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

doi:10.1007/978-1-4614-0539-9_875

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

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CAS Registry Number: 104758-20-5

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] ²⁵_D −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 −3.9 [2]

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Editors and Affiliations

S.Yu. Yunusov Institute of the Chemistry of Plant Substances of the Academy of Sciences of the Republic of Uzbekistan, Tashkent, Republic of Uzbekistan
Shakhnoza S. Azimova
S.Yu. Yunusov Institute of the Chemistry of Plant Substances of the Academy of Sciences of the Republic of Uzbekistan, Tashkent, Republic of Uzbekistan
Ashraf I. Saidkhodzhaev

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(2013). 10α-Anisoyloxy-5β-hydroxy-4α(H)-dauc-8-en-2-one (Fercomin; Siol p-Methoxybenzoate). In: Azimova, S.S., Saidkhodzhaev, A.I. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0539-9_875

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DOI: https://doi.org/10.1007/978-1-4614-0539-9_875
Publisher Name: Springer, New York, NY
Print ISBN: 978-1-4614-0538-2
Online ISBN: 978-1-4614-0539-9
eBook Packages: Chemistry and Materials ScienceReference Module Physical and Materials ScienceReference Module Chemistry, Materials and Physics

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