Natural Compounds

2013 Edition
| Editors: Shakhnoza S. Azimova, Ashraf I. Saidkhodzhaev

6α-Anisoyloxy-5α(H)-dauc-8-en-4β-ol (Ferutidin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_868

CAS Registry Number: 53947-82-3 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Daucanes (Carotanes) – Monoesters

Biological sources: Ferula kuhistanica Korov. [1]; F. elaeochytris Korov. [2]; F. linkii Webb et Berthel. [3]; F. sinaica Boiss. [4]; F. akitschkensis B. Fedtsch. ex K.-Pol. [5]; F. rigidula DC. [6]; F. arrigonii E. Bocchieri [7]; F. communis L. subsp. communis [8]; F. communis L. [9]; F. jaeschkeana Vatke [10]

C23H32O4: 372.2301

Mp: 102–103°C [1, 5]

[α]D26 +103.5° [1]

UV 260 (4.09) [1]

IR: 3560, 1700, 1680, 1610, 1580 [1]

1H NMR (100 MHz, CCl4, HMDS): 0.79 and 0.88 (each 3H, d, J = 6, H-12, H-13), 1.05 (3H, s, H-14), 1.78 (3H, s, H-15), 5.10 (1H, sextet, J = 10.5; 10.5; 2.5, H-6), 5.35 (1H, m, H-9); OAnis: 3.66 (3H, s, OCH3), 6.70 (2H, d, J = 10, H-3′, H-5′), 7.75 (2H, d, J = 10, H-2′, H-6′) [1]

1H NMR (200 MHz, CDCl3): 0.85 (3H, d, J = 7, H-12), 0.96 (3H, d, J = 7, H-13), 1.12...

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