Structure

Arctigenin

CAS
7770-78-7
Catalog Number
ACM7770787
Category
Inhibitors
Molecular Weight
372.41
Molecular Formula
C21H24O6

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Specification

Description
Arctigenin ((-)-Arctigenin), a biologically active lignan, can be used as an antitumor agent. Arctigenin exhibits potent antioxidant, anti-inflammatory and antiviral (influenza A virus) activities. Arctigenin can be used for the research of metabolic disorders, and central nervous system dysfunctions.
IUPAC Name
(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
Canonical SMILES
COC1=C(C=C(C=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)O)OC)OC
InChI Key
NQWVSMVXKMHKTF-JKSUJKDBSA-N
Appearance
White powder
Storage
Powder-20°C, 3 years; In solvent-80°C. 6 months; -20°C, 1 month.
Shipping
Can be shipped at room temperature, where not in use may vary.
Source
PlantsCompositaeArctium lappa L.

Upstream Synthesis Route 1

  • 123251-05-8
  • 7770-78-7

Reference: [1]Nishi, Kosuke; Nishimoto, Asuka; Nishiwaki, Hisashi; Sugahara, Takuya; Yamauchi, Satoshi
[Bioorganic and medicinal chemistry letters, 2020, vol. 30, # 13]
[2]Brown, Eric; Daugan, Alain
[Tetrahedron, 1989, vol. 45, # 1, p. 141 - 154]
[3]Butts, Craig P.; Collingridge, Graham L.; Jane, David E.; Mallah, Shahida; Molnár, Elek; Rečnik, Lisa-Maria; Thatcher, Robert J.; Willis, Christine L.
[Organic and Biomolecular Chemistry, 2021, vol. 19, # 42, p. 9154 - 9162]

Downstream Synthesis Route 1

  • 108-24-7
  • 26687-82-1
  • 69232-85-5

Reference: [1]Journal of the Chemical Society of Pakistan,2014,vol. 36,p. 870 - 874

Downstream Synthesis Route 2

  • 7770-78-7
  • 119069-38-4

Reference: [1]Shen, Sida; Zhuang, Jingjing; Chen, Yijia; Lei, Min; Chen, Jing; Shen, Xu; Hu, Lihong
[Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 13, p. 3882 - 3893]
[2]Umehara; Sugawa; Kuroyanagi; Ueno; Taki
[Chemical and Pharmaceutical Bulletin, 1993, vol. 41, # 10, p. 1774 - 1779]
[3]Eich, Eckart; Pertz, Heinz; Kaloga, Macki; Schulz, Jutta; Fesen, Mark R.; Mazumder, Abhijit; Pommier, Yves
[Journal of Medicinal Chemistry, 1996, vol. 39, # 1, p. 86 - 95]
[4]Butts, Craig P.; Collingridge, Graham L.; Jane, David E.; Mallah, Shahida; Molnár, Elek; Rečnik, Lisa-Maria; Thatcher, Robert J.; Willis, Christine L.
[Organic and Biomolecular Chemistry, 2021, vol. 19, # 42, p. 9154 - 9162]

* For details of the synthesis route, please refer to the original source to ensure accuracy.

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