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Details

Stereochemistry ACHIRAL
Molecular Formula C10H13O.Na
Molecular Weight 172.1994
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SODIUM 4-TERT-BUTYLPHENATE

SMILES

[Na+].CC(C)(C)C1=CC=C([O-])C=C1

InChI

InChIKey=QDJPHAPWEUQBKS-UHFFFAOYSA-M
InChI=1S/C10H14O.Na/c1-10(2,3)8-4-6-9(11)7-5-8;/h4-7,11H,1-3H3;/q;+1/p-1

HIDE SMILES / InChI
Molecular Formula C10H13O
Molecular Weight 149.2096
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including: http://www.drugfuture.com/chemdata/p-tert-Butylphenol.html https://www.ncbi.nlm.nih.gov/pubmed/73913

p-tert-butylphenol is in public use since the 1930s. It is used as an intermediate in the manufacture of varnish and lacquer resin. It has apparently not been reported to occur in nature. There is an abundant literature dealing with the well-established sensitization and depigmentation (vitiligo) properties of p-tert-butylphenol.

Originator

Lewis, E.W.
2
Sources: DOI: 10.1039/CT9038300329
Curator's Comment: earlier patent: https://worldwide.espacenet.com/publicationDetails/originalDocument?CC=DE&NR=17311C&KC=C&FT=D&ND=3&DB=&locale=en_EP

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Substrate
661
 10.0 µM [IC50]
Substrate
661
Binding Agent
1076
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Approved
8583
TRUE Test

Approved Use

p-tert-Butylphenol formaldehyde resin (purity ≥95%) is used to formulate patch #13
PubMed

PubMed

TitleDatePubMed
Comparison of relative binding affinities to fish and mammalian estrogen receptors: the regulatory implications.
2010-02-15
Monobenzyl ether of hydroquinone and 4-tertiary butyl phenol activate markedly different physiological responses in melanocytes: relevance to skin depigmentation.
2010-01
Synthesis, structure and ethylene polymerisation behaviour of vanadium(IV and V) complexes bearing chelating aryloxides.
2009-11-07
Determination of endocrine disrupting compounds using temperature-dependent inclusion chromatography: I. Optimization of separation protocol.
2009-10-30
Determination of dimethyl fumarate and other potential allergens in desiccant and antimould sachets.
2009-08
Effects of environmental relevant doses of pollutants from offshore oil production on Atlantic cod (Gadus morhua).
2009-08
Increase in the levels of chaperone proteins by exposure to beta-estradiol, bisphenol A and 4-methoxyphenol in human cells transfected with estrogen receptor alpha cDNA.
2009-06
Synthesis of diazacalix[8]arene and triazacalix[12]arene methyl ethers via intramolecular aryl amination.
2009-02-19
[Influence of p-tert-butylphenol on immunity of mice].
2009-01
Uptake and tissue distribution of C4-C7 alkylphenols in Atlantic cod (Gadus morhua): relevance for biomonitoring of produced water discharges from oil production.
2009-01
Reactivity of a 10-I-3 hypervalent iodine trifluoromethylation reagent with phenols.
2008-10-03
A study on the synthesis of calix[4 and 6]arenes using alternately arranged phloroglucinols and p-tert-butylphenols.
2008-08
Determination of p-tert-octylphenol in blood and tissues by gas chromatography coupled with mass spectrometry.
2008-05
Contact allergy to p-tert-butylphenol formaldehyde resin and zinc diethyldithiocarbamate in a wet suit.
2008-04-17
Characterization of alkylphenol metabolites in fish bile by enzymatic treatment and HPLC-fluorescence analysis.
2008-04
A review of 241 subjects who were patch tested twice: could fragrance mix I cause active sensitization?
2008-03
4-Alkylphenols and related chemicals show similar effect on the function of human and rat estrogen receptor alpha in reporter gene assay.
2008-03
Uptake of some selected aquatic pollutants in semipermeable membrane devices (SPMDs) and the polar organic chemical integrative sampler (POCIS).
2008-02
Structure and vibrational spectrum of the hydrogen-bonded system between 4-tert-butylphenol and N-bases: Ab initio and DFT studies.
2008-02
Three-dimensional mesoporous gallosilicate with Pm3n symmetry and its unusual catalytic performances.
2008
Shoe allergens: retrospective analysis of cross-sectional data from the north american contact dermatitis group, 2001-2004.
2007-12
Monitoring of environmental phenolic endocrine disrupting compounds in treatment effluents and river waters, Korea.
2007-10-15
Binding of alkylphenols and alkylated non-phenolics to the rainbow trout (Oncorhynchus mykiss) plasma sex steroid-binding protein.
2007-09
Anaerobic biodegradation of 4-alkylphenols in a paddy soil microcosm supplemented with nitrate.
2007-08
[Kinetics of endocrine disrupting chemical 4-tert-butylphenol during chlorination in aqua].
2007-07
[Degradation of endocrine disrupting chemicals(EDCs)-BP by combination of UV/ micro-aeration process and impact factors].
2007-07
Anaerobic co-metabolic oxidation of 4-alkylphenols with medium-length or long alkyl chains by Thauera sp., strain R5.
2007-07
Shoe dermatitis from para-tertiary butylphenol formaldehyde.
2007-05
Effects of alkylphenols on glycerophospholipids and cholesterol in liver and brain from female Atlantic cod (Gadus morhua).
2007-04
An expedient one-pot synthesis of para-tert-butylcalix[8]- and [9]arene.
2007-03-07
Molecular and electronic structure of square-planar gold complexes containing two 1,2-Di(4-tert-butylphenyl)ethylene-1,2-dithiolato ligands: [Au(2L)2]1+/0/1-/2-. A combined experimental and computational study.
2007-02-19
Pharmacological properties of BN82451: a novel multitargeting neuroprotective agent.
2007
Determination of endocrine-disrupting compounds in cereals by pressurized liquid extraction and liquid chromatography-mass spectrometry. Study of background contamination.
2006-12-29
A role for tyrosinase-related protein 1 in 4-tert-butylphenol-induced toxicity in melanocytes: Implications for vitiligo.
2006-11
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006-11
Aerobic and anaerobic biodegradation of phenol derivatives in various paddy soils.
2006-08-31
Allergic contact dermatitis due to orthopedic shoes and a prosthesis for an amputated foot.
2006-08
European Standard Series patch test results from a contact dermatitis clinic in Israel during the 7-year period from 1998 to 2004.
2006-08
Effluents from oil production activities contain chemicals that interfere with normal function of intra- and extra-cellular estrogen binding proteins.
2006-07
Effect of the endcapping of reversed-phase high-performance liquid chromatography adsorbents on the adsorption isotherm.
2005-12-09
Estrogenic effects of environmental chemicals: an interspecies comparison.
2005-07
Stir bar sorptive extraction with in situ derivatization and thermal desorption-gas chromatography--mass spectrometry for measurement of phenolic xenoestrogens in human urine samples.
2005-06-05
Water purification through bioconversion of phenol compounds by tyrosinase and chemical adsorption by chitosan beads.
2005-06-04
In vitro effects of diethylstilbestrol, genistein, 4-tert-butylphenol, and 4-tert-octylphenol on steroidogenic activity of isolated immature rat ovarian follicles.
2005-04-01
4-Tertiary butyl phenol exposure sensitizes human melanocytes to dendritic cell-mediated killing: relevance to vitiligo.
2005-04
Allergic contact dermatitis in Iran.
2005-03
1,3-Alternate calix[4]arenes, selectively functionalized by amino groups.
2005-01-07
An attempt to improve diagnostics of contact allergy due to epoxy resin systems. First results of the multicentre study EPOX 2002.
2004-12-21
[Estimation of daily intake of phenols in hospital meal samples].
2004-12
Column silylation method for determining endocrine disruptors from environmental water samples by solid phase micro-extraction.
2001-07-06
Patents

