Cubebol

Cubebol

IUPAC name (3S,3aR,3bR,4S,7R,7aR)-Octahydro-3,7-dimethyl-4-(1-methylethyl)-1H-cyclopenta[1,3]cyclopropa[1,2]benzen-3-ol
Identifiers
CAS number	23445-02-5
PubChem	11276107
ChemSpider	9451107^Y
Jmol-3D images	Image 1 Image 2
SMILES [H][C@]12[C@H]([C@H](C)C)CC[C@@H](C)[C@]31[C@@]([H])2[C@@](C)(O)CC3 O[C@]3(CC[C@@]12[C@@H](CC[C@H]([C@@H]1[C@H]23)C(C)C)C)C
InChI InChI=1S/C15H26O/c1-9(2)11-6-5-10(3)15-8-7-14(4,16)13(15)12(11)15/h9-13,16H,5-8H2,1-4H3/t10-,11+,12-,13+,14+,15-/m1/s1^Y Key: KONGRWVLXLWGDV-BYGOPZEFSA-N^Y InChI=1/C15H26O/c1-9(2)11-6-5-10(3)15-8-7-14(4,16)13(15)12(11)15/h9-13,16H,5-8H2,1-4H3/t10-,11+,12-,13+,14+,15-/m1/s1 Key: KONGRWVLXLWGDV-BYGOPZEFBC
Properties
Molecular formula	C₁₅H₂₆O
Molar mass	222.37 g/mol
Melting point	61-62 °C
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Cubebol is a natural sesquiterpene alcohol first identified in cubeb oil. It was patented as a cooling agent in 2001 by Firmenich, an international flavor company. The taste of cubebol is cooling and refreshing.^[1] The patent describes application of cubebol as a refreshing agent in various products, ranging from chewing gum to sorbets, drinks, toothpaste, and gelatin-based confectioneries.^[2]

References

^ Leffingwell, John C., Ph.D (2001). "Cool without Menthol & Cooler than Menthol and Cooling Compounds as Insect Repellents". Leffingwell & Associates. http://www.leffingwell.com/cooler_than_menthol.htm. Retrieved 2006-09-15.
^ U.S. Patent 6,214,788