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Gmelinol

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Gmelinol
Chemical structure of gmelinol
Names
IUPAC name 3,6-Bis(3,4-dimethoxyphenyl)-3,4,6,6a-tetrahydro-1H-furofuran-3a-ol
Other names Isogmelinol
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
PubChem CID
UNII
InChI
  • InChI=1S/C22H26O7/c1-24-16-7-5-13(9-18(16)26-3)20-15-11-28-21(22(15,23)12-29-20)14-6-8-17(25-2)19(10-14)27-4/h5-10,15,20-21,23H,11-12H2,1-4H3Key: MEIWPHMJWJAVIY-UHFFFAOYSA-N
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 402.443 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

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.

References

  1. Kawamura, F.; Ohara, S.; Nishida, A. (2004). "Antifungal activity of constituents from the heartwood of Gmelina arborea: Part 1. Sensitive antifungal assay against Basidiomycetes". Holzforschung. 58 (2): 189–192. doi:10.1515/HF.2004.028. S2CID 97442999.
Types of lignans
Lignans
Lignan glycosides
Mammalian lignans (enterolignans)
Neolignans
Flavonolignans
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