 19:27:14 UTC 2023
Record UNII
A5BAG8KDK5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
KETOCONAZOLE-HYDROXY
Common Name English
1-(4-(4-(((2R)-2-(4,6-DICHLOROCYCLOHEXA-2,4-DIEN-1-YL)-2-((4-HYDROXYIMIDAZOL-1-YL)METHYL)-1,3-DIOXOLAN-4-YL)METHOXY)PHENYL)PIPERAZIN-1-YL)ETHANONE
Systematic Name English
Code System Code Type Description
PUBCHEM
156613660
Created by admin on Thu Jul 06 19:27:14 UTC 2023 , Edited by admin on Thu Jul 06 19:27:14 UTC 2023
PRIMARY
FDA UNII
A5BAG8KDK5
Created by admin on Thu Jul 06 19:27:14 UTC 2023 , Edited by admin on Thu Jul 06 19:27:14 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> METABOLITE INACTIVE
Evidence that CYP3A4 plays a significant role in metabolism of ketoconazole is that coadministration of CYP3A4 inducers, such as phenytoin, carbamazepine, and rifampin, can cause as much as a 50%reduction in levels of ketoconazole.
MAY BE CLINICALLY SIGNIFICANT