计算溶液所需的质量、体积或浓度。
| 活性类型 | 活性值-log(M) | 作用机制 | 期刊 | 参考文献(PubMed IDs) |
|---|
有货
为什么选择此级别
Moligand™ 级 提供 ≥99%(EP,titration) 纯度，适用于对基线干扰要求严格的色谱和分析工作流程。
储存与运输
2-8°C储存。低温运输 。请查阅批次 COA 获取详细规格。
质量文档
SDS、COA、产品数据表及规格说明书均可下载。可通过批号查询获取批次 COA。
文献证明
在色谱分析、有机合成和交叉偶联反应领域已被 35 篇同行评审文献引用。
概述
化学结构：咪唑
应用
酮康唑是一种广谱抗真菌药，可用于治疗念珠菌病、慢性粘膜皮肤念珠菌病、口腔鹅口疮、念珠菌、芽生菌病、球孢子菌病、组织胞浆菌病、色素霉菌病和副球菌病。 它被用于鉴定猴模型中p-糖蛋白/CYP3A限制的生物利用度，研究白细胞介素1介导的抗肿瘤作用以及体内药物相互作用CYP3A4抑制剂
Chemical structure: imidazoleKetoconazole is a broad spectrum antifungal agent used to treat candidiasis, chronic mucocutaneous candidiasis, oral thrush, candiduria, blastomycosis, coccidioidomycosis, histoplasmosis, chromomycosis, and paracoccidioidomycosis. It is used to identify p-glycoprotein/CYP3A-limited bioavailability in the monkey model, to study interleukin 1 mediated antitumor effects, and drug interactionsin vivoCYP3A4 inhibitor
规格
英文别名
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)
规格或纯度
Moligand™, ≥99%(EP,titration)
英文名称
Ketoconazole
生化机理
酮康唑能够与14-α去甲基化酶发生相互作用，这是一种细胞色素P-450酶，是羊毛甾醇转化为麦角甾醇所必需的酶。这种相互作用抑制了麦角甾醇合成并导致真菌细胞渗透性增强。其他可能的作用机制是抑制内源性呼吸、与膜磷脂的相互作用、抑制酵母转化为菌丝体形式、抑制嘌呤摄取以及破坏甘油三酯和/或磷脂生物合成。酮康唑可抑制血栓素和甾醇的合成，如醛固酮、皮质醇和睾酮。抗真菌剂
储存条件
2-8°C储存
运输条件
低温运输
纯度
≥99%(EP,titration)
名称和识别符
EC号
265-667-4
分子类型
小分子
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
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
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
分子量
531.43
Reaxy-Rn
634785
Reaxys-RN link address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=634785&ln=
技术文档
高级数据
系统学分类
分类树（Taxonomy Tree）
| 界（kingdom) | 有机化合物 |
|---|---|
| 超类（Superclass) | 有机杂环化合物 |
| 类（Class) | 二嗪烷 |
| 亚类（Subclass） | 哌嗪类 |
| 中间层级节点（Intermediate Tree Nodes） | 暂无 |
| 直接上位类(Direct Parent) | 苯基哌嗪类 |
| 其他上位类（Alternative Parents） | N-芳基哌嗪 氨基苯醚 苯氧基化合物 苯胺和取代苯胺 二烷基芳胺 二氯苯 烷基芳基醚 缩酮 芳基氯化物 N-取代咪唑 1,3-二氧戊环 乙酰胺 叔羧酸酰胺 杂芳族化合物 氨基酸及其衍生物 氮杂环化合物 氧环化合物 有机氯化物 有机光子化合物 羰基化合物 有机氧化物 碳氢化合物衍生物 |
| 分子骨架（Molecular Framework) | 芳香族杂单环化合物 |
| 取代基（Substituents） | 1,3-二氯苯 - 乙醛酸 - 乙酰胺 - 芳基醚 - 氨基酸 - 氨基酸或其衍生物 - 氨基苯醚 - 苯胺或取代苯胺 - 芳香族杂单环化合物 - 芳基氯化物 - 芳基卤化物 - 氮杂环 - 吡唑 - 苯基化合物 - 羰基 - 羧酰胺基 - 羧酸衍生物 - 氯苯 - 二烷基芳基胺 - 乙醚 - 卤苯 - 杂芳香族化合物 - 烃衍生物 - 咪唑 - 酮醛 - 邻二氧杂环戊烷 - 单环苯基基团 - N-芳基哌嗪 - N-取代咪唑 - 有机硝基化合物 - 有机氧化物 - 有机氧化合物 - 有机氯化物 - 有机卤化物 - 有机氮化合物 - 有机氧化合物 - 有机氮化合物 - 氧杂环 - 苯酚醚 - 苯氧基化合物 - 苯基哌嗪 - 三级脂肪族/芳香族胺 - 三芳基胺 - 叔羧酸酰胺 |
| 描述（Description） | 该化合物属于苯基哌嗪类有机化合物。这类化合物具有苯基哌嗪骨架，即哌嗪与苯基相连的结构。 |
| 外部描述符（External Descriptors） | cis-1-acetyl-4-(4-\{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy\}phenyl)piperazine |
三维结构
交互式化学结构模型
关联靶点（人）
CYP2D6
Tclin
细胞色素 P450 2D6(Cytochrome P450 2D6)
(1 活性数据)
CYP24A1
Tchem
1,25-二羟基维生素 D(3) 24-羟化酶，线粒体(1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial)
(1 活性数据)
CYP3A4
Tclin
细胞色素P450 3A4(Cytochrome P450 3A4)
(36 活性数据)
CYP3A5
Tclin
细胞色素 P450 3A5(Cytochrome P450 3A5)
(4 活性数据)
CYP19A1
Tclin
芳香化酶(Aromatase)
(1 活性数据)
CYP17A1
Tclin
类固醇 17-α-羟化酶/17,20 裂解酶(Steroid 17-alpha-hydroxylase/17,20 lyase)
