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
CAS Registry Number	564-20-5^Y
Jmol-3D images	Image
PubChem	61129
SMILES C[C@]12[C@@](CC(O2)=O)([H])[C@@]3(C)CCCC(C)(C)[C@]3([H])CC1
UNII	37W4O0O6E6^Y
Properties
Molecular formula	C₁₆H₂₆O₂
Molar mass	250.38 g·mol⁻¹
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Y verify (what is: Y/N?)
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

↑ 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.
↑ Kaneko, Hajime (1971). "Aroma of cigar tobacco. II. Isolation of norambreinolide from cigar tobacco". Agricultural and Biological Chemistry 35 (9): 1461–1462.
↑ 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. doi:10.1105/tpc.13.5.1095. PMC 135550. PMID 11340184.