Artemisin

Short description: 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 Y

3D model (JSmol)

* Interactive image

ChEBI |

* CHEBI:2852

ChEMBL |

* ChEMBL158124

ChemSpider |

* 58542

KEGG |

* C09344

PubChem CID

* 65030

UNII |

* Y1R67R7XWU Y

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

Tracking categories (test):

* SizeSet

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) (in en). The Total Synthesis of Natural Products. John Wiley & Sons. ISBN 9780470129517. https://books.google.com/books?id=MhEDN-d1Dw8C&pg=PA324.

## External links

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*[CID]: Compound ID