8-Hydroxygeraniol

8-Hydroxygeraniol

Names
IUPAC name (2E,6E)-2,6-Dimethyl-2,6-octadiene-1,8-diol
Identifiers
CAS Number	26488-97-1
3D model (Jmol)	Interactive image
ChemSpider	4515751
ECHA InfoCard	100.209.637
PubChem	5363397
InChI InChI=1S/C10H18O2/c1-9(6-7-11)4-3-5-10(2)8-12/h5-6,11-12H,3-4,7-8H2,1-2H3/b9-6+,10-5+ Key: PREUOUJFXMCMSJ-TXFIJWAUSA-N InChI=1/C10H18O2/c1-9(6-7-11)4-3-5-10(2)8-12/h5-6,11-12H,3-4,7-8H2,1-2H3/b9-6+,10-5+ Key: PREUOUJFXMCMSJ-TXFIJWAUBC
SMILES C/C(=C\CO)/CC/C=C(\C)/CO
Properties
Chemical formula	C10H18O2
Molar mass	170.25 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

8-Hydroxygeraniol (also called 10-hydroxygeraniol)^[1] is a monoterpene synthesized from geraniol by the enzyme geraniol 8-hydroxylase. 8-Hydroxygeraniol is a substrate for 8-hydroxygeraniol dehydrogenase (G80) which synthesizes 8-oxogeranial.^[2] 8-Hydroxygeraniol is step in the synthesis of the secologanin, a key monoterpene needed for formation of terpene indole alkaloids.

References

1. Dewick (2009) Medicinal Natural Products: A Biosynthetic Approach.
2. Miettinen, Karel; Dong, Lemeng; Navrot, Nicolas; Schneider, Thomas; Burlat, Vincent; Pollier, Jacob; Woittiez, Lotte; Van Der Krol, Sander; Lugan, Raphaël; Ilc, Tina; Verpoorte, Robert; Oksman-Caldentey, Kirsi-Marja; Martinoia, Enrico; Bouwmeester, Harro; Goossens, Alain; Memelink, Johan; Werck-Reichhart, Danièle (2014). "The seco-iridoid pathway from Catharanthus roseus". Nature Communications. 5. Bibcode:2014NatCo...5.....M. doi:10.1038/ncomms4606.