(1 活性数据)
HMGCR
Tclin
HMG-CoA reductase
(2475 活性数据)
CYP19A1
Tclin
Cytochrome P450 19A1
(6099 活性数据)
CYP2C8
Tchem
Cytochrome P450 2C8
(1492 活性数据)
HMOX2
Tchem
Heme oxygenase 2
(250 活性数据)
HMOX1
Tchem
Heme oxygenase 1
(32 活性数据)
CYP2D6
Tclin
Cytochrome P450 2D6
(33882 活性数据)
CYP1A2
Tchem
Cytochrome P450 1A2
(26471 活性数据)
CYP3A5
Tclin
Cytochrome P450 3A5
(525 活性数据)
CYP2C9
Tchem
Cytochrome P450 2C9
(32119 活性数据)
CYP2C19
Tchem
Cytochrome P450 2C19
(29246 活性数据)
CYP17A1
Tclin
Cytochrome P450 17A1
(3627 活性数据)
CYP3A4
Tclin
Cytochrome P450 3A4
(53859 活性数据)
CYP2E1
Tchem
Cytochrome P450 2E1
(2174 活性数据)
CYP2A6
Tchem
Cytochrome P450 2A6
(2861 活性数据)
CYP2B6
Tchem
Cytochrome P450 2B6
(1338 活性数据)
MES-SA/Dx5
(643 活性数据)
PC-3
(62116 活性数据)
U2OS
(164939 活性数据)
HEK293
(82097 活性数据)
HepG2
(196354 活性数据)
LNCaP
(8286 活性数据)
ASPC1
(1310 活性数据)
ABCG2
Tchem
ATP-binding cassette sub-family G member 2
(4927 活性数据)
ABCB11
Tchem
Bile salt export pump
(2311 活性数据)
TDP1
Tchem
Tyrosyl-DNA phosphodiesterase 1
(345557 活性数据)
CYP3A4
Tclin
Cytochrome P450 3A4/3A5
(100 活性数据)
NFE2L2
Tchem
Keap1/Nrf2
(1722 活性数据)
HEK-293T
(167025 活性数据)
CYP8B1
Tchem
7-alpha-hydroxycholest-4-en-3-one 12-alpha-hydroxylase
(91 活性数据)
关联靶点（其它种属）
Abcb1b
P-glycoprotein 1 (174 活性数据)
Cyp24a1
Cytochrome P450 24A1 (20 活性数据)
Pseudomonas aeruginosa (123386 活性数据)
Fusarium solani (1274 活性数据)
Klebsiella pneumoniae (43867 活性数据)
Staphylococcus aureus (210822 活性数据)
Acinetobacter baumannii (41033 活性数据)
Escherichia coli (133304 活性数据)
Aspergillus flavus (8875 活性数据)
Aspergillus niger (16508 活性数据)
Bacillus subtilis (32866 活性数据)
Saccharomyces cerevisiae (19171 活性数据)
Bacillus cereus (7522 活性数据)
Pichia kudriavzevii (7448 活性数据)
Kluyveromyces marxianus (909 活性数据)
Penicillium chrysogenum (1593 活性数据)
Aspergillus fumigatus (16427 活性数据)
Plasmodium falciparum (966862 活性数据)
Cryptococcus neoformans (21258 活性数据)
Candida albicans (78123 活性数据)
Nakaseomyces glabratus (9108 活性数据)
Candida parapsilosis (8521 活性数据)
Candida tropicalis (8381 活性数据)
Fusarium oxysporum (3998 活性数据)
Trichoderma viride (1263 活性数据)
Leishmania amazonensis (3813 活性数据)
Leishmania braziliensis (1091 活性数据)
Leishmania donovani (89745 活性数据)
Leishmania major (2877 活性数据)
Leishmania mexicana (936 活性数据)
Leishmania tropica (461 活性数据)
Geotrichum candidum (421 活性数据)
Talaromyces funiculosus (619 活性数据)
Aspergillus ochraceus (560 活性数据)
Lichtheimia corymbifera (940 活性数据)
Botrytis cinerea (4183 活性数据)
NIH3T3 (5395 活性数据)
Cyp3a2
Cytochrome P450 3A2 (13 活性数据)
Alternaria alternata (757 活性数据)
[Candida] sake (415 活性数据)
Curvularia lunata (722 活性数据)
Colletotrichum gloeosporioides (560 活性数据)
Penicillium ochrochloron (549 活性数据)
Penicillium verrucosum (38 活性数据)
Sclerotinia sclerotiorum (877 活性数据)
Trichophyton mentagrophytes (4846 活性数据)
Valsa mali (129 活性数据)
Corynespora cassiicola (104 活性数据)
Aspergillus versicolor (452 活性数据)
CYP51
Sterol 14-alpha demethylase (857 活性数据)
作用机制
| 作用机制 | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | 参考文献 |
