Determine the necessary mass, volume, or concentration for preparing a solution.
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SKU | Size | Availability | Price | Qty |
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A107818-5g | 5g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $50.90 | |
A107818-25g | 25g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $143.90 | |
A107818-100g | 100g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $516.90 |
Semi-synthetic artemisinin derivative
Synonyms | 4-oxo-4-{[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0?,(1)(3).0?,(1)(3)]hexadecan-10-yl]oxy}butanoic acid | ARTESUNATE [WHO-DD] | NCGC00164600-15 | Q707939 | ARTESUNATE [WHO-IP] | HY-N0193 | UNII-60W3249T9M | 4-oxo |
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Specifications & Purity | Moligand™, ≥98% |
Biochemical and Physiological Mechanisms | Semi-synthetic artemisinin (Asc - 1308 ) derivative. Induces apoptosis of vascular endothelial cells. Shows antiangiogenenic and antiparasitaemic effects in vivo . Orally active. |
Storage Temp | Store at 2-8°C |
Shipped In | Wet ice |
Grade | Moligand™ |
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 | Artesunate is a derivative of artemisinin and belongs to a class with antimicrobial properties. The compound is an active ingredient in the Chinese herb Artemisia annua and has been used in Malaria studies. Artesunate has been tested against 55 cell lines and demonstrated anti-cancer activity. Research shows that conditional expression of CDC25A heightens the sensitivity of tumor cells to artesunate. |
ALogP | 2.5 |
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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 | 4-oxo-4-[[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]butanoic acid |
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INCHI | InChI=1S/C19H28O8/c1-10-4-5-13-11(2)16(23-15(22)7-6-14(20)21)24-17-19(13)12(10)8-9-18(3,25-17)26-27-19/h10-13,16-17H,4-9H2,1-3H3,(H,20,21)/t10-,11-,12+,13+,16-,17-,18-,19-/m1/s1 |
InChi Key | FIHJKUPKCHIPAT-AHIGJZGOSA-N |
Canonical SMILES | CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)OC(=O)CCC(=O)O)C |
Isomeric SMILES | C[C@@H]1CC[C@H]2[C@H]([C@@H](O[C@H]3[C@@]24[C@H]1CC[C@](O3)(OO4)C)OC(=O)CCC(=O)O)C |
PubChem CID | 6917864 |
Molecular Weight | 384.42 |
Reaxy-Rn | 6003212 |
CAS Registry No. | 88495-63-0 |
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PubChem CID | 6917864 |
ChEMBL Ligand | CHEMBL361497 |
RCSB PDB Ligand | D95 |
DrugCentral Ligand | 247 |
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 |
---|---|---|---|
E2305312 | Certificate of Analysis | Jan 11, 2023 | A107818 |
E2305613 | Certificate of Analysis | Jan 11, 2023 | A107818 |
G2328047 | Certificate of Analysis | Jan 11, 2023 | A107818 |
B2219326 | Certificate of Analysis | Dec 30, 2021 | A107818 |
B2219341 | Certificate of Analysis | Dec 30, 2021 | A107818 |
B2219525 | Certificate of Analysis | Dec 30, 2021 | A107818 |
Solubility | Soluble in DMSO (25 mg/mL), and ethanol (25 mg/mL).solubility acetone: 33.4 mg/mL. |
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Sensitivity | heat sensitive |
Specific Rotation[α] | 5.5° (C=1,CH2Cl2) |
Melt Point(°C) | 133°C |
Reaxy-Rn | 6003212 |
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Merck Index | 818 |
Starting at $134.90
1. Jingjing Zhen, Faguang Ma, Rongxin Lin, Ming Yan, Yilin Wu. (2024) Porous MOFs-based self-assembled membrane with specific rebinding nanocages for selective recognition and separation at molecular level. DESALINATION, 572 (117124). [PMID:2501086] |
