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(+)-Methyl 3?-acet-oxy-13-carb-oxy-19-hy-droxy-11-oxo-C-norolean-18-en-30-oate ?-lactone.

ABSTRACT: The title compound, C(33)H(46)O(7), is an unusual oxydation product of the therapeutic agent glycyrrhetinic acid that has, in comparison to the latter, a distinctly altered triterpene structure with one five- and four six-membered carbocycles complemented by a ?-lactone ring with a spiro-junction and a ring double bond. The junction between the five-membered ring C, a cyclo-penta-none ring, and the six-membered ring D, previously in question, was found to be cis, confirming earlier structure assignments based solely on chemical transformations. In the solid state, the compound exhibits five intra- and four inter-molecular C-H?O inter-actions with H?O distances less than or equal to 2.70?Å and C-H?O greater than 100°.

SUBMITTER: Gaware R

PROVIDER: S-EPMC2983216 | biostudies-literature | 2010 Sep

REPOSITORIES: biostudies-literature

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(+)-Methyl 3β-acet-oxy-13-carb-oxy-19-hy-droxy-11-oxo-C-norolean-18-en-30-oate γ-lactone.

Gaware Rawindra R Czollner Laszlo L Jordis Ulrich U Mereiter Kurt K

Acta crystallographica. Section E, Structure reports online 20100918 Pt 10

The title compound, C(33)H(46)O(7), is an unusual oxydation product of the therapeutic agent glycyrrhetinic acid that has, in comparison to the latter, a distinctly altered triterpene structure with one five- and four six-membered carbocycles complemented by a γ-lactone ring with a spiro-junction and a ring double bond. The junction between the five-membered ring C, a cyclo-penta-none ring, and the six-membered ring D, previously in question, was found to be cis, confirming earlier structure ass ...[more]

PMID: 21587575

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