Artemisinin
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MedKoo CAT#: 317131

CAS#: 63968-64-9

Description: Artemisinin, also known as qinghaosu (Chinese: 青蒿素), and its semi-synthetic derivatives are a group of drugs that possess the most rapid action of all current drugs against Plasmodium falciparum malaria. It was discovered by Tu Youyou, a Chinese scientist, who was awarded half of the 2015 Nobel Prize in Medicine for her discovery. Treatments containing an artemisinin derivative (artemisinin-combination therapies, ACTs) are now standard treatment worldwide for P. falciparum malaria. Artemisinin is isolated from the plant Artemisia annua, sweet wormwood, an herb employed in Chinese traditional medicine. A precursor compound can be produced using genetically engineered yeast. Chemically, artemisinin is a sesquiterpene lactone containing an unusual peroxide bridge. This peroxide is believed to be responsible for the drug's mechanism of action. Few other natural compounds with such a peroxide bridge are known. The drug is also increasingly being used in Plasmodium vivax malaria, as well as being a topic of research in cancer treatment.


Chemical Structure

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Artemisinin
CAS# 63968-64-9

Theoretical Analysis

MedKoo Cat#: 317131
Name: Artemisinin
CAS#: 63968-64-9
Chemical Formula: C15H22O5
Exact Mass: 282.14672
Molecular Weight: 282.34
Elemental Analysis: C, 63.81; H, 7.85; O, 28.33

Size Price Shipping out time Quantity
1g USD 150 2 Weeks
2g USD 250 2 Weeks
5g USD 450 2 Weeks
10g USD 850 2 Weeks
20g USD 1450 2 Weeks
50g USD 2650 2 Weeks
100g USD 3950 2 Weeks
200g USD 4950 2 Weeks
Inquire bulk and customized quantity

Pricing updated 2021-02-28. Prices are subject to change without notice.

Artemisinin, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.

Synonym: Artemisinin, also known as qinghaosu (Chinese: 青蒿素).

IUPAC/Chemical Name: (3R,5aS,6R,8aS,9R,12S,12aR)-3,6,9-trimethyloctahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10(3H)-one

InChi Key: BLUAFEHZUWYNDE-NNWCWBAJSA-N

InChi Code: 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

SMILES Code: O=C1[C@H](C)[C@]2([H])CC[C@@H](C)[C@]3([H])CC[C@@](O4)(C)OO[C@]32[C@]4([H])O1

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO, not in water

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.9001

Handling Instructions:

Preparing Stock Solutions

The following data is based on the product molecular weight 282.34 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Yakasai AM, Hamza M, Dalhat MM, Bello M, Gadanya MA, Yaqub ZM, Ibrahim DA, Hassan-Hanga F. Adherence to Artemisinin-Based Combination Therapy for the Treatment of Uncomplicated Malaria: A Systematic Review and Meta-Analysis. J Trop Med. 2015;2015:189232. doi: 10.1155/2015/189232. Epub 2015 May 28. Review. PubMed PMID: 26161095; PubMed Central PMCID: PMC4464595.

2: Shi C, Li H, Yang Y, Hou L. Anti-inflammatory and immunoregulatory functions of artemisinin and its derivatives. Mediators Inflamm. 2015;2015:435713. doi: 10.1155/2015/435713. Epub 2015 Apr 16. Review. PubMed PMID: 25960615; PubMed Central PMCID: PMC4415672.

3: Cravo P, Napolitano H, Culleton R. How genomics is contributing to the fight against artemisinin-resistant malaria parasites. Acta Trop. 2015 Aug;148:1-7. doi: 10.1016/j.actatropica.2015.04.007. Epub 2015 Apr 21. Review. PubMed PMID: 25910626.

4: Lussiana C. Towards subsidized malaria rapid diagnostic tests. Lessons learned from the global subsidy of artemisinin-based combination therapies: a review. Health Policy Plan. 2015 Apr 9. pii: czv028. [Epub ahead of print] Review. PubMed PMID: 25862732.

5: Das AK. Anticancer Effect of AntiMalarial Artemisinin Compounds. Ann Med Health Sci Res. 2015 Mar-Apr;5(2):93-102. doi: 10.4103/2141-9248.153609. Review. PubMed PMID: 25861527; PubMed Central PMCID: PMC4389338.

6: Pelfrene E, Pinheiro MH, Cavaleri M. Artemisinin-based combination therapy in the treatment of uncomplicated malaria: review of recent regulatory experience at the European Medicines Agency. Int Health. 2015 Jul;7(4):239-46. doi: 10.1093/inthealth/ihv017. Epub 2015 Apr 8. Review. PubMed PMID: 25855638; PubMed Central PMCID: PMC4492341.

