Bongkrekic acid
Molecular Formula:
C28H38O7
CAS number:
11076-19-0
Fermentek product code:
BON
Source:
Pseudomonas gladioli
Brand/grade:
For research
Specifications
Appearance:
White to Off-White powder
Purity by HPLC:
≥95% ; refer to CoA for more data
Purity By TLC:
≥98% ; refer to CoA for more data
Solubility test:
Clear colorless solution at 1mg/ml of Water
Chemical identification
Names and identifiers:
Synonyms:
- Bongkrekic Acid
- Flavotoxin A
Chemical names:
IUPAC:
- (6R,17S)-20-(carboxymethyl)-6-methoxy-2,5,17-trimethyldocosa-2,4,8,10,14,18,20-heptaenedioic acid
RTECS
EU number:
Not assigned
Chemical name:
Bongkrekic acid
Description:
Bongkrek acid is a respiratory toxin produced by Burkholderia gladioli (aka Pseudomonas marginata). It may cause human deaths by contaminating certain far-east foods based on fermented coconut.
Molecular weight:
486.60
InChl Key:
SHCXABJSXUACKU-WUTQZGRKSA-N
Canonical SMILES:
CC(CC=CCCC=CC=CCC(C(=CC=C(C)C(=O)O)C)OC)C=CC(=CC(=O)O)CC(=O)O
Isomeric SMILES:
CC(C/C=C/CC/C=C/C=C\CC(/C(=C\C=C(/C)\C(=O)O)/C)OC)/C=C/C(=C\C(=O)O)/CC(=O)O
Further Information
Solubility ( literature ):
- Solubility in Water: ~ 1 mg/ml
- Solubility Notes: ~100 mg/ml in DMSO
Compound Classification:
- Chemical classification:
- Polyunsaturated tricarboxylic acid
Bioactivity:
- Glutathione transferase inhibitor
- ATP/ADP translocase inhibitor
Storage, handling:
Store in a freezer upon arrival, at -10°C to -25°C
Protect from light !
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Other vendors may recommend higher temperatures for storage.
Applications:
Bongcrekic acid is an inhibitor of adenine nucleotide translocator, which inhibits apoptosis, and is thus an important tool for the mechanistic investigation of apoptosis.
Disclaimer:
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Composition
Ingredient type:
Fermentek product
Supply related information
Supply related comments:
Shipped at ambient temperature
Shipped in PP / PE bottle.
Antib-29419000
Publications
J Med Toxicol. 2017 Jun; 13(2): 173–179.
Bongkrekic Acid—a Review of a Lesser-Known Mitochondrial Toxin
Mehruba Anwar, Amelia Kasper, Alaina R. Steck, Joshua G. Schier
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Evergreen : joint journal of Novel Carbon Resource Sciences & Green Asia Strategy 2017-09
Bongkrekic Acid induces Selective Cytotoxicity in Tumor Cells, revealed by CCK-8
Kano Arihiro, Kamita Moses Kibunja, Iwasaki Takuma, Shindo Mitsuru
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Published 2019
Chemistry, Medicine, Biochemistry and Biophysics Reports
Bongkrekic acid facilitates glycolysis in cultured cells and induces cell death under low glucose conditions
Arihiro Kano, Takuma Iwasaki, M. Shindo
Chemistry, Medicine, Biochemistry and Biophysics Reports
Bongkrekic acid facilitates glycolysis in cultured cells and induces cell death under low glucose conditions
Arihiro Kano, Takuma Iwasaki, M. Shindo
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Special Info
Available since:
2020
Other Fields
Title:
CAS ambiguity
Value:
# 60132-21-0 belongs to Isobongkrekic acid . http://www.molbase.com/en/cas-60132-21-0.html
Title:
oral LD50
Value:
oral LD50 of the purified Flavotoxin A in mice 3.16 mg/kg
Title:
More identity comments; Hu WJ et al; Biomed Environ Sci 2 (1): 65-71 (1989)
Value:
Therefore, Flavotoxin A and bongkrekic acid are the same organic chemical compound; the molecular formula is C28H38O7. The oral LD50 of the purified Flavotoxin A in mice was 3.16 mg/kg (1.53-6.15 mg/kg).
Title:
Deleted CAS Registry Numbers
Value:
11002-93-0, 12715-13-8, 32839-39-7
Title:
oral LD50
Value:
ANOTHER SOURCE: MOUSE LDL0=6.85 mg/kg PMID:6391376