5374. Laserpitin

Nomenclature

CAS number: 7067-12-1
[1R-[1α,3aα,4β(Z),6β,8β(Z),8aβ]]-2-Methyl-2-butenoic acid decahydro-1,6-dihydroxy-3a,6-dimethyl-1-(1-methylethyl)-5-oxo-4,8-azulenediyl ester.
C25H38O7; mol wt 450.57.
C 66.64%, H 8.50%, O 24.86%.

Description and references

From root of Laserpitium latifolium L., Umbelliferae: Külz, Arch. Pharm. 221, 161 (1883); Morgenstern, Monatsh. Chem. 33, 709 (1912). Structure: M. Holub et al., Tetrahedron Lett. 1965, 1441, 2855. Absolute configuration: M. Holub et al., Collect. Czech. Chem. Commun. 35, 3597 (1970).

Chemical structure

Properties

Crystals, mp 118°. Practically insol in water. Sol in alcohol, chloroform, ether, petr ether, fatty oils.

Use

Used as seasoning and flavoring agent in antiquity (Greece and Rome).