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Desoxyhemigossypol 6-methyl ether

V. V. UzbekovInstitute of Bioorganic Chemistry, Academy of Sciences of Uzbekistan, M. Ulugbek str. 83, Tashkent, 100125 UzbekistanSamat A. TalipovInstitute of Bioorganic Chemistry, Academy of Sciences of Uzbekistan, M. Ulugbek str. 83, Tashkent, 100125 UzbekistanБ. Т. ИбрагимовInstitute of Bioorganic Chemistry, Academy of Sciences of Uzbekistan, M. Ulugbek str. 83, Tashkent, 100125 UzbekistanRobert D. StipanovicSouthern Plains Agricultural Research Center, Agricultural Research, Service, USDA, College Station, TX 77845, USAJinggao LiuSouthern Plains Agricultural Research Center, Agricultural Research, Service, USDA, College Station, TX 77845, USA
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THE TITLE SESQUITERPENE [SYSTEMATIC NAME: 6-methoxy-10-methyl-7-(propan-2-yl)-2-oxatricyclo[6.3.1.0(4,12)]dodeca-1(11),4,6,8(12),9-pentaen-5-ol], C(16)H(18)O(3), was isolated from pathogen-infected stele tissue of Gossypium barbadense. There are two mol-ecules in the asymmetric unit and the dihedral angle between their naphtho-furan systems is 86.48 (2)°. In the crystal, O-H⋯O hydrogen bonds between the hy-droxy groups and etheric O atoms link the mol-ecules into centrosymmetric tetra-mers. These tetra-mers are assembled into (010) layers via stacking inter-actions between the naphtho-furan systems [inter-planar distance 3.473 (3) Å] and short C-H⋯O contacts.

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