2-NONYLPHENOL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C15H24O
Molecular Weight	220.3505
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCCCCCC1=CC=CC=C1O

InChI

InChIKey=SNQQPOLDUKLAAF-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C15H24O
Molecular Weight	220.3505
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
How estrogenic is nonylphenol? A transgenerational study using rainbow trout (Oncorhynchus mykiss) as a test organism.	2002-09-24	12127735
High glucuronidation activity of environmental estrogens in the carp (Cyprinus carpino) intestine.	2002-07-12	12084386
Measurement of vitellogenin gene expression by RT-PCR as a tool to identify endocrine disruption in Japanese medaka (Oryzias latipes).	2002-07-10	12101787
Vitellogenin mRNA regulation and plasma clearance in male sheepshead minnows, (Cyprinodon variegatus) after cessation of exposure to 17 beta-estradiol and p-nonylphenol.	2002-07	12062157
Stimulation of calbindin-D(9k) mRNA expression in the rat uterus by octyl-phenol, nonylphenol and bisphenol.	2002-06-14	12062901
Evaluation of acute hepatotoxic effects exerted by environmental estrogens nonylphenol and 4-octylphenol in immature male rats.	2002-06-14	12049835
Molecular cloning of rainbow trout (Oncorhynchus mykiss) eggshell zona radiata protein complementary DNA: mRNA expression in 17beta-estradiol- and nonylphenol-treated fish.	2002-06	12031456
Nonylphenols in a Lagoon environment: p-nonylphenol and nonylphenol ethoxylates in fish tissue.	2002-06	12012068
Endocrine-disrupting nonylphenols detected in wide range of foods.	2002-05-01	12026959
Effects of nonylphenol on the gonadal differentiation of the hermaphroditic fish, Rivulus marmoratus.	2002-05	11891001
Endocrine disrupting nonylphenols are ubiquitous in food.	2002-04-15	11993862
Effects of nonylphenol, 1,1-dichloro-2,2-bis(p-chlorophenyl)ethylene (p,p'-DDE), and pentachlorophenol on the adult female guinea pig reproductive tract.	2002-04-06	11934530
Fish test for endocrine-disruption and estimation of water quality of Japanese rivers.	2002-04	12092592
The endocrine disruptor nonylphenol preferentially blocks cyclooxygenase-1.	2002-03-29	12005180
A simple method for the determination of trace levels of alkylphenolic compounds in fish tissue using pressurized fluid extraction, solid phase cleanup, and high-performance liquid chromatography fluorescence detection.	2002-03-13	11879001
Reduction in the estrogenic activity of a treated sewage effluent discharge to an English river as a result of a decrease in the concentration of industrially derived surfactants.	2002-03	11878464
Estrogenic activity measured in a sewage treatment works treating industrial inputs containing high concentrations of alkylphenolic compounds--a case study.	2002-03	11878463
Evidence for a global inhibitor-induced conformation change on the Ca(2+)-ATPase of sarcoplasmic reticulum from paired inhibitor studies.	2002-02-26	11851435
Influence of nonylphenol on the microbial community of lake sediments in microcosms.	2002-02-21	11874047
Quantitative three-dimensional reconstruction: feasibility for studies of sexually dimorphic hypothalamic development in rats.	2002-02-12	11836074
Endocrine disruption caused by two common pollutants at "acceptable" concentrations.	2002-02-12	11836073
Effects of lifelong dietary exposure to genistein or nonylphenol on amphetamine-stimulated striatal dopamine release in male and female rats.	2002-02-12	11836070
In utero exposure to diethylstilboestrol or 4-n-nonylphenol in rats: number of sertoli cells, diameter and length of seminiferous tubules estimated by stereological methods.	2002-02	12071427
Inhibition of human hepatic cytochrome P450s and steroidogenic CYP17 by nonylphenol.	2002-02	11853173
Degradation of polyethoxylated nonylphenols in a sewage treatment plant. Quantitative analysis by isotopic dilution-HRGC/MS.	2002-02	11848370
Developmental increases in rat hepatic microsomal UDP-glucuronosyltransferase activities toward xenoestrogens and decreases during pregnancy.	2002-02	11836149
Regio-specific hydroxylation of nonylphenol and the involvement of CYP2K- and CYP2M-like iso-enzymes in Atlantic salmon (Salmo salar).	2002-02	11792434
Effect of nonylphenol on serum testosterone levels and testicular steroidogenic enzyme activity in neonatal, pubertal, and adult rats.	2002-01-22	11803027
Comparison of reporter gene assay and immature rat uterotrophic assay of twenty-three chemicals.	2002-01-15	11750080
In utero reproductive study in rats exposed to nonylphenol.	2002-01-10	11780961
Occurrence and distribution of nonionic surfactants, their degradation products, and linear alkylbenzene sulfonates in coastal waters and sediments in Spain.	2002-01	11804059
Increased cellular apoptosis after chronic aqueous exposure to nonylphenol and quercetin in adult medaka (Oryzias latipes).	2002-01	11796325
Ligands have various potential effects on the degradation of pregnane X receptor by proteasome.	2002-01	11751591
Effect of dietary administration of genistein, nonylphenol or ethinyl estradiol on hepatic testosterone metabolism, cytochrome P-450 enzymes, and estrogen receptor alpha expression.	2002-01	11731036
Estrogenic effect of leachates and soil extracts from lysimeters spiked with sewage sludge and reference endocrine disrupters.	2002	11979588
Toxic effects of endocrine disrupters on freshwater sponges: common developmental abnormalities.	2002	11916044
Alkylphenol ethoxylate degradation products in land-applied sewage sludge (biosolids).	2001-12-15	11775155
Analysis of nonylphenol and nonylphenol ethoxylates in environmental samples by mixed-mode high-performance liquid chromatography-electrospray mass spectrometry.	2001-12-14	11771849
Expression of P450(arom) in Malaclemys terrapin and Chelydra serpentina: a tale of two sites.	2001-12-01	11748616
The determination of alkylphenols in aqueous samples from the Forth Estuary by SPE-HPLC-fluorescence.	2001-12	11785635
Toxicity of linear alkylbenzene sulfonates and nonylphenol in sludge-amended soil.	2001-12	11764153
Regioselective synthesis of a branched isomer of nonylphenol, 4-(3',6'-dimethyl-3'-heptyl)phenol, and determination of its important environmental properties.	2001-11-19	11763447
Modulation by estrogens and xenoestrogens of recombinant human neuronal nicotinic receptors.	2001-11-02	11711029
Endocrine-disrupting nonylphenols--ultra-trace analysis and time-dependent trend in mussels from the German bight.	2001-11	11768466
Antibody-based methods for surfactant screening.	2001-10	11760053
The effect of two alkylphenols on vitellogenin levels in male carp.	2001-10	11699573
Degradation of 4-nonylphenol in homogeneous and nonhomogeneous mixtures of soil and sewage sludge.	2001-09-15	11783647
[Adverse effects of exposure to p-nonylphenol on reproductive system of young male rats].	2001-09	11769639
Toxicology of environmental estrogens.	2001	11800169
Effects of endocrine disrupting chemicals on the microtubule network in Chinese hamster V79 cells in culture and in Sertoli cells in rats.	2001	11746258

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:36:10 GMT 2025` Edited by `admin` on `Mon Mar 31 19:36:10 GMT 2025`
Record UNII	24R8721A3S
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2-NONYLPHENOL

Systematic Name

English

O-NONYLPHENOL

Preferred Name

English

PHENOL, 2-NONYL-

Systematic Name

English

Code System Code Type Description

SMS_ID

100000087011