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(-)-Arctigenin

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(-)-Arctigenin Basic information

Product Name:
(-)-Arctigenin
Synonyms:
  • (3R,4R)-4-[(3,4-DIMETHOXYPHENYL)METHYL]DIHYDRO-3-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-2(3H)-FURANONE
  • 2(3H)-FURANONE,4-[(3,4-DIMETHOXYPHENYL)METHYL]DIHYDRO-3-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-,(3R,4R)
  • 2(3H)-FURANONE,4-[(3,4-DIMETHOXYPHENYL)METHYL]DIHYDRO-3-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]
  • ARCTIGENIN:2(3H)-FURANONE,4-[(3,4-DIMETHOXYPHENYL)METHYL]DIHYDRO-3-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-,(3R,4R)
  • 2(3H)-Furanone,4-[(3,4-dimethoxyphenyl) methyl]
  • dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-,(3R,4R)-
  • (-)-ARCTIGENIN
  • ARCTIGENIN
CAS:
7770-78-7
MF:
C21H24O6
MW:
372.41
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Inhibitors
  • Miscellaneous Natural Products
  • Protein Kinase
Mol File:
7770-78-7.mol
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(-)-Arctigenin Chemical Properties

Melting point:
98.0 to 102.0 °C
Boiling point:
567.0±45.0 °C(Predicted)
Density 
1.227±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
DMSO: 34 mg/mL with heating and sonicating, soluble
form 
solid
pka
10.03±0.20(Predicted)
color 
White to Light yellow
λmax
280nm(EtOH)(lit.)
InChI
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
InChIKey
NQWVSMVXKMHKTF-JKSUJKDBSA-N
SMILES
O1C[C@H](CC2=CC=C(OC)C(OC)=C2)[C@@H](CC2=CC=C(O)C(OC)=C2)C1=O
LogP
2.470 (est)
CAS DataBase Reference
7770-78-7(CAS DataBase Reference)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
LY9247000
HS Code 
2932.20.4500

MSDS

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(-)-Arctigenin Usage And Synthesis

Uses

Arctigenin is a plant ligan associated with anticancer and antioxidant properties.

Definition

ChEBI: (-)-Arctigenin is a lignan.

Biological Activity

Antioxidant, anti-inflammatory, antiproliferative and antiviral agent. Inhibits LPS-induced iNOS expression via inhibition of I κ B α phosphorylation and p65 nuclear translocation (IC 50 = 10 nM). Inhibits HIV-1 replication in vitro . Also potently inhibits MKK1 (IC 50 = 0.5 nM) and provides neuroprotection by binding to kainate receptors.

storage

-20°C (desiccate)

(-)-ArctigeninSupplier

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