Arboreol

Arboreol
Names

IUPAC name (1R,4R,6aR)-1,4-Bis(1,3-benzodioxol-5-yl)dihydro-1H,3H-furo[3,4-c]furan-1,6a(6H)-diol
Other names (7β,7'α,8α,8'α)-3,4:3',4'-bis(methylenedioxy)-7,9':7',9-diepoxylignane-7,8-diol
Identifiers
3D model (Jmol)	Interactive image
ChemSpider	16737548
SMILES O[C@@]43CO[C@H](C4CO[C@]3(O)c1ccc2OCOc2c1)c5ccc6OCOc6c5
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

Arboreol is an epoxylignan.

Arboreol can be transformed by acid catalysis into gmelanone.^[1]

References

↑ Acid catalysed rearrangements of arboreol: A biomimetic synthesis of gmelanone. L. Ramachandra Row and Reveru Ventkateswarlu, Tetrahedron Letters, 1980, Volume 21, Issue 30, Pages 2919–2922, doi:10.1016/S0040-4039(00)78645-X

Look up arboreol in Wiktionary, the free dictionary.

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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