Bisphenol B

Bisphenol B is a close structural analog of Bisphenol A (BPA) (HY-18260) . Bisphenol B is a potent, orally active endocrine disruptor (ED) . Bisphenol B binds to G protein-coupled estrogen receptor (GPER) (IC50 = 3.3 μM) with higher affinity and agonistic activity than BPA. Bisphenol B promotes GPER mediated cell migration. Bisphenol B exerts estrogenic effects via GPER pathway at nanomolar concentration. Bisphenol B is used in the manufacture of polycarbonate resin with ED properties[1][2][3].

Product Specifications

CAS Number

[77-40-7]

UNSPSC

12352005

Hazard Statement

H302, H319, H413

Target

Endogenous Metabolite; Estrogen Receptor/ERR; Reactive Oxygen Species (ROS)

Type

Reference compound

Related Pathways

Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB; Vitamin D Related/Nuclear Receptor

Applications

Metabolism-protein/nucleotide metabolism

Field of Research

Endocrinology

Assay Protocol

https://www.medchemexpress.com/bisphenol-b.html

Purity

99.34

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

CCC(C1=CC=C(O)C=C1)(C2=CC=C(O)C=C2)C

Molecular Formula

C16H18O2

Molecular Weight

242.31

Precautions

H302, H319, H413

References & Citations

[1]Serra H, et al. Evidence for Bisphenol B Endocrine Properties: Scientific and Regulatory Perspectives. Environ Health Perspect. 2019 Oct;127 (10) :106001.|[2]Grumetto, L., et al., (2008) . Determination of bisphenol a and bisphenol B residues in canned peeled tomatoes by reversed-phase liquid chromatography. Journal of agricultural and food chemistry, 56 (22), 10633–10637.|[3]Cao, L. Y., et al., (2017) . Bisphenol AF and Bisphenol B Exert Higher Estrogenic Effects than Bisphenol A via G Protein-Coupled Estrogen Receptor Pathway. Environmental science & technology, 51 (19), 11423–11430.|[4]Ullah, A., (2018) . Bisphenol A and its analogs bisphenol B, bisphenol F, and bisphenol S: Comparative in vitro and in vivo studies on the sperms and testicular tissues of rats. Chemosphere, 209, 508–516.|[5]Ullah, A., et al., (2018) . Impact of low-dose chronic exposure to bisphenol A and its analogue bisphenol B, bisphenol F and bisphenol S on hypothalamo-pituitary-testicular activities in adult rats: A focus on the possible hormonal mode of action. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 121, 24-36.