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290858

Sigma-Aldrich

Nonylphenol

technical grade, mixture of ring and chain isomers

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About This Item

Empirical Formula (Hill Notation):
C15H24O
CAS Number:
84852-15-3
Molecular Weight:
220.35
Beilstein:
2047450
EC Number:
284-325-5
UNSPSC Code:
12352100
PubChem Substance ID:
24857492
NACRES:
NA.22

grade

technical grade

Quality Level

200

refractive index

n20/D 1.511 (lit.)

solubility

water: slightly soluble 4.9 mg/L±0.4 mg/L

density

0.937 g/mL at 25 °C (lit.)

SMILES string

CCCCCCCCCc1ccc(O)cc1

InChI

1S/C15H24O/c1-13(2)7-5-3-4-6-8-14-9-11-15(16)12-10-14/h9-13,16H,3-8H2,1-2H3

InChI key

JSFITYFUKSFPBZ-UHFFFAOYSA-N

Gene Information

mouse ... Esr1(13982)
rat ... Ar(24208)

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General description

Nonylphenol is a toxic xenobiotic compound classified as an endocrine disrupter capable of interfering with the hormonal system of numerous organisms. Nonylphenol has been reported as antiandrogen by using a yeast detection system. Molecular mechanism for the antiandrogenic action of nonylphenol has been reported.

Application

  • Chlorination of Emerging Contaminants for Application in Potable Wastewater Reuse: Disinfection Byproduct Formation, Estrogen Activity, and Cytotoxicity.: Investigates the formation of disinfection byproducts, estrogen activity, and cytotoxicity during chlorination of nonylphenol in potable wastewater reuse applications, offering insights into water treatment safety protocols (Cochran et al., 2024).
  • Triple-Mode Sensor Coupled by Photoelectrochemical, Electrochromic, and Spectral Signals for Sensitive Visualized Detection of Nonylphenol.: Describes the development of a sensitive triple-mode sensor for detecting nonylphenol, integrating photoelectrochemical, electrochromic, and spectral signals, which could be instrumental in environmental monitoring and industrial process controls (Cao et al., 2023).

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Repr. 2 - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

> 113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A Soares et al.
Environment international, 34(7), 1033-1049 (2008-02-20)
Nonylphenol is a toxic xenobiotic compound classified as an endocrine disrupter capable of interfering with the hormonal system of numerous organisms. It originates principally from the degradation of nonylphenol ethoxylates which are widely used as industrial surfactants. Nonylphenol ethoxylates reach
Hyun Ju Lee et al.
Toxicological sciences : an official journal of the Society of Toxicology, 75(1), 40-46 (2003-06-14)
By using a yeast detection system for androgenic and antiandrogenic effects of chemicals, we identified bisphenol A (BPA) and nonylphenol (NP) as antiandrogens. In this study, we report molecular mechanisms for the antiandrogenic action of BPA and NP. In the
C Uguz et al.
Andrologia, 47(8), 910-919 (2014-10-04)
The objective of this study was to determine the effects of nonylphenol (NP) on viability of ram and boar sperm in vitro. Ram or boar spermatozoa were exposed to 1, 10, 100, 250 and 500 μg NP ml(-1) for 1, 2, 3 or
Maurizio Forte et al.
Ecotoxicology and environmental safety, 180, 412-419 (2019-05-21)
Estrogens play a role in the patho-physiology of the prostate. In the present work we studied the effects of nonylphenol (NP), a xenoestrogen, on human adenocarcinoma prostate cells (LNCaP). In order to understand molecular and cellular involvement, we observed the
Tomasz Janicki et al.
Bioresource technology, 200, 223-229 (2015-10-23)
Nonylphenol (NP), 4-tert-octylphenol (4-t-OP) and 4-cumylphenol (4-CP) are pollutants that are known as endocrine disruptors mainly due to their estrogen-mimicking activity. These phenolic substances are used in a wide range of industrial and commercial applications. In the present study, biodegradation
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