Artemisin

Not to be confused with Artemisinin.

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^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:2852
ChEMBL	ChEMBL158124
ChemSpider	58542
KEGG	C09344
PubChem CID	65030
UNII	Y1R67R7XWU^Y
CompTox Dashboard (EPA)	DTXSID80877833
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
SMILES 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

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