Natural Compounds

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

6α-Anisoyloxy-5α(H)-dauc-8-ene-4β,10α-diol (10-Hydroxy-jaeschkeanadiol p-Methoxybenzoate; 10α-Hydroxyferutidin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_867

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

Biological sources: Ferula communis L. subsp. communis [1]; F. arrigonii E. Bocchieri [2]

C23H32O5: 388.2250

Mp: gum [1]

UV (CHCl3) 260 (ε 12340) [1]

IR (KBr): 3480, 2978, 2935, 2875, 1700, 1605, 1580, 1505, 1450, 1378, 1260, 1150, 1100, 1030, 950, 840, 765, 690 [1]

MS: 388 [M]+ (0.2), 371 [M − H2O + H]+ (0.9), 345 [M − iso-Pr]+ (14.1), 327 [M − iso-Pr − H2O]+ (23.1), 236 [M − p-anisic acid]+ (16.5), 218 [M − p-anisic acid − H2O]+ (47), 203 [M − p-anisic acid − H2O − Me]+ (15.2), 201 [M − p-anisic acid − 2 × H2O + H]+ (15.6), 193 [M − p-anisic acid − iso-Pr]+ (51.3), 175 [M − p-anisic acid − iso-Pr − H2O]+ (83.4), 157 [M − p-anisic acid − iso-Pr − 2 × H2O]+ (47.7), 152 [p-anisic acid]+ (71.5), 135 [p-anisate]+ (100), 119 (61.1), 107 (64.9), 92 (55.1) [1]

1H NMR (200 MHz, CDCl3): 0.86 (3H, d, J = 6.5, H-13*),...

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References

  1. 1.
    M. Miski, T.J. Mabry, Phytochemistry 24(8), 1735 (1985)CrossRefGoogle Scholar
  2. 2.
    G. Appendino, J. Jakupovic, S. Alloatti, M. Ballero, Phytochemistry 45(8), 1639 (1997)CrossRefGoogle Scholar

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