Bongkrekic acid

Modify Date: 2025-08-20 11:16:59

Bongkrekic acid Structure
Bongkrekic acid structure
Common Name Bongkrekic acid
CAS Number 11076-19-0 Molecular Weight 486.59700
Density 1.114g/cm3 Boiling Point 715.1ºC at 760mmHg
Molecular Formula C28H38O7 Melting Point 50-60°
MSDS Chinese USA Flash Point 231ºC

 Use of Bongkrekic acid


Bongkrekic acid is a mitochondrial toxin secreted by the bacteria Pseudomonas cocovenenans[1]. Bongkrekic acid specific ligand for mitochondrial adenine nucleotide translocase (ANT) rather than the electron transport chain. Bongkrekic acid has to cross the mitochondrial inner membrane to produce its inhibitory effect on ADP/ATP transport[2].

 Names

Name bongkrekic acid
Synonym More Synonyms

 Bongkrekic acid Biological Activity

Description Bongkrekic acid is a mitochondrial toxin secreted by the bacteria Pseudomonas cocovenenans[1]. Bongkrekic acid specific ligand for mitochondrial adenine nucleotide translocase (ANT) rather than the electron transport chain. Bongkrekic acid has to cross the mitochondrial inner membrane to produce its inhibitory effect on ADP/ATP transport[2].
Related Catalog
In Vitro Bongkrekic acid (0-50 μM; 48 hours) stimulated formazan formation in MDA-MB-231, MCF-7 and LTED cells with EC50 of 34.14 μM, >50 μM and 2.58 μM, respectively. Bongkrekic acid (0.1-25 μM; 48 hours) decreases the living cell numbers in LTED cells and parent MCF-7 cells in a dose-dependent manner[1].
References

[1]. Mehruba Anwar, et al. Bongkrekic Acid-a Review of a Lesser-Known Mitochondrial Toxin. J Med Toxicol. 2017 Jun;13(2):173-179.

[2]. C Dahout-Gonzalez, et al. Molecular, functional, and pathological aspects of the mitochondrial ADP/ATP carrier. Physiology (Bethesda)

[3]. Shuso Takeda, et al. Bongkrekic Acid as a Warburg Effect Modulator in Long-term Estradiol-deprived MCF-7 Breast Cancer Cells. Anticancer Res

 Chemical & Physical Properties

Density 1.114g/cm3
Boiling Point 715.1ºC at 760mmHg
Melting Point 50-60°
Molecular Formula C28H38O7
Molecular Weight 486.59700
Flash Point 231ºC
Exact Mass 486.26200
PSA 121.13000
LogP 5.88560
Appearance of Characters Lyophilized solid
Index of Refraction 1.545
Storage condition -20°C
Water Solubility Soluble in DMSO (up to 100 mg/ml) or in Water (up to 1 mg/ml).

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
JR1230000
CHEMICAL NAME :
2,4,8,10,14,18,20-Docosaheptaenedioic acid, 20-(carboxymethyl)-6-methoxy-2,5,17-trimethyl-, (R-(R*,S*(E,Z,Z,E,E,Z,E)))-
CAS REGISTRY NUMBER :
11076-19-0
LAST UPDATED :
199707
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C28-H38-O7
MOLECULAR WEIGHT :
486.66
WISWESSER LINE NOTATION :
QVY1&U2UY1&YO1&2U2U4U2Y1&1U1Y1VQU1VQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1410 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TETRAB Tetrahedron. (Pergamon Press Inc., Maxwell House, Fairview Park, Elm sford, NY 10523) V.1- 1957- Volume(issue)/page/year: 26,5993,1970

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US)
RIDADR NONH for all modes of transport

 Articles7

More Articles
Changes in mitochondrial membrane potential during staurosporine-induced apoptosis in Jurkat cells.

FEBS Lett. 475 , 267, (2000)

Cytochrome c release from mitochondria is central to apoptosis, but the events leading up to it are disputed. The mitochondrial membrane potential has been reported to decrease, increase or remain unc...

BCL-2 family members and the mitochondria in apoptosis.

Genes Dev. 13 , 1899, (1999)

Hydrogen peroxide-induced apoptosis is CD95-independent, requires the release of mitochondria-derived reactive oxygen species and the activation of NF-kappaB.

Oncogene 18 , 747, (1999)

Reactive oxygen species (ROS) play an important role in cell death induced by many different stimuli. This study shows that hydrogen peroxide-induced apoptosis in T-cells did not require tyrosine kina...

 Synonyms

Bongkrekic Acid, Triammonium Salt
BONGKREKIC ACID
Bongkrekic acid solution
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