S-EPA

United States
Environmental Protection
Agency

EPA/690/R-24/002F | August 2024 | FINAL

Provisional Peer-Reviewed Toxicity Values for

l-Phenyl-l-(4-methylphenyl)-ethane (PTE)
(CASRN 3717-68-8)

U.S. EPA Office of Research and Development
Center for Public Health and Environmental Assessment


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A mA United States

Environmental Protection
»»Agency

EPA 690 R-24 002F
August 2024
https://www.epa.gov/pprtv

Provisional Peer-Reviewed Toxicity Values for

1 -Phenyl-1 -(4-methylphenyl)-ethane (PTE)
(CASRN 3717-68-8)

Center for Public Health and Environmental Assessment
Office of Research and Development
U.S. Environmental Protection Agency
Cincinnati, OH 45268


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AUTHORS, CONTRIBUTORS, AND REVIEWERS

CHEMICAL MANAGER

Kyoungju Choi, PhD

Center for Public Health and Environmental Assessment, Cincinnati, OH

SCIENTIFIC TECHNICAL LEAD

Lucina E. Lizarraga, PhD

Center for Public Health and Environmental Assessment, Cincinnati, OH

CONTRIBUTOR

Allison L. Phillips, PhD

Center for Public Health and Environmental Assessment, Cincinnati, OH
Lucina E. Lizarraga, PhD

Center for Public Health and Environmental Assessment, Cincinnati, OH

DRAFT DOCUMENT PREPARED BY

SRC, Inc.

7502 Round Pond Road
North Syracuse, NY 13212

PRIMARY INTERNAL REVIEWERS

J. Phillip Kaiser, PhD, DABT

Center for Public Health and Environmental Assessment, Cincinnati, OH
M. Margaret Pratt, PhD

Center for Public Health and Environmental Assessment, Washington, DC

PRIMARY EXTERNAL REVIEWERS

Organized by Eastern Research Group, Inc.

110 Hartwell Avenue
Lexington, MA 02421-3136

PPRTV PROGRAM MANAGEMENT

Teresa L. Shannon

Center for Public Health and Environmental Assessment, Cincinnati, OH
Allison Phillips, PhD

Center for Public Health and Environmental Assessment, Cincinnati, OH
J. Phillip Kaiser, PhD, DABT

Center for Public Health and Environmental Assessment, Cincinnati, OH

Questions regarding the content of this PPRTV assessment should be directed to the U.S. EPA
Office of Research and Development (ORD) Center for Public Health and Environmental
Assessment (CPHEA) website at https://ecomments.epa.gov/pprtv.

ii	1 -Phenyl-1 -(4-methylphenyl)-ethane


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TABLE OF CONTENTS

COMMONLY USED ABBREVIATIONS AND ACRONYMS	iv

BACKGROUND	1

QUALITY ASSURANCE	1

DISCLAIMERS	2

QUESTIONS REGARDING PPRTVs	2

1.	INTRODUCTION	3

2.	REVIEW OF POTENTIALLY RELEVANT DATA (NONCANCER AND CANCER)	7

2.1.	HUMAN STUDIES	10

2.2.	ANIMAL STUDIES	10

2.3.	OTHER DATA (SHORT-TERM TESTS, OTHER EXAMINATIONS)	10

3.	DERIVATION 01 PROVISIONAL VALUES	 11

3.1.	DERIVATION OF ORAL REFERENCE DOSES	11

3.2.	DERIVATION OF INHALATION REFERENCE CONCENTRATIONS	11

3.3.	SUMMARY OF NONCANCER PROVISIONAL REFERENCE VALUES	11

3.4.	CANCER WEIGHT-OF-EVIDENCE DESCRIPTOR	11

3.5.	DERIVATION OF PROVISIONAL CANCER RISK ESTIMATES	12

APPENDIX A. SCREENING NONCANCER PROVISIONAL VALUES	13

APPENDIX B. PARAMETERS OF TOOLS USED FOR READ ACROSS	23

APPENDIX C. REFERENCES	24

in

1 -Phenyl-1 -(4-methylphenyl)-ethane


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COMMONLY USED ABBREVIATIONS AND ACRONYMS

a2u-g

alpha 2u-globulin

IVF

in vitro fertilization

ACGIH

American Conference of Governmental

LC50

median lethal concentration



Industrial Hygienists

LD50

median lethal dose

AIC

Akaike's information criterion

LOAEL

lowest-observed-adverse-effect level

ALD

approximate lethal dosage

MN

micronuclei

ALT

alanine aminotransferase

MNPCE

micronucleated polychromatic

AR

androgen receptor



erythrocyte

AST

aspartate aminotransferase

MOA

mode of action

atm

atmosphere

MTD

maximum tolerated dose

ATSDR

Agency for Toxic Substances and

NAG

7V-acetyl-P-D-glucosaminidase



Disease Registry

NCI

National Cancer Institute

BMC

benchmark concentration

NO A F.I.

