2,4-Di-tert-butylphenol (CED0007113)

Record Information

Version

1.0

Creation Date

2014-09-11 05:20:30 UTC

Update Date

2026-08-19 06:59:01 UTC

SynCED ID

CED0007113

Secondary Accession Numbers

CHEM003834
T3D4878

Identification

Common Name

2,4-Di-tert-butylphenol

Class

Small Molecule

Description

2,4-Di-tert-butylphenol belongs to the phenylpropanes, a subclass of benzene and substituted derivatives within the organic compounds. This exogenous compound has the formula C14H20O and an average molecular weight of 204.31 g/mol. At room temperature, it exists as a solid. The compound is associated with 21 recorded sources, including drinking water and water supply (bottled, desalinated, tap, and drinking water), aquatic systems and sediments (freshwater, groundwater, seawater, and surface water), and wastewater, sanitation and biosolids (industrial wastewater, mine wastewater, wastewater treatment effluent, and unspecified wastewater). It is also found in appliances, HVAC and refrigerants (water heaters and water coolers), marine, shipping and aquaculture (bilge and ballast water), and indoor air. Exposure routes include oral, inhalation, and touch. In relation to plastics, 2,4-Di-tert-butylphenol is used in low-density polyethylene and is present in polycarbonate, polystyrene, and polyvinyl chloride. It is released in polyamide, polyethylene terephthalate, polypropylene, and high-density polyethylene. Its presence in ethylene vinyl alcohol, polyurethane, and poly(ether-sulfone) remains inconclusive. The compound interacts with seven recorded protein targets, including nuclear receptor subfamily 1 group I member 2 (NR1I2), nuclear receptor subfamily 1 group I member 3 (NR1I3), oxysterols receptor LXR-alpha (NR1H3), and oxysterols receptor LXR-beta (NR1H2), along with three other proteins.

Contaminant Type

Fuel
Industrial/Workplace Toxin
Metabolite
Organic Compound
PMT
Plastic
Synthetic Compound
Tertiary butyl phenols

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Allyl-4-(1,1-dimethylpropyl)-phenol	HMDB
4-(1,1-Dimethylpropyl)-2-(2-propen-1-yl)-phenol	HMDB

Chemical Formula

C₁₄H₂₀O

Average Molecular Mass

204.308 g/mol

Monoisotopic Mass

204.151 g/mol

CAS Registry Number

96-76-4

IUPAC Name

4-(2-methylbutan-2-yl)-2-(prop-2-en-1-yl)phenol

Traditional Name

4-(2-methylbutan-2-yl)-2-(prop-2-en-1-yl)phenol

SMILES

[H]OC1=C(C([H])=C(C([H])=C1[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])[H])C([H])([H])C([H])=C([H])[H]

InChI Identifier

InChI=1S/C14H20O/c1-5-7-11-10-12(8-9-13(11)15)14(3,4)6-2/h5,8-10,15H,1,6-7H2,2-4H3

InChI Key

DFAHCHKNTOVDQQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpropanes

Direct Parent

Phenylpropanes

Alternative Parents

Substituents

Phenylpropane
1-hydroxy-2-unsubstituted benzenoid
Phenol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	56.5 °C
Boiling Point	Not Available
Solubility	0.035 mg/mL at 25 °C

