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11β-Hydroxyobacunone (zapoterin)

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Abstract

The crystal structure of zapoterin C26H30O8 isolated from Casimiroa edulis has been determined and the compound crystallizing in the monoclinic space group P21 with a = 7.486(1), b = 16.247(3), c = 9.736(2) Å, β = 98.77(1)°, V = 1170.3(4) Å3, and Z = 2 was confirmed as 11β-hydroxyobacunone (11β-hydroxy-14,15:21,23-diepoxy-4,4,8-trimethyl-A,D-di-homo-24-nor-4,17-dioxa-chola-1,20,22-triene-3,7,16-trione) 1. The molecule comprises a tetracyclic skeleton with homo-oxa rings A and D. In the crystal, molecules form infinite ribbons along the b axis by hydrogen bonding involving the hydroxyl group and the carbonyl group of the seven-membered lactone.

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Authors and Affiliations

  1. Laboratorio de Química, Facultad de Ciencias, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Delegación Coyoacán, 04510, México, D.F., México

    Aída Nelly García Argáez

  2. Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Delegación Coyoacán, 04510, México, D.F., México

    Rubén A. Toscano & Mariano Martínez-Vázquez

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  1. Aída Nelly García Argáez
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  2. Rubén A. Toscano
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  3. Mariano Martínez-Vázquez
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García Argáez, A.N., Toscano, R.A. & Martínez-Vázquez, M. 11β-Hydroxyobacunone (zapoterin) . Journal of Chemical Crystallography 30, 727–730 (2000). https://doi.org/10.1023/A:1012250211856

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  • DOI: https://doi.org/10.1023/A:1012250211856

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