2-tert-butyl-4-methoxyphenol

Synonyms: "2-tert-Butyl-4-methoxyphenol", "3-tert-Butyl-4-hydroxyanisole", "4-Hydroxy-3-tert-butylanisole", "3-BHA", "2-(tert-butyl)-4-methoxyphenol", "4-Methoxy-2-tert-butylphenol", "3-T-butyl-4-hydroxyanisole", "2-(1,1-dimethylethyl)-4-methoxyphenol", "2-Butyl-4-hydroxyanisole", "2(3)-tert-butyl-4-methoxyphenol".

Source: 2-tert-butyl-4-methoxyphenol, is a commonly used antioxidant. This compound is commonly added to foods, gasoline, oils, rubber, and other products to react with and thereby neutralize the free radicals that would otherwise damage the products.

Identifiers:

IUPAC Name: 2-tert-butyl-4-methoxyphenol
CAS Number: 25013-16-5
PubChem ID: 8456
InChiKey: MRBKEAMVRSLQPH-UHFFFAOYSA-N
Canonical SMILES: CC(C)(C)C1=C(C=CC(=C1)OC)O

Structural Properties:

Molecular Formula: C₁₁H₁₆O₂
Molecular Weight: 180.247

Pharmacophore Features:

Number of bond donors: 1
Number of bond acceptors: 2
Number of atoms different from hydrogen: 13

Downloads

2D structure (.sdf)
3D structure (.sdf)
3D structure (.mol2)
3D structure (.pdb)
3D structure (.pdbqt)

Search Similar molecules

Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Jeong SH, Kim BY, Kang HG, Ku HO, Cho JH. 2005. Effects of butylated hydroxyanisole on the development and functions of reproductive system in rats. Toxicology 208(1):49-62. DOI: 10.1016/j.tox.2004.11.014. URL: https://www.sciencedirect.com/science/article/pii/S0300483X04006079.
Kang HG, Jeong SH, Cho JH, Kim DG, Park JM, Cho MH. 2005. Evaluation of estrogenic and androgenic activity of butylated hydroxyanisole in immature female and castrated rats. Toxicology 213(1-2):147-156. DOI: 10.1016/j.tox.2005.05.027. URL: https://www.sciencedirect.com/science/article/pii/S0300483X05002453.
Okubo T, Kano I. 2003. [Studies on estrogenic activities of food additives with human breast cancer MCF-7 cells and mechanism of estrogenicity by BHA and OPP]. Yakugaku Zasshi 123(6):443-452. DOI: 10.1248/yakushi.123.443. URL: https://www.ncbi.nlm.nih.gov/pubmed/12822488.
Soto AM, Sonnenschein C, Chung KL, Fernandez MF, Olea N, Serrano FO. 1995. The E-SCREEN assay as a tool to identify estrogens: An update on estrogenic environmental pollutants. Environ Health Perspect 103 (Suppl 7):113-122. DOI: 10.2307/3432519 . URL: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1518887/ter.
Veld MGR, Schouten B, Louisse J, Van Es DS, Van Der Saag PT, Rietjens IMCM, Murk AJ. 2006. Estrogenic potency of food-packaging-associated plasticizers and antioxidants as detected in ERalpha and ERbeta reporter gene cell lines. Journal of Agricultural & Food Chemistry 54(12):4407-4416. DOI: 10.1021/jf052864f. URL: http://pubs.acs.org/doi/abs/10.1021/jf052864f.