cubebol

{{chembox

| Watchedfields = changed

| verifiedrevid = 425526696

| ImageFile = Cubebol.png

| ImageSize =

| PIN = (3S,3aR,3bR,4S,7R,7aR)-3,7-Dimethyl-4-(propan-2-yl)octahydro-1H-cyclopenta[1,3]cyclopropa[1,2-a]benzen-3-ol

| OtherNames =

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 9451107

| 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

| InChIKey = KONGRWVLXLWGDV-BYGOPZEFBC

| SMILES1 = O[C@]3(CC[C@@]12[C@@H](CC[C@H]([C@@H]1[C@H]23)C(C)C)C)C

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 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

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = KONGRWVLXLWGDV-BYGOPZEFSA-N

| CASNo_Ref = {{cascite|correct|??}}

| CASNo = 23445-02-5

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 9C9ZTS2B3U

| PubChem = 11276107

| SMILES = [H][C@]12[C@H]([C@H](C)C)CC[C@@H](C)[C@]31[C@@]([H])2[C@@](C)(O)CC3

}}

|Section2={{Chembox Properties

| Formula = C₁₅H₂₆O

| MolarMass = 222.37 g/mol

| Appearance =

| Density =

| MeltingPtC = 61 to 62

| MeltingPt_notes =

| BoilingPt =

| Solubility =

}}

|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt =

}}

}}

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.{{cite web | url = http://www.leffingwell.com/cooler_than_menthol.htm |title = Cool without Menthol & Cooler than Menthol and Cooling Compounds as Insect Repellents | first = John C., Ph.D. | last = Leffingwell | publisher = Leffingwell & Associates | year = 2001 |accessdate = 2006-09-15}}

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.{{US patent|6214788}}