Gummadiol

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

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)	Interactive image
ChemSpider	10308017
PubChem CID	21722930
InChI 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
SMILES O[C@@H]5O[C@H](c1ccc2OCOc2c1)[C@@]6(O)CO[C@H](c3ccc4OCOc4c3)[C@@H]56
Properties
Chemical formula	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).
Infobox references

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