Sakuranetin

Names

[ Name ]:
Sakuranetin

[Synonym ]:
5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one
4',5-Dihydroxy-7-methoxyflavanone
(S)-(-)-4',5-dihydroxy-7-methoxyflavanone
4',5-DIHYDROXY-7-METHOXYFLAVONE
4H-1-Benzopyran-4-one, 2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-, (2S)-
Naringenin 7-O-methyl ether
5,4'-dihydroxy-7-methoxyflavanone
(2S)-sakuranetin
7-O-Methylnaringenin
naringenin 7-methylether
(S)-(-)-4',5-Dihydroxy-7-methoxy-flavanone
(2S)-5-Hydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-4H-chromen-4-one
Sakuranetin
Naringenin 7-methyl ether
EINECS 220-980-5

Biological Activity

[Description]:

Sakuranetin is a rice flavonoid phytoalexin, shows strong antifungal activity[1]. Sakuranetin has anti-inflammatory and antioxidative activities. Sakuranetin ameliorates LPS-induced acute lung injury[2].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Fungal

Research Areas >> Inflammation/Immunology

[References]

[1]. Hasegawa M, et al. Analysis on blast fungus-responsive characters of a flavonoid phytoalexin sakuranetin; accumulation in infected rice leaves, antifungal activity and detoxification by fungus. Molecules. 2014 Aug 4;19(8):11404-18.

[2]. Bittencourt-Mernak MI, et al. Prophylactic and therapeutic treatment with the flavonone sakuranetin ameliorates LPS-induced acute lung injury. Am J Physiol Lung Cell Mol Physiol. 2017 Feb 1;312(2):L217-L230.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
555.9±50.0 °C at 760 mmHg

[ Melting Point ]:
153-154ºC

[ Molecular Formula ]:
C₁₆H₁₄O₅

[ Molecular Weight ]:
286.28

[ Flash Point ]:
212.4±23.6 °C

[ Exact Mass ]:
286.084137

[ PSA ]:
75.99000

[ LogP ]:
3.37

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.638

[ Storage condition ]:
2-8℃

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22

[ RIDADR ]:
NONH for all modes of transport

Articles

A nicotinic receptor-mediated anti-inflammatory effect of the flavonoid rhamnetin in BV2 microglia.

Fitoterapia 98 , 11-21, (2014)

The alpha7 nicotinic acetylcholine receptor (nAChR) is a potential target in neuroinflammation. Screening a plant extract library identified Solidago nemoralis as containing methyl-quercetin derivativ...

In vitro antileishmanial and antitrypanosomal activities of flavanones from Baccharis retusa DC. (Asteraceae).

Exp. Parasitol. 130(2) , 141-5, (2012)

Leishmaniasis and Chagas' are parasitic protozoan diseases that affect the poorest population in the world, causing a high mortality and morbidity. As a result of highly toxic and long-term treatments...

Isoprenylated flavonoid and adipogenesis-promoting constituents of Dodonaea viscosa.

J. Nat. Prod. 75(4) , 699-706, (2012)

Ten new isoprenylated flavonol derivatives, dodoviscins A-J (1-10), and seven known compounds (11-17) were isolated from the aerial parts of Dodonaea viscosa. Compounds 1, 2, 4, 5, 7-9, 5,7,4'-trihydr...