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Cubebol

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Cubebol
Names
Preferred IUPAC name (3S,3aR,3bR,4S,7R,7aR)-3,7-Dimethyl-4-(propan-2-yl)octahydro-1H-cyclopentacyclopropabenzen-3-ol
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
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/s1Key: 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/s1Key: KONGRWVLXLWGDV-BYGOPZEFBC
SMILES
  • 12((C)C)CC(C)31()2(C)(O)CC3
  • O3(CC12(CC(123)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 , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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. 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.

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.{{cite web}}: CS1 maint: multiple names: authors list (link)
  2. U.S. patent 6,214,788
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