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Biliatresone_1801433-90-8_产品详情
1801433-90-8
  • names:

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

  • CAS号:

    1801433-90-8

    MDL Number:
  • MF(分子式): C18H16O6 MW(分子量): 328.32
  • EINECS: Reaxys Number:
  • Pubchem ID: Brand:BIOFOUNT
Biliatresone
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中文别名 Biliatresone
英文别名 Biliatresone;
CAS号 1801433-90-8
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
分子式 Formula C18H16O6
分子量 Molecular Weight 328.32
溶解度Solubility
性状 Solid powder
储藏条件 Storage conditions Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).
产品说明 Biliatresone(CAS:1801433-90-8):仅限应用于工业或者科学研究过程中非医疗目的,不应用于人类或动物的临床诊断以及治过程疗,该产品非药用,非食用。
IntroductionBiliatresone is an example of a very rare type of a naturally occurring isoflavonoid-related 1,2-diaryl-2-propenone found in Dysphania glomulifera and D. littoralis. It has been found to cause extrahepatic biliary atresia in a zebrafish model. The enone moiety of biliatresone is particularly reactive, being enhanced by the methylenedioxy, methoxy and hydroxy groups, and undergoes ready Michael addition of water and methanol.
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[1]Zhao X, Lorent K, Wilkins BJ, Marchione DM, Gillespie K, Waisbourd-Zinman O, So J, Koo KA, Shin D, Porter JR, Wells RG, Blair I, Pack M. Glutathione antioxidant pathway activity and reserve determine toxicity and specificity of the biliary toxin biliatresone in zebrafish. Hepatology. 2016 Sep;64(3):894-907. doi: 10.1002/hep.28603. Epub 2016 Jun 1[1]PubMed PMID: 27102575; PubMed Central PMCID: PMC5251204.
[2]Waisbourd-Zinman O, Koh H, Tsai S, Lavrut PM, Dang C, Zhao X, Pack M, Cave J, Hawes M, Koo KA, Porter JR, Wells RG. The toxin biliatresone causes mouse extrahepatic cholangiocyte damage and fibrosis through decreased glutathione and SOX17. Hepatology. 2016 Sep;64(3):880-93. doi: 10.1002/hep.28599. Epub 2016 May 20. PubMed PMID: 27081925; PubMed Central PMCID: PMC4992464.
[3] Koo KA, Waisbourd-Zinman O, Wells RG, Pack M, Porter JR. Reactivity of Biliatresone, a Natural Biliary Toxin, with Glutathione, Histamine, and Amino Acids. Chem Res Toxicol. 2016 Feb 15;29(2):142-9. doi: 10.1021/acs.chemrestox.5b00308. Epub 2016 Jan 13. PubMed PMID: 26713899; PubMed Central PMCID: PMC4757443.
[4] Davenport M. Biliary atresia: From Australia to the zebrafish. J Pediatr Surg. 2016 Feb;51(2):200-5. doi: 10.1016/j.jpedsurg.2015.10.058. Epub 2015 Nov 4. Review. PubMed PMID: 26653951.
[5] Koo KA, Lorent K, Gong W, Windsor P, Whittaker SJ, Pack M, Wells RG, Porter JR. 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. doi: 10.1021/acs.chemrestox.5b00227. Epub 2015 Jul 20. PubMed PMID: 26175131; PubMed Central PMCID: PMC4755499.
6: Patman G. Biliary tract: Newly identified biliatresone causes biliary atresia. Nat Rev Gastroenterol Hepatol. 2015 Jul;12(7):369. doi: 10.1038/nrgastro.2015.91. Epub 2015 May 26. PubMed PMID: 26008130.7: Lorent K, Gong W, Koo KA, Waisbourd-Zinman O, Karjoo S, Zhao X, Sealy I, Kettleborough RN, Stemple DL, Windsor PA, Whittaker SJ, Porter JR, Wells RG, Pack M. Identification of a plant isoflavonoid that causes biliary atresia. Sci Transl Med. 2015 May 6;7(286):286ra67. doi: 10.1126/scitranslmed.aaa1652. PubMed PMID: 25947162; PubMed Central PMCID: PMC4784984.
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