clotrimazole (BioDeep_00000398929)
Main id: BioDeep_00000002336
Secondary id: BioDeep_00000229725
natural product
代谢物信息卡片
化学式: C22H17ClN2 (344.1080192)
中文名称: 克霉唑
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3Cl)N4C=CN=C4
InChI: InChI=1S/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H
描述信息
G - Genito urinary system and sex hormones > G01 - Gynecological antiinfectives and antiseptics > G01A - Antiinfectives and antiseptics, excl. combinations with corticosteroids > G01AF - Imidazole derivatives
A - Alimentary tract and metabolism > A01 - Stomatological preparations > A01A - Stomatological preparations > A01AB - Antiinfectives and antiseptics for local oral treatment
D - Dermatologicals > D01 - Antifungals for dermatological use > D01A - Antifungals for topical use > D01AC - Imidazole and triazole derivatives
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D065088 - Steroid Synthesis Inhibitors
D004791 - Enzyme Inhibitors > D065088 - Steroid Synthesis Inhibitors > D058888 - 14-alpha Demethylase Inhibitors
D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors
D000890 - Anti-Infective Agents > D000935 - Antifungal Agents
C254 - Anti-Infective Agent > C514 - Antifungal Agent
CONFIDENCE standard compound; INTERNAL_ID 2689
CONFIDENCE standard compound; INTERNAL_ID 8549
同义名列表
2 个代谢物同义名
数据库引用编号
23 个数据库交叉引用编号
- ChEBI: CHEBI:3764
- KEGG: C06922
- KEGGdrug: D00282
- PubChem: 2812
- DrugBank: DB00257
- ChEMBL: CHEMBL104
- MeSH: Clotrimazole
- CAS: 117829-71-7
- CAS: 23593-75-1
- MoNA: AU268906
- MoNA: AU268905
- MoNA: AU268904
- MoNA: AU268903
- MoNA: AU268902
- MoNA: AU268901
- MoNA: HMDB0001922_ms_ms_1848
- MoNA: HMDB0001922_ms_ms_1847
- MoNA: HMDB0001922_ms_ms_1846
- MoNA: SM854903
- MoNA: CCMSLIB00000078197
- PubChem: 9139
- PDB-CCD: CL6
- NIKKAJI: J3.156I
分类词条
相关代谢途径
Reactome(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Vasile-Ion Iancu, Laura-Florentina Chiriac, Iuliana Paun, Florinela Pirvu, Cristina Dinu, Lidia Kim, Luoana Florentina Pascu, Marcela Niculescu. Occurrence and distribution of azole antifungal agents in eight urban Romanian waste water treatment plants.
The Science of the total environment.
2024 Apr; 920(?):170898. doi:
10.1016/j.scitotenv.2024.170898
. [PMID: 38369155] - Daniel Escorsim Machado, Enrico Mendes Saggioro, Sidney Fernandes Sales Junior, Jéssica Alessandra-Perini, Luciana de Campos Gomes Diniz, Wagner Santos Coelho, Patrícia Zancan, Jamila Alessandra Perini. Clotrimazole is effective, safe and tolerable for the treatment of endometriosis and functions by downregulating inducible nitric oxide synthase and modulating oxidative stress biomarkers.
Molecular and cellular endocrinology.
2023 Mar; 564(?):111883. doi:
10.1016/j.mce.2023.111883
. [PMID: 36736881] - Serhat S Çiçek, Mayra Galarza Pérez, Arlette Wenzel-Storjohann, Roberto M Bezerra, Jorge F O Segovia, Ulrich Girreser, Isamu Kanzaki, Deniz Tasdemir. Antimicrobial Prenylated Isoflavones from the Leaves of the Amazonian Medicinal Plant Vatairea guianensis Aubl.
Journal of natural products.
2022 04; 85(4):927-935. doi:
10.1021/acs.jnatprod.1c01035
. [PMID: 35271771] - Temitope Dadewura Melefa, Christopher Didigwu Nwani. Imidazole antifungal drug clotrimazole alters the behavior, brain acetylcholinesterase and oxidative stress biomarkers in African catfish Clarias gariepinus (Burchell 1822).
