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Stereochemical assignments for the two enantiomeric pairs of 9,10-dihydroxy-Δ6a(10a)-Tetrahydrocannabinols. X-Ray Crystal Structure Analysis of (±)-Trans-Cannabitriol

Publication ,  Journal Article
McPhail, AT; ElSohly, HN; Turner, CE; ElSohly, MA
Published in: Journal of Natural Products
January 1, 1984

Single-crystal X-ray analysis of (±)-cannabitriol (1), isolated from Panamanian Cannabis, confirmed the structure of previously isolated (+)- and (-)-cannabitriol and defined the relative stereochemistry at the asymmetric centers. Based on the results obtained from this study, all compounds previously named cannabitriol [(+), (-), or (±)] should henceforth be designated trans-cannabitriol with appropriate sign of optical rotation, the other enantiomeric pair of (±)-9,10-dihydroxy-Δ6a(10a)-tetrahydrocannabinols being (±)-m-cannabitriol (4). © 1984, American Chemical Society. All rights reserved.

Duke Scholars

Published In

Journal of Natural Products

DOI

EISSN

1520-6025

ISSN

0163-3864

Publication Date

January 1, 1984

Volume

47

Issue

1

Start / End Page

138 / 142

Related Subject Headings

  • Medicinal & Biomolecular Chemistry
  • 4208 Traditional, complementary and integrative medicine
  • 11 Medical and Health Sciences
  • 06 Biological Sciences
  • 03 Chemical Sciences
 

Citation

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McPhail, A. T., ElSohly, H. N., Turner, C. E., & ElSohly, M. A. (1984). Stereochemical assignments for the two enantiomeric pairs of 9,10-dihydroxy-Δ6a(10a)-Tetrahydrocannabinols. X-Ray Crystal Structure Analysis of (±)-Trans-Cannabitriol. Journal of Natural Products, 47(1), 138–142. https://doi.org/10.1021/np50031a020
McPhail, A. T., H. N. ElSohly, C. E. Turner, and M. A. ElSohly. “Stereochemical assignments for the two enantiomeric pairs of 9,10-dihydroxy-Δ6a(10a)-Tetrahydrocannabinols. X-Ray Crystal Structure Analysis of (±)-Trans-Cannabitriol.” Journal of Natural Products 47, no. 1 (January 1, 1984): 138–42. https://doi.org/10.1021/np50031a020.
McPhail, A. T., et al. “Stereochemical assignments for the two enantiomeric pairs of 9,10-dihydroxy-Δ6a(10a)-Tetrahydrocannabinols. X-Ray Crystal Structure Analysis of (±)-Trans-Cannabitriol.” Journal of Natural Products, vol. 47, no. 1, Jan. 1984, pp. 138–42. Scopus, doi:10.1021/np50031a020.
Journal cover image

Published In

Journal of Natural Products

DOI

EISSN

1520-6025

ISSN

0163-3864

Publication Date

January 1, 1984

Volume

47

Issue

1

Start / End Page

138 / 142

Related Subject Headings

  • Medicinal & Biomolecular Chemistry
  • 4208 Traditional, complementary and integrative medicine
  • 11 Medical and Health Sciences
  • 06 Biological Sciences
  • 03 Chemical Sciences