Nepetalactol

Nepetalactol

Names
IUPAC name (4aS,7S,7aR)-4,7-Dimethyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-ol
Identifiers
ChemSpider	28533620
Jmol interactive 3D	Image
InChI InChI=1S/C10H16O2/c1-6-3-4-8-7(2)5-12-10(11)9(6)8/h5-6,8-11H,3-4H2,1-2H3/t6-,8+,9+,10?/m0/s1 Key: OJGPEAXUHQRLNC-CEPLBNANSA-N InChI=1/C10H16O2/c1-6-3-4-8-7(2)5-12-10(11)9(6)8/h5-6,8-11H,3-4H2,1-2H3/t6-,8+,9+,10u/m0/s1 Key: OJGPEAXUHQRLNC-XUFCCMHBBP
SMILES C[C@H]1CC[C@H]2[C@@H]1C(OC=C2C)O
Properties
Chemical formula	C10H16O2
Molar mass	168.24 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

Nepetalactol is a iridoid. It is produced from 8-oxogeranial by the enzyme iridoid synthase.^[1] Nepetalactol is a substrate for the enzyme iridoid oxidase (IO) which produces 7-deoxyloganetic acid.

References

1. Geu-Flores, Fernando; Sherden, Nathaniel H.; Courdavault, Vincent; Burlat, Vincent; Glenn, Weslee S.; Wu, Cen; Nims, Ezekiel; Cui, Yuehua; o’Connor, Sarah E. (2012). "An alternative route to cyclic terpenes by reductive cyclization in iridoid biosynthesis". Nature 492 (7427): 138–42. Bibcode:2012Natur.492..138G. doi:10.1038/nature11692. PMID 23172143.