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP.
2021 Oct; 248(?):109108. doi:
10.1016/j.cbpc.2021.109108
. [PMID: 34126252] - Alessio Ausili, Illya Yakymenko, José A Teruel, Juan C Gómez-Fernández. Clotrimazole Fluidizes Phospholipid Membranes and Localizes at the Hydrophobic Part near the Polar Part of the Membrane.
Biomolecules.
2021 09; 11(9):. doi:
10.3390/biom11091304
. [PMID: 34572517] - Monica Kam Draskau, Anna Kjerstine Rosenmai, Martin Scholze, Mikael Pedersen, Julie Boberg, Sofie Christiansen, Terje Svingen. Human-relevant concentrations of the antifungal drug clotrimazole disrupt maternal and fetal steroid hormone profiles in rats.
Toxicology and applied pharmacology.
2021 07; 422(?):115554. doi:
10.1016/j.taap.2021.115554
. [PMID: 33910022] - Anas El-Sayed, Jennifer Vidal, Kamran Khanmoradi, John P Knorr. Impact of Clotrimazole Fungal Prophylaxis on Tacrolimus Exposure in Kidney Transplant Recipients: A Retrospective Study.
Transplantation proceedings.
2021 Jun; 53(5):1583-1588. doi:
10.1016/j.transproceed.2021.03.032
. [PMID: 33962777] - Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
Cell reports.
2021 04; 35(4):109040. doi:
10.1016/j.celrep.2021.109040
. [PMID: 33910017] - Ryan C Love, Heather L Osachoff, Christopher J Kennedy. Short communication: Tissue-specific transcript expression of P-glycoprotein isoforms abcb1a and abcb1b in rainbow trout (Oncorhynchus mykiss) following induction with clotrimazole.
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology.
2021 Feb; 252(?):110538. doi:
10.1016/j.cbpb.2020.110538
. [PMID: 33227421] - Shirin Jaldani, Mahnaz Fatahinia, Elham Maraghi, Eskandar Moghimipour, Mojgan Javadnoori. Comparison of the effectiveness of Satureja khuzestanica and clotrimazole vaginal creams for the treatment of vulvovaginal candidiasis.
Journal of medicine and life.
2021 Jan; 14(1):111-117. doi:
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. [PMID: 33767795] - Tingting Zhao, Dalong Wang, Shan Zhao, Jing Chen, Tongyi Dou, Guangbo Ge, Changyuan Wang, Qiang Meng, Huijun Sun, Kexin Liu, Jingjing Wu. Comparison of the Inhibitory Effects of Clotrimazole and Ketoconazole against Human Carboxylesterase 2.
Current drug metabolism.
2021; 22(5):391-398. doi:
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International journal of STD & AIDS.
2020 12; 31(14):1423-1425. doi:
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Complementary therapies in medicine.
2020 Aug; 52(?):102483. doi:
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Reproduction (Cambridge, England).
2020 06; 159(6):779-786. doi:
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Toxicology letters.
2020 May; 323(?):19-24. doi:
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Colloids and surfaces. B, Biointerfaces.
2020 Feb; 186(?):110705. doi:
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Combinatorial chemistry & high throughput screening.
2020; 23(10):991-1001. doi:
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Molecular pharmacology.
2019 11; 96(5):629-640. doi:
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Toxicology.
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Journal of medicinal chemistry.
2019 05; 62(10):5063-5079. doi:
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Cancer research.
2019 04; 79(8):1822-1830. doi:
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Naunyn-Schmiedeberg's archives of pharmacology.
2019 04; 392(4):497-504. doi:
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. [PMID: 30607468] - Fatemeh Ahangari, Azizeh Farshbaf-Khalili, Yousef Javadzadeh, Mohammad Adibpour, Behnaz Sadeghzadeh Oskouei. Comparing the effectiveness of Salvia officinalis, clotrimazole and their combination on vulvovaginal candidiasis: A randomized, controlled clinical trial.
