Abstract
The title compound, C(32)H(43)NO(4) x CH(4)O x H(2)O, has a nearly planar cyano-enone A ring in an otherwise normal oleanane triterpenoid. Rings A, B and C are non-chairs, but rings D and E adopt essentially cyclohexane chair conformations. The structure clearly establishes the C-D-E ring stereochemistry as trans-syn-cis, as predicted from a nuclear Overhauser effect (NOE) NMR measurement.
Publication types
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Anti-Inflammatory Agents, Non-Steroidal / chemistry*
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Crystallography, X-Ray
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Hydrogen Bonding
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Magnetic Resonance Spectroscopy
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Models, Molecular
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Oleanolic Acid / analogs & derivatives
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Oleanolic Acid / chemistry*
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Triterpenes / chemistry*
Substances
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Anti-Inflammatory Agents, Non-Steroidal
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Triterpenes
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methyl 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oate
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Oleanolic Acid