Chemistry:Cubebene

Cubebenes

α-Cubebene β-Cubebene
Names
IUPAC name (α): (1R,5S,6R,7S,10R)-4,10-Dimethyl-7-propan-2-yltricyclo[4.4.0.01,5]dec-3-ene (β): (1R,5S,6R,7S,10R)-10-Methyl-4-methylidene-7-propan-2-yltricyclo[4.4.0.01,5]decane
Identifiers
CAS Number	(α): 17699-14-8 Y (β): 13744-15-5
3D model (JSmol)	(α): Interactive image (β): Interactive image
EC Number	605-792-7
PubChem CID	(α): 42608159 (β): 93081
UNII	(α): 438H9S5RG9 Y
InChI (α): InChI=1S/C15H24/c1-9(2)12-6-5-11(4)15-8-7-10(3)13(15)14(12)15/h7,9,11-14H,5-6,8H2,1-4H3/t11-,12+,13-,14-,15?/m1/s1 Key: XUEHVOLRMXNRKQ-PFNKYVCDSA-N
SMILES (α): C[C@@H]1CC[C@H]([C@H]2C13[C@@H]2C(=CC3)C)C(C)C (β): C[C@@H]1CC[C@H]([C@H]2[C@]13[C@@H]2C(=C)CC3)C(C)C
Properties
Chemical formula	C15H24
Molar mass	204.357 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Tracking categories (test):

• PairSizeSet

Cubebenes are a pair of chemical compounds, classified as sesquiterpenes, first isolated from Piper cubeba berries, known as cubebs.

The volatile oil from the distillation of cubebs is a pale green or blue-yellow viscous liquid with a warm woody, slightly camphoraceous odor consisting of cubebene which comes in two forms, α- and β-cubebene, both with the molecular formula C₁₅H₂₄. They differ only in the position of a double bond which is endocyclic (part of the five-membered ring) in α-cubebene, but exocyclic in β-cubebene.