Natural Compounds

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

10α-Anisoyloxy-5β-hydroxy-4α(H)-dauc-8-en-2-one (Fercomin; Siol p-Methoxybenzoate)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_875

CAS Registry Number: 104758-20-5 Open image in new window

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

Biological sources: Ferula communis L. subsp. communis [1, 2]; Daucus carota L. ssp. carota [3]; Ferula jaeschkeana Vatke [4]

C23H30O5: 386.2093

Mp: 130–132°C (hexane – Et2O 3:1) [1]; 127°C (hexane), colorless needles [2]

[α]D25 −217° (c 1.2, CHCl3) [2]

UV (MeOH) 261 (ε 10955) [1]; UV (EtOH): 256 (4.3), 210 (4.4) [2]

IR: 3520, 3070, 2860, 1740, 1730, 1710, 1608, 1580, 1512, 1320, 1275, 1260, 1170, 1100, 1030, 1003, 962, 840, 850, 772 [1]

IR: (KBr): 3520, 1730, 1710, 1670, 1610, 1170, 1100, 1000, 850, 775 [2]

MS: 386 [M]+ (4), 368 (10.8), 343 (6.8), 289 (16.5), 251 (86.3), 235 (49.5), 233 (53.2), 217 (39.2), 191 (55.7), 152 (56.5), 135 (100) [1]

EI-MS: 386 [M]+ (34), 251 [M − ArCO]+ (97), 233 [M − ArCO − H2O]+ (27), 135 [ArCO]+ (100), 107 [Ar]+ (46) [2]

CD (MeOH): Δε305 +1.2, Δε256...

This is a preview of subscription content, log in to check access.

References

  1. 1.
    M. Miski, T.J. Mabry, Phytochemistry 25(7), 1673 (1986)CrossRefGoogle Scholar
  2. 2.
    M.G. Valle, G. Appendino, G.M. Nano, V. Picci, Phytochemistry 26(1), 253 (1987)CrossRefGoogle Scholar
  3. 3.
    A.A. Ahmed, M.M. Bishr, M.A. El-Shanawany, E.Z. Attia, S.A. Ross, P.W. Pare, Phytochemistry 66(14), 1680 (2005)CrossRefGoogle Scholar
  4. 4.
    E.Kh. Khalilova, A.I. Saidkhodzhaev, Chem. Nat. Comp. 34, 516 (1998)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2013