Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C14H22O |
| Molecular Weight | 206.3239 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)(C)CC(C)(C)C1=CC=C(O)C=C1
InChI
InChIKey=ISAVYTVYFVQUDY-UHFFFAOYSA-N
InChI=1S/C14H22O/c1-13(2,3)10-14(4,5)11-6-8-12(15)9-7-11/h6-9,15H,10H2,1-5H3
| Molecular Formula | C14H22O |
| Molecular Weight | 206.3239 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionCurator's Comment: Description was created based on several sources, including
https://de.wikipedia.org/wiki/4-tert-Octylphenol
Curator's Comment: Description was created based on several sources, including
https://de.wikipedia.org/wiki/4-tert-Octylphenol
4-tert-octylphenol (OP) is a compound of the class of endocrine disruptors. In 2011 it was added to the list of Substances of Very High Concern (SVHCs) based on the results of an evaluation of the effects of 4-tert-octylphenol (OP) on the growth, survival, and steroid hormone and cAMP production by isolated 14-day-old rats (Sprague-Dawley) ovarian follicles. During a 5-day culture with isolated ovarian follicles, OP decreased estradiol and testosterone secretion in a dose-dependent manner, decreased forskolin-induced cAMP levels, and showed no effect on aromatase activity.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Differential estrogen receptor binding of estrogenic substances: a species comparison. | 2000 Nov 15 |
|
| Determination of endocrine-disrupting phenolic compounds and estrogens in surface and drinking water by HRGC-(NCI)-MS in the picogram per liter range. | 2001 Aug 1 |
|
| Sexual characteristics are altered by 4-tert-octylphenol and 17beta-estradiol in the adult male guppy (Poecilia reticulata). | 2001 Jan |
|
| Differential activation of wild-type and variant forms of estrogen receptor alpha by synthetic and natural estrogenic compounds using a promoter containing three estrogen-responsive elements. | 2001 Jul |
|
| Sources and behaviour of bismuth active substances (BiAS) in a municipal sewage treatment plant. | 2001 Sep 28 |
|
| Interaction of estrogen mimics, singly and in combination, with plasma sex steroid-binding proteins in rainbow trout (Oncorhynchus mykiss). | 2002 Feb |
|
| Comparison of reporter gene assay and immature rat uterotrophic assay of twenty-three chemicals. | 2002 Jan 15 |
|
| Relationship between estrogen receptor-binding and estrogenic activities of environmental estrogens and suppression by flavonoids. | 2002 Jul |
|
| Estrogen mimics bind with similar affinity and specificity to the hepatic estrogen receptor in Atlantic salmon (Salmo salar) and rainbow trout (Oncorhynchus mykiss). | 2002 Mar |
|
| Neonatal exposure to p-tert-octylphenol causes abnormal expression of estrogen receptor alpha and subsequent alteration of cell proliferating activity in the developing Donryu rat uterus. | 2002 May-Jun |
|
| Toxic effects of in vitro exposure to p-tert-octylphenol on bovine oocyte maturation and developmental competence. | 2003 Aug |
|
| Immature rat uterotrophic assay of 18 chemicals and Hershberger assay of 30 chemicals. | 2003 Feb 1 |
|
| Selective modulation of ER-beta by estradiol and xenoestrogens in human breast cancer cell lines. | 2003 Mar |
|
| Comparison of vitellogenin responses in zebrafish and rainbow trout following exposure to environmental estrogens. | 2003 Oct |
|
| Male reproductive effects of octylphenol and estradiol in Fischer and Wistar rats. | 2003 Sep-Oct |
|
| Effects of 4-tert-octylphenol, 4-tert-butylphenol, and diethylstilbestrol on prenatal testosterone surge in the rat. | 2003 Sep-Oct |
|
| Ionic liquid-based liquid-phase microextraction, a new sample enrichment procedure for liquid chromatography. | 2004 Feb 13 |
|
| Trace analysis of phenolic xenoestrogens in water samples by stir bar sorptive extraction with in situ derivatization and thermal desorption-gas chromatography-mass spectrometry. | 2004 Jul 2 |
|
| An extensive new literature concerning low-dose effects of bisphenol A shows the need for a new risk assessment. | 2005 Aug |
|
| Infantile 4-tert-octylphenol exposure transiently inhibits rat ovarian steroidogenesis and steroidogenic acute regulatory protein (StAR) expression. | 2005 Aug 22 |
|
| Novel progestogenic activity of environmental endocrine disruptors in the upregulation of calbindin-D9k in an immature mouse model. | 2005 Jan |
|
| Isolation and identification of Sphingomonas sp. that yields tert-octylphenol monoethoxylate under aerobic conditions. | 2005 Jul |
|
| Stir bar sorptive extraction with in situ derivatization and thermal desorption-gas chromatography--mass spectrometry for measurement of phenolic xenoestrogens in human urine samples. | 2005 Jun 5 |
|
| Upregulation of estrogen receptor alpha and vitellogenin in eelpout (Zoarces viviparus) by waterborne exposure to 4-tert-octylphenol and 17beta-estradiol. | 2005 Mar-Apr |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 19:15:15 GMT 2023
by
admin
on
Fri Dec 15 19:15:15 GMT 2023
|
| Record UNII |
IOY9FVU3J3
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
IOY9FVU3J3
Created by
admin on Fri Dec 15 19:15:15 GMT 2023 , Edited by admin on Fri Dec 15 19:15:15 GMT 2023
|
PRIMARY | |||
|
7248
Created by
admin on Fri Dec 15 19:15:15 GMT 2023 , Edited by admin on Fri Dec 15 19:15:15 GMT 2023
|
PRIMARY | |||
|
C105260
Created by
admin on Fri Dec 15 19:15:15 GMT 2023 , Edited by admin on Fri Dec 15 19:15:15 GMT 2023
|
PRIMARY | |||
|
5427
Created by
admin on Fri Dec 15 19:15:15 GMT 2023 , Edited by admin on Fri Dec 15 19:15:15 GMT 2023
|
PRIMARY | |||
|
140-66-9
Created by
admin on Fri Dec 15 19:15:15 GMT 2023 , Edited by admin on Fri Dec 15 19:15:15 GMT 2023
|
PRIMARY | |||
|
5411
Created by
admin on Fri Dec 15 19:15:15 GMT 2023 , Edited by admin on Fri Dec 15 19:15:15 GMT 2023
|
PRIMARY | |||
|
8814
Created by
admin on Fri Dec 15 19:15:15 GMT 2023 , Edited by admin on Fri Dec 15 19:15:15 GMT 2023
|
PRIMARY | |||
|
205-426-2
Created by
admin on Fri Dec 15 19:15:15 GMT 2023 , Edited by admin on Fri Dec 15 19:15:15 GMT 2023
|
PRIMARY | |||
|
DTXSID9022360
Created by
admin on Fri Dec 15 19:15:15 GMT 2023 , Edited by admin on Fri Dec 15 19:15:15 GMT 2023
|
PRIMARY |