Predicted Properties

Property	Value	Source
Water Solubility	0.01 g/L	ALOGPS
logP	5.16	ALOGPS
logP	4.76	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	9.55	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	65.59 m³·mol⁻¹	ChemAxon
Polarizability	24.48 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-004i-2900000000-a2e0b333fa34a1549910	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-03ka-2190000000-fe4bcb51d64c7f7bc5e0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-1290000000-a216add8b285f9716147	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-8960000000-39d906bea3b982c79b10	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00kf-9300000000-161bc1a06fe3abef2d63	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0090000000-895924316981c69189aa	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0190000000-cc78f0f5df14e097fa74	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0imr-1900000000-12ce1e2a6b8bd6971bac	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2682.0 Log mg/kg [1500:4800]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000003	Irrigation water?Irrigation water can serve as a vector for synthetic chemical contamination due to its potential exposure to agricultural inputs such as fertilizers, pesticides, and herbicides.	Agriculture & land management	Not Available
CEDs000019	Indoor air?Indoor air can be a significant reservoir for synthetic chemical contaminants, which often originate from various sources within enclosed environments.	Air, dust & atmospheric transport	Not Available
CEDs000027	Water Coolers?Water coolers can be a source of synthetic chemical contamination due to various materials used in their construction and operation.	Appliances, HVAC & refrigerants	Not Available
CEDs000043	Water heaters?Water heaters can be a source of synthetic chemical contamination primarily through the materials and coatings used in their construction.	Appliances, HVAC & refrigerants	Not Available
CEDs000050	Groundwater?Groundwater serves as a vital resource for drinking water and agricultural irrigation but is increasingly susceptible to contamination from synthetic chemicals.	Aquatic systems & sediments	Not Available
CEDs000051	Surface water?Surface water can serve as a significant vector for the introduction of synthetic chemical contaminants into aquatic ecosystems.	Aquatic systems & sediments	Not Available
CEDs000052	Seawater?Seawater can serve as a significant reservoir for synthetic chemical contamination due to various industrial activities, including shipping, oil drilling, and coastal manufacturing.	Aquatic systems & sediments	Not Available
CEDs000053	Freshwater?Freshwater bodies, including rivers, lakes, and reservoirs, can serve as significant sources of synthetic chemical contamination due to various anthropogenic activities.	Aquatic systems & sediments	Not Available
CEDs000070	Stormwater runoff?Stormwater runoff refers to the flow of rainwater or melted snow that does not soak into the ground and instead collects pollutants as it travels over impervious surfaces such as roads and parking lots.	Automotive & urban infrastructure	Not Available
CEDs000088	Waterproofing sprays?Waterproofing sprays are synthetic chemical formulations designed to create a protective barrier against moisture on various surfaces, including fabrics, wood, and masonry.	Building & Construction	Not Available
CEDs000115	Drinking water?Drinking water can be a medium for synthetic chemical contamination, often originating from various industrial processes and agricultural practices.	Drinking water & water supply	Not Available
CEDs000116	Tap water?Tap water can be a potential source of synthetic chemical contamination due to various industrial processes and agricultural runoff.	Drinking water & water supply	Not Available
CEDs000117	Bottled water?Bottled water, while perceived as a safe and convenient alternative to tap water, can be a source of synthetic chemical contamination.	Drinking water & water supply	Not Available
CEDs000118	Desalinated water?Desalinated water, produced through processes such as reverse osmosis or distillation, is increasingly utilized to meet freshwater demands in various regions.	Drinking water & water supply	Not Available
CEDs000181	Ballast water?Ballast water, taken on by ships to maintain stability and balance, often contains a diverse array of microorganisms, including bacteria, viruses, and plankton.	Marine, shipping & aquaculture	Not Available
CEDs000182	Bilge water?Bilge water is a byproduct generated from the accumulation of water in the lowest part of a ship's hull, which may include a mixture of seawater, oil, fuel residues, and various contaminants.	Marine, shipping & aquaculture	Not Available
CEDs000468	Industrial wastewater?Industrial wastewater is a byproduct generated during various manufacturing and processing activities, which often contains a complex mixture of organic and inorganic synthetic chemicals.	Wastewater, sanitation & biosolids	Not Available
CEDs000470	Wastewater treatment effluent?Wastewater treatment effluent is the liquid byproduct discharged from the treatment processes designed to remove contaminants from wastewater.	Wastewater, sanitation & biosolids	Not Available
CEDs000475	Mine wastewater?Mine wastewater refers to the liquid waste generated during the extraction and processing of minerals.	Wastewater, sanitation & biosolids	Not Available
CEDs000477	Wastewater, unspecified?Wastewater refers to water that has been adversely affected in quality by anthropogenic influence, typically through domestic, industrial, or agricultural activities.	Wastewater, sanitation & biosolids	Not Available
CEDs000491		Industrial manufacturing & chemical processing	Not Available
CEDs000494	Food contact materials?Food contact materials refer to substances and products that are intended to come into contact with food during processing, packaging, or preparation.	Food, food processing & cookware	Not Available