2. Weibai Bian, Ruixuan Zhang, Xiaohui Chen, Chuanxun Zhang, Minjia Meng. (2023) Three-Dimensional Porous PVDF Foam Imprinted Membranes with High Flux and Selectivity toward Artemisinin/Artemether. MOLECULES, 28 (21): (7452). [PMID:37959871] |
3. Kaicheng Zhang, Rongxin Lin, Ming Yan, Yilin Wu. (2023) Click-chemistry synergic MXene-functionalized flexible skeleton membranes for accurate recognition and separation. JOURNAL OF COLLOID AND INTERFACE SCIENCE, 652 (3): (2005). [PMID:37690308] |
4. Li Yuan-Ce, Zhang Qi, Zhang Hong-Yang, Wang Yan-Wen, Sun Yu-Mei, Yang Bi-Juan, Yin Jun-Lin. (2023) Artesunate, as an Hsp90 inhibitor, inhibits the proliferation of Burkitt’s lymphoma cells by inhibiting AKT and ERK. Frontiers in Pharmacology, 14 (1218467). [PMID:37719860] |
5. Jing Yan, Faguang Ma, Yilin Wu. (2023) Permselective and transparent wooden membrane with artemisinin-imprinted nanocages based on a MOFs@C3N4 self-assembly design. Materials Today Nano, 23 (100369). [PMID:] |
6. Xin Zhang, Zhifang Liang, Ying Zhou, Fang Wang, Shan Wei, Bing Tan, Yujie Guo. (2023) Artesunate Inhibits Apoptosis and Promotes Survival in Schwann Cells via the PI3K/AKT/mTOR Axis in Diabetic Peripheral Neuropathy. BIOLOGICAL & PHARMACEUTICAL BULLETIN, 46 (6): (764-772). [PMID:37258141] |
7. Minjia Meng, Yi Li, Hui Peng, Binrong Li, Chuanxun Zhang, Jiajia Ren, Qingluola Ren, Yan Liu, Jianming Pan. (2023) Hydrophilic imprinted MnO2 nanowires “coating” membrane with ultrahigh adsorption capacity for highly selective separation of Artemisinin/Artemether. CHEMICAL ENGINEERING JOURNAL, 466 (143020). [PMID:] |
8. Jie Lv, Xiaoyu Wang, Xue Zhang, Runpei Xu, Shuyang Hu, Shuangling Wang, Meng Li. (2023) Tumor microenvironment-responsive artesunate loaded Z-scheme heterostructures for synergistic photo-chemodynamic therapy of hypoxic tumor. Asian Journal of Pharmaceutical Sciences, 18 (100798). [PMID:37252037] |
9. Jing Yan, Kaicheng Zhang, Faguang Ma, Hang Cui, Yilin Wu. (2023) Scalable basswood-based PDA/GO-embedded self-assembly membrane within multilayered artemisinin-imprinted nanocage for high-selectivity cascading adsorption and transport. CHEMICAL ENGINEERING JOURNAL, 462 (142277). [PMID:] |
10. Zhong Wenzhao, Guo Feng, Chen Fangman, Law Man-Kay, Lu Jun, Shao Dan, Yu Hua, Chan Ging, Chen Meiwan. (2022) A multifunctional oxidative stress nanoamplifier with ROS amplification and GSH exhaustion for enhanced chemodynamic therapy. Frontiers in Pharmacology, 13 [PMID:36438812] |
11. Peng Ji, Xianglong Wang, Jiabing Yin, Yansheng Yao, Wangqi Du. (2022) Amplification of ferroptosis with a liposomal nanoreactor cooperates with low-toxicity doxorubicin apoptosis for enhanced tumor chemotherapy. Biomaterials Science, 10 (6): (1544-1553). [PMID:35171184] |
12. Sennan Qiao, Hansi Zhang, Fei Sun, Zhenyan Jiang. (2021) Molecular Basis of Artemisinin Derivatives Inhibition of Myeloid Differentiation Protein 2 by Combined in Silico and Experimental Study. MOLECULES, 26 (18): (5698). [PMID:34577169] |
13. Miaomiao Long, Jiamin Xu, Wenjie Fang, Jing Mao, Jie Zhang, Shenhuan Liu, Lipeng Qiu. (2021) Enhanced delivery of artesunate by stimuli-responsive polymeric micelles for lung tumor therapy. JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY, 66 (102812). [PMID:] |
14. Fereja Shemsu Ligani, Fang Zhongying, Li Ping, Guo Jinhan, Fereja Tadesse Haile, Chen Wei. (2021) “Turn-off” sensing probe based on fluorescent gold nanoclusters for the sensitive detection of hemin. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 413 (6): (1639-1649). [PMID:33483839] |
