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Key indicators: single-crystal X-ray study; T = 296 K; mean (C-C) = 0.002 Å; R factor = 0.044; wR factor = 0.118; data-to-parameter ratio = 19.1.The title molecule, C 21 H 25 NO 7 , has four stereogenic centres and crystallized as a racemate. It consists of enantiomeric pairs with the relative configuration rac-(1R*,2S*,3R*). The cyclohexenone ring adopts an envelope conformation; the dimethyl-substituted C atom lies 0.640 (1) Å out of the mean plane formed by the rest of the ring atoms (r.m.s. deviation = 0.016 Å ). The oxacyclohexene ring adopts a half-chair conformation, the hydroxy-and carboxyl-substituted C atoms lying À0.336 (1) and 0.419 (1) Å , respectively, out of the mean plane formed by the rest of the ring atoms (r.m.s. deviation = 0.002 Å ). In the crystal, O-HÁ Á ÁO hydrogen bonds link the molecules into a chain along the c-axis direction.