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Cannabinoid receptor 2	P34972	Humans	Predicted (SEA)	Prediction Confidence Score 0.344 Applicability Domain 0.442 Statistical Significance 0.0059 Supporting Reference Compounds 175 E-value 46.0089
Click to view 3D structure	Polyunsaturated fatty acid 5-lipoxygenase	P09917	Humans	Predicted (SEA)	Prediction Confidence Score 0.314 Applicability Domain 0.442 Statistical Significance 0.009 Supporting Reference Compounds 182 E-value 70.4535
Click to view 3D structure	Cannabinoid receptor 1	P21554	Humans	Predicted (SEA)	Prediction Confidence Score 0.311 Applicability Domain 0.442 Statistical Significance 0.0133 Supporting Reference Compounds 200 E-value 103.539
Click to view 3D structure	Prostaglandin G/H synthase 2	P79208	Ovis aries	Predicted (SEA)	Prediction Confidence Score 0.31 Applicability Domain 0.442 Statistical Significance 0.002 Supporting Reference Compounds 50 E-value 15.6477
Click to view 3D structure	Prostaglandin G/H synthase 1	P05979	Ovis aries	Predicted (SEA)	Prediction Confidence Score 0.306 Applicability Domain 0.442 Statistical Significance 0.0055 Supporting Reference Compounds 106 E-value 42.7392
Click to view 3D structure	Sarcoplasmic/endoplasmic reticulum calcium ATPase 2	P11507	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.27 Applicability Domain 0.27 Low confidence Statistical Significance 4.00e-04 Supporting Reference Compounds 1 E-value 3.11397
Click to view 3D structure	Polyunsaturated fatty acid lipoxygenase ALOX15	P12530	Oryctolagus cuniculus	Predicted (SEA)	Prediction Confidence Score 0.24 Applicability Domain 0.27 Low confidence Statistical Significance 0.0099 Supporting Reference Compounds 47 E-value 77.1486
Click to view 3D structure	Zinc finger protein mex-5	Q9XUB2	Caenorhabditis elegans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.308 Statistical Significance 0.0155 Supporting Reference Compounds 88 E-value 120.666
Click to view 3D structure	Histamine N-methyltransferase	P50135	Humans	Predicted (SEA)	Prediction Confidence Score 0.238 Applicability Domain 0.238 Low confidence Statistical Significance 0.0023 Supporting Reference Compounds 1 E-value 18.1389
Click to view 3D structure	Beta-2 adrenergic receptor	P07550	Humans	Predicted (SEA)	Prediction Confidence Score 0.237 Applicability Domain 0.306 Statistical Significance 0.1602 Supporting Reference Compounds 258 E-value 1247.3
Click to view 3D structure	Beta-1 adrenergic receptor	P08588	Humans	Predicted (SEA)	Prediction Confidence Score 0.237 Applicability Domain 0.306 Statistical Significance 0.1068 Supporting Reference Compounds 180 E-value 831.352
Click to view 3D structure	Polyunsaturated fatty acid lipoxygenase ALOX15	P16050	Humans	Predicted (SEA)	Prediction Confidence Score 0.232 Applicability Domain 0.239 Low confidence Statistical Significance 0.0173 Supporting Reference Compounds 46 E-value 134.601
Click to view 3D structure	Beta-2 adrenergic receptor	Q8K4Z4	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.231 Applicability Domain 0.306 Statistical Significance 0.0156 Supporting Reference Compounds 48 E-value 121.367
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	Prediction Confidence Score 0.231 Applicability Domain 0.27 Low confidence Statistical Significance 0.0821 Supporting Reference Compounds 146 E-value 639.142
