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620-92-8 | 4,4'-Methylenediphenol
CAS No: 620-92-8 Catalog No: AG0033UW MDL No:MFCD00002385
Product Description
Catalog Number:
AG0033UW
Chemical Name:
4,4'-Methylenediphenol
CAS Number:
620-92-8
Molecular Formula:
C13H12O2
Molecular Weight:
200.2332
MDL Number:
MFCD00002385
IUPAC Name:
4-[(4-hydroxyphenyl)methyl]phenol
InChI:
InChI=1S/C13H12O2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h1-8,14-15H,9H2
InChI Key:
PXKLMJQFEQBVLD-UHFFFAOYSA-N
SMILES:
Oc1ccc(cc1)Cc1ccc(cc1)O
EC Number:
210-658-2
UNII:
QD2C19044Z
NSC Number:
401136
Properties
Complexity:
157
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
200.084g/mol
Formal Charge:
0
Heavy Atom Count:
15
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
200.237g/mol
Monoisotopic Mass:
200.084g/mol
Rotatable Bond Count:
2
Topological Polar Surface Area:
40.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.9
Literature
| Title | Journal |
|---|---|
| Impairment of bisphenol F on the glucose metabolism of zebrafish larvae. | Ecotoxicology and environmental safety 20181215 |
| Cellular, transcriptomic and methylome effects of individual and combined exposure to BPA, BPF, BPS on mouse spermatocyte GC-2 cell line. | Toxicology and applied pharmacology 20181115 |
| 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 20181001 |
| Parental exposure to bisphenol A and its analogs influences zebrafish offspring immunity. | The Science of the total environment 20180101 |
| Bisphenol AF negatively affects oocyte maturation of mouse in vitro through increasing oxidative stress and DNA damage. | Chemico-biological interactions 20171225 |
| The in vitro comparative study of the effect of BPA, BPS, BPF and BPAF on human erythrocyte membrane; perturbations in membrane fluidity, alterations in conformational state and damage to proteins, changes in ATP level and Na(+)/K(+) ATPase and AChE activities. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20171201 |
| Acute Toxicity, Teratogenic, and Estrogenic Effects of Bisphenol A and Its Alternative Replacements Bisphenol S, Bisphenol F, and Bisphenol AF in Zebrafish Embryo-Larvae. | Environmental science & technology 20171107 |
| Effects of BPF on steroid hormone homeostasis and gene expression in the hypothalamic-pituitary-gonadal axis of zebrafish. | Environmental science and pollution research international 20170901 |
| In vitro and in vivo estrogenic activity of BPA, BPF and BPS in zebrafish-specific assays. | Ecotoxicology and environmental safety 20170801 |
| Spectroscopic and molecular modeling approaches to investigate the interaction of bisphenol A, bisphenol F and their diglycidyl ethers with PPARα. | Chemosphere 20170801 |
| Editor's Highlight: Transcriptome Profiling Reveals Bisphenol A Alternatives Activate Estrogen Receptor Alpha in Human Breast Cancer Cells. | Toxicological sciences : an official journal of the Society of Toxicology 20170801 |
| Bisphenol A, bisphenol S, bisphenol F and bisphenol AF induce different oxidative stress and damage in human red blood cells (in vitro study). | Toxicology in vitro : an international journal published in association with BIBRA 20170601 |
| Inhibition of SLC drug transporter activities by environmental bisphenols. | Toxicology in vitro : an international journal published in association with BIBRA 20170401 |
| Thyroid hormone disrupting potentials of bisphenol A and its analogues - in vitro comparison study employing rat pituitary (GH3) and thyroid follicular (FRTL-5) cells. | Toxicology in vitro : an international journal published in association with BIBRA 20170401 |
| In vitro and in silico assessment of the structure-dependent binding of bisphenol analogues to glucocorticoid receptor. | Analytical and bioanalytical chemistry 20170301 |
| In vitro profiling of toxicity and endocrine disrupting effects of bisphenol analogues by employing MCF-7 cells and two-hybrid yeast bioassay. | Environmental toxicology 20170101 |
| Low-dose exposure to bisphenols A, F and S of human primary adipocyte impacts coding and non-coding RNA profiles. | PloS one 20170101 |
| Effects of bisphenol compounds on the growth and epithelial mesenchymal transition of MCF-7 CV human breast cancer cells. | Journal of biomedical research 20170101 |
| Predicting anti-androgenic activity of bisphenols using molecular docking and quantitative structure-activity relationships. | Chemosphere 20161101 |
| Experimental Data Extraction and in Silico Prediction of the Estrogenic Activity of Renewable Replacements for Bisphenol A. | International journal of environmental research and public health 20160701 |
| Effects of bisphenol analogues on steroidogenic gene expression and hormone synthesis in H295R cells. | Chemosphere 20160301 |
| Bisphenol A, bisphenol F and bisphenol S affect differently 5α-reductase expression and dopamine-serotonin systems in the prefrontal cortex of juvenile female rats. | Environmental research 20151001 |
| Structural bisphenol analogues differentially target steroidogenesis in murine MA-10 Leydig cells as well as the glucocorticoid receptor. | Toxicology 20150302 |
| Are structural analogues to bisphenol a safe alternatives? | Toxicological sciences : an official journal of the Society of Toxicology 20140501 |
| Structure-activity relationships of bisphenol A analogs at estrogen receptors (ERs): discovery of an ERα-selective antagonist. | Bioorganic & medicinal chemistry letters 20130715 |
| Bioactivation of bisphenol A and its analogs (BPF, BPAF, BPZ and DMBPA) in human liver microsomes. | Toxicology in vitro : an international journal published in association with BIBRA 20130601 |
