Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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K129737-1g | 1g | In stock | $128.90 | |
K129737-5g | 5g | In stock | $441.90 | |
K129737-10g | 10g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $795.90 | |
K129737-25g | 25g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $1,790.90 | |
K129737-100g | 100g | In stock | $6,444.90 | |
K129737-500g | 500g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $28,999.90 |
Potent cytochrome P450 inhibitor. Antifungal agent.
Synonyms | HMS3678J17 | Ketoconazole (k) | KTZ | MLS002222255 | N-(1,3,4-Trihydroxyoctadecan-2-yl)octadecanimidic acid | NCGC00025000-08 | SW196888-4 | ketoconazole | Opera_ID_397 | Prestwick0_000389 | NCGC00253967-01 | 1-acetyl-4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl) |
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Specifications & Purity | Moligand™, ≥98% |
Biochemical and Physiological Mechanisms | Potent cytochrome P450 inhibitor (K i values are 26.7 and 109 nM at CYP3A4 and CYP3A5, respectively). Antifungal agent. Additionally, shows activity at human androgen receptors. |
Storage Temp | Store at 2-8°C |
Shipped In | Wet ice |
Grade | Moligand™ |
Action Type | CHANNEL BLOCKER, INHIBITOR |
Mechanism of action | Inhibitor of CYP3A4;Channel blocker of K v1.8 |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | Ketoconazole is an imidazole-containing small molecule inhibitor of cytochrome P-450-dependent steps in the biosynthesis of steroid hormones; also inhibits TXA Synthase (thromboxane synthetase) and 5-LO (5-lipoxygenase) activity. Ketoconazole exhibits antimetastatic, antineoplastic, and antipsoriatic activity. Inhibition of 5-LO (5-lipoxygenase) by Ketoconazole interrupts arachidonic acid -derived leukotriene production, which was correlated to a suppression of leukotriene-mediated anaphylactic bronchoconstriction in guinea pigs. Ketoconazole is described as reducing platelet cellular levels of thromboxane A2, suppressing thromboxane A2-mediated increase of microvascular permeability in response to ischemia insults. Ketoconazole produces an antiandrogen effect through inhibition of adrenocorticoid biosynthesis, suppressing the adrenal secretion of androgens and attenuating cortisol response. Ketoconazole is an inhibitor of CYP17A1, CYP3A4 and CYP3A5 |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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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 |
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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 |
InChi Key | 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 |
WGK Germany | 3 |
RTECS | TK7912300 |
PubChem CID | 456201 |
Molecular Weight | 531.43 |
Reaxy-Rn | 5488107 |
PubChem CID | 3823 |
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ChEBI | CHEBI:48339 |
BindingDB Ligand | 8610 |
DrugBank Ligand | DB01026 |
Wikipedia | Ketoconazole |
CAS Registry No. | 65277-42-1 |
ChEMBL Ligand | CHEMBL157101 |
DrugCentral Ligand | 1527 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
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G2423154 | Certificate of Analysis | Jul 26, 2024 | K129737 |
G2227239 | Certificate of Analysis | May 20, 2024 | K129737 |
G2227241 | Certificate of Analysis | May 20, 2024 | K129737 |
G2227242 | Certificate of Analysis | May 20, 2024 | K129737 |
G2227270 | Certificate of Analysis | May 20, 2024 | K129737 |