no-observed-adverse-effect level

BMCL

benchmark concentration lower

NTP

National Toxicology Program



confidence limit

NZW

New Zealand White (rabbit breed)

BMD

benchmark dose

OCT

ornithine carbamoyl transferase

BMDL

benchmark dose lower confidence limit

ORD

Office of Research and Development

BMDS

Benchmark Dose Software

PBPK

physiologically based pharmacokinetic

BMR

benchmark response

PCNA

proliferating cell nuclear antigen

BUN

blood urea nitrogen

PND

postnatal day

BW

body weight

POD

point of departure

CA

chromosomal aberration

PODadj

duration-adjusted POD

CAS

Chemical Abstracts Service

QSAR

quantitative structure-activity

CASRN

Chemical Abstracts Service registry



relationship



number

RBC

red blood cell

CBI

covalent binding index

RDS

replicative DNA synthesis

CHO

Chinese hamster ovary (cell line cells)

RfC

inhalation reference concentration

CL

confidence limit

RfD

oral reference dose

CNS

central nervous system

RGDR

regional gas dose ratio

CPHEA

Center for Public Health and

RNA

ribonucleic acid



Environmental Assessment

SAR

structure-activity relationship

CPN

chronic progressive nephropathy

SCE

sister chromatid exchange

CYP450

cytochrome P450

SD

standard deviation

DAF

dosimetric adjustment factor

SDH

sorbitol dehydrogenase

DEN

diethylnitrosamine

SE

standard error

DMSO

dimethylsulfoxide

SGOT

serum glutamic oxaloacetic

DNA

deoxyribonucleic acid



transaminase, also known as AST

EPA

Environmental Protection Agency

SGPT

serum glutamic pyruvic transaminase,

ER

estrogen receptor



also known as ALT

FDA

Food and Drug Administration

SSD

systemic scleroderma

FEVi

forced expiratory volume of 1 second

TCA

trichloroacetic acid

GD

gestation day

TCE

trichloroethylene

GDH

glutamate dehydrogenase

TWA

time-weighted average

GGT

y-glutamyl transferase

UF

uncertainty factor

GSH

glutathione

UFa

interspecies uncertainty factor

GST

glutathione-S'-transfcrase

UFC

composite uncertainty factor

Hb/g-A

animal blood-gas partition coefficient

UFd

database uncertainty factor

Hb/g-H

human blood-gas partition coefficient

UFh

intraspecies uncertainty factor

HEC

human equivalent concentration

UFl

LOAEL-to-NOAEL uncertainty factor

HED

human equivalent dose

UFS

subchronic-to-chronic uncertainty factor

i.p.

intraperitoneal

U.S.

United States of America

IRIS

Integrated Risk Information System

WBC

white blood cell

Abbreviations and acronyms not listed on this page are defined upon first use in the
PPRTV assessment.

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EPA 690 R-24-002F

DRAFT PROVISIONAL PEER-REVIEWED TOXICITY VALUES FOR
1-IMIINYI-l-(4-MI TIIYI PIII NYI )-I TIIA\I (PTE; CASRN 3717-68-8)

BACKGROUND

A Provisional Peer-Reviewed Toxicity Value (PPRTV) is defined as a toxicity value
derived for use in the Superfund program. PPRTVs are derived after a review of the relevant
scientific literature using established U.S. Environmental Protection Agency (U.S. EPA)
guidance on human health toxicity value derivations.

The purpose of this document is to provide support for the hazard and dose-response
assessment pertaining to chronic and subchronic exposures to substances of concern, to present
the major conclusions reached in the hazard identification and derivation of the PPRTVs, and to
characterize the overall confidence in these conclusions and toxicity values. It is not intended to
be a comprehensive treatise on the chemical or toxicological nature of this substance.

Currently available PPRTV assessments can be accessed on the U.S. EPA's PPRTV
website at https://www.epa.gov/pprtv. PPRTV assessments are eligible to be updated on a 5-year
cycle and revised as appropriate to incorporate new data or methodologies that might impact the
toxicity values or affect the characterization of the chemical's potential for causing
toxicologically relevant human-health effects. Questions regarding nomination of chemicals for
update can be sent to the appropriate U.S. EPA eComments Chemical Safety website at
https://ecomments.epa.gov/chemicalsafetv/.

