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Nodakenin

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Nodakenin Basic information

Product Name:
Nodakenin
Synonyms:
  • (R)-2-[1-(β-D-Glucopyranosyloxy)-1-methylethyl]-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one
  • NODAKENIN
  • (2R)-2-[2-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-2,3-dihydrofuro[3,2-g]chromen-7-one
  • 2-(7-Oxo-2,3-dihydro-7H-furo[3,2-g]chromen-3-yl)-2-propanyl β-D-glucopyranoside
  • Nodakenin, 98%, from Angelica decursiva (Miq.) Franch. & Sav.
  • AliNodakenin
  • 7H-Furo[3,2-g][1]benzopyran-7-one, 2-[1-(β-D-glucopyranosyloxy)-1-methylethyl]-2,3-dihydro-, (2R)-
  • Nodakenin USP/EP/BP
CAS:
495-31-8
MF:
C20H24O9
MW:
408.4
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
495-31-8.mol
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Nodakenin Chemical Properties

Melting point:
melting at 216°
alpha 
D30 +56.6°
Boiling point:
657.1±55.0 °C(Predicted)
Density 
1.51±0.1 g/cm3(Predicted)
storage temp. 
2-8°C(protect from light)
solubility 
Chloroform (Slightly, Sonicated), DMSO (Slightly)
form 
Solid
pka
12.90±0.70(Predicted)
color 
Off-White to Pale Beige
Major Application
food and beverages
InChIKey
HXCGUCZXPFBNRD-VPVUCYOBNA-N
SMILES
C([C@@H]1OC2=CC3OC(=O)C=CC=3C=C2C1)(C)(C)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O |&1:1,18,19,20,22,24,r|
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Safety Information

Safety Statements 
24/25
WGK Germany 
WGK 3
HS Code 
29389090
Storage Class
11 - Combustible Solids
Hazard Classifications
Acute Tox. 4 Oral
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Nodakenin Usage And Synthesis

Chemical Properties

White crystalline powder, soluble in methanol, derived from the plant Peucedanum purpurogenum and Angelica radix.

Uses

Nodakenin is a compound used for inhibiting influenza virus including Nodakenin and/or Nodakenetin.

Definition

ChEBI: Nodakenin is a furanocoumarin.

Synthesis

1. Rhizome of Qianghuo is extracted with ethanol, concentrated, and acid-hydrolyzed. The hydrolysate is passed through macroporous resin. Elution with ethanol of varying concentrations yields an extract rich in the target.
2. The extract is mixed with silica gel and subjected to silica column chromatography with a petroleum ether-ethyl acetate gradient. The 10:1 fraction is collected and purified by preparative HPLC to obtain nodakenin.

in vivo

Nodakenin (10 mg/kg, p.o.) reverses scopolamine-induced cognitive impairments in the passive avoidance test and the Y-maze test[1].
Nodakenin (10 mg/kg, p.o.) reduces escape latency during training in the Morris water maze test[1].

Animal Model:Male ICR mice
Dosage:2.5, 5, 10 and 20 mg/kg
Administration:p.o, single dose
Result:Reversed in step-through latency induced by scopolamine.

IC 50

AChE

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