Cubebol

Cubebol

Names
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
ChemSpider	9451107
Jmol interactive 3D	Image Image
PubChem	11276107
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 Key: KONGRWVLXLWGDV-BYGOPZEFSA-N 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
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
Properties
Chemical formula	C15H26O
Molar mass	222.37 g/mol
Melting point	61 to 62 °C (142 to 144 °F; 334 to 335 K)
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

Cubebol is a natural sesquiterpene alcohol first identified in cubeb oil. It is also found in basil. 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

1. Leffingwell, John C., Ph.D (2001). "Cool without Menthol & Cooler than Menthol and Cooling Compounds as Insect Repellents". Leffingwell & Associates. Retrieved 2006-09-15.
2. U.S. Patent 6,214,788