Narirutin

Names

[ Name ]:
Narirutin

[Synonym ]:
(2S)-5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl-6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-a-L-mannopyranosyl)-b-D-glucopyranoside
ISONARINGIN
Isonaringenin
Naringenin 7-O-rutinoside
4H-1-Benzopyran-4-one, 7-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (2S)-
Naringenin-7-rutinoside
(2S)-5-Hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl]oxy}-2,3-dihydro-4H-chromen-4-one
Narirutin
(2S)-5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
(2S)-5-Hydroxy-2-(4-hydroxyphényl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-méthyltétrahydro-2H-pyran-2-yl]oxy}méthyl)tétrahydro-2H-pyran-2-yl]oxy}-2,3-dihydro-4H-chromén-4-one
Naringenin 7-rutinoside
(S)-7-((6-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
naringenin-7-O-rutinoside
Apigenin-7-rutinosid
(2S)-5-Hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl]oxy}-2,3-dihydro-4H-chromen-4-on

Biological Activity

[Description]:

Narirutin, one of the active constituents isolated from Citrus unshiu, has antioxidant and anti-inflammatory activities. Narirutin is a shikimate kinase inhibitor with anti-tubercular potency[1][2].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[References]

[1]. Sahu PK, et al. Structure-based Discovery of Narirutin as a Shikimate Kinase Inhibitor with Anti-tubercular Potency.Curr Comput Aided Drug Des. 2019 Oct 25.

[2]. Funaguchi N, et al. Narirutin inhibits airway inflammation in an allergic mouse model.Clin Exp Pharmacol Physiol. 2007 Aug;34(8):766-70.

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
924.3±65.0 °C at 760 mmHg

[ Melting Point ]:
152-190ºC

[ Molecular Formula ]:
C₂₇H₃₂O₁₄

[ Molecular Weight ]:
580.535

[ Flash Point ]:
307.3±27.8 °C

[ Exact Mass ]:
580.179199

[ PSA ]:
225.06000

[ LogP ]:
2.07

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.708

Safety Information

[ Safety Phrases ]:
22-24/25

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
29389090

Articles

Berry and Citrus Phenolic Compounds Inhibit Dipeptidyl Peptidase IV: Implications in Diabetes Management.

Evid. Based. Complement. Alternat. Med. 2013 , 479505, (2013)

Beneficial health effects of fruits and vegetables in the diet have been attributed to their high flavonoid content. Dipeptidyl peptidase IV (DPP-IV) is a serine aminopeptidase that is a novel target ...

Huanglongbing modifies quality components and flavonoid content of 'Valencia' oranges.

J. Sci. Food Agric. 96 , 73-8, (2016)

In order to evaluate the effect of citrus greening disease, or Huanglongbing (HLB), on quality components and flavonoid contents of 'Valencia' oranges, fruit from non-infected trees (control), from in...