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4-octyl phenol
phenol, 4-octyl-

Supplier Sponsors

Name:4-octylphenol
CAS Number: 1806-26-4Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:217-302-5
FDA UNII: 7DF2B8LH3P
Nikkaji Web:J127.127J
MDL:MFCD00036134
XlogP3:5.30 (est)
Molecular Weight:206.32854000
Formula:C14 H22 O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
FDA Mainterm (IAUFC):1806-26-4 ; OCTYLPHENOL, P-
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.96100 @ 25.00 °C.
Boiling Point: 314.00 to 315.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure:0.000250 mmHg @ 25.00 °C. (est)
Flash Point:> 342.00 °F. TCC ( > 172.60 °C. )
logP (o/w): 5.633 (est)
Soluble in:
 alcohol
 water, 3.114 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
4-Octylphenol 95%
Santa Cruz Biotechnology
For experimental / research use only.
4-Octylphenol ≥99%
Sigma-Aldrich: Aldrich
For experimental / research use only.
4-Octylphenol 99%
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for 4-octyl phenol usage levels up to:
 not for fragrance use.
 
Recommendation for 4-octyl phenol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):1806-26-4
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :15730
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
4-octylphenol
Chemidplus:0001806264
 
References:
 4-octylphenol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:1806-26-4
Pubchem (cid):15730
Pubchem (sid):134979367
Pherobase:View
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Indirect Additives used in Food Contact Substances:View
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C14132
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2907.13.0000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Formulations/Preparations:
available commercially as a liquid. octyl phenol isomers
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 azadirachta excelsa
Search Trop Picture
 azadirachta siamensis
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 neem
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Synonyms:
1-(p-hydroxyphenyl)octane
1-(para-hydroxyphenyl)octane
p-octyl phenol
para-octyl phenol
4-octyl-phenol
4-octylbenzolol
4-octylphenol
4-N-octylphenol
p-octylphenol
para-octylphenol
 phenol, 4-octyl-
 phenol, p-octyl-
 

Articles:

PubMed:Analysis of endocrine disruptor compounds in marine sediments by in cell clean up-pressurized liquid extraction-liquid chromatography tandem mass spectrometry determination.
PubMed:Two polydimethylsiloxane rod extraction methods for the sensitive determination of phenolic compounds in water samples.
PubMed:[Kinetics of alkylphenols degradation in aqueous phase with excilamp irradiation].
PubMed:Determination of bisphenol A, 4-octylphenol, and 4-nonylphenol in soft drinks and dairy products by ultrasound-assisted dispersive liquid-liquid microextraction combined with derivatization and high-performance liquid chromatography with fluorescence detection.
PubMed:Annual fluctuations of endocrine-disrupting compounds at the lower end of the Lima River, Portugal, and in adjacent coastal waters.
PubMed:Graphene oxide coated capillary for the analysis of endocrine-disrupting chemicals by open-tubular capillary electrochromatography with amperometric detection.
PubMed:Magnetic recovery of modified activated carbon powder used for removal of endocrine disruptors present in water.
PubMed:Epigenetic regulation in allergic diseases and related studies.
PubMed:Spatial and seasonal distribution of 17 endocrine disruptor compounds in an urban estuary (Mondego River, Portugal): evaluation of the estrogenic load of the area.
PubMed:Environmental alkylphenols modulate cytokine expression in plasmacytoid dendritic cells.
PubMed:Determination of phenols and pharmaceuticals in municipal wastewaters from Polish treatment plants by ultrasound-assisted emulsification-microextraction followed by GC-MS.
PubMed:Determination of seventeen endocrine disruptor compounds and their spatial and seasonal distribution in Ria Formosa Lagoon (Portugal).
PubMed:Interactions between urinary 4-tert-octylphenol levels and metabolism enzyme gene variants on idiopathic male infertility.
PubMed:Association of exposure to phenols and idiopathic male infertility.
PubMed:Covalent bonding of zeolitic imidazolate framework-90 to functionalized silica fibers for solid-phase microextraction.
