Natural Compounds

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

6α-(4′-Hydroxy-benzoyloxy)-5α(H)-dauc-8-ene-4β,15-diol (Feruginidin; 6α-p-Hydroxybenzoyl Ester of Jaeschkeanadiol)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_890

CAS Registry Number: 109517-73-9 Open image in new window

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

Biological sources: Ferula jaeschkeana Vatke [1]

C22H30O5: 374.2093 [1]

[α]D +6.0° (c 1.5, MeOH) [1]

UV (MeOH) 256 (4.12) [1]

IR (KBr): 3350, 2950, 2930, 2870, 1680, 1610, 1590, 1510, 1450, 1380, 1160, 1100, 1030, 850 [1]

CI-MS: 375 [M + 1] (2), 357 [M + 1 − H2O]+ (38), 331 [M − C3H7]+ (1), 279 (14), 235 (20), 219 (58), 202 (23), 201 [M + 1 − 2H2O − C6H4(OH)COOH]+ (100), 200 (32), 175 (3), 157 (4.5), 127 (27), 75 (6) [1]

Found: C, 70.9; H, 8.16; calc. for C22H30O5: C, 70.58; H, 8.02% [1]

1H NMR(400 MHz, TMS): 0.82 (3H, d, J = 7, H-12), 0.93 (3H, d, J = 7, H-13), 1.08 (3H, s, H-14), 1.57 (1H, dd, J = 15; 9, H-10b), 1.25–1.59 (4H, m, H-2, H-3), 1.94 (1H, qq, J = 7.0, H-11), 2.04 (1H, dd, J = 15; 5, H-7b), 2.04 (1H, d, J = 11, H-5), 2.17 (1H, dd, J = 15; 6, H-10a), 2.48 (1H, dd,...

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References

  1. 1.
    S.N. Garg, S.K. Agarwal, V.P. Mahajan, S.N. Rastjgi, J. Nat. Prod. 50, 253 (1987)CrossRefGoogle Scholar

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