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Bongkrek acid
| Bongkrek acid |
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| IUPAC name |
3-Carboxymethyl-17-methoxy-6,18,21-trimethyldocosa-2,4,8,12,18,20-heptaenedioic acid |
| Other names |
Bongkrekic acid |
| Identifiers |
| CAS number |
11076-19-0 |
| 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 |
| Properties |
| Molecular formula |
C28H35O7 |
| Melting point |
50-60 °C
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Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references |
Bongkrek acid is a respiratory toxin more deadly than cyanide.[1]
It is produced in fermented coconut contaminated by the bacterium 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 in Indonesia.
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
- ^ 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. Abstract, includes structure
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This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Bongkrek_acid". A list of authors is available in Wikipedia.
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