G2227240 | Certificate of Analysis | May 13, 2024 | K129737 |
G2425490 | Certificate of Analysis | Mar 25, 2024 | K129737 |
G2425489 | Certificate of Analysis | Mar 25, 2024 | K129737 |
G2425488 | Certificate of Analysis | Mar 25, 2024 | K129737 |
D2422220 | Certificate of Analysis | Mar 25, 2024 | K129737 |
F2125353 | Certificate of Analysis | Apr 13, 2023 | K129737 |
F2125352 | Certificate of Analysis | Apr 13, 2023 | K129737 |
F2125354 | Certificate of Analysis | Apr 13, 2023 | K129737 |
H2005074 | Certificate of Analysis | Jun 17, 2022 | K129737 |
G2311055 | Certificate of Analysis | Jun 15, 2022 | K129737 |
H2311033 | Certificate of Analysis | Jun 15, 2022 | K129737 |
I2311025 | Certificate of Analysis | Jun 15, 2022 | K129737 |
Solubility | Soluble in DMSO (20 mg/mL warm), ethanol (20 mg/mL warm), chloroform, water (<1 mg/mL), and methanol |
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Sensitivity | heat sensitive |
Melt Point(°C) | 150 °C |
Pictogram(s) | GHS06, GHS08, GHS09 |
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Signal | Danger |
Hazard Statements | H301:Toxic if swallowed H373:Causes damage to organs through prolonged or repeated exposure H400:Very toxic to aquatic life H410:Very toxic to aquatic life with long lasting effects H360F:May damage fertility |
Precautionary Statements | P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P260:Do not breathe dust/fume/gas/mist/vapors/spray. P270:Do not eat, drink or smoke when using this product. P391:Collect spillage. P330:Rinse mouth. P203:Obtain, read and follow all safety instructions before use. P301+P316:IF SWALLOWED: Get emergency medical help immediately. P318:if exposed or concerned, get medical advice. P319:Get medical help if you feel unwell. |
WGK Germany | 3 |
RTECS | TK7912300 |
Reaxy-Rn | 5488107 |
Merck Index | 5302 |
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2. Yanxiong Gan, Yaxin Xu, Xue Zhang, Huiling Hu, Wenke Xiao, Zheng Yu, Tao Sun, Jinming Zhang, Chuanbiao Wen, Shichao Zheng. (2023) Revisiting Supersaturation of a Biopharmaceutical Classification System IIB Drug: Evaluation via a Multi-Cup Dissolution Approach and Molecular Dynamic Simulation. MOLECULES, 28 (19): (6962). [PMID:37836805] [10.3390/molecules28196962] |
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10. Wei Fan, Yao Zhang, Yanli Sun, Shujuan Wang, Cong Zhang, Xichen Yu, Weiting Wang, Kai Dong. (2023) Durable antibacterial and temperature regulated core-spun yarns for textile health and comfort applications. CHEMICAL ENGINEERING JOURNAL, 455 (140917). [PMID:] [10.1016/j.cej.2022.140917] |
11. Kun Ren, Ruijie Wang, Shinuo Fang, Shumeng Ren, Huiming Hua, Dongmei Wang, Yingni Pan, Xiaoqiu Liu. (2023) Effect of CYP3A inducer/inhibitor and licorice on hepatotoxicity and in vivo metabolism of main alkaloids of Euodiae Fructus based on UPLC-Q-Exactive-MS. JOURNAL OF ETHNOPHARMACOLOGY, 303 (116005). [PMID:36516906] [10.1016/j.jep.2022.116005] |
12. Yangjie LI, Jiaying HUANG, Jihui FANG, Zhiye HUANG. (2022) [Fast screening and confirmation of 73 common prohibited compounds in cosmetics by ultra performance liquid chromatography-quadrupole-time-of-flight high resolution mass spectrometry].. Chinese Journal of Chromatography, 40 (5): (433-442). [PMID:35478002] [10.3724/sp.j.1123.2021.09010] |
13. Shiyu Zhang, Ying Liu, Ting Liu, Jie Pan, Rong Tan, Zixia Hu, Bowen Gong, Yufen Liao, Peng Luo, Qibing Zeng, Weiwei Li, Jiang Zheng. (2022) DNA damage by reactive oxygen species resulting from metabolic activation of 8-epidiosbulbin E acetate in vitro and in vivo. TOXICOLOGY AND APPLIED PHARMACOLOGY, 443 (116007). [PMID:35367474] [10.1016/j.taap.2022.116007] |
