Gmelinol

Gmelinol
Names

IUPAC name 3,6-bis(3,4-dimethoxyphenyl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-ol
Other names Isogmelinol
Identifiers
CAS Number	469-28-3
Jmol interactive 3D	Image
PubChem	235321
SMILES COC1=C(C=C(C=C1)C2C3COC(C3(CO2)O)C4=CC(=C(C=C4)OC)OC)OC
Properties
Chemical formula	C₂₂H₂₆O₇
Molar mass	402.43 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Gmelinol is a lignan. (+)-Gmelinol can be isolated from the heartwood of Gmelina arborea. This compound, along with four other chemicals also found in the same species, (+)-7′-O-ethyl arboreol, (+)-paulownin, (+)-epieudesmin and (−)-β-sitosterol, shows antifungal activity against Trametes versicolor.^[1]

References

↑ Antifungal activity of constituents from the heartwood of Gmelina arborea: Part 1. Sensitive antifungal assay against Basidiomycetes. F. Kawamura, S. Ohara and A. Nishida, Holzforschung, June 2005, Volume 58, Issue 2, Pages 189–192, doi:10.1515/HF.2004.028

Types of lignans

Lignans	Arboreol Arctigenin Chamaecypanone A and B Eudesmin Globoidnan A Gmelanone Gmelinol Gummadiol Isootobanone Lyoniresinol Macelignan Matairesinol Obtulignolide Pinoresinol Pluviatilol Podophyllotoxin Secoisolariciresinol Sesamin Sesamolin Steganacin

Lignan glycosides	Arctiin Aviculin (isolariciresinol-9'-rhamnopyranoside) Secoisolariciresinol diglucoside

Mammalian lignans (enterolignans)	Enterodiol Enterolactone Lariciresinol Hydroxymatairesinol Syringaresinol

Neolignans	Balanophonin Eusiderin Honokiol Linderin A Magnolol Megaphone 4-O-Methylhonokiol Rhaphidecursinol A Rhaphidecursinol B

Flavonolignans	Cinchonain-Ib Dehydrosilybin Deoxysilycistin Deoxysilydianin Hydnocarpin Hydnowightin Neosilyhermin Palstatin Rhodiolin Salcolin A Salcolin B Scutellaprostin A, B, C, D, E and F Silandrin Silyamandin Silibinin Silybinome Silicristin Silydianin Silyhermin Tricin 4'-O-(erythro-beta-guaiacylglyceryl) ether Tricin 4'-O-(threo-beta-guaiacylglyceryl) ether

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