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
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 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
Flash Point
284.6±27.8 °C
Solubility
In vitro:
10 mM in DMSO
Application
anti-diabetic
Storage
4°C, protect from light
* In solvent :
-80°C, 6 months
-20°C, 1 month (protect from light)
Vapor Pressure
0.0±3.0 mmHg at 25°C