Gummadiol

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by Edgar181 (talk | contribs) at 12:30, 30 September 2019 (deprecated stub type (via WP:JWB)). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Gummadiol
Chemical structure of gummadiol
Names
IUPAC name
(1R,3R,3aS,6S,6aR)-3,6-Bis(1,3-benzodioxol-5-yl)dihydro-1H,3H-furo[3,4-c]furan-1,3a(4H)-diol
Other names
1,4-Dihydroxysesamin
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C20H18O8/c21-19-16-17(10-1-3-12-14(5-10)26-8-24-12)23-7-20(16,22)18(28-19)11-2-4-13-15(6-11)27-9-25-13/h1-6,16-19,21-22H,7-9H2/t16-,17+,18+,19+,20+/m0/s1
    Key: KCQXLVHWDSFFDF-OMQSBVIBSA-N
  • O[C@@H]5O[C@H](c1ccc2OCOc2c1)[C@@]6(O)CO[C@H](c3ccc4OCOc4c3)[C@@H]56
Properties
C20H18O8
Molar mass 386.35 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Gummadiol is a lignan hemiacetal.[1] It can be isolated from the heartwood of Gmelina arborea.[2]

References

  1. ^ The structure of gummadiol - A lignan hemi-acetal. A.S.R. Anjaneyulu, A.Madhusudhana Rao, V.Kameswara Rao, L.Ramachandra Row, Andrew Pelter and Robert S. Ward, Tetrahedron Letters, 1975, Volume 16, Issues 22–23, Pages 1803–1806, doi:10.1016/S0040-4039(00)75261-0
  2. ^ Novel hydroxy lignans from the heartwood of gmelina arborea. A.S.R. Anjaneyulu, A.Madhusudhana rao, V.Kameswara Rao and L.Ramachandra Row, Tetrahedron, 1977, Volume 33, Issue 1, Pages 133–143, doi:10.1016/0040-4020(77)80444-4