Molecular structure of Bongkrekic acid, CAS Number: 11076-19-0
Bongkrekic acid (CAS 11076-19-0)
See product citations (10)
Alternate Names:
Bongkrek acid; Flavotoxin A
Application:
Bongkrekic acid is an apoptosis inhibitor through prevention of PARP cleavage
CAS Number:
11076-19-0
Purity:
≥98%
Molecular Weight:
537.69
Molecular Formula:
C28H38O7•3NH3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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Bongkrekic acid is a mitochondrial permeability transition pore blocker that acts as an inhibitory ligand of the mitochondrial adenine nucleotide translocator. This compound may act to inhibit apoptosis by preventing PARP cleavage and DEVDase activity. Bongkrekic acid exhibits the ability to hinder mitochondrial depolarization, swelling, rupture of the mitochondrial outer membrane, and the release of apoptogenic proteins like cytochrome c. This effect has been observed in Jurkat cells undergoing staurosporine-induced apoptosis, as well as in HepG2 cells undergoing apoptosis triggered by TNF-α and ethanol.
Bongkrekic acid (CAS 11076-19-0) References
- Genistein induces apoptosis of RPE-J cells by opening mitochondrial PTP. | Yoon, HS., et al. 2000. Biochem Biophys Res Commun. 276: 151-6. PMID: 11006098
- Adenine nucleotide translocase 3 (ANT3) overexpression induces apoptosis in cultured cells. | Zamora, M., et al. 2004. FEBS Lett. 563: 155-60. PMID: 15063741
- Bongkrekic acid as a selective activator of the peroxisome proliferator-activated receptor γ (PPARγ) isoform. | Okazaki, H., et al. 2015. J Toxicol Sci. 40: 223-33. PMID: 25786526
- Bongkrekic acid analogue, lacking one of the carboxylic groups of its parent compound, shows moderate but pH-insensitive inhibitory effects on the mitochondrial ADP/ATP carrier. | Yamamoto, A., et al. 2015. Chem Biol Drug Des. 86: 1304-22. PMID: 26032198
- Bongkrekic Acid as a Warburg Effect Modulator in Long-term Estradiol-deprived MCF-7 Breast Cancer Cells. | Takeda, S., et al. 2016. Anticancer Res. 36: 5171-5182. PMID: 27798877
- Bongkrekic Acid-a Review of a Lesser-Known Mitochondrial Toxin. | Anwar, M., et al. 2017. J Med Toxicol. 13: 173-179. PMID: 28105575
- The Molecular Mechanism of Transport by the Mitochondrial ADP/ATP Carrier. | Ruprecht, JJ., et al. 2019. Cell. 176: 435-447.e15. PMID: 30611538
- Bongkrekic acid facilitates glycolysis in cultured cells and induces cell death under low glucose conditions. | Kano, A., et al. 2019. Biochem Biophys Rep. 20: 100683. PMID: 31517068
- An Investigation of Bongkrekic Acid Poisoning Caused by Consumption of a Nonfermented Rice Noodle Product without Noticeable Signs of Spoilage. | Li, J., et al. 2019. J Food Prot. 82: 1650-1654. PMID: 31524538
- Determination of bongkrekic acid and isobongkrekic acid in rice noodles by HPLC-Orbitrap HRMS technology using magnetic halloysite nanotubes. | Liang, M., et al. 2021. Food Chem. 344: 128682. PMID: 33246684
- Bongkrekic acid induced neutrophil extracellular traps via p38, ERK, PAD4, and P2X1-mediated signaling. | Zhou, E., et al. 2021. Toxicol Appl Pharmacol. 423: 115580. PMID: 34019862
- Development and validation of a multianalyte method for quantification of aflatoxins and bongkrekic acid in rice and noodle products using PRiME-UHPLC-MS/MS method. | Hu, J., et al. 2022. Food Chem. 395: 133598. PMID: 35792489
- KH-17, a simplified derivative of bongkrekic acid, weakly inhibits the mitochondrial ADP/ATP carrier from both sides of the inner mitochondrial membrane. | Takegawa, K., et al. 2023. Chem Biol Drug Des. 101: 865-872. PMID: 36527173
- Effect of bongkrekic acid, a product of Pseudomonas cocovenenans, on thiol proteases. | Murachi, T., et al. 1982. Toxicon. 20: 1011-7. PMID: 7164105
Inhibitor of:
4930443G12Rik, ACAA1, ANT1, ANT3, ANT4, Apoptosis, ATAD3B, ATP5F1, ATP5J2, ATP5SL, ATPAF1, ATPAF2, ATPIF1, CLS1, Cstad, Cytochrome c oxidase (COX), D10Jhu81e, FAHD2A, GUF1, HDMCP, HIGD1B, KIAA1143, LACE1, MCART2, MCART6, Metaxin 3, MFF, Mitochondrial Marker, Mitofilin, MP68, MTERFD1, mtp110, NIMP, ORNT2, OSAP, OSCP, OSCP1, OXA1L, p60 Mitochondrial Marker, PARL, POLR3E, PRELID2, QIL1, SFXN1, SFXN2, SFXN3, SFXN4, SLC25A14, SLC25A21, SLC25A22, SLC25A29, SLC25A3, SLC25A34, SLC25A35, SLC25A36, SLC25A40, SLC25A41, SLC25A42, SLC25A43, SLC25A44, SLC25A45, SLC25A48, SLMO2, SMCR7L, Solute carrier family 25 (SLC25A), TAMM41, Tim13A/B, Tim22, Tim50, TMEM11, TMEM70, TMPPE, Tom34, Tom40B, Tom70, Tomm5, uMtCK, UNQ9438, WBSCR18, and YME1L1.Activator of:
AFG3L2, ATP5D, ATPAF1, Cstad, GHITM, Metaxin 3, Misato, MTCH1, NTT4, Oma1, p21-ARC, PPA2, SLC25A18, SLC25A20, SLC25A40, SLC25A48, and SUCLG2.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Bongkrekic acid, 100 µg | sc-205606 | 100 µg | $418.00 |