Natural Compounds

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

6α-Veratroyloxy-5α(H)-dauc-8-en-4β-ol (Akiferin; 6-O-Veratroglyferutinol; Jaeschkeanadiol Veratrate)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_935

CAS Registry Number: 64118-78-1 Open image in new window

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

Biological sources: Ferula akitschkensis B. Fedtsch. ex K-Pol. [1]; F. arrigonii E. Bocchieri [2]

C24H34O5: 402.2406

Mp: 102–103°C [1]

[α]D +69.1°( c 1.08, CHCl3) [1]

UV: 260 (3.49), 295 (3.36) [1]

IR: 3450, 1705, 1620, 1580, 1520, 1250 [1]

1H NMR (60 MHz, CDCl3, HMDS): 0.78 and 0.85 (each 3H, d, J = 6.5, H-12, H-13), 1.05 (3H, s, H-14), 1.70 (3H, s, H-15), 5.02 (1H, sextet, J = 10.5; 10.5; 2.5, H-6), 5.32 (1H, m, H-9); OVer: 3.40 and 3.42 (each 3H, s, 2 × OCH3), 6.74 (1H, d, J = 10.0, H-5′), 7.40 (1H, d, J = 2.5, H-2′), 7.50 (1H, q, J = 10.0; 2.5, H-6′) [1]

X-ray: [3]

Pharm./Biol.: Estrogenic activity [4]

References

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