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artemisinin
| 别名 | qinghaosu |
|---|---|
| Compound Class | Natural product |
| 变动原因 |
Artemisinin is a sesquiterpene lactone with an unusual endoperoxide bridge, believed to be responsible for the antimalarial activity of the compound. It is a natural product, isolated from the qinghao or sweet wormwood plant (Artemisia annua) and used in Chinese traditional medicine to treat fever. Artemisinin is a prodrug that is converted to the active metabolite We show one representation of artemisinin here. As with other natural products, there are alternative chemical structures due to the complex stereochemistry. The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY. |
| Related Product | 青蒿素 |
Summary
| 是否批准为药物？ | |
|---|---|
| IUPAC Name | (1R,4S,5R,8S,9R,12S,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-one |
| 别名 | qinghaosu |
数据库链接
| PubChem CID | 68827 |
|---|---|
| Wikipedia | Artemisinin |
| CAS Registry No. | 63968-64-9 |
| ChEMBL Ligand | CHEMBL269671 |
| ChEBI | CHEBI:223316 |
| DrugCentral Ligand | 3871 |
生物活性
| 生物活性评价 | The interaction table below provides data from an evaluation of the antimalarial (asexual blood stage) activity of artemisinin, using a panel of P. falciparum strains. |
|---|
临床资料
| Summary of Clinical Use | The World Health Organisation recommends artemisinin-based combination therapies (ACTs) for the treatment of uncomplicated malaria caused by the P. falciparum parasite. ACTs are designed to reduce the likelihood of drug resistance developing, by combining a fast acting artemisinin-derived compound with a drug from a different class. Artemisinins are not used for malaria prophylaxis because of the short elimination half-life. |
|---|---|
| 作用机制与药效学效应 |
Sulfonamides are structural analogues of 4-aminobenzoic acid (pABA) an intermediate in the de novo synthesis of folate by some prokaryotes, lower eukaryotes and plants |
参考文献
| 1. Duc DD, de Vries PJ, Nguyen XK, Le Nguyen B, Kager PA, van Boxtel CJ. (1994) The pharmacokinetics of a single dose of artemisinin in healthy Vietnamese subjects.. Am J Trop Med Hyg, 51 (6): (785-90). [PMID:7810812] |
| 2. Tu Y. (2016) Artemisinin-A Gift from Traditional Chinese Medicine to the World (Nobel Lecture).. Angew Chem Int Ed Engl, 55 (35): (10210-26). [PMID:27488942] |
| 3. Sanford M, McCormack PL. (2015) Treatment of uncomplicated Plasmodium falciparum malaria. Guidelines for the Treatment of Malaria. Third edition., 71 (13): (1755-70). [PMID:26020088] |
结构
| Canonical SMILES | O=C1OC2OC3(C)CCC4C2(C(C1C)CCC4C)OO3 |
|---|---|
| Isomeric SMILES | O=C1O[C@@H]2O[C@@]3(C)CC[C@@H]4[C@]2([C@H]([C@H]1C)CC[C@H]4C)OO3 |
| InChI | InChI=1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14-,15-/m1/s1 |
| InChI key | BLUAFEHZUWYNDE-NNWCWBAJSA-N |
危险品化学品经营许可证（带存储）