Compound Summary
ketoconazole
Compound Information
ketoconazole
Compound Name: | ketoconazole |
Compound CID: | 456201 |
Synonyms: | ketoconazole 65277-42-1 (+)-Ketoconazole (2R,4S)-ketoconazole Extina More... |
Iupac Name: | 1-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]ethanone |
InChI: | InChI=1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3/t23-,26-/m0/s1 |
InChIKey: | XMAYWYJOQHXEEK-OZXSUGGESA-N |
Canonical Smiles: | CC(=O)N1CCN(CC1)C2=CC=C(C=C2)OCC3COC(O3)(CN4C=CN=C4)C5=C(C=C(C=C5)Cl)Cl |
Isomeric Smiles: | CC(=O)N1CCN(CC1)C2=CC=C(C=C2)OC[C@H]3CO[C@](O3)(CN4C=CN=C4)C5=C(C=C(C=C5)Cl)Cl |
Molecular Weight: | 531.4 |
Molecular Formula: | C26H28Cl2N4O4 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
ketoconazole
Molecular Weight: | 531.4 |
Molecular Formula: | C26H28Cl2N4O4 |
Hydrogen Bond Donor Count: | 0 |
Hydrogen Bond Acceptor Count: | 6 |
Rotatable Bond Count: | 7 |
Heavy Atom Count: | 36 |
Complexity: | 735 |
Synonyms
ketoconazole
| ketoconazole | ketoconazole |
|---|---|
ketoconazole |
65277-42-1 |
(+)-Ketoconazole |
(2R,4S)-ketoconazole |
Extina |
Xolegel |
Kuric |
Ketocanazole |
142128-59-4 |
CPD000058460 |
CHEMBL75 |
MFCD00058579 |
C26H28Cl2N4O4 |
SMR000058460 |
MLS000069784 |
MLS001146934 |
1-acetyl-4-(4-{(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-ylmethoxy}phenyl)piperazine |
CHEBI:48336 |
DSSTox_CID_9879 |
R-41400 |
DSSTox_RID_78829 |
DSSTox_GSID_29879 |
1-(4-(4-(((2R,4S)-2-((1H-IMIDAZOL-1-YL)METHYL)-2-(2,4-DICHLOROPHENYL)-1,3-DIOXOLAN-4-YL)METHOXY)PHENYL)PIPERAZIN-1-YL)ETHANONE |
1-4-4-(2R,4S)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-ylmethoxyphenylpiperazin-1-ylethanone |
rac-trans-Ketoconazole |
KTZ |
SR-01000075626 |
SR-01000597381 |
Ketoconazole (k) |
(+)-Ketoconazol |
Ketoconazole,(S) |
NCGC00016907-01 |
Prestwick_744 |
CAS-65277-42-1 |
Tocris-1103 |
Opera_ID_397 |
Prestwick0_000389 |
Prestwick1_000389 |
Prestwick2_000389 |
Prestwick3_000389 |
R 41,400 |
UPCMLD-DP138 |
SCHEMBL8407 |
Lopac0_000666 |
BSPBio_000577 |
MLS000758224 |
MLS001423987 |
MLS002207053 |
MLS002222255 |
BIDD:GT0696 |
US9150527, Ketoconazole |
SPBio_002498 |
AMY917 |
BDBM8610 |
BPBio1_000635 |
DTXSID7029879 |
UPCMLD-DP138:001 |
BDBM60666 |
HY-B0105A |
Ketoconazole, >=98% (HPLC) |
HMS1569M19 |
HMS2051A19 |
HMS2089N05 |
HMS2096M19 |
HMS2234H17 |
HMS3262E13 |
HMS3414J19 |
HMS3678J17 |
HMS3713M19 |
ZINC643138 |
BCP28528 |
Piperazine, (+/-)-1-acetyl-4-4-(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-ylmethoxyphenyl-, rel- |
Ketoconazole 2.0 mg/ml in Methanol |
Tox21_110676 |
Tox21_300267 |
Tox21_500666 |
EI-107 |
s1353 |
AKOS007930650 |
CCG-100815 |
CS-1846 |
KS-1205 |
LP00666 |
MCULE-2726394491 |
NC00065 |
SDCCGSBI-0050645.P002 |
MRF-0000100 |
24F2-1,25(OH)D3 |
NCGC00025000-01 |
NCGC00025000-02 |
NCGC00025000-03 |
NCGC00025000-04 |
NCGC00025000-05 |
NCGC00025000-06 |
NCGC00025000-07 |
NCGC00025000-08 |
NCGC00025000-09 |
NCGC00025000-10 |
NCGC00025000-14 |
NCGC00025000-16 |
NCGC00025000-28 |
NCGC00253967-01 |
NCGC00261351-01 |
( inverted exclamation markA)-Ketoconazol |
(+/-)-cis-1-Acetyl-4-4-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-ylmethoxyphenylpiperazine |
AC-15957 |
cis-1-Acetyl-4-4-2-(2,4- |
AB0090681 |
Ketoconazole 100 microg/mL in Acetonitrile |
EU-0100666 |
K0045 |
SW196888-4 |
BIM-0050645.0001 |
J10202 |
K 1003 |
277K421 |
Ketoconazole, Antibiotic for Culture Media Use Only |
Q-201267 |
SR-01000075626-1 |
SR-01000075626-4 |
SR-01000597381-1 |
SR-01000597381-6 |
BRD-K29113274-001-03-6 |
BRD-K29113274-001-11-9 |
BRD-K29113274-001-21-8 |
Q27121163 |
(+)-R 41400 |
Ketoconazole, British Pharmacopoeia (BP) Reference Standard |
UNII-R9400W927I component XMAYWYJOQHXEEK-OZXSUGGESA-N |
Ketoconazole, European Pharmacopoeia (EP) Reference Standard |
Ketoconazole, United States Pharmacopeia (USP) Reference Standard |
dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-ylmethoxyphenyl-piperazine |
Ketoconazole, Pharmaceutical Secondary Standard; Certified Reference Material |
(+/-)-cis-1-Acetyl-4-(4-(2-2,4-dichlorophenyl-2-1H-imidazol-1-ylmethyl-1,3-dioxolan-4-yl)-methoxyphenyl)piperazine |
(2R,4S)-1-acetyl-4-(4-{2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-ylmethoxy}phenyl)piperazine |
1-(4-(4-(((2R,4S)-2-((1H-imidazol-1-yl)methyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazin-1-yl)ethan-1-one |
cis-1-Acetyl-4-4-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl methoxyphenylpiperazine |
KZ |
Piperazine, (+)-1-acetyl-4-4-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-ylmethoxyphenyl- |
Experimental Data
ketoconazole
| Species | Dose | Unit | Control(Avg days) | Treatment(Avg days) | Avg/Med Lifespan Change(%) | Control(Max days) | Treatment(Max days) | Max Lifespan Change(%) | Significant | Strain | Gender | PubMed | Avg/Med Lifespan Change tab |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 33.000000000000000 | umol/L | 2.000000000000000 | NS | N2 | 24134630 | Inactive |
Experimental Data Visualization
ketoconazole
Statistics Data
ketoconazole
| Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 2.000000000000000 | 1 | 1 |
Statistics Data Visualization
ketoconazole