7: Zhao SM, Wang MY. [Artemisinin resistance in Plasmodium falciparum: global status and basic research]. Zhongguo Ji Sheng Chong Xue Yu Ji Sheng Chong Bing Za Zhi. 2014 Oct;32(5):380-4. Review. Chinese. PubMed PMID: 25726605.

8: Isba R, Zani B, Gathu M, Sinclair D. Artemisinin-naphthoquine for treating uncomplicated Plasmodium falciparum malaria. Cochrane Database Syst Rev. 2015 Feb 23;2:CD011547. doi: 10.1002/14651858.CD011547. Review. PubMed PMID: 25702785; PubMed Central PMCID: PMC4453860.

9: George KW, Alonso-Gutierrez J, Keasling JD, Lee TS. Isoprenoid drugs, biofuels, and chemicals--artemisinin, farnesene, and beyond. Adv Biochem Eng Biotechnol. 2015;148:355-89. doi: 10.1007/10_2014_288. Review. Erratum in: Adv Biochem Eng Biotechnol. 2015;148:469. PubMed PMID: 25577395.

10: Winzeler EA, Manary MJ. Drug resistance genomics of the antimalarial drug artemisinin. Genome Biol. 2014 Nov 25;15(11):544. doi: 10.1186/s13059-014-0544-6. Review. PubMed PMID: 25470531; PubMed Central PMCID: PMC4283579.

11: Visser BJ, Wieten RW, Kroon D, Nagel IM, Bélard S, van Vugt M, Grobusch MP. Efficacy and safety of artemisinin combination therapy (ACT) for non-falciparum malaria: a systematic review. Malar J. 2014 Nov 26;13:463. doi: 10.1186/1475-2875-13-463. Review. PubMed PMID: 25428624; PubMed Central PMCID: PMC4258384.

12: Corsello MA, Garg NK. Synthetic chemistry fuels interdisciplinary approaches to the production of artemisinin. Nat Prod Rep. 2015 Mar;32(3):359-66. doi: 10.1039/c4np00113c. Review. Erratum in: Nat Prod Rep. 2015 Mar;32(3):504. PubMed PMID: 25342519.

13: Liu YX, Wu W, Liang YJ, Jie ZL, Wang H, Wang W, Huang YX. New uses for old drugs: the tale of artemisinin derivatives in the elimination of schistosomiasis japonica in China. Molecules. 2014 Sep 19;19(9):15058-74. doi: 10.3390/molecules190915058. Review. PubMed PMID: 25244286.

14: Kano S. Artemisinin-based combination therapies and their introduction in Japan. Kansenshogaku Zasshi. 2014 May;88(3 Suppl 9-10):18-25. Review. PubMed PMID: 24979951.

15: Ramos-Martín V, González-Martínez C, Mackenzie I, Schmutzhard J, Pace C, Lalloo DG, Terlouw DJ. Neuroauditory toxicity of artemisinin combination therapies-have safety concerns been addressed? Am J Trop Med Hyg. 2014 Jul;91(1):62-73. doi: 10.4269/ajtmh.13-0702. Epub 2014 May 27. Review. PubMed PMID: 24865683; PubMed Central PMCID: PMC4080570.

16: Goodrich SK, Schlegel CR, Wang G, Belinson JL. Use of artemisinin and its derivatives to treat HPV-infected/transformed cells and cervical cancer: a review. Future Oncol. 2014 Mar;10(4):647-54. doi: 10.2217/fon.13.228. Review. PubMed PMID: 24754594.

17: Okebe J, Bojang K, D'Alessandro U. Use of artemisinin and its derivatives for the treatment of malaria in children. Pediatr Infect Dis J. 2014 May;33(5):522-4. doi: 10.1097/INF.0000000000000306. Review. PubMed PMID: 24736442.

18: Paddon CJ, Keasling JD. Semi-synthetic artemisinin: a model for the use of synthetic biology in pharmaceutical development. Nat Rev Microbiol. 2014 May;12(5):355-67. doi: 10.1038/nrmicro3240. Epub 2014 Apr 1. Review. PubMed PMID: 24686413.

19: Farhi M, Kozin M, Duchin S, Vainstein A. Metabolic engineering of plants for artemisinin synthesis. Biotechnol Genet Eng Rev. 2013;29:135-48. doi: 10.1080/02648725.2013.821283. Epub 2013 Aug 2. Review. PubMed PMID: 24568277.

20: Takatani-Nakase T. [Artemisinin: a natural product for fighting against cancer]. Nihon Yakurigaku Zasshi. 2014 Feb;143(2):61-4. Review. Japanese. PubMed PMID: 24531897.