PubMed:Determination of nine environmental phenols in urine by ultra-high-performance liquid chromatography-tandem mass spectrometry.
PubMed:Alkylphenols--potential modulators of the allergic response.
PubMed:Determination of alkylphenols and bisphenol A in seawater samples by dispersive liquid-liquid microextraction and liquid chromatography tandem mass spectrometry for compliance with environmental quality standards (Directive 2008/105/EC).
PubMed:Removal of endocrine disrupting chemicals in a large scale membrane bioreactor plant combined with anaerobic-anoxic-oxic process for municipal wastewater reclamation.
PubMed:Removal of typical endocrine disrupting chemicals by membrane bioreactor: in comparison with sequencing batch reactor.
PubMed:Determination of three alkylphenol isomers in various water samples using a new HPLC method based on a duet stationary phase.
PubMed:Sensitive detection of endocrine disrupters using ionic liquid--single walled carbon nanotubes modified screen-printed based biosensors.
PubMed:Degradation of 4-nonylphenol, 4-t-octylphenol, bisphenol A and triclosan following biosolids addition to soil under laboratory conditions.
PubMed:Effect of endocrine disrupters on photosystem II energy fluxes of green algae and cyanobacteria.
PubMed:Occurrence of estrogenic chemicals in South Korean surface waters and municipal wastewaters.
PubMed:Effects of fetal exposure to 4-n-octylphenol on mammary tumorigenesis in rats.
PubMed:Alkylphenols in human milk and their relations to dietary habits in central Taiwan.
PubMed:Determination of trace endocrine disruptors in ultrapure water for laboratory use by the yeast estrogen screen (YES) and chemical analysis (GC/MS).
PubMed:E-screen and vitellogenin assay for the detection of the estrogenic activity of alkylphenols and trace elements.
PubMed:[Study on the sorption of 4-octylphenol by freshwater algae].
PubMed:Dispersive liquid-liquid microextraction versus single-drop microextraction for the determination of several endocrine-disrupting phenols from seawaters.
PubMed:Modulation of cytokine expression in human myeloid dendritic cells by environmental endocrine-disrupting chemicals involves epigenetic regulation.
PubMed:Suppressive effect on MDC and IP-10 expression in monocytes by endocrine disruptor chemicals.
PubMed:Nonylphenol and octylphenol in adipose tissue of women in Southern Spain.
PubMed:Ultra-high-pressure liquid chromatography-tandem mass spectrometry method for the determination of alkylphenols in soil.
PubMed:Behaviour of selected endocrine-disrupting chemicals in three sewage treatment plants of Beijing, China.
PubMed:Spatial distribution and quantification of endocrine-disrupting chemicals in Sado River estuary, Portugal.
PubMed:Endocrine disrupting compounds in municipal and industrial wastewater treatment plants in Northern Greece.
PubMed:A national reconnaissance of pharmaceuticals and other organic wastewater contaminants in the United States--I) groundwater.
PubMed:Determination of phenolic and steroid endocrine disrupting compounds in environmental matrices.
PubMed:Characterization and quantitative analysis of surfactants in textile wastewater by liquid chromatography/quadrupole-time-of-flight mass spectrometry.
PubMed:Isolation, purification and determination of 4-n-nonylphenol and 4-tert-octylphenol in aqueous and biological samples.
PubMed:Seasonal and spatial distribution of several endocrine-disrupting compounds in the Douro River Estuary, Portugal.
PubMed:Distribution of endocrine disruptors in the Mondego River estuary, Portugal.
PubMed:Endocrine-disrupting potential of bisphenol A, bisphenol A dimethacrylate, 4-n-nonylphenol, and 4-n-octylphenol in vitro: new data and a brief review.
PubMed:Effects of endocrine disruptors on dehydroepiandrosterone sulfotransferase and enzymes involved in PAPS synthesis: genomic and nongenomic pathways.
PubMed:Effect of copper complexation on the estrogenic activities of endocrine-disrupting compounds using E-screen bioassay.
