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
ChEBI	CHEBI:46762
ChemSpider	4444726
Jmol interactive 3D	Image
PubChem	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	290.49 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 diterpene alcohol which plays a role in several important biological processes. It is an intermediate in the biosynthesis of other diterpenes and of vitamins E and K.^[1] It also used in the post-translational modification known as geranylgeranylation. Geranylgeraniol is a pheromone for bumblebees and a variety of other insects.^[2]

Geranylgeraniol is a potent inhibitor of Mycobacterium tuberculosis in vitro.^[3]

See also

• Geranylgeranyl pyrophosphate

References

1. Fatty alcohols, cyberlipid.org
2. Semiochemical - geranylgeraniol, pherobase.com
3. 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.