| Identification | Back Directory | [Name]
6,4''-DIHYDROXYAURONE | [CAS]
5786-54-9 | [Synonyms]
NSC356828
(Z)-Hispidol
Hispidol, >98%
3(2H)-Benzofuranone, 6-hydroxy-2-[(4-hydroxyphenyl)methylene]-, (2Z)- | [Molecular Formula]
C15H10O4 | [MOL File]
5786-54-9.mol | [Molecular Weight]
254.24 |
| Chemical Properties | Back Directory | [Melting point ]
286-288 °C | [Boiling point ]
523.8±50.0 °C(Predicted) | [density ]
1.489±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 50 mg/ml; DMSO: 25 mg/ml; Ethanol: 10 mg/ml | [form ]
A solid | [pka]
7.59±0.20(Predicted) | [color ]
Light yellow to yellow |
| Hazard Information | Back Directory | [Uses]
Hispidol ((Z)-Hispidol) is a potential therapeutic for inflammatory bowel disease; inhibits TNF-α induced adhesion of monocytes to colon epithelial cells with an IC50 of 0.50 μM. | [Definition]
ChEBI: A hydroxyaurone that is aurone substituted by hydroxy groups at positions 6 and 4' respectively. | [in vivo]
The oral administration of hispidol suppresses significantly and dose-dependently TNBS-induced rat colitis. Oral administration of hispidol suppresses TNBS-induced colitis in a dose-dependent manner. There is a significant recovery in body weight decrease and colon tissue edematous inflammation. A higher dose (30 mg/kg) of hispidol shows a similar recovery effect to that of 300 mg/kg sulfasalazine. In the colon tissues, TNBS induces a dramatic increase in the level of MPO, a biochemical marker of inflammation, which is suppressed significantly by hispidol in a dose-dependent manner[1]. | [References]
[1] Kadayat TM, et al. Discovery and structure-activity relationship studies of 2-benzylidene-2,3-dihydro-1H-inden-1-one and benzofuran-3(2H)-one derivatives as a novel class of potential therapeutics for inflammatory bowel disease. Eur J Med Chem. 2017 Sep 8;137:575-597. DOI:10.1016/j.ejmech.2017.06.018 |
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