Gurjunene

Gurjunene

File:Alpha-gurjunene.svg
Names
IUPAC name (1aR,4R,4aR,7bS)-1,1,4,7-Tetramethyl-1a,2,3,4,4a,5,6,7b-octahydrocyclopropa[e]azulene
Other names (-)-α-Gurjunene
Identifiers
CAS Number	489-40-7
3D model (JSmol)	Interactive image
ChEBI	CHEBI:61699
ChemSpider	10219452 ☒N
ECHA InfoCard
EC Number	207-695-1
E number
KEGG	C19734
PubChem CID	15560276
CompTox Dashboard (EPA)	{{#property:P3117}}
InChI InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h9,11-12,14H,5-8H2,1-4H3/t9-,11-,12-,14-/m1/s1 Key: SPCXZDDGSGTVAW-XIDUGBJDSA-N
SMILES C[C@@H]1CC[C@@H]2[C@@H](C2(C)C)C3=C(CC[C@H]13)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

Gurjunene, also known as (-)-α-gurjunene, is a natural carbotricyclic sesquiterpene that is most commonly found in gurjun balsam, an essential oil compound extracted from plants of the genus Dipterocarpus. The following reaction that synthesizes gurjunene can be catalyzed by alpha-gurjunene synthase:

(2E,6E)-farnesyl diphosphate

$\rightleftharpoons$

(–)-α-gurjunene + diphosphate

Related compounds

Several related compounds are known, including β-gurjunene and γ-gurjunene.

File:Beta-gurjunene.svg

β-Gurjunene

File:Gamma-gurjunene.svg

γ-Gurjunene