Sclareolide

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Sclareolide
Sclareolide
Names
IUPAC name
3a,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydronaphtho[8,7-d]furan-2-one
Other names
Norambreinolide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.008.427
EC Number 209-269-0
UNII
Properties
C16H26O2
Molar mass 250.38 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Sclareolide is a sesquiterpene lactone natural product derived from various plant sources including Salvia sclarea, Salvia yosgadensis,[1] and cigar tobacco.[2] It is a close analog of sclareol, a plant antifungal compound.[3]

It is used as a fragrance in cosmetics and has been more recently marketed as a weight loss supplement, though there is no clinical evidence to support this effect.

References[edit]

  1. ^ Topcu, Guelacti; Ulubelen, Ayhan; Tam, Timothy Chit-Ming; Che, Chun-Tao (1996). "Norditerpenes and Norsesterterpenes from Salvia yosgadensis". Journal of Natural Products. 59 (2): 113–116. doi:10.1021/np960028h. 
  2. ^ Kaneko, Hajime (1971). "Aroma of cigar tobacco. II. Isolation of norambreinolide from cigar tobacco". Agricultural and Biological Chemistry. 35 (9): 1461–1462. 
  3. ^ Jasiński M; Stukkens Y; Degand H; Purnelle B; Marchand-Brynaert J; Boutry M (2001). "A Plant Plasma Membrane ATP Binding Cassette–Type Transporter Is Involved in Antifungal Terpenoid Secretion". Plant Cell. 13 (5): 1095–107. PMC 135550Freely accessible. PMID 11340184. doi:10.1105/tpc.13.5.1095.