Arctigenin is a lignan found in certain plants of the Asteraceae, including the greater burdock (Arctium lappa) and Saussurea heteromalla. It has shown antiviral[1] and anticancer[2] effects in vitro. It is the aglycone of arctiin.

Quick Facts Names, Identifiers ...
(−)-Arctigenin
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Names
IUPAC name
(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3- [(4-hydroxy-3-methoxyphenyl)methyl]-2-tetrahydrofuranone
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
KEGG
MeSH arctigenin
UNII
  • InChI=1S/C21H24O6/c1-24-18-7-5-13(11-20(18)26-3)8-15-12-27-21(23)16(15)9-14-4-6-17(22)19(10-14)25-2/h4-7,10-11,15-16,22H,8-9,12H2,1-3H3/t15-,16+/m0/s1 checkY
    Key: NQWVSMVXKMHKTF-JKSUJKDBSA-N checkY
  • InChI=1/C21H24O6/c1-24-18-7-5-13(11-20(18)26-3)8-15-12-27-21(23)16(15)9-14-4-6-17(22)19(10-14)25-2/h4-7,10-11,15-16,22H,8-9,12H2,1-3H3/t15-,16+/m0/s1
    Key: NQWVSMVXKMHKTF-JKSUJKDBBB
  • COC1=C(C=C(C=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)O)OC)OC
  • O=C2OC[C@H](Cc1cc(OC)c(OC)cc1)[C@H]2Cc3ccc(O)c(OC)c3
Properties
C21H24O6
Molar mass 372.41166
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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The use of arctigenin has been shown to be effective in a mouse model of Japanese encephalitis.[3]

It has been found to act as an agonist of adiponectin receptor 1 (AdipoR1).[4]

References

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