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

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