The crystal and molecular structure of 23(S)-acetoxy-9β-holost-7-en-3β-ol and stereochemical peculiarities of the double bond migration from position 7(8) to 8(9) and 9(11) in triterpenoids of the holostane row

S. G. Ilyin, V. F. Sharipov, V. A. Stonik, M. Yu. Antipin, Yu. T. Struchkov, G. B. Elyakov

Pacific Institute of Bioorganic Chemistry, Far East Division, Academy of Sciences of the

USSR, Vladivostok

Abstract: X-Ray analysis of 23(S)-acetoxy-9β-holost-7-en-3β-ol, C32H50O5, a native aglycone from the Stichopodidae holothurians glycosides, was carried out (diffractometer, λ, Mo, t120C, 2751 reflections, direct method, anisotropic leastsquares refinement, R 0.053). Monoclynic crystals: space group P21 Z=2, a 14.036 A, b 6.748 A, c 16.630 A, β 112.59. The conformation of the molecule is established and the isomerisation of these genins having a labile fragment of 9β-holost-7-ene is interpreted in stereochemical terms.

Russian Journal of Bioorganic Chemistry 1991, 17 (8):1123-1128

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