Prunin

Category	Enterovirus (EV)
CAS	529-55-5
Description	Prunin is a flavanone glycoside found in immature citrus fruits and in tomatoes. Its aglycone form is called naringenin. Prunin can not only inhibit protein tyrosine phosphatase 1B (PTP1B) but also stimulate glucose uptake in insulin-resistant HepG2 cells

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Synonyms	Naringenin 7-O-β-D-glucoside;Naringenin-7-O-glucoside
IUPAC Name	(2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
Molecular Weight	434.4
Molecular Formula	C21H22O10
Canonical SMILES	C1C(OC2=CC(=CC(=C2C1=O)O)OC3C(C(C(C(O3)CO)O)O)O)C4=CC=C(C=C4)O
InChI	InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-6,14,16,18-24,26-28H,7-8H2/t14-,16+,18+,19-,20+,21+/m0/s1
InChIKey	DLIKSSGEMUFQOK-SFTVRKLSSA-N
Boiling Point	802.4±65.0 °C at 760 mmHg
Melting Point	222-224°C
Flash Point	284.6±27.8 °C
Purity	>98%
Density	1.6±0.1 g/cm3
Solubility	In vitro: 10 mM in DMSO
Appearance	Powder
Application	anti-diabetic
Storage	4°C, protect from light * In solvent : -80°C, 6 months -20°C, 1 month (protect from light)
Complexity	623
Exact Mass	434.12129689
Index Of Refraction	1.691
In Vitro	Prunin exhibited dose-dependent inhibitory activity against ONOO--mediated tyrosine nitration and stimulated glucose uptake by decreasing PTP1B expression level in insulin-resistant HepG2 cells. Prunin shows significant inhibitory activity against α-glucosidase, with an IC50 of 317 ± 2.12 µM.
PSA	166.14000
Target	Enterovirus; Phosphatase
Vapor Pressure	0.0±3.0 mmHg at 25°C
XLogP3-AA	0.6