- Bongkrek acid
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ImageFile = Bongkrek acid.png
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IUPACName = 3-Carboxymethyl-17-methoxy-6,18,21-trimethyldocosa-2,4,8,12,18,20-heptaenedioic acid
OtherNames = Bongkrekic acid
Section1 = Chembox Identifiers
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CASNo = 11076-19-0
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PubChem = 6433556
SMILES = O=C(O)/C=C(CC(O)=O)C=C [C@@H] (C)C/C=C/CC/C=C/C=C/C [C@@H] (OC)/C(C)=C/C=C(C)/C(O)=O
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Section2 = Chembox Properties
Formula = C28H35O7
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MeltingPt = 50-60 °C
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Section7 = Chembox Hazards
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PEL =Bongkrek acid is a respiratory
toxin more deadly thancyanide . [Peter J. F. Henderson and Henry A. Lardy, "Bongkrekic acid: An Inhibitor of Adenine Nucleotide Translocase of Mitochondria",Journal of Biological Chemistry , (1970) 245, 6, 1319. [http://www.jbc.org/cgi/content/abstract/245/6/1319 Abstract, includes structure] ]It is produced in fermented
coconut contaminated by thebacterium "Burkholderia gladioli" pathovar "cocovenenans". In particular, it has been implicated in deaths resulting from eating the soybean and coconut-based product known as tempe bongkrèk , which is banned inIndonesia .It is highly toxic because of its effect on the ATP-ADP translocase mechanism. It shuts this system down, preventing ATP from leaving the mitochondria and providing energy to the rest of the cell.
References
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