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4,4′-Cyclohexylidenebisphenol

$68

  • Brand : BIOFRON

  • Catalogue Number : BN-O1111

  • Specification : 98%(HPLC)

  • CAS number : 843-55-0

  • Formula : C18H20O2

  • Molecular Weight : 268.3

  • PUBCHEM ID : 232446

  • Volume : 5mg

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Catalogue Number

BN-O1111

Analysis Method

Specification

98%(HPLC)

Storage

2-8°C

Molecular Weight

268.3

Appearance

Botanical Source

Structure Type

Category

SMILES

C1CCC(CC1)(C2=CC=C(C=C2)O)C3=CC=C(C=C3)O

Synonyms

1,1-Bis(4-hydroxyphenyl)cyclohexane/4,4'-(1,1-Cyclohexanediyl)diphenol/4,4'-cyclohexane-1,1-diyldiphenol/Phenol, 4,4'-cyclohexylidenebis-/4-[1-(4-hydroxyphenyl)cyclohexyl]phenol/4,4'-Cyclohexylidenebisphenol

IUPAC Name

4-[1-(4-hydroxyphenyl)cyclohexyl]phenol

Density

1.2±0.1 g/cm3

Solubility

Flash Point

207.3±21.4 °C

Boiling Point

440.9±38.0 °C at 760 mmHg

Melting Point

190-192 °C(lit.)

InChl

InChl Key

SDDLEVPIDBLVHC-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:843-55-0) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

28591870

Abstract

Plasticizers with estrogenic activity, such as bisphenol A (BPA), have potential adverse health effects in humans. Due to mounting evidence of these health effects, BPA is being phased out and replaced by other bisphenol variants in “BPA-free” products. We have compared estrogenic activity of BPA with 6 bisphenol analogues [bisphenol S (BPS); bisphenol F (BPF); bisphenol AP (BPAP); bisphenol AF (BPAF); bisphenol Z (BPZ); bisphenol B (BPB)] in 3 human breast cancer cell lines. Estrogenicity was assessed (10−11-10−4 M) by cell growth in an estrogen receptor (ER)-mediated cell proliferation assay, and by the induction of estrogen response element-mediated transcription in a luciferase assay. BPAF was the most potent bisphenol, followed by BPB > BPZ ∼ BPA > BPF ∼ BPAP > BPS. The addition of ICI 182,780 antagonized the activation of ERs. Data mining of ToxCast high-throughput screening assays confirm our results but also show divergence in the sensitivities of the assays. Gene expression profiles were determined in MCF-7 cells by microarray analysis. The comparison of transcriptome profile alterations resulting from BPA alternatives with an ERα gene expression biomarker further indicates that all BPA alternatives act as ERα agonists in MCF-7 cells. These results were confirmed by Illumina-based RNA sequencing. In conclusion, BPA alternatives are not necessarily less estrogenic than BPA in human breast cancer cells. BPAF, BPB, and BPZ were more estrogenic than BPA. These findings point to the importance of better understanding the risk of adverse effects from exposure to BPA alternatives, including hormone-dependent breast cancer.

KEYWORDS

bisphenol, toxicogenomics, endocrine, estrogens, cell culture

Title

Editor’s Highlight: Transcriptome Profiling Reveals Bisphenol A Alternatives Activate Estrogen Receptor Alpha in Human Breast Cancer Cells

Author

Robin Mesnage,* Alexia Phedonos,* Matthew Arno,† Sucharitha Balu,† J. Christopher Corton,‡ and Michael N. Antoniou*

Publish date

2017 Aug;

PMID

30563287

Abstract

Bisphenol A (BPA) is one of the most popular and commonly used plasticizer in the industry. Over the past decade, new chemicals that belong to the bisphenol group have increasingly been used in industrial applications as alternatives to BPA. Nevertheless, information on the combined effects of bisphenol (BP) analogues is insufficient. Therefore, our current study aimed to find the biological response modulations induced by the binary mixtures of BP compounds. We determined the toxicity levels in Microtox and XenoScreen YES/YAS assays for several BP analogs alone, and for their binary mixtures. The results obtained constituted the database for chemometric intelligent data analysis to evaluate the possible interactions occurring in the mixtures. Several chemometric/biophysical models have been used (concentration addition—CA, independent action—IA and polynomial regression calculations) to realize this aim. The best fitting was found for the IA model and even in this description strong evidence for synergistic behaviors (modes of action) of some bisphenol analogue mixtures was demonstrated. Bisphenols A, S, F and FL were proven to be of significant endocrine threat (with respect to XenoScreen YES/YAS assay); thus, their presence in mixtures (including presence in tissues of living organisms) should be most strictly monitored and reported.

KEYWORDS

bisphenol A analogues, Microtox®, XenoScreen YES/YAS, model deviation ratio

Title

Binary Mixtures of Selected Bisphenols in the Environment: Their Toxicity in Relationship to Individual Constituents

Author

Katarzyna Owczarek, Błażej Kudłak, Vasil Simeonov, Zofia Mazerska, Jacek Namieśnik

Publish date

2018 Dec;

PMID

29642594

Abstract

The protein family of small GTPases controls cellular processes by acting as a binary switch between an active and an inactive state. The most prominent family members are H-Ras, N-Ras, and K-Ras isoforms, which are highly related and frequently mutated in cancer. Bisphenols are widespread in modern life because of their industrial application as plasticisers. Bisphenol A (BPA) is the best-known member and has gained significant scientific as well as public attention as an endocrine disrupting chemical, a fact that eventually led to its replacement. However, compounds used to replace BPA still contain the molecular scaffold of bisphenols. BPA, BPAF, BPB, BPE, BPF, and an amine-substituted BPAF-derivate all interact with all GDP-bound Ras-Isoforms through binding to a common site on these proteins. NMR-, SOScat-, and GDI- assay-based data revealed a new bisphenol-induced, allosterically activated GDP-bound Ras conformation that define these plasticisers as Ras allosteric agonists.

KEYWORDS

bisphenols, K-Ras4B, Rap-1A, NMR spectroscopy, active conformation/allosteric agonists

Title

Allosteric Activation of GDP-Bound Ras Isoforms by Bisphenol Derivative Plasticisers

Author

Miriam Schopel, Oleksandr Shkura, Jana Seidel, Klaus Kock, Xueyin Zhong, Stefanie Loffek, Iris Helfrich, Hagen S. Bachmann, Jurgen Scherkenbeck, Christian Herrmann, Raphael Stoll

Publish date

2018 Apr;


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