15. Mengqi Bai, Li Qiang, Minjia Meng, Binrong Li, Suao Wang, Yilin Wu, Li Chen, Jiangdong Dai, Yan Liu, Jianming Pan. (2021) Upper surface imprinted membrane prepared by magnetic guidance phase inversion method for highly efficient and selective separation of Artemisinin. CHEMICAL ENGINEERING JOURNAL, 405 (126899). [PMID:] |
16. Huang Ming-Zhi, Zhuang Yong, Ning Xu, Zhang Hao, Shen Zhi-Min, Shang Xian-Wen. (2020) Artesunate inhibits osteoclastogenesis through the miR-503/RANK axis. BIOSCIENCE REPORTS, 40 (7): [PMID:32542308] |
17. Yilin Wu, Wendong Xing, Minjia Meng, Jian Lu, Faguang Ma, Jia Gao, Xinyu Lin, Chao Yu. (2020) Multiple-functional molecularly imprinted nanocomposite membranes for high-efficiency selective separation applications: An imitated core-shell TiO2@PDA-based MIMs design. COMPOSITES PART B-ENGINEERING, 198 (108123). [PMID:] |
18. Zhu Wang, Qianqian Wang, Tao He, Wen Li, Yan Liu, Yuan Fan, Yanping Wang, Qi Wang, Jie Chen. (2020) The combination of artesunate and carboplatin exerts a synergistic anti-tumour effect on non-small cell lung cancer. CLINICAL AND EXPERIMENTAL PHARMACOLOGY AND PHYSIOLOGY, 47 (6): (1083-1091). [PMID:32072678] |
19. Peng Ji, Haiqin Huang, Shirui Yuan, Le Wang, Siqi Wang, Yiwei Chen, Na Feng, Hanitrarimalala Veroniaina, Ziheng Wu, Zhenghong Wu, Xiaole Qi. (2019) ROS-Mediated Apoptosis and Anticancer Effect Achieved by Artesunate and Auxiliary Fe(II) Released from Ferriferous Oxide-Containing Recombinant Apoferritin. Advanced Healthcare Materials, 8 (23): (1900911). [PMID:31701665] |
20. Renjie Xu, Ting Han, Li Shen, Jianguo Zhao, Xiang’an Lu. (2019) Solubility Determination and Modeling for Artesunate in Binary Solvent Mixtures of Methanol, Ethanol, Isopropanol, and Propylene Glycol + Water. JOURNAL OF CHEMICAL AND ENGINEERING DATA, 64 (2): (755–762). [PMID:] |
21. Yao Yuyuan, Guo Qinglong, Cao Yue, Qiu Yangmin, Tan Renxiang, Yu Zhou, Zhou Yuxin, Lu Na. (2018) Artemisinin derivatives inactivate cancer-associated fibroblasts through suppressing TGF-β signaling in breast cancer. JOURNAL OF EXPERIMENTAL & CLINICAL CANCER RESEARCH, 37 (1): (1-14). [PMID:30477536] |
22. Ting Li, Qingwen Zeng, Xingming Chen, Guojiang Wang, Haiqing Zhang, Aihua Yu, Hairui Wang, Yang Hu. (2018) The therapeutic effect of artesunate on rosacea through the inhibition of the JAK/STAT signaling pathway. Molecular Medicine Reports, 17 (6): (8385-8390). [PMID:29693177] |
23. Hailong Huang, Xianghui Wang, Hao Ge, Min Xu. (2016) Multifunctional Magnetic Cellulose Surface-Imprinted Microspheres for Highly Selective Adsorption of Artesunate. ACS Sustainable Chemistry & Engineering, 4 (6): (3334–3343). [PMID:] |
1. Morris CA, Duparc S, Borghini-Fuhrer I, Jung D, Shin CS, Fleckenstein L. (2011) Review of the clinical pharmacokinetics of artesunate and its active metabolite dihydroartemisinin following intravenous, intramuscular, oral or rectal administration.. Malar J, 10 (13): (263). [PMID:21914160] |
2. Sanford M, McCormack PL. (2015) All chapters. Guidelines for the Treatment of Malaria, 71 (13): (1755-70). [PMID:26020088] |
3. H Xu,Y He,X Yang,L Liang,Z Zhan,Y Ye,X Yang,F Lian,L Sun. (2007-02-23) Anti-malarial agent artesunate inhibits TNF-alpha-induced production of proinflammatory cytokines via inhibition of NF-kappaB and PI3 kinase/Akt signal pathway in human rheumatoid arthritis fibroblast-like synoviocytes.. Rheumatology (Oxford, England), 46 ((6)): (920-926). [PMID:17314215] |
