CAS Registry Number: 101021-32-3
Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Daucanes (Carotanes) – Diesters
Biological sources: Ferula lapidosa Korov. [1]
C26H36O9: 492.2359
Mp: 163–164°C (ester) [1]
[α]D +26.7° (c 1.0, EtOH) [1]
UV: 220 (4.36), 263 (4.40), 295 (3.78) [1]
IR: 3545, 3430, 1740, 1700, 1600, 1520, 1230–1250, 1275 [1]
1 HNMR: 0.84 and 1.04 (each 3H, d, J = 7, H-12, H-13), 1.21 (3H, s, H-14), 1.48 (3H, s, H-15), 2.04 (3H, s, OAc), 2.91 (1H, d, J = 5, H-9), 4.19 (1H, d, J = 5, H-10), 5.04 (1H, d, J = 6, H-2), 5.30 (1H, m, W1/2 = 2.3, H-6); OVer: 3.85 and 3.89 (each 3H, s, 2 × OCH3), 6.82 (1H, d, J = 9, H-5′), 7.40 (1H, d, J = 2.5, H-2′), 7.55 (1H, q, J = 9; 2, H-6′) [1]
Pharm./Biol.: Estrogenic activity [2]
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References
L.A. Golovina, A.I. Saidkhodzhaev, V.M. Malikov, Chem. Nat. Comp. 21, 673 (1985)
S.S. Nazrullaev, Z.A. Khushbaktova, V.N. Syrov, Kh.S. Akhmedkhodzhaeva, A. I. Saidkhodzhaev, The chemistry and biological activity of synthetic and natural compounds, in Oxygen- and Sulfur-Containing Heterocycles, ed. by Prof. V.G. Kartsev, vol. 1 (IBS PRESS, Moscow, 2003), p. 329
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(2013). 2α-Acetoxy-6α-veratroyloxy-8α,9α-epoxy-5α(H)-dauca-4β,10α-diol (Lapidolidin). In: Azimova, S.S., Saidkhodzhaev, A.I. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0539-9_945
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