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Arboreol

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Arboreol
Names
IUPAC name (1R,4R,6aR)-1,4-Bis(1,3-benzodioxol-5-yl)dihydro-1H,3H-furofuran-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
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C20H18O8/c21-19-8-23-18(11-1-3-14-16(5-11)26-9-24-14)13(19)7-28-20(19,22)12-2-4-15-17(6-12)27-10-25-15/h1-6,13,18,21-22H,7-10H2/t13-,18-,19-,20+/m1/s1Key: WQZHIPWFEKLEJM-AQWZQNETSA-N
SMILES
  • O43CO(C4CO3(O)c1ccc2OCOc2c1)c5ccc6OCOc6c5
Properties
Chemical formula C20H18O8
Molar mass 386.356 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Arboreol is an epoxylignan. Arboreol can be transformed by acid catalysis into gmelanone.

References

  1. Buckingham, John (2 December 1993). Dictionary of Natural Products. CRC Press. p. 481. ISBN 978-0-412-46620-5.
  2. Ramachandra Row, L.; Ventkateswarlu, Reveru; Pelter, Andrew; Ward, Robert S. (1980). "Acid catalysed rearrangements of arboreol: A biomimetic synthesis of gmelanone". Tetrahedron Letters. 21 (30): 2919–2922. doi:10.1016/S0040-4039(00)78645-X.

External links

The dictionary definition of arboreol at Wiktionary

Types of lignans
Lignans
Lignan glycosides
Mammalian lignans (enterolignans)
Neolignans
Flavonolignans
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