Click to view 3D structure	Beta-2 adrenergic receptor	Q28044	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.23 Applicability Domain 0.306 Statistical Significance 0.0027 Supporting Reference Compounds 16 E-value 21.2528
Click to view 3D structure	High affinity choline transporter 1	Q9GZV3	Humans	Predicted (SEA)	Prediction Confidence Score 0.23 Applicability Domain 0.385 Statistical Significance 0.0471 Supporting Reference Compounds 75 E-value 366.826
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	Prediction Confidence Score 0.228 Applicability Domain 0.283 Low confidence Statistical Significance 0.2948 Supporting Reference Compounds 425 E-value 2294.76
Click to view 3D structure	Induced myeloid leukemia cell differentiation protein Mcl-1	Q07820	Humans	Predicted (SEA)	Prediction Confidence Score 0.227 Applicability Domain 0.308 Statistical Significance 0.2212 Supporting Reference Compounds 343 E-value 1721.71
Click to view 3D structure	Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	Oryctolagus cuniculus	Predicted (SEA)	Prediction Confidence Score 0.225 Applicability Domain 0.27 Low confidence Statistical Significance 0.0011 Supporting Reference Compounds 15 E-value 8.95266
Click to view 3D structure	Polyunsaturated fatty acid lipoxygenase ALOX12	P18054	Humans	Predicted (SEA)	Prediction Confidence Score 0.225 Applicability Domain 0.239 Low confidence Statistical Significance 0.0157 Supporting Reference Compounds 31 E-value 122.068
Click to view 3D structure	Amine oxidase [flavin-containing] B	P27338	Humans	Predicted (SEA)	Prediction Confidence Score 0.224 Applicability Domain 0.275 Low confidence Statistical Significance 0.2863 Supporting Reference Compounds 315 E-value 2229.06
Click to view 3D structure	Neuraminidase	B4URF0	Influenza A virus	Predicted (SEA)	Prediction Confidence Score 0.222 Applicability Domain 0.442 Statistical Significance 0.0079 Supporting Reference Compounds 42 E-value 61.3452
Click to view 3D structure	Tyrosinase	P14679	Humans	Predicted (SEA)	Prediction Confidence Score 0.221 Applicability Domain 0.25 Low confidence Statistical Significance 0.0126 Supporting Reference Compounds 29 E-value 98.09
Click to view 3D structure	Dihydrofolate reductase	P0ABQ4	Escherichia coli (strain K12)	Predicted (SEA)	Prediction Confidence Score 0.221 Applicability Domain 0.276 Low confidence Statistical Significance 0.0393 Supporting Reference Compounds 92 E-value 305.947
Click to view 3D structure	Dihydrofolate reductase	Q59487	Lactococcus lactis subsp. lactis (strain IL1403) (Streptococcuslactis)	Predicted (SEA)	Prediction Confidence Score 0.221 Applicability Domain 0.276 Low confidence Statistical Significance 0.0032 Supporting Reference Compounds 10 E-value 24.9118
Click to view 3D structure	Nuclear receptor subfamily 1 group I member 2	O75469	Humans	Known	Not Available
Click to view 3D structure	Retinoic acid receptor RXR-beta	P28702	Humans	Known	Not Available
Click to view 3D structure	Nuclear receptor subfamily 1 group I member 3	Q14994	Humans	Known	Not Available
Click to view 3D structure	Retinoic acid receptor beta	P10826	Humans	Known	Not Available
Click to view 3D structure	Oxysterols receptor LXR-beta	P55055	Humans	Known	Not Available
Click to view 3D structure	Oxysterols receptor LXR-alpha	Q13133	Humans	Known	Not Available
Click to view 3D structure	Retinoic acid receptor RXR-alpha	P19793	Humans	Known	Not Available