PubMed:Determination of alkylphenol residues in baby-food purees by steam distillation extraction and gas chromatography-mass spectrometry.
PubMed:Phytoestrogens and xenoestrogens: the contribution of diet and environment to endocrine disruption.
PubMed:Genotoxic effects of environmental estrogen-like compounds in CHO-K1 cells.
PubMed:Influence of alkylphenols and trace elements in toxic, genotoxic, and endocrine disruption activity of wastewater treatment plants.
PubMed:Optimizing gas chromatographic-mass spectrometric analysis of selected pharmaceuticals and endocrine-disrupting substances in water using factorial experimental design.
PubMed:Multigenerational study of the hepatic effects exerted by the consumption of nonylphenol- and 4-octylphenol-contaminated drinking water in Sprague-Dawley rats.
PubMed:Automated on-line liquid chromatography-photodiode array-mass spectrometry method with dilution line for the determination of bisphenol A and 4-octylphenol in serum.
PubMed:Cloning and characterization of glutathione S-transferase gene in the intertidal copepod Tigriopus japonicus and its expression after exposure to endocrine-disrupting chemicals.
PubMed:Effects of xenobiotics and steroids on renal and hepatic estrogen metabolism in lake trout.
PubMed:The toxic effects of 4-tert-octylphenol on the reproductive system of male rats.
PubMed:Measurement of estrogenic activity in sediments from Haihe and Dagu River, China.
PubMed:Inhibitory effects of environmental chemicals on protein disulfide isomerase in vitro.
PubMed:Toxicity on crustaceans and endocrine disrupting activity on Saccharomyces cerevisiae of eight alkylphenols.
PubMed:Impact of environmental chemicals on the thyroid hormone function in pituitary rat GH3 cells.
PubMed:Evaluation of androgen receptor transcriptional activities of bisphenol A, octylphenol and nonylphenol in vitro.
PubMed:Synthesis of haptens for development of antibodies to alkylphenols and evaluation and optimization of a selected antibody for ELISA development.
PubMed:Octylphenol and nonylphenol in surface water of Ráckevei-Soroksári Danube branch, Hungary.
PubMed:Assessing the estrogenicity of environmental chemicals with a stably transfected lactoferrin gene promoter reporter in HeLa cells.
PubMed:Accurate prediction of the response of freshwater fish to a mixture of estrogenic chemicals.
PubMed:Estradiol and endocrine disrupting compounds adversely affect development of sea urchin embryos at environmentally relevant concentrations.
PubMed:Interaction of xenobiotics with estrogen receptors alpha and beta and a putative plasma sex hormone-binding globulin from channel catfish (Ictalurus punctatus).
PubMed:Development of direct ELISA for the determination of 4-nonylphenol and octylphenol.
PubMed:Brominated flame retardants and phenolic endocrine disrupters in Finnish human adipose tissue.
PubMed:Determination of 4-octylphenol and 4-nonylphenol congeners in composite foods.
PubMed:Sulfonation of environmental estrogens by zebrafish cytosolic sulfotransferases.
PubMed:Liquid chromatography with on-line electrochemical derivatization and fluorescence detection for the determination of phenols.
PubMed:Estrogenic effects of phenolic compounds on glucose-6-phosphate dehydrogenase in MCF-7 cells and uterine glutathione peroxidase in rats.
PubMed:Determination of endocrine-disrupting compounds in environmental samples using gas and liquid chromatography with mass spectrometry.
PubMed:Induction of different types of uterine adenocarcinomas in Donryu rats due to neonatal exposure to high-dose p-t-octylphenol for different periods.
PubMed:Exposure to octylphenol increases basal testosterone formation by cultured adult rat Leydig cells.
PubMed:Effects of perinatal octylphenol on ultrasound vocalization, behavior and reproductive physiology in rats.
PubMed:Inhibitory effects of 17beta-estradiol and 4-n-octylphenol on 7,12-dimethylbenz[a]anthracene-induced mammary tumor development in human c-Ha-ras proto-oncogene transgenic rats.
PubMed:Stimulation of calbindin-D(9k) mRNA expression in the rat uterus by octyl-phenol, nonylphenol and bisphenol.
PubMed:Evaluation of acute hepatotoxic effects exerted by environmental estrogens nonylphenol and 4-octylphenol in immature male rats.
PubMed:On-line solid-phase extraction and fluorescence detection of selected endocrine disrupting chemicals in water by high-performance liquid chromatography.
PubMed:Lack of modifying effects of 4-n-octylphenol on 3,2'-dimethyl-4-aminobiphenyl-induced prostate carcinogenesis in rats.
PubMed:Decline in reproductive success, sex reversal, and developmental alterations in Japanese medaka (Oryzias latipes) after continuous exposure to octylphenol.
PubMed:Comparative evaluation of alkylphenolic compounds on estrogenic activity in vitro and in vivo.
PubMed:Octylphenol and UV-B radiation alter larval development and hypothalamic gene expression in the leopard frog (Rana pipiens).
PubMed:Octylphenol (OP) alters the expression of members of the amyloid protein family in the hypothalamus of the snapping turtle, Chelydra serpentina serpentina.
PubMed:Determination of phenolic xenoestrogens in water by liquid chromatography with coulometric-array detection.
PubMed:p-octiphenyl beta-barrels with ion channel and esterase activity.
PubMed:Alkylphenol ethoxylate degradation products in land-applied sewage sludge (biosolids).
PubMed:Effects of endocrine disrupting chemicals on the microtubule network in Chinese hamster V79 cells in culture and in Sertoli cells in rats.
PubMed:Reproductive effects in male and female rats from neonatal exposure to p-octylphenol.
PubMed:Posthatch oral estrogen exposure impairs adult reproductive performance of zebra finch in a sex-specific manner.
PubMed:Modulation by estrogens and xenoestrogens of recombinant human neuronal nicotinic receptors.
PubMed:Migration behavior of alkylphenols, bisphenol A and bisphenol S studied by capillary electrophoresis using sulfated beta-cyclodextrin.
PubMed:Glucuronidation of nonylphenol and octylphenol eliminates their ability to activate transcription via the estrogen receptor.
PubMed:Development and validation of a method using on-line solid-phase extraction and liquid chromatography with ultraviolet detection for the determination of bisphenol A, octylphenol, and nonylphenol in groundwater.
PubMed:Comparison of an array of in vitro assays for the assessment of the estrogenic potential of natural and synthetic estrogens, phytoestrogens and xenoestrogens.
PubMed:Inhibition of environmental estrogen-induced proliferation of human breast carcinoma MCF-7 cells by flavonoids.
PubMed:Modulation of trout 7-ethoxyresorufin-O-deethylase (EROD) activity by estradiol and octylphenol.
PubMed:Effect of 17beta-estradiol, o,p'-DDT, octylphenol and p,p'-DDE on gonadal development and liver and kidney pathology in juvenile male summer flounder (Paralichthys dentatus).
PubMed:Differing effects of endocrine-disrupting chemicals on basal and FSH-stimulated progesterone production in rat granulosa-luteal cells.
PubMed:Estrogenic and dioxin-like potency in each step of a controlled landfill leachate treatment plant in Japan.
PubMed:Formation of the metabolic intermediate 2,4,4-trimethyl-2-pentanol during incubation of a Sphingomonas sp. strain with the xeno-estrogenic octylphenol.
PubMed:Determination of 4-nonylphenol and 4-octylphenol in human blood samples by high-performance liquid chromatography with multi-electrode electrochemical coulometric-array detection.
PubMed:Effect of 4-octylphenol on germ cell number in cultured human fetal gonads.
PubMed:Prediction and assessment of the effects of mixtures of four xenoestrogens.
PubMed:Subcutaneous treatment of p-tert-octylphenol exerts estrogenic activity on the female reproductive tract in normal cycling rats of two different strains.
PubMed:Maternal exposure to octylphenol suppresses ovine fetal follicle-stimulating hormone secretion, testis size, and sertoli cell number.
PubMed:Determination of endocrine disruptors in water after derivatization with N-methyl-N-(tert.-butyldimethyltrifluoroacetamide) using gas chromatography with mass spectrometric detection.
PubMed:Octylphenol inhibits testosterone biosynthesis by cultured precursor and immature Leydig cells from rat testes.
PubMed:Estrogenic activity of octylphenol, nonylphenol, bisphenol A and methoxychlor in rats.
PubMed:Input/output balance of estrogenic active compounds in a major municipal sewage plant in Germany.
PubMed:Endocrine-disrupting agents on healthy human tissues.
PubMed:Sulfation of environmental estrogen-like chemicals by human cytosolic sulfotransferases.
PubMed:Biphasic effects of octylphenol on testosterone biosynthesis by cultured Leydig cells from neonatal rats.
PubMed:In vivo estrogenic activity of branched and linear alkylphenols in rainbow trout (Oncorhynchus mykiss).
PubMed:Inhibition of hCG-stimulated steroidogenesis in cultured mouse Leydig tumor cells by bisphenol A and octylphenols.
PubMed:Effects of estrogenic agents on chitobiase activity in the epidermis and hepatopancreas of the fiddler crab, Uca pugilator.
PubMed:Amphibians as a model to study endocrine disruptors: I. Environmental pollution and estrogen receptor binding.
PubMed:An ELISA for brown trout (Salmo trutta) vitellogenin and its use in bioassays for environmental estrogens.
PubMed:Effect of environmental estrogens on IL-1beta promoter activity in a macrophage cell line.
PubMed:Differential activation by xenoestrogens of ER alpha and ER beta when linked to different response elements.
PubMed:The inhibition of the estrogenic effects of pesticides and environmental chemicals by curcumin and isoflavonoids.
PubMed:Distribution and pharmacokinetics of alkylphenolic compounds in primary mouse hepatocyte cultures.
PubMed:Occupational exposure to estrogenic chemicals and the occurrence of breast cancer: an exploratory analysis.
PubMed:Pharmacokinetic behavior of 4-nonylphenol in humans.
PubMed:Environmental estrogenic pollutants induce acute vascular relaxation by inhibiting L-type Ca2+ channels in smooth muscle cells.
PubMed:The acute toxicity of selected alkylphenols to young and adult Daphnia magna.
PubMed:Effects of estrogenic xenobiotics on molting of the water flea, Daphnia magna.
PubMed:A physiologically based approach to the study of bisphenol A and other estrogenic chemicals on the size of reproductive organs, daily sperm production, and behavior.
PubMed:Maternal oestrogen/xenoestrogen exposure alters expression of steroidogenic factor-1 (SF-1/Ad4BP) in the fetal rat testis.
PubMed:Fetal and perinatal influence of xenoestrogens on testis gene expression.
PubMed:Octylphenol (OP), an environmental estrogen, stimulates prolactin (PRL) gene expression.
PubMed:Relative binding affinity-serum modified access (RBA-SMA) assay predicts the relative in vivo bioactivity of the xenoestrogens bisphenol A and octylphenol.
PubMed:Artificial chaperone-assisted refolding of denatured-reduced lysozyme: modulation of the competition between renaturation and aggregation.
PubMed:Toxic effects of octylphenol on cultured rat and murine splenocytes.
PubMed:Expression of cytochrome P450 17alpha-hydroxylase/C17-20 lyase in the fetal rat testis is reduced by maternal exposure to exogenous estrogens.
PubMed:Gestational and lactational exposure of rats to xenoestrogens results in reduced testicular size and sperm production.
PubMed:Oestrogenic activity of an environmentally persistent alkylphenol in the reproductive tract but not the brain of rodents.
PubMed:Environmentally persistent alkylphenolic compounds are estrogenic.
PubMed:Activation of Ca2+ release from sarcoplasmic reticulum vesicles by 4-alkylphenols.
PubMed:Simultaneous determination of four active ingredients of dinocap in crops by high-performance liquid chromatography.
 
Notes:
xenoestrogen.
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