Bisabolene

Bisabolenes

200px α-Bisabolene
200px β-Bisabolene
200px β-Bisabolene
200px γ-Bisabolene
Names
IUPAC names (α): (E)-1-Methyl-4-(6-methylhepta-2,5-dien-2-yl)cyclohex-1-ene (β): (S)-1-Methyl-4-(6-methylhepta-1,5-dien-2-yl)cyclohex-1-ene (γ): (Z)-1-Methyl-4-(6-methylhept-5-en-2-ylidene)cyclohex-1-ene
Identifiers
CAS Number	17627-44-0 (α) 495-61-4 (β) 495-62-5 (γ)
ChemSpider	4509521 (α) 8279897 (β) 2298446 (γ)
Jmol 3D model	(α): Interactive image (β): Interactive image (γ): Interactive image
InChI (α): InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6-8,15H,5,9-11H2,1-4H3/b14-7- (β): InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8,15H,4-5,7,9-11H2,1-3H3/t15-/m1/s1 (γ): InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8H,5,7,9-11H2,1-4H3/b15-14+
SMILES (α): CC1=CCC(/C(C)=C/C/C=C(C)/C)CC1 (β): CC1=CC[C@@H](C(CC/C=C(C)/C)=C)CC1 (γ): CC(CC/1)=CCC1=C(C)/CC/C=C(C)/C
Properties
Chemical formula	C15H24
Molar mass	204.36 g·mol−1
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Bisabolenes are a group of closely related natural chemical compounds which are classified as sesquiterpenes. Bisabolenes are present in the essential oils of a wide variety of plants including cubeb, lemon and oregano. Various derivates also function as pheromones in different insects, such as stink bugs and fruit flies. It has also been observed to be produced by several fungi, though it's biological role in that group of organisms remains unclear.

Uses

Bisabolenes are intermediates in the biosynthesis of many other natural chemical compounds, including hernandulcin, a natural sweetener. β-Bisabolene has a balsamic odor and is approved in Europe as a food additive.

External links

• Beta-bisabolene, NIST Chemistry WebBook listing

• Bisabolene derived sesquiterpenoid biosynthesis
• (−)-β-bisabolene, flavornet.org