QUALITY ASSURANCE

This work was conducted under the U.S. EPA Quality Assurance (QA) program to ensure
data are of known and acceptable quality to support their intended use. Surveillance of the work
by the assessment managers and programmatic scientific leads ensured adherence to QA
processes and criteria, as well as quick and effective resolution of any problems. The QA
manager, assessment managers, and programmatic scientific leads have determined under the
QA program that this work meets all U.S. EPA quality requirements. This PPRTV assessment
was written with guidance from the CPHEA Program Quality Assurance Project Plan (PQAPP),
the QAPP titled Program Quality Assurance Project Plan (POAPP) for the Provisional Peer-
Reviewed Toxicity Values (PPRTVs) and Related Assessments Documents
(L-CPAD-0032718-OP), and the PPRTV assessment development contractor QAPP titled
Quality Assurance Project Plan—Preparation of Provisional Toxicity Value (PIT) Documents
(L-CPAD-0031971-OP). As part of the QA system, a quality product review is done prior to
management clearance. A Technical Systems Audit may be performed at the discretion of the
QA staff.

All PPRTV assessments receive internal peer review by at least two CPHEA scientists
and an independent external peer review by at least three scientific experts. The reviews focus on
whether all studies have been correctly selected, interpreted, and adequately described for the
purposes of deriving a provisional reference value. The reviews also cover quantitative and
qualitative aspects of the provisional value development and address whether uncertainties
associated with the assessment have been adequately characterized.

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EPA 690 R-24-002F

DISCLAIMERS

The PPRTV document provides toxicity values and information about the toxicologically
relevant effects of the chemical and the evidence on which the value is based, including the
strengths and limitations of the data. All users are advised to review the information provided in
this document to ensure that the PPRTV used is appropriate for the types of exposures and
circumstances at the site in question and the risk management decision that would be supported
by the risk assessment.

Other U.S. EPA programs or external parties who may choose to use PPRTVs are
advised that Superfund resources will not generally be used to respond to challenges, if any, of
PPRTVs used in a context outside of the Superfund program.

This document has been reviewed in accordance with U.S. EPA policy and approved for
publication. Mention of trade names or commercial products does not constitute endorsement or
recommendation for use.

QUESTIONS REGARDING PPRTVS

Questions regarding the content of this PPRTV assessment should be directed to the
U.S. EPA ORD CPHEA website at https://ecomments.epa.gov/pprtv.

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EPA 690 R-24-002F

1. INTRODUCTION

1-Phenyl-l-(4-methylphenyl)-ethane (PTE), CASRN 3717-68-8, is a discrete organic
chemical; it is a hydrocarbon containing both aromatic and aliphatic moieties (see Figure 1). PTE
is not listed with the U.S. EPA Substance Registry Services or the Toxic Substances Control Act
(TSCA) public inventory (U.S. EPA 2022c. d). It is not listed on the European Chemicals (EC)
inventory and is not preregistered within Europe's Registration, Evaluation, Authorization, and
Restriction of Chemicals (REACH) program (ECHA 2022). There are no data available on the
production of PTE in the United States or commercial uses reported for PTE (NLM. 2022b; U.S.
EPA 2022d). Synonyms of PTE appearing in these databases and in other sources include
l-methyl-4-(l-phenylethyl)benzene, 1-phenyl-l-(p-tolyl)-ethane, 4-(l-phenylethyl)toluene, and
methylphenyl-p-tolylmethan.

Figure 1. l-Phenyl-l-(4-methylphenyl)-ethane (PTE) (CASRN 3717-68-8) Structure

The empirical formula for PTE is C15H16. Table 1 summarizes the physicochemical
properties for PTE. There are no experimental physicochemical property data available for PTE;
therefore, all property data presented are estimates from the U.S. EPA CompTox Chemicals
Dashboard version 2.2.1 and the Estimation Programs Interface Suite (EPI Suite™). PTE has
low water solubility and moderate vapor pressure. Its moderate vapor pressure indicates that it
may volatilize from dry soil surfaces and will exist in the vapor phase in air. In the atmosphere,
vapor-phase PTE has an estimated half-life of 0.8 days, based on the estimated rate of reaction
with photochemically-produced hydroxyl radicals (U.S. EPA. 2012). At ambient temperatures,
the potential for volