JOURNAL OF CHILEAN CHEMICAL SOCIETY

Vol 63 No 1 (2018): Journal of the Chilean Chemical Society
Original Research Papers

CRYSTAL AND MOLECULAR STRUCTURE OF 14α-ACETOXY-13α-HYDROXYMULIN-11-EN-20-OIC ACID MONOHYDRATE

Iván Brito
Departamento de Química, Facultad de Ciencias Básicas, Universidad de Antofagasta
Jorge Borquez
Departamento de Química, Facultad de Ciencias Básicas, Universidad de Antofagasta
Ruben Muñoz
Departamento de Química, Facultad de Ciencias Básicas, Universidad de Antofagasta
Alejandro Cárdenas
Departamento de Física, Facultad de Ciencias Básicas, Universidad de Antofagasta
Published April 25, 2018
Keywords
  • mulinane,
  • diterpenoid,
  • Azorella compacta,
  • X-ray diffraction,
  • crystal and supramolecular structure

Abstract

The structure of this 14α-acetoxy-13α-hydroxymulin-11-en-20-oic acid monohydrate consists of a mulinane skeleton and the corresponding isopropyl, methyl, carboxyl and methyl groups at C3, C8, C5, C13, respectively, which are β-oriented, whereas the hydroxyl and acetoxy groups at C13 and C-14 are α-oriented. The cyclopentane (A), cyclohexane (B) and cycloheptene (C) rings are trans (A/B) and (B/C) cis fused, and in an envelope, chair, and twist conformation respectively. In the crystal the organic molecules are linked by the water molecules by two intermolecular OH⋅⋅⋅O hydrogen bond forming 1D-dimensional chains with graph-set notation (9).

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