4. Emile B Gordon,Geoffrey T Hart,Tuan M Tran,Michael Waisberg,Munir Akkaya,Jeff Skinner,Severin Zinöcker,Mirna Pena,Takele Yazew,Chen-Feng Qi,Louis H Miller,Susan K Pierce. (2015-06-04) Inhibiting the Mammalian target of rapamycin blocks the development of experimental cerebral malaria.. mBio, 6 ((3)): (e00725-e00725). [PMID:26037126] |
5. Erica L L Warkus,Yusuke Marikawa. (2017-02-12) Exposure-Based Validation of an In Vitro Gastrulation Model for Developmental Toxicity Assays.. Toxicological sciences : an official journal of the Society of Toxicology, 157 ((1)): (235-245). [PMID:28184906] |
6. Doyoung Kim,Tetsuro Kobayashi,Benjamin Voisin,Jay-Hyun Jo,Keiko Sakamoto,Seon-Pil Jin,Michael Kelly,Helena B Pasieka,Jessica L Naff,Jon H Meyerle,Ijeoma D Ikpeama,Gary A Fahle,Fred P Davis,Sergio D Rosenzweig,Julie C Alejo,Stefania Pittaluga,Heidi H Kong,Alexandra F Freeman,Keisuke Nagao. (2020-01-22) Targeted therapy guided by single-cell transcriptomic analysis in drug-induced hypersensitivity syndrome: a case report.. Nature medicine, 26 ((2)): (236-243). [PMID:31959990] |
7. Weiyu Zhang,Qiu Du,Piaopiao Bian,Zheng Xiao,Xin Wang,Yajuan Feng,Hou Feng,Ziyan Zhu,Nailin Gao,Diming Zhu,Xiang Fan,Yonghong Zhu. (2020-08-15) Artesunate exerts anti-prolactinoma activity by inhibiting mitochondrial metabolism and inducing apoptosis.. Annals of translational medicine, 8 ((14)): (858-858). [PMID:32793702] |
8. Shunyang Fan,Deyin Zhang,Fuyun Liu,Yuqi Yang,Hongliang Xu. (2020-11-20) Artesunate alleviates myocardial ischemia/reperfusion-induced myocardial necrosis in rats and hypoxia/reoxygenation-induced apoptosis in H9C2 cells via regulating the FAK/PI3K/Akt pathway.. Annals of translational medicine, 8 ((20)): (1291-1291). [PMID:33209871] |
9. Wei Li,Weike Mo,Dan Shen,Libo Sun,Juan Wang,Shan Lu,Jane M Gitschier,Bing Zhou. (2005-09-20) Yeast model uncovers dual roles of mitochondria in action of artemisinin.. PLoS genetics, 1 ((3)): (e36-e36). [PMID:16170412] |
10. Patrice Njomnang Soh,Benoît Witkowski,David Olagnier,Marie-Laure Nicolau,Maria-Concepcion Garcia-Alvarez,Antoine Berry,Françoise Benoit-Vical. (2008-11-19) In vitro and in vivo properties of ellagic acid in malaria treatment.. Antimicrobial agents and chemotherapy, 53 ((3)): (1100-1106). [PMID:19015354] |
11. Lisa Evans DeWald,Joshua C Johnson,Dawn M Gerhardt,Lisa M Torzewski,Elena Postnikova,Anna N Honko,Krisztina Janosko,Louis Huzella,William E Dowling,Ann E Eakin,Blaire L Osborn,Janet Gahagen,Liang Tang,Carol E Green,Jon C Mirsalis,Michael R Holbrook,Peter B Jahrling,Julie Dyall,Lisa E Hensley. (2019-12-29) In Vivo Activity of Amodiaquine against Ebola Virus Infection.. Scientific reports, 9 ((1)): (20199-20199). [PMID:31882748] |
12. Anais Laleve,Cristina Panozzo,Inge Kühl,Alexa Bourand-Plantefol,Jelena Ostojic,Abdoulaye Sissoko,Déborah Tribouillard-Tanvier,David Cornu,Angélique Burg,Brigitte Meunier,Marc Blondel,Jerome Clain,Nathalie Bonnefoy,Romain Duval,Geneviève Dujardin. (2020-01-29) Artemisinin and its derivatives target mitochondrial c-type cytochromes in yeast and human cells.. Biochimica et biophysica acta. Molecular cell research, 1867 ((5)): (118661-118661). [PMID:31987792] |
13. James P Hagen,Grant Darner,Samuel Anderson,Katie Higgins,Derek A Leas,Ananya Mitra,Victoria Mashinson,Tasloach Wol,Carlos Vera-Esquivel,Bret Belter,Monica Cal,Marcel Kaiser,Alexander Wallick,Rosalie C Warner,Paul H Davis. (2020-03-18) Activity of diphenyl ether benzyl amines against Human African Trypanosomiasis.. Bioorganic chemistry, 97 (103590-103590). [PMID:32179269] |
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