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Prunin

Basic information Safety Supplier Related

Prunin Basic information

Product Name:
Prunin
Synonyms:
  • 4',5-DIHYDROXY-7-GLUCOSYLOXYFLAVANONE
  • NARINGENIN-7-O-GLUCOSIDE
  • NARINGENIN-7-GLUCOSIDE
  • PRUNIN
  • (S)-7-(beta-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
  • (-)-Naringenin 7-b-D-glucoside
  • (R)-5-Hydroxy-2-(4-hydroxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyMethyl)tetrahydro-2H-pyran-2-yl)oxy)chroMan-4-one
  • -7-(((2S,3R,4S,5S,6R)
CAS:
529-55-5
MF:
C21H22O10
MW:
434.4
EINECS:
208-464-8
Product Categories:
  • Flavanones
Mol File:
529-55-5.mol
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Prunin Chemical Properties

Melting point:
222-224°C
Boiling point:
802.4±65.0 °C(Predicted)
Density 
1.597±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
DMSO:20.0(Max Conc. mg/mL);46.04(Max Conc. mM)
DMF:30.0(Max Conc. mg/mL);69.06(Max Conc. mM)
DMF:PBS (pH 7.2) (1:2):0.3(Max Conc. mg/mL);0.69(Max Conc. mM)
form 
A solid
pka
7.18±0.40(Predicted)
color 
White to off-white
LogP
0.820 (est)
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Safety Information

Hazard Codes 
N
Risk Statements 
22-50
Safety Statements 
22-45-61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
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Prunin Usage And Synthesis

Uses

Prunin is a naturally occurring flavonoid which displays tyrosine phosphatase 1B inhibition. Also stimulates glucose uptake in insulin-resistant HepG2 cells.

Definition

ChEBI: Naringenin 7-O-beta-D-glucoside is a flavanone 7-O-beta-D-glucoside that is (S)-naringenin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as a metabolite, a hypoglycemic agent, an antilipemic drug and an antibacterial agent. It is a flavanone 7-O-beta-D-glucoside, a dihydroxyflavanone, a monosaccharide derivative, a member of 4'-hydroxyflavanones and a (2S)-flavan-4-one. It is functionally related to a (S)-naringenin.

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