The journal of obstetrics and gynaecology research.
2019 Apr; 45(4):897-907. doi:
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. [PMID: 30663184] - E Bohmova, E Conkova, M Harcarova, Z Sihelska. Interactions between Clotrimazole and selected essential oils against Malassezia pachydermatis clinical isolates.
Polish journal of veterinary sciences.
2019 Mar; 22(1):173-175. doi:
10.24425/pjvs.2019.127082
. [PMID: 30997781] - Andrew J McDonald, Katherine M Curt, Ruchi P Patel, Hanna Kozlowski, Dan L Sackett, Robert W Robey, Michael M Gottesman, Susan E Bates. Targeting mitochondrial hexokinases increases efficacy of histone deacetylase inhibitors in solid tumor models.
Experimental cell research.
2019 02; 375(2):106-112. doi:
10.1016/j.yexcr.2018.12.012
. [PMID: 30579954] - Nafiseh Saghafi, Maryam Karjalian, Masumeh Ghazanfarpour, Imaneh Khorsand, Hassan Rakhshandeh, Masumeh Mirteimouri, Masoudeh Babakhanian, Talat Khadivzadeh, Mohammad Javad Najafzadeh, Ahmad Ghorbani, Leila Pourali, Sara Bahman. The effect of a vaginal suppository formulation of dill (Anethum graveolens) in comparison to clotrimazole vaginal tablet on the treatment of vulvovaginal candidiasis.
Journal of obstetrics and gynaecology : the journal of the Institute of Obstetrics and Gynaecology.
2018 Oct; 38(7):985-988. doi:
10.1080/01443615.2018.1432578
. [PMID: 29553834] - A Pacholak, J Simlat, A Zgoła-Grześkowiak, E Kaczorek. Biodegradation of clotrimazole and modification of cell properties after metabolic stress and upon addition of saponins.
Ecotoxicology and environmental safety.
2018 10; 161(?):676-682. doi:
10.1016/j.ecoenv.2018.06.050
. [PMID: 29935432] - M Yaralizadeh, P Abedi, F Namjoyan, M Fatahinia, S Nezamivand Chegini. A comparison of the effects of Lawsonia inermis (Iranian henna) and clotrimazole on Candida albicans in rats.
Journal de mycologie medicale.
2018 Sep; 28(3):419-423. doi:
10.1016/j.mycmed.2018.05.012
. [PMID: 29891221] - Suwasin Udomkarnjananun, Natavudh Townamchai, Mathurot Virojanawat, Yingyos Avihingsanon, Kearkiat Praditpornsilpa. An Unusual Manifestation of Calcineurin Inhibitor-Induced Pain Syndrome in Kidney Transplantation: A Case Report and Literature Review.
The American journal of case reports.
2018 Apr; 19(?):442-446. doi:
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Bioorganic & medicinal chemistry.
2018 02; 26(3):786-790. doi:
10.1016/j.bmc.2017.12.049
. [PMID: 29317147] - Elnaz Saffari, Sakineh Mohammad-Alizadeh-Charandabi, Mohammad Adibpour, Mojgan Mirghafourvand, Yousef Javadzadeh. Comparing the effects of Calendula officinalis and clotrimazole on vaginal Candidiasis: A randomized controlled trial.
Women & health.
2017 Nov; 57(10):1145-1160. doi:
10.1080/03630242.2016.1263272
. [PMID: 27880086] - Thalita Gagini, Luana Pereira Borba-Santos, Anderson Messias Rodrigues, Zoilo Pires de Camargo, Sonia Rozental. Clotrimazole is highly effective in vitro against feline Sporothrix brasiliensis isolates.
Journal of medical microbiology.
2017 Nov; 66(11):1573-1580. doi:
10.1099/jmm.0.000608
. [PMID: 28984226] - Qing Zhe Ni, Fengyuan Yang, Thach V Can, Ivan V Sergeyev, Suzanne M D'Addio, Sudheer K Jawla, Yongjun Li, Maya P Lipert, Wei Xu, R Thomas Williamson, Anthony Leone, Robert G Griffin, Yongchao Su. In Situ Characterization of Pharmaceutical Formulations by Dynamic Nuclear Polarization Enhanced MAS NMR.
