4.0 Article

Acanthoic acid

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INT UNION CRYSTALLOGRAPHY
DOI: 10.1107/S1600536810019483

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Funding

  1. Office of the Higher Education Commission, Thailand
  2. 90th Anniversary of Chulalongkorn University Fund (Ratchadaphiseksomphot Endowment Fund)
  3. Department of Chemistry, Faculty of Science, Chulalongkorn University
  4. National Center of Excellence for Petroleum, Petrochemicals, and Advanced materials
  5. Faculty of Science [A1B1]
  6. Thai Government Stimulus Package 2 [TKK2555]

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The title compound [systematic name: (1R,4aR,7S,8aS,10aS)-1,4a,7-trimethyl-7-vinyl-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydrophenanthrene-1-carboxylic acid], C20H30O2, is a pimarane-type diterpene extracted from Croton oblongifolius. There are two independent molecules in the asymmetric unit. In both of these, the six-membered rings A, B and C adopt chair, boat and half-chair conformations, respectively. Rings A and B are trans-fused. The two molecules in the asymmetric unit form O-H center dot center dot center dot O hydrogen-bonded R-2(2)(8) dimers. The absolute configuration was assigned on the basis of the published literature on analogous structures.

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