Afzelin

Names

[ CAS No. ]:
482-39-3

[ Name ]:
Afzelin

[Synonym ]:
kaempferol 3-O-α-L-rhamnopyranoside
kaempferol-3-rhamnoside
5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 6-deoxy-α-L-mannopyranoside
5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
4H-1-Benzopyran-4-one, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-
Kaempferol-3-O-α-L-rhamnoside
Kaempferol 3-O-Alpha-L-Rhamnoside
Afzelin
Trihydroxy-SL0101
4H-1-Benzopyran-4-one, 3-((6-deoxy-α-L-mannopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-
Kaempferol 3-rhamnoside
3-O-α-rhamnosylkaempferol
Kaempferin

Biological Activity

[Description]:

Afzelin (Kaempferol-3-O-rhamnoside) is is a flavonol glycoside found in Houttuynia cordata Thunberg and is widely used in the preparation of antibacterial and antipyretic agents, detoxicants and for the treatment of inflammation. Afzelin attenuates the mitochondrial damage, enhances mitochondrial biogenesis and decreases the level of mitophagy-related proteins, parkin and PTEN-induced putative kinase 1. Afzelin improves the survival rate and reduces the serum levels of alanine aminotransferase and pro-inflammatory cytokines in D-galactosamine (GalN)/LPS -treated mice[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> PI3K/Akt/mTOR >> PTEN

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Metabolic Enzyme/Protease >> Mitochondrial Metabolism

[References]

[1]. Lee SB, et al. Afzelin ameliorates D-galactosamine and lipopolysaccharide-induced fulminant hepatic failure by modulating mitochondrial quality control and dynamics. Br J Pharmacol. 2017 Jan;174(2):195-209.

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
765.6±60.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₁H₂₀O₁₀

[ Molecular Weight ]:
432.378

[ Flash Point ]:
272.4±26.4 °C

[ Exact Mass ]:
432.105652

[ PSA ]:
170.05000

[ LogP ]:
2.37

[ Vapour Pressure ]:
0.0±2.7 mmHg at 25°C

[ Index of Refraction ]:
1.748

Safety Information

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Antibacterial effects of afzelin isolated from Cornus macrophylla on Pseudomonas aeruginosa, a leading cause of illness in immunocompromised individuals.

Molecules 19(3) , 3173-80, (2014)

The crude ethyl acetate extract of the leaves of Cornus macrophylla showed antibacterial activity against Pseudomonas aeruginosa, a leading cause of illness in immunocompromised individuals. Bioactivi...

Antagonizing effects and mechanisms of afzelin against UVB-induced cell damage.

PLoS ONE 8(4) , e61971, (2013)

Ultraviolet (UV) radiation induces DNA damage, oxidative stress, and inflammatory processes in human keratinocytes, resulting in skin inflammation, photoaging, and photocarcinogenesis. Adequate protec...

Related Compounds

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.