Butylhydroxyanisole

Butylhydroxyanisole (Butylated hydroxyanisole) is an antioxidant used as a food additive preservative. Butylhydroxyanisole mediates liver toxicity, retardation in reproductive organ development and learning, and sleep deficit. Butylhydroxyanisole exerts neurotoxic effects and leads to disruption of the brain and nerve development. Butylhydroxyanisole is a ferroptosis inducer.

Product information

CAS Number: 25013-16-5

Molecular Weight: 360.49

Formula: C22H32O4

Synonym:

Butylated hydroxyanisole

BHA

E320

Chemical Name: 2-tert-butyl-4-methoxyphenol; 3-tert-butyl-4-methoxyphenol

Smiles: CC(C)(C)C1=CC(O)=CC=C1OC.CC(C)(C)C1=CC(=CC=C1O)OC

InChiKey: CZBZUDVBLSSABA-UHFFFAOYSA-N

InChi: InChI=1S/2C11H16O2/c1-11(2,3)9-7-8(13-4)5-6-10(9)12;1-11(2,3)9-7-8(12)5-6-10(9)13-4/h2*5-7,12H,1-4H3

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO : ≥ 100 mg/mL (554.82 mM) H2O : 1 mg/mL (5.55 mM; ultrasonic and warming and heat to 60°C)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥360 days if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Butylhydroxyanisole exerts neurotoxic effects by promoting cytosolic calcium accumulation and endoplasmic reticulum stress in astrocytes. Butylhydroxyanisole (25-100 μM; 48 hours) inhibits growth and induces death in human astrocytes. Butylhydroxyanisole (100 μM; 48 hours) decreases the expression of cell-cycle-related proteins and increased the expression of the cell cycle inhibitory protein. Butylhydroxyanisole (100 μM; 48 hours) mediates apoptotic signals in NHA-SV40LT Cells. Butylhydroxyanisole also increases the cytosolic calcium level and the expression of endoplasmic reticulum stress proteins. Butylhydroxyanisole induces testicular dysfunction in mouse testis cells by dysregulating calcium homeostasis and stimulating endoplasmic reticulum stress.

In Vivo:

Butylhydroxyanisole (200 mg/kg; i.g.; daily; for three days) induces distinct expression patterns of Nrf2 and detoxification enzymes in the liver and small intestine of C57BL/6 mice.

References:

1. Sunwoo Park, et al. Butylated Hydroxyanisole Exerts Neurotoxic Effects by Promoting Cytosolic Calcium Accumulation and Endoplasmic Reticulum Stress in Astrocytes. J Agric Food Chem. 2019 Aug 28;67(34):9618-9629.
2. Jiyeon Ham, et al. Butylated Hydroxyanisole Exerts Neurotoxic Effects by Promoting Cytosolic Calcium Accumulation and Endoplasmic Reticulum Stress in Astrocytes. Sci Total Environ. 2020 Feb 1;702:134775.
3. Lin Luo, et al. Butylated hydroxyanisole induces distinct expression patterns of Nrf2 and detoxification enzymes in the liver and small intestine of C57BL/6 mice. Toxicol Appl Pharmacol. 2015 Nov 1;288(3):339-48.

Products are for research use only. Not for human use.