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

JR1230000

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.

Published online 2017 Jan 19. doi: 10.1007/s13181-016-0577-1

PMCID: PMC5440313 ; PMID: 28105575

Bongkrekic Acid—a Review of a Lesser-Known Mitochondrial Toxin

Mehruba Anwar, Amelia Kasper, Alaina R. Steck, Joshua G. Schier

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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