Artemisin

Chemical compound
Artemisin
Names
Preferred IUPAC name
(3S,3aR,4S,5aS,9bS)-4-Hydroxy-3,5a,9-trimethyl-3a,5,5a,9b-tetrahydronaphtho[1,2-b]furan-2,8(3H,4H)-dione
Identifiers
CAS Number
  • 481-05-0 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:2852
ChEMBL
  • ChEMBL158124
ChemSpider
  • 58542
KEGG
  • C09344
PubChem CID
  • 65030
UNII
  • Y1R67R7XWU checkY
CompTox Dashboard (EPA)
  • DTXSID80877833 Edit this at Wikidata
InChI
  • Key: LUHMMHZLDLBAKX-DBIGVJDZSA-N
  • InChI=1S/C15H18O4/c1-7-9(16)4-5-15(3)6-10(17)11-8(2)14(18)19-13(11)12(7)15/h4-5,8,10-11,13,17H,6H2,1-3H3/t8-,10-,11+,13-,15+/m0/s1
  • C=1C(=O)C(C)=C2[C@@](C1)(C[C@@H]([C@H]1[C@@H](C(O[C@H]21)=O)C)O)C
Properties
Chemical formula
 C15H18O4
Molar mass 262.305 g·mol−1
Melting point 203 °C (397 °F; 476 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Artemisin is a sesquiterpene lactone, similar in structure to α-santonin.[1][2]

See also

  • Artemisia (genus), hardy herbaceous plants and shrubs known for the powerful chemical constituents in their essential oils
  • Artemisinin, a group of drugs used against malaria
  • Santonin, an anthelminthic, drug expelling parasitic worms (helminths) by paralyzing them

References

  1. ^ SUMI, Masao (1956). "The Structure of Artemisin". Proceedings of the Japan Academy. 32 (9): 684–687. doi:10.2183/pjab1945.32.684.
  2. ^ ApSimon, John (2009). The Total Synthesis of Natural Products. John Wiley & Sons. ISBN 9780470129517.

External links

  • Media related to Artemisin at Wikimedia Commons


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