The journal of physical chemistry. B.
2017 08; 121(34):8132-8141. doi:
10.1021/acs.jpcb.7b07213
. [PMID: 28762740] - L Shen, S-J Liu, N-S Zhang, G-L Dai, C Zou, C-Y Li, X-H Chen, W-Z Ju. Sensitive and selective LC-MS/MS assay for quantitation of flutrimazole in human plasma.
European review for medical and pharmacological sciences.
2017 06; 21(12):2964-2969. doi:
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. [PMID: 28682419] - Ofelia Romero-Cerecero, Ana Laura Islas-Garduño, Alejandro Zamilpa, Jaime Tortoriello. Effectiveness of Ageratina pichinchensis Extract in Patients with Vulvovaginal Candidiasis. A Randomized, Double-Blind, and Controlled Pilot Study.
Phytotherapy research : PTR.
2017 Jun; 31(6):885-890. doi:
10.1002/ptr.5802
. [PMID: 28299831] - Katarzyna Sosnowska, Emilia Szymanska, Katarzyna Winnicka. NANOEMULSION WITH CLOTRIMAZOLE - DESIGN AND OPTIMALIZATION OF MEAN DROPLET SIZE USING MICROFLUIDIZATION TECHNIQUE.
Acta poloniae pharmaceutica.
2017 Mar; 74(2):519-526. doi:
"
. [PMID: 29624257] - N S Zakharchenko, A S Belous, Y K Biryukova, O A Medvedeva, A V Belyakova, G A Masgutova, E V Trubnikova, Y I Buryanov, A A Lebedeva. Immunomodulating and Revascularizing Activity of Kalanchoe pinnata Synergize with Fungicide Activity of Biogenic Peptide Cecropin P1.
Journal of immunology research.
2017; 2017(?):3940743. doi:
10.1155/2017/3940743
. [PMID: 28695135] - Jessica El-Asmar, Rebecca Gonzalez, Ryan Bookout, Asmita Mishra, Mohamed A Kharfan-Dabaja. Clotrimazole troches induce supratherapeutic blood levels of sirolimus and tacrolimus in an allogeneic hematopoietic cell-transplant recipient resulting in acute kidney injury.
Hematology/oncology and stem cell therapy.
2016 Dec; 9(4):157-161. doi:
10.1016/j.hemonc.2015.11.001
. [PMID: 26684920] - Eva Iniguez, Armando Varela-Ramirez, Alberto Martínez, Caresse L Torres, Roberto A Sánchez-Delgado, Rosa A Maldonado. Ruthenium-Clotrimazole complex has significant efficacy in the murine model of cutaneous leishmaniasis.
Acta tropica.
2016 Dec; 164(?):402-410. doi:
10.1016/j.actatropica.2016.09.029
. [PMID: 27693373] - Muhammad Ubaid, Sadaf Ilyas, Sadullah Mir, Abida K Khan, Rehana Rashid, Muhammad Z U Khan, Zainab G Kanwal, Ahmad Nawaz, Amna Shah, Ghulam Murtaza. Formulation and in vitro evaluation of carbopol 934-based modified clotrimazole gel for topical application.
Anais da Academia Brasileira de Ciencias.
2016 Oct; 88(4):2303-2317. doi:
10.1590/0001-3765201620160162
. [PMID: 27925034] - Legna Colina-Vegas, Jocely Lucena Dutra, Wilmer Villarreal, João Honorato de A Neto, Marcia Regina Cominetti, Fernando Pavan, Maribel Navarro, Alzir A Batista. Ru(II)/clotrimazole/diphenylphosphine/bipyridine complexes: Interaction with DNA, BSA and biological potential against tumor cell lines and Mycobacterium tuberculosis.
Journal of inorganic biochemistry.
2016 09; 162(?):135-145. doi:
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Chemosphere.