14. Jin-man Liu, Jun-mei Chen, Ming-jun Lin, Fan-chang Wu, Cui-ru Ma, Xue Zuo, Wen-qian Yu, Ming-jun Huang, Jian-song Fang, Wei-rong Li, Qi Wang, Yong Liang. (2022) Screening and verification of CYP3A4 inhibitors from Bushen-Yizhi formula to enhance the bioavailability of osthole in rat plasma. JOURNAL OF ETHNOPHARMACOLOGY, 282 (114643). [PMID:34534597] [10.1016/j.jep.2021.114643] |
15. Ziming Zheng, Yu Zhang, Yuxuan Liu, Jinglin Wang, Zheng Cui, Xianglin Pan, Yan Liu, Wenqi Tang, Kaiping Wang. (2021) Metabolic degradation of lentinan in liver mediated by CYP450 enzymes and epoxide hydrolase. CARBOHYDRATE POLYMERS, 253 (117255). [PMID:33279005] [10.1016/j.carbpol.2020.117255] |
16. Wei Zhang, Jingyan Guo, Dongmei Wang, Shumeng Ren, Huiming Hua, Toshio Morikawa, Yingni Pan, Xiaoqiu Liu. (2020) Effect of CYP3A inducer/inhibitor on pharmacokinetics of five alkaloids in Evodiae Fructus. CHEMICO-BIOLOGICAL INTERACTIONS, 327 (109146). [PMID:32561335] [10.1016/j.cbi.2020.109146] |
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19. Yangmin Gao, Ping Zhan, Ferry Hagen, Steph B. J. Menken, Jiufeng Sun, Ali Rezaei-Matehkolaei, Sybren de Hoog. (2019) Molecular epidemiology and in vitro antifungal susceptibility of Trichophyton schoenleinii, agent of tinea capitis favosa. MYCOSES, 62 (5): (466-474). [PMID:30597639] [10.1111/myc.12889] |
20. Li Zhuo-Qing, Jiang Li-Long, Zhao Dong-Sheng, Zhou Jing, Wang Ling-Li, Wu Zi-Tian, Zheng Xian, Shi Zi-Qi, Li Ping, Li Hui-Jun. (2018) The Modulatory Role of CYP3A4 in Dictamnine-Induced Hepatotoxicity. Frontiers in Pharmacology, 9 [PMID:30283337] [10.3389/fphar.2018.01033] |
21. Y.W. Liu, Y. Chen, X.H. Chen, Z.N. Yang, Y. Xie, Z. Zhang. (2018) Study on adsorption behavior of ketoconazole on Q235 mild steel in 1.0 M HCl solution with electrochemical measurement. JOURNAL OF ALLOYS AND COMPOUNDS, 758 (184). [PMID:] [10.1016/j.jallcom.2018.05.107] |
22. Qingling Cui, Yingni Pan, Xiaowei Yan, Bao Qu, Xiaoqiu Liu, Wei Xiao. (2017) A metabolic way to investigate related hurdles causing poor bioavailability in oral delivery of isoacteoside in rats employing ultrahigh-performance liquid chromatography/quadrupole time-of-flight tandem mass spectrometry. RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 31 (4): (371-380). [PMID:27859774] [10.1002/rcm.7795] |
23. Lili Wu, Wanping Zhong, Junjin Liu, Weichao Han, Shilong Zhong, Qiang Wei, Shuwen Liu, Lan Tang. (2015) Human microsomal cyttrochrome P450-mediated reduction of oxysophocarpine, an active and highly toxic constituent derived from Sophora flavescens species, and its intestinal absorption and metabolism in rat. FITOTERAPIA, 105 (26). [PMID:26045316] [10.1016/j.fitote.2015.05.021] |
24. Hang Xue,Liangcong Hu,Yuan Xiong,Xiangwei Zhu,Congying Wei,Faqi Cao,Wu Zhou,Yun Sun,Yori Endo,Mengfei Liu,Yi Liu,Jing Liu,Abudula Abududilibaier,Lang Chen,Chenchen Yan,Bobin Mi,Guohui Liu. (2019-10-05) Quaternized chitosan-Matrigel-polyacrylamide hydrogels as wound dressing for wound repair and regeneration.. Carbohydrate polymers, 226 (115302-115302). [PMID:31582049] |
1. Islam M et al.. (2018) Microfluidic cell sorting by stiffness to examine heterogenic responses of cancer cells to chemotherapy.. Cell Death Dis, 9 (2): (239). [PMID:29445159] |
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