Isovitexin

For Research Use Only.
Category
Flavonoids
Cat.No.
NP1807
CAS
38953-85-4
Product Name
Isovitexin
Structure

Product Details

Description
Isovitexin, a food phytochemical contained in dietary rice products, or as a natural plant flavonoid isolated from the seeds of Vitex trifolia L, suppresses lipopolysaccharide-mediated inducible nitric oxide synthase through inhibition of NF-kappa B in mouse macrophages. Isovitexin exhibits anti-inflammatory and anti-oxidant activities on lipopolysaccharide-induced acute lung injury by inhibiting MAPK and NF-κB and activating HO-1/Nrf2 pathways. Isovitexin can inhibit xanthine oxidase with an IC50 value of 15.2 microM, and it may protect cells from oxidative stress.
Synonyms
Saponaretin; Homovitexin; (1S)-1,5-anhydro-1-[5,7-dihydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-6-yl]-D-glucitol; 4H-1-Benzopyran-4-one, 6-β-D-glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-; 6-β-D-Glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; Flavone, 6-β-D-glucopyranosyl-4',5,7-trihydroxy-; Homovitexin; 6-C-Glucosylapigenin; 6-C-β-D-Glucopyranosylapigenin; Apigenin 6-C-β-D-glucoside; Apigenin 6-C-β-glucopyranoside; Apigenin-6-C-glucoside; Apigenin-6-C-β-D-glucopyranoside; Avroside; Isoavroside; Isovitexin (C-6 isomer); Saponaretin
IUPAC Name
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
Molecular Weight
432.38
Molecular Formula
C21H20O10
Canonical SMILES
C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4C(C(C(C(O4)CO)O)O)O)O)O
InChI
InChI=1S/C21H20O10/c22-7-14-17(26)19(28)20(29)21(31-14)16-11(25)6-13-15(18(16)27)10(24)5-12(30-13)8-1-3-9(23)4-2-8/h1-6,14,17,19-23,25-29H,7H2/t14-,17-,19+,20-,21+/m1/s1
InChIKey
MYXNWGACZJSMBT-VJXVFPJBSA-N
Boiling Point
807.0±65.0°C (Predicted)
Melting Point
257-258°C
Purity
98%
Density
1.686±0.06 g/cm3
Solubility
Soluble in DMF, DMSO
Appearance
Yellow powder
Storage
Store at 2-8°C
BRN
66651
Color
Yellow
Form
Powder
HS Code
29329990
pKa
5.93±0.40(Predicted)
Uses
Isovitexin is known as a flavones, a class of flavonoids. Isovitexin have been studied for their antiradical activities in the process of metabolisms. Isovitexin have also been studied for beneficial
effcts against atherosclerosis, osteoporosis and certain cancers.
WGK Germany
3
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