Geranylgeraniol

Geranylgeraniol
Names
	IUPAC name (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol
	Other names Tetraprenol
Identifiers
CAS Number	24034-73-9 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:46762;
ChemSpider	4444726;
ECHA InfoCard	100.152.315
PubChem CID	5281365;
	InChI InChI=1S/C20H34O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h9,11,13,15,21H,6-8,10,12,14,16H2,1-5H3/b18-11+,19-13+,20-15+ Key: OJISWRZIEWCUBN-QIRCYJPOSA-N; InChI=1/C20H34O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h9,11,13,15,21H,6-8,10,12,14,16H2,1-5H3/b18-11+,19-13+,20-15+ Key: OJISWRZIEWCUBN-QIRCYJPOBA;
	SMILES OC/C=C(/CC/C=C(/CC\C=C(/C)CC\C=C(/C)C)C)C;
Properties
Chemical formula	C20H34O
Molar mass	290.491 g·mol−1
Appearance	Clear liquid
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Geranylgeraniol is a diterpenoid alcohol. It is a colorless waxy solid.[1]

Geranylgeraniol is an important intermediate in the biosynthesis of other diterpenes, of vitamins E, and of K.[2] It also used in the post-translational modification known as geranylgeranylation. Geranylgeraniol is a pheromone for bumblebees and a variety of other insects.[3]

Geranylgeraniol is a potent inhibitor of Mycobacterium tuberculosis in vitro.[4]

References

Jin, Yinghua; Roberts, Frank G.; Coates, Robert M. (2007). "Stereoselective Isoprenoid Chain Extension with Acetoacetate Dianion: [(E, E, E)-Geranylgeraniol from (E, E)-Farnesol". Organic Syntheses. 84: 43. doi:10.15227/orgsyn.084.0043.
Fatty alcohols Archived 2012-06-25 at the Wayback Machine, cyberlipid.org
Semiochemical - geranylgeraniol, pherobase.com
Vik, A; James, A; Gundersen, LL (2007). "Screening of terpenes and derivatives for antimycobacterial activity; identification of geranylgeraniol and geranylgeranyl acetate as potent inhibitors of Mycobacterium tuberculosis in vitro". Planta Medica. 73 (13): 1410–2. doi:10.1055/s-2007-990238. PMID 17924309.

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