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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
Structure of 4-TERT-OCTYLPHENOL

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

HIDE SMILES / InChI

Molecular Formula C14H22O
Molecular Weight 206.3239
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Primary Leydig cells obtained from bank vole testes and the established tumor Leydig cell line (MA-10) were treated with two concentrations of 4-tert-octylphenol (OP_ (10(-4) M, 10(-8) M) alone or concomitantly with anti-estrogen ICI 182,780 (1 μM).
Substance Class Chemical
Record UNII
IOY9FVU3J3
Record Status Validated (UNII)
Record Version