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Engeletin

Names

[ CAS No. ]:
572-31-6

[ Name ]:
Engeletin

[Synonym ]:
(2R,3R)-5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-3-yl α-L-mannopyranoside
4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-(α-L-mannopyranosyloxy)-, (2R,3R)-
Dihydrojuncusol
2,7-Phenanthrenediol,5-ethyl-9,10-dihydro-1,6-dimethyl

Biological Activity

[Description]:

Engeletin is a flavanonol glycoside isolated from hymenaea martiana, inhibits NF-κB signaling-pathway activation, and possesses anti-inflammatory, analgesic, diuresis, detumescence, and antibiosis effects.

[Related Catalog]:

Signaling Pathways >> NF-κB >> NF-κB
Research Areas >> Infection
Natural Products >> Flavonoids
Research Areas >> Inflammation/Immunology

[Target]

NF-κB


[In Vitro]

Engeletin is a flavanonol glycoside isolated from hymenaea martiana, inhibits NF-κB signaling-pathway activation[1].

[In Vivo]

Engeletin (25, 50, 100 mg/kg, i.p.) markedly reduces LPS-increased myeloperoxidase activity in mice, activates NF-κB-pathway activation, decreases the production of inflammatory mediators (iNOS and COX-2), and suppresses the expression of TLR4-signaling downstream molecules such as MyD88, IRAK1, TRAF6, and TAK1 proteins[1].

[Animal admin]

Mice[1] The mice are classified at random into the following six groups of 10 mice each to cause the endometritis model: blank group, LPS group, Engeletin (25, 50, and 100 mg/kg) + LPS groups, and Engeletin (100 mg/kg) group. Engeletin is solubilized by heated normal saline to give the final concentrations of 25, 50, and 100 mg/kg. Briefly, each uterus is infused with 50 μL of LPS (1 mg/mL) to induce endometritis. At 24 h after the instillation, Engeletin groups receive an intraperitoneal injection of diverse Engeletin concentrations (25, 50, and 100 mg/kg) three times (once every 6 h). The Engeletin group is given an intraperitoneal injection of Engeletin (100 mg/kg). The blank group receive the normal saline. Afterward, the mice are killed by CO2 inhalation. Uterus tissues are harvested and kept in −80°C[1].

[References]

[1]. Wu H, et al. Engeletin Alleviates Lipopolysaccharide-Induced Endometritis in Mice by Inhibiting TLR4-mediated NF-κB Activation. J Agric Food Chem. 2016 Aug 10;64(31):6171-8.


[Related Small Molecules]

BAY 11-7082 | Ammonium 1-pyrrolidinedithiocarbamate | SN50 | Triptolide | JSH-23 | Shikonine | Bay 11-7085 | Rocaglamide | (-)-DHMEQ | Dihydroartemisinin | Tomatidine | QNZ (EVP4593) | Baicalin | Laquinimod | Parthenolide

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
820.0±65.0 °C at 760 mmHg

[ Melting Point ]:
176-177ºC

[ Molecular Formula ]:
C21H22O10

[ Molecular Weight ]:
434.39

[ Flash Point ]:
289.5±27.8 °C

[ PSA ]:
186.37000

[ LogP ]:
0.25

[ Vapour Pressure ]:
0.0±3.1 mmHg at 25°C

[ Index of Refraction ]:
1.746

[ Storage condition ]:
2~8℃

Safety Information

[ Hazard Codes ]:
Xi

Precursor & DownStream