Biliatresone

For research use only. Not for therapeutic Use.

  • CAT Number: I015016
  • CAS Number: 1801433-90-8
  • Molecular Formula: C18H16O6
  • Molecular Weight: 328.32
  • Purity: ≥95%
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Biliatresone is a natural toxin isolated from Dysphania glomulifera and D. littoralis. Biliatresone, a 1,2-diaryl-2-propenone class of isoflavonoid, produces extrahepatic biliary atresia in a zebrafish model[1].
Biliatresone has a reduction in primary cilia and a dose-dependent decrease in visible microtubules, suggesting that Biliatresone decreases microtubule stability in primary neonatal mouse extrahepatic cholangiocytes[1].
Biliatresone (2 µg/ml; for 24 hours) shows disruption of the spheroid lumen and abnormal cholangiocyte polarity in mouse cholangiocyte[1].
Biliatresone exhibits toxicity at doses of 0.065-1.0 μg/mL with a marked reduction and the lethal dose of Biliatresone in a zebrafish assay is 1 μg/mL[1].
Larvae treated at 5 dpf with low doses of biliatresone [0.0625 µg/ml (0.2 µM) and 0.125 µg/ml (0.4 µM)] shows only subtle gallbladder defects, whereas larvae treated with higher doses has pronounced morphological defects of the gallbladder and extrahepatic ducts[1].


Catalog Number I015016
CAS Number 1801433-90-8
Synonyms

1-(4,6-dimethoxy-1,3-benzodioxol-5-yl)-2-(2-hydroxyphenyl)prop-2-en-1-one

Molecular Formula C18H16O6
Purity ≥95%
InChI InChI=1S/C18H16O6/c1-10(11-6-4-5-7-12(11)19)16(20)15-13(21-2)8-14-17(18(15)22-3)24-9-23-14/h4-8,19H,1,9H2,2-3H3
InChIKey SIKIIXNKUAAGAM-UHFFFAOYSA-N
SMILES COC1=C(C(=C2C(=C1)OCO2)OC)C(=O)C(=C)C3=CC=CC=C3O
Reference

[1]. Kyung A Koo, et al. Biliatresone, a Reactive Natural Toxin From Dysphania Glomulifera and D. Littoralis: Discovery of the Toxic Moiety 1,2-Diaryl-2-Propenone. Chem Res Toxicol. 2015 Aug 17;28(8):1519-21.
 [Content Brief]

[2]. Kristin Lorent, et al. Identification of a Plant Isoflavonoid That Causes Biliary Atresia. Sci Transl Med. 2015 May 6;7(286):286ra67.
 [Content Brief]

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