8-Acetoxy-6-angeloyloxy-9(10)-epoxy-3-germacrene (Fecorine; Fekorin)
CAS Registry Number: 56581-77-2 Open image in new window
Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Monocyclic Sesquiterpene Esters – Germacranes – Germacranes – Diesters
Biological sources: Ferula korshinskyi Korov. [1]; F. leucographa Korov. [2]
C22H34O5: 378.2406
[n]D24 1.491 [1]
[α]D23 −29° (c 0.94, CHCl3) [1]
UV: 222 (3.94) [1]
IR: 2960–2880, 1745, 1720, 1660, 1270–1230 [1]
MS: 378 [M]+, 318 [M − CH3COOH]+, 279 [M − C5H7O2]+ [1]
TLC: petrol – EtOAc (3:1) × 2, Rf 0.8 [1]
1H NMR (100 MHz, CDCl3, HMDS): 0.95 (3H, d, J = 6, H-12), 1.10 (3H, d, J = 6, H-13), 1.10 (3H, s, H-14), 1.76 (3H, s, H-15), 1.8 (3H, s, OAc), 2.72 (1H, d, J = 6, H-9), 4.75 (1H, d, J = 6, H-8), 5.30 (2H, d, J = 6, H-3, H-6); OAng: 1.87 (3H, d, J = 3, H-5′), 1.9 (3H, s, H-4′), 5.96 (1H, qd, J = 3, H-3′) [1]
References
- 1.A.Sh. Kadyrov, A.I. Saidkhodzjaev, G.K. Nikonov, Chem. Nat. Comp. 11, 167 (1975)Google Scholar
- 2.M.N. Kobilov, A.I. Saidkhodzhaev, N.D. Abdullaev, Chem. Nat. Comp. 31, 530 (1995)Google Scholar