2016 Sep; 159(?):10-22. doi:
10.1016/j.chemosphere.2016.05.042
. [PMID: 27268790] - Andrew G S Warrilow, Claire L Price, Josie E Parker, Nicola J Rolley, Christopher J Smyrniotis, David D Hughes, Vera Thoss, W David Nes, Diane E Kelly, Theodore R Holman, Steven L Kelly. Azole Antifungal Sensitivity of Sterol 14α-Demethylase (CYP51) and CYP5218 from Malassezia globosa.
Scientific reports.
2016 06; 6(?):27690. doi:
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. [PMID: 27291783] - Dmitry A Knorre, Elizaveta Besedina, Iuliia E Karavaeva, Ekaterina A Smirnova, Olga V Markova, Fedor F Severin. Alkylrhodamines enhance the toxicity of clotrimazole and benzalkonium chloride by interfering with yeast pleiotropic ABC-transporters.
FEMS yeast research.
2016 06; 16(4):. doi:
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Journal de mycologie medicale.
2016 Mar; 26(1):e6-10. doi:
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FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2016 Mar; 30(3):1306-16. doi:
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. [PMID: 26655382] - Chris W Viesselmann, Jillian L Descourouez, Margaret R Jorgenson, Nancy A Radke, Jon S Odorico. Clinically Significant Drug Interaction Between Clotrimazole and Tacrolimus in Pancreas Transplant Recipients and Associated Risk of Allograft Rejection.
Pharmacotherapy.
2016 Mar; 36(3):335-41. doi:
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. [PMID: 26877191] - Ana I García-Valcárcel, Iñigo Loureiro, Concepción Escorial, Encarnación Molero, José L Tadeo. Uptake of azoles by lamb's lettuce (Valerianella locusta L.) grown in hydroponic conditions.
Ecotoxicology and environmental safety.
2016 Feb; 124(?):138-146. doi:
10.1016/j.ecoenv.2015.10.021
. [PMID: 26513529] - Enrique González-Ortegón, Julian Blasco, Elena Nieto, Miriam Hampel, Lewis Le Vay, Luis Giménez. Individual and mixture effects of selected pharmaceuticals on larval development of the estuarine shrimp Palaemon longirostris.
The Science of the total environment.
2016 Jan; 540(?):260-6. doi:
10.1016/j.scitotenv.2015.06.081
. [PMID: 26163379] - Pedro Pais, Catarina Costa, Carla Pires, Kiminori Shimizu, Hiroji Chibana, Miguel C Teixeira. Membrane Proteome-Wide Response to the Antifungal Drug Clotrimazole in Candida glabrata: Role of the Transcription Factor CgPdr1 and the Drug:H+ Antiporters CgTpo1_1 and CgTpo1_2.
Molecular & cellular proteomics : MCP.
2016 Jan; 15(1):57-72. doi:
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. [PMID: 26512119] - Roberta Cassano, Teresa Ferrarelli, Maria Vittoria Mauro, Paolina Cavalcanti, Nevio Picci, Sonia Trombino. Preparation, characterization and in vitro activities evaluation of solid lipid nanoparticles based on PEG-40 stearate for antifungal drugs vaginal delivery.
Drug delivery.
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. [PMID: 25005582] - Rahul S Kalhapure, Sandeep J Sonawane, Dhiraj R Sikwal, Mahantesh Jadhav, Sanjeev Rambharose, Chunderika Mocktar, Thirumala Govender. Solid lipid nanoparticles of clotrimazole silver complex: An efficient nano antibacterial against Staphylococcus aureus and MRSA.
Colloids and surfaces. B, Biointerfaces.
2015 Dec; 136(?):651-8. doi:
10.1016/j.colsurfb.2015.10.003
. [PMID: 26492156] - Negar Sehati, Nasser Dalali, Shahla Soltanpour, Mir Saeed Seyed Dorraji. Application of hollow fiber membrane mediated with titanium dioxide nanowire/reduced graphene oxide nanocomposite in preconcentration of clotrimazole and tylosin.
Journal of chromatography. A.
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