| Occurrence of eight bisphenol analogues in indoor dust from the United States and several Asian countries: implications for human exposure. | Environmental science & technology 20120821 |
| Stir bar sorptive extraction coupled to gas chromatography-mass spectrometry for the determination of bisphenols in canned beverages and filling liquids of canned vegetables. | Journal of chromatography. A 20120720 |
| Use of the γH2AX assay for assessing the genotoxicity of bisphenol A and bisphenol F in human cell lines. | Archives of toxicology 20111101 |
| Oxidation of bisphenol F (BPF) by manganese dioxide. | Environmental pollution (Barking, Essex : 1987) 20111001 |
| Bis(hydroxyphenyl)methane-bisphenol F-metabolism by the HepG2 human hepatoma cell line and cryopreserved human hepatocytes. | Drug and chemical toxicology 20111001 |
| Rotationally resolved C2 symmetric conformers of bis-(4-hydroxyphenyl)methane: prototypical examples of excitonic coupling in the S1 and S2 electronic states. | The journal of physical chemistry. A 20110901 |
| Conformer-specific vibronic spectroscopy and vibronic coupling in a flexible bichromophore: bis-(4-hydroxyphenyl)methane. | The Journal of chemical physics 20110428 |
| Bisphenol A induces otolith malformations during vertebrate embryogenesis. | BMC developmental biology 20110101 |
| Behavior of phenols and phenoxyacids on a bisphenol-A imprinted polymer. Application for selective solid-phase extraction from water and urine samples. | International journal of molecular sciences 20110101 |
| Rational quantitative structure-activity relationship (RQSAR) screen for PXR and CAR isoform-specific nuclear receptor ligands. | Chemico-biological interactions 20101205 |
| Sensitive determination of bisphenol A and bisphenol F in canned food using a solid-phase microextraction fibre coated with single-walled carbon nanotubes before GC/MS. | Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20101001 |
| Isolation and characterization of a novel 2-sec-butylphenol-degrading bacterium Pseudomonas sp. strain MS-1. | Biodegradation 20100401 |
| Anti-asthmatic activity of phenolic compounds from the roots of Gastrodia elata Bl. | International immunopharmacology 20100201 |
| A chemical screening approach reveals that indole fluorescence is quenched by pre-fibrillar but not fibrillar amyloid-beta. | Bioorganic & medicinal chemistry letters 20090901 |
| Biodegradation of bisphenol A, bisphenol F and bisphenol S in seawater. | International journal of environmental research and public health 20090401 |
| Genotoxic and endocrine activities of bis(hydroxyphenyl)methane (bisphenol F) and its derivatives in the HepG2 cell line. | Toxicology 20090108 |
| [Jointed estrogenic activities of bisphenol A and three of its analogs]. | Huan jing ke xue= Huanjing kexue 20090101 |
| Biotransformation of bisphenol F by human and rat liver subcellular fractions. | Toxicology in vitro : an international journal published in association with BIBRA 20081001 |
| Degradation of Bis(4-Hydroxyphenyl)methane (bisphenol F) by Sphingobium yanoikuyae strain FM-2 isolated from river water. | Applied and environmental microbiology 20080101 |
| Subacute oral toxicity study of bisphenol F based on the draft protocol for the 'Enhanced OECD Test Guideline no. 407'. | Archives of toxicology 20071201 |
| Phenolic constituents from the rhizomes of Gastrodia elata. | Natural product research 20070201 |
| Biodegradation of bisphenol A and related compounds by Sphingomonas sp. strain BP-7 isolated from seawater. | Bioscience, biotechnology, and biochemistry 20070101 |
| Disposition and metabolic profiling of bisphenol F in pregnant and nonpregnant rats. | Journal of agricultural and food chemistry 20061227 |
| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | Journal of molecular graphics & modelling 20061101 |
| Anti-inflammatory action of phenolic compounds from Gastrodia elata root. | Archives of pharmacal research 20061001 |
| Estrogenic activities of chemicals related to food contact plastics and rubbers tested by the yeast two-hybrid assay. | Food additives and contaminants 20060401 |
| Biodegradation of a variety of bisphenols under aerobic and anaerobic conditions. | Water science and technology : a journal of the International Association on Water Pollution Research 20060101 |
| Comparative susceptibility of newborn and young rats to six industrial chemicals. | Congenital anomalies 20051201 |
| Novel surface modified molecularly imprinted polymer focused on the removal of interference in environmental water samples for chromatographic determination. | Journal of chromatography. A 20050506 |
| Study on anti-androgenic effects of bisphenol a diglycidyl ether (BADGE), bisphenol F diglycidyl ether (BFDGE) and their derivatives using cells stably transfected with human androgen receptor, AR-EcoScreen. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20040601 |
| Chemical constituents of the rhizomes of Coeloglossum viride var. bracteatum. | Journal of Asian natural products research 20040301 |
| Comparative study of the uterotrophic potency of 14 chemicals in a uterotrophic assay and their receptor-binding affinity. | Toxicology letters 20040115 |
| Photodegradation mechanism for bisphenol A at the TiO2/H2O interfaces. | Chemosphere 20030801 |
| Pyrolysis-gas chromatography-mass spectrometry of cured phenolic resins. | Journal of chromatography. A 20030418 |
| The estrogenicity of bisphenol A-related diphenylalkanes with various substituents at the central carbon and the hydroxy groups. | Environmental health perspectives 19980301 |
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