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CAS 71939-50-9

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Dihydroartemisinin

Description:
Dihydroartemisinin is a semi-synthetic derivative of artemisinin, which is derived from the sweet wormwood plant, Artemisia annua. It is primarily known for its potent antimalarial properties and is widely used in the treatment of malaria, particularly in combination therapies to enhance efficacy and reduce resistance. Dihydroartemisinin is characterized by its molecular formula, which typically includes carbon, hydrogen, and oxygen atoms, reflecting its organic nature. The compound is a white to off-white crystalline powder that is soluble in organic solvents but has limited solubility in water. Its mechanism of action involves the generation of reactive oxygen species upon activation in the presence of heme, leading to the destruction of the malaria parasite. Dihydroartemisinin is generally well-tolerated, with a favorable safety profile, although some side effects may occur. Its rapid onset of action and short half-life make it an effective choice in acute malaria treatment, often administered in combination with other antimalarial drugs to improve therapeutic outcomes.
Formula:C15H24O5
InChI:InChI=1S/C15H24O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-13,16H,4-7H2,1-3H3/t8-,9-,10+,11+,12+,13-,14-,15-/m1/s1
InChI key:InChIKey=BJDCWCLMFKKGEE-ISOSDAIHSA-N
SMILES:C[C@@H]1[C@]2([C@]34[C@@](O[C@](C)(OO3)CC[C@]4([C@H](C)CC2)[H])(O[C@@H]1O)[H])[H]
Synonyms:
  • (3R,5aS,6R,8aS,9R,10R,12R,12aR)-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol
  • (3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-ol
  • (3R,5aS,6R,8aS,9R,10S,12R,12aR)-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol
  • (3R,5aS,6R,8aS,9R,12R,12aR)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-ol
  • (3R,5aS,6R,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-ol
  • (5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-ol
  • (5aS,6R,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-ol
  • 3,12-Epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol, decahydro-3,6,9-trimethyl-, (3R,5aS,6R,8aS,9R,10S,12R,12aR)-
  • 3,12-Epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol, decahydro-3,6,9-trimethyl-, [3R-(3α,5aβ,6β,8aβ,9α,10α,12β,12aR*)]-
  • Alaxin
  • See more synonyms
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