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Kaempferol 3-O-beta-sophoroside

Names

[ CAS No. ]:
19895-95-5

[ Name ]:
Kaempferol 3-O-beta-sophoroside

[Synonym ]:
5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 2-O-β-D-glucopyranosyl-β-D-glucopyranoside
Kaempferol-3-sophoroside
4H-1-Benzopyran-4-one, 3-[(2-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-
Kaempferol 3-O-sophoroside
Sophoraflavonoloside
K3S
3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
kaempferol 3-O-beta-D-glucosyl-(1->2)-beta-D-glucoside

Biological Activity

[Description]:

Kaempferol 3-O-sophoroside, a derivative of Kaempferol, is isolated from the leaves of cultivated mountain ginseng (Panax ginseng) with anti-inflammatory effects[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Inflammation/Immunology

[Target]

Kaempferol 3-O-sophoroside possesses barrier integrity activity, inhibitory activity on cell adhesion and migration to endothelial cells by blocking the activation of NF-κB expression and production of TNF-α, thereby endorsing its usefulness as therapy for vascular inflammatory diseases[1].


[References]

[1]. Kim TH, et al. Anti-inflammatory effects of kaempferol-3-O-sophoroside in human endothelial cells. Inflamm Res. 2012 Mar;61(3):217-24.

Chemical & Physical Properties

[ Density]:
1.8±0.1 g/cm3

[ Boiling Point ]:
995.0±65.0 °C at 760 mmHg

[ Melting Point ]:
194-198℃

[ Molecular Formula ]:
C27H30O16

[ Molecular Weight ]:
610.518

[ Flash Point ]:
329.3±27.8 °C

[ Exact Mass ]:
610.153381

[ PSA ]:
269.43000

[ LogP ]:
-0.58

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

[ Index of Refraction ]:
1.764

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DJ3068000
CHEMICAL NAME :
4H-1-Benzopyran-4-one, 3-((2-O-beta-D-glucopyranosyl-beta-diglucopyranosyl)o xy)-5,7- dihydroxy-2-(4-hydroxyphenyl)-
CAS REGISTRY NUMBER :
19895-95-5
LAST UPDATED :
199206
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C27-H30-O16
MOLECULAR WEIGHT :
610.57

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 29,73,1990

Safety Information

[ Hazard Codes ]:
Xi

Synthetic Route

Precursor & DownStream


Related Compounds