Narirutin

Modify Date: 2026-06-30 17:31:06

Narirutin Structure
Narirutin structure
Common Name Narirutin
CAS Number 14259-46-2 Molecular Weight 580.535
Density 1.7±0.1 g/cm3 Boiling Point 924.3±65.0 °C at 760 mmHg
Molecular Formula C27H32O14 Melting Point 152-190ºC
MSDS Chinese USA Flash Point 307.3±27.8 °C

 Use of Narirutin


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].

 Names

Name narirutin
Synonym More Synonyms

 Narirutin 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
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
InChIKey HXTFHSYLYXVTHC-AJHDJQPGSA-N
SMILES CC1OC(OCC2OC(Oc3cc(O)c4c(c3)OC(c3ccc(O)cc3)CC4=O)C(O)C(O)C2O)C(O)C(O)C1O

 Safety Information

Safety Phrases 22-24/25
RIDADR NONH for all modes of transport
HS Code 29389090

 Articles2

More 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...

 NarirutinBioassay

View more

Name: Inhibition of human BACE-1 at 500 uM relative to control
Source: ChEMBL
Target: Beta-secretase 1
External Id: CHEMBL5254636
Name: Anti-atherosclerosis activity in Sprague-Dawley rat thoracic aortic vascular ring end...
Source: ChEMBL
Target: Thoracic aorta
External Id: CHEMBL4021828
Name: Inhibition of self-induced amyloid beta (unknown origin) aggregation at 20 uM relativ...
Source: ChEMBL
Target: Amyloid-beta precursor protein
External Id: CHEMBL5254635
Name: Anti-atherosclerosis activity in Sprague-Dawley rat thoracic aortic vascular ring end...
Source: ChEMBL
Target: Thoracic aorta
External Id: CHEMBL4021824
Name: Anti-atherosclerosis activity in Sprague-Dawley rat thoracic aortic vascular ring end...
Source: ChEMBL
Target: Thoracic aorta
External Id: CHEMBL4021825
Name: Antiproliferative activity against rat A7r5 cells at 50 uM after 24 hrs by MTT assay
Source: ChEMBL
Target: N/A
External Id: CHEMBL4021822
Name: Antiproliferative activity against rat A7r5 cells at 100 uM after 24 hrs by MTT assay
Source: ChEMBL
Target: N/A
External Id: CHEMBL4021823
Name: Anti-diabetic activity in insulin-resistant human HepG2 cells assessed as increase in...
Source: ChEMBL
Target: HepG2
External Id: CHEMBL4030285
Name: Anti-diabetic activity in insulin-resistant human HepG2 cells assessed as increase in...
Source: ChEMBL
Target: HepG2
External Id: CHEMBL4030283
Name: Cytotoxicity against human monocytes assessed as depletion of cellular LDH activity
Source: ChEMBL
Target: N/A
External Id: CHEMBL980160
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 Synonyms

(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
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
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