Patents

04098717
2
04535087
6
04892952
5
04959103
4
05155130
9
05382682
2
05478849
2
05482764
3
05663441
2
06392056
4
06573318
2
07019024
3
07153850
4
07259183
7
08030516
2
08741925
11
JP2000001048A
2
JP2000016956A
2
JP2000212269A
2
JP2005515246A
2
JP2006517999A
8
JP2009196918A
2
JP2009528925A
2
JPH01128939A
3
JPH02199122A
2
JPH02258865A
3
JPH04287044A
3
JPH06183159A
2
JPH08143494A
4
JPH10236997A
3
JPH1161073A
2
JPS52118438A
2
JPS5337627A
2
JPS58219246A
3
JPS59127794A
2
JPS59191719A
2
JPS60255880A
2
JPS62260147A
2
JPS63205317A
2

Sample Use Guides

In Vivo Use Guide
The product is formulated to contain 45 ug/cm2 of p-tert-butylphenol formaldehyde resin, which corresponds to 36 ug of p-tert-butylphenol formaldehyde resin per patch. Schedule patients to return approximately 48 hours after patch test application to have the panels removed.
Route of Administration: Topical
In Vitro Use Guide
BP at 107 M and 106 M significantly decreased estradiol levels in the culture medium of isolated rat ovarian follicles.
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:25:31 GMT 2025
Edited
by admin
on Mon Mar 31 22:25:31 GMT 2025
Record UNII
335O2WP1H4
Record Status Validated (UNII)
Record Version
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Name Type Language
SODIUM 4-TERT-BUTYLPHENATE
Common Name English
4-TERT-BUTYLPHENOL SODIUM SALT
Preferred Name English
SODIUM P-TERT-BUTYLPHENOLATE
Common Name English
PHENOL, 4-(1,1-DIMETHYLETHYL)-, SODIUM SALT
Systematic Name English
SODIUM P-TERT-BUTYLPHENOXIDE
Common Name English
SODIUM P-TERT-BUTYLPHENATE
Common Name English
SODIUM 4-TERT-BUTYLPHENOXIDE
Systematic Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 64115
Created by admin on Mon Mar 31 22:25:31 GMT 2025 , Edited by admin on Mon Mar 31 22:25:31 GMT 2025
Code System Code Type Description
CAS
5787-50-8
Created by admin on Mon Mar 31 22:25:31 GMT 2025 , Edited by admin on Mon Mar 31 22:25:31 GMT 2025
PRIMARY
FDA UNII
335O2WP1H4
Created by admin on Mon Mar 31 22:25:31 GMT 2025 , Edited by admin on Mon Mar 31 22:25:31 GMT 2025
PRIMARY
EPA CompTox
DTXSID2042351
Created by admin on Mon Mar 31 22:25:31 GMT 2025 , Edited by admin on Mon Mar 31 22:25:31 GMT 2025
PRIMARY
ECHA (EC/EINECS)
227-318-4
Created by admin on Mon Mar 31 22:25:31 GMT 2025 , Edited by admin on Mon Mar 31 22:25:31 GMT 2025
PRIMARY
PUBCHEM
23668059
Created by admin on Mon Mar 31 22:25:31 GMT 2025 , Edited by admin on Mon Mar 31 22:25:31 GMT 2025
PRIMARY
NIH
NCATS
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