Artemisinin (CAS 63968-64-9) | Cayman Chemical
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Artemisinin

Item № 11816
CAS № 63968-64-9
Purity ≥98%
product image
                (CAS 63968-64-9)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     100 mg $39.00 0.00
     500 mg $93.00 0.00
     1 g $176.00 0.00

Pricing updated 2018-12-10. Prices are subject to change without notice.

Description
Synonyms
  • NSC 369397

Artemisinin is an antimalarial agent with anticancer activity.1,2 It is an iron(II) oxide-reactive endoperoxide that generates reactive oxygen species (ROS) upon cleavage of its endoperoxide bridge.3 It reduces the growth of various P. falciparum strains in vitro (IC50s = 3.98-20.36 nM) and reduces parasitemia in mice infected with P. falciparum with a curative dose (CD50) value of 140 mg/kg.1,4 It also reduces P. berghei infection in mice (ED50 = 5.6 mg/kg per day).5 Artemisinin (100-400 μM) induces cell cycle arrest in the G0/G1 phase and apoptosis and inhibits growth of SK-N-AS, BE(2)-C, SK-N-DZ, and SHEP1 neuroblastoma cells in a time- and concentration-dependent manner.2 It also suppresses BE(2)-C cell colony formation in a soft agar assay and reduces tumor growth in a BE(2)-C mouse xenograft model. Formulations containing artemisinin have been used in combination therapies for the treatment of malaria.

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Technical Information
Formal Name
(3R,5aS,6R,8aS,9R,12S,12aR)-octahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10(3H)-one
CAS Number
63968-64-9
Synonyms
  • NSC 369397
Molecular Formula
C15H22O5
Formula Weight
282.3
Purity
≥98%
Formulation
A crystalline solid
SMILES
[H][C@]12[C@@H](C)C(O[C@@]3([H])[C@@]1(OO4)[C@](CC[C@]4(C)O3)([H])[C@H](C)CC2)=O
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
InChI Key
BLUAFEHZUWYNDE-NNWCWBAJSA-N
Origin
  • Plant/Artemisia annua

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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References & Product Citations
Product Description References

1. Akoachere, M., Buchholz, K., Fischer, E., et al. In vitro assessment of methylene blue on chloroquine-sensitive and -resistant Plasmodium falciparum strains reveals synergistic action with artemisinins Antimicrob. Agents Chemother. 49(11), 4592-4597 (2005).

2. Zhu, S., Liu, W., Ke, X., et al. Artemisinin reduces cell proliferation and induces apoptosis in neuroblastoma Oncol. Rep. 32(3), 1094-1100 (2014).

3. Ooko, E., Saeed, M.E.M., Kadioglu, O., et al. Artemisinin derivatives induce iron-dependent cell death (ferroptosis) in tumor cells Phytomedicine 22(11), 1045-1054 (2015).

4. Robert, A., Benoit-Vical, F., Claparols, C., et al. The antimalarial drug artemisinin alkylates heme in infected mice Proc. Natl. Acad. Sci. U.S.A. 102(38), 13676-13680 (2005).

5. Chawira, A.N., Warhurst, D.C., Robinson, B.L., et al. The effect of combinations of qinghaosu (artemisinin) with standard antimalarial drugs in the suppressive treatment of malaria in mice Trans. R. Soc. Trop. Med. Hyg. 81(4), 554-558 (1987).

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