|---|
化学和物理性质
溶解性
甲醇：可溶40mg/mL
熔点
150 °C
分子量
531.400 g/mol
XLogP3
4.300
氢键供体数Hydrogen Bond Donor Count
0
氢键受体数Hydrogen Bond Acceptor Count
6
可旋转键计数Rotatable Bond Count
7
精确质量Exact Mass
530.149 Da
单同位素质量Monoisotopic Mass
530.149 Da
拓扑极表面积Topological Polar Surface Area
69.100 Ų
重原子数Heavy Atom Count
36
形式电荷Formal Charge
0
复杂度Complexity
735.000
同位素原子数Isotope Atom Count
0
定义的原子立体中心计数Defined Atom Stereocenter Count
2
未定义的原子立体中心计数Undefined Atom Stereocenter Count
0
定义的键立体中心计数Defined Bond Stereocenter Count
0
未定义的键立体中心计数Undefined Bond Stereocenter Count
0
所有立体化学键的总数The total count of all stereochemical bonds
0
共价键合单元计数Covalently-Bonded Unit Count
1
安全和危险性（GHS）
信号词
危险
危险声明
H301: 吞咽会中毒
H360: 可能损害生育力或未出生的孩子
H360F: 可能损害生育能力
H373: 通过长时间或反复暴露对器官造成损害
H410: 对水生生物有剧毒并具有长期持续影响
预防措施声明
P201: 使用前获取特殊说明
P260: 不要吸入灰尘/烟雾/气体/雾/蒸汽/喷雾。
P264: 处理后要彻底洗手。
P270: 使用本产品时，请勿进食、饮水或吸烟。
P273: 避免释放到环境中。
P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。
P301: 如果吞下：
P321: 特殊处理（请参阅此标签上的...）。
P330: 漱口
P391: 收集溢出物
P301+P310: 如误吞咽：立即呼叫急救中心/医生。
P308+P313: 如接触到或有疑虑：求医/就诊。
P405: 密闭存放
P501: 将内容物/容器处理到。。。
WGK Germany
3
RTECS
TK7912300
Merck Index
5302
个人防护装备
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
质检证书（CoA,COO,BSE/TSE 和分析图谱)
C of A & Other Certificates(BSE/TSE, COO):
输入批号以搜索分析图谱:
技术文档和文章
ADME/Tox: From Basics to Advanced – Metabolizing Enzymes, Transporters and Key Tool Compounds
目录： 技术文章
Tuning Logic of Imidazole Heteroaromatic Building Blocks: How Dual Nitrogen Sites and Substitution / Salt Forms / Ring Fusion Modulate Charge, Hydrogen Bonding, and Coordination (with Tables A–E)
目录： 技术文章
神经类固醇与中枢神经系统保护机制
目录： 技术文章
此产品的引用文献
引用文献
| 1. Chao Meng, Lingye Zhou, Lin Huang, Qi Gu, Xinyue Du, Cheng Wang, Fanglan Liu, Chunhua Xia. (2023) Chlorogenic acid regulates the expression of NPC1L1 and HMGCR through PXR and SREBP2 signaling pathways and their interactions with HSP90 to maintain cholesterol homeostasis. PHYTOMEDICINE, [PMID:38103317] [10.1016/j.phymed.2023.155271] |
| 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] |
| 3. Kun Ren, Xuanmeng Zhang, Ruijie Wang, Shumeng Ren, Huiming Hua, Dongmei Wang, Yingni Pan, Xiaoqiu Liu. (2023) The inhibitory effect of licorice on the hepatotoxicity induced by the metabolic activation of Euodiae Fructus. JOURNAL OF ETHNOPHARMACOLOGY, [PMID:37793580] [10.1016/j.jep.2023.117233] |
| 4. Mengming Xia, Xueyi Song, Zebei Lu, Yu Wang, Quan Zhou, Peiwu Geng, Shuanghu Wang, Yunfang Zhou, Qingjun Wu, Aixia Han. (2023) Evaluation of the inhibitory effect of azoles on pharmacokinetics of lenvatinib in rats both in vivo and in vitro by UPLC-MS/MS. Thoracic Cancer, 14 (33): (3331-3341). [PMID:37771131] [10.1111/1759-7714.15125] |
| 5. Hudie Fu, Li Kang, Lanjun Yu, Yanping Fu, Zhijie Wen, Shengpeng Zhu, Mohan Zhao, Yuqing Wang, Qi Chen, Qinxiong Lin, Xinzhou Yang, Yan Hu. (2023) A sustained-release gel film based on chitosan for treating cutaneous candidiasis. JOURNAL OF APPLIED POLYMER SCIENCE, [10.1002/app.54665] |
| 6. Luyao Ma, Fangjun Yu, Di He, Lianxia Guo, Yu Yang, Wangchun Li, Tianpeng Zhang. (2023) Role of circadian clock in the chronoefficacy and chronotoxicity of clopidogrel. BRITISH JOURNAL OF PHARMACOLOGY, [PMID:37403641] [10.1111/bph.16188] |
| 7. Shuhang Wang, Jingxin Gou, Yue Wang, Xinyi Tan, Linxuan Zhao, Xiangqun Jin, Xing Tang. (2023) Synergistic Antitumor Efficacy Mediated by Liposomal Co-Delivery of Polymeric Micelles of Vinorelbine and Cisplatin in Non-Small Cell Lung Cancer. International Journal of Nanomedicine, [PMID:33790554] [10.2147/IJN.S290263] |
| 8. Yufen Liao, Xin Wang, Guangyun Ran, Shiyu Zhang, Chutian Wu, Rong Tan, Ying Liu, Yan He, Ting Liu, Zhongxiu Wu, Ying Peng, Weiwei Li, Jiang Zheng. (2023) DNA damage and up-regulation of PARP-1 induced by columbin in vitro and in vivo. TOXICOLOGY LETTERS, [PMID:36905973] [10.1016/j.toxlet.2023.03.003] |
| 9. Yuan Liang, Qiuyan Jiang, Yiyao Gong, Yifan Yu, Haoyang Zou, Jingqi Zhao, Tiehua Zhang, Jie Zhang. (2023) In vitro and in silico assessment of endocrine disrupting effects of food contaminants through pregnane X receptor. FOOD AND CHEMICAL TOXICOLOGY, [PMID:36893891] [10.1016/j.fct.2023.113711] |
| 10. Wei Fan, Yao Zhang, Yanli Sun, Shujuan Wang, Cong Zhang, Xichen Yu, Weiting Wang, Kai Dong. (2022) Durable antibacterial and temperature regulated core-spun yarns for textile health and comfort applications. CHEMICAL ENGINEERING JOURNAL, [10.1016/j.cej.2022.140917] |
| 11. Kun Ren, Ruijie Wang, Shinuo Fang, Shumeng Ren, Huiming Hua, Dongmei Wang, Yingni Pan, Xiaoqiu Liu. (2022) 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, [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, [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. (2021) Screening and verification of CYP3A4 inhibitors from Bushen-Yizhi formula to enhance the bioavailability of osthole in rat plasma. JOURNAL OF ETHNOPHARMACOLOGY, [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. (2020) Metabolic degradation of lentinan in liver mediated by CYP450 enzymes and epoxide hydrolase. CARBOHYDRATE POLYMERS, [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, [PMID:32561335] [10.1016/j.cbi.2020.109146] |
| 17. Kamran Bashir, Guoning Chen, Jili Han, Hua Shu, Xia Cui, Lu Wang, Wen Li, Qiang Fu. (2020) Preparation of magnetic metal organic framework and development of solid phase extraction method for simultaneous determination of fluconazole and voriconazole in rat plasma samples by HPLC. JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, [PMID:32590216] [10.1016/j.jchromb.2020.122201] |
| 18. Lin Yanke, Wang Shuai, Zhou Ziyue, Guo Lianxia, Yu Fangjun, Wu Baojian. (2019) Bmal1 regulates circadian expression of cytochrome P450 3a11 and drug metabolism in mice. Communications Biology, 2 (1): (1-11). [PMID:31633069] [10.1038/s42003-019-0607-z] |
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