bongkrek acid

Also known as (2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)-20-(carboxymethyl)-6-methoxy-2,5,17-trimethyldocosa-2,4,8,10,14,18,20-heptaenedioic acid, bongkrekic acid

chemical compound

In the Vinony graph

Vinony's link graph records 15 inbound references to bongkrek acid, and connects out to Adenine nucleotide translocator, Burkholderia gladioli and maize.

Vinony files it under ADP/ATP translocase inhibitors, Alkene derivatives and Bacterial toxins.

Vinony links it to 14 Wikipedia language editions.

Chemical data

Formula: C28H38O7
Molecular weight: 486.6 g/mol
IUPAC name: (2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)-20-(carboxymethyl)-6-methoxy-2,5,17-trimethyldocosa-2,4,8,10,14,18,20-heptaenedioic acid
SMILES: C[C@@H](C/C=C/CC/C=C/C=C\C[C@H](/C(=C\C=C(/C)\C(=O)O)/C)OC)/C=C/C(=C\C(=O)O)/CC(=O)O
InChIKey: SHCXABJSXUACKU-WUTQZGRKSA-N
XLogP: 5.7
Polar surface area: 121 Å²
H-bond donors: 3
H-bond acceptors: 7
Formal charge: 0

via PubChem

Research

8 papers

Inhibition of bongkrek acid and toxoflavin production in tempe bongkrek containing Pseudomonas cocovenenans.The Journal of applied bacteriology · 1990
Bongkrekic Acid: A New Threat for Food Safety?Foodborne pathogens and disease · 2025
Synergistic protective effects of TCM formula NRICM102 and N-acetylcysteine against hepatorenal injury in a mouse model of bongkrekic acid poisoning.Frontiers in pharmacology · 2025
The effect of lipids on bongkrekic (Bongkrek) acid toxin production by Burkholderia cocovenenans in coconut media.Food additives and contaminants · 1999
Biosynthesis of the respiratory toxin bongkrekic acid in the pathogenic bacterium Burkholderia gladioli.Chemistry & biology · 2012

via PubMed

Wikidata facts

Mass: 486.26175355599986

Show 6 more facts

canonical SMILES: COC(CC=CC=CCCC=CCC(C)C=CC(CC(O)=O)=CC(O)=O)C(C)=CC=C(C)C(O)=O
chemical formula: C₂₈H₃₈O₇
subject has role: antibiotic
found in taxon: Burkholderia gladioli
isomeric SMILES: C[C@@H](C/C=C/CC/C=C/C=C\C[C@H](/C(=C\C=C(/C)\C(=O)O)/C)OC)/C=C/C(=C\C(=O)O)/CC(=O)O
Commons category: Bongkrek acid

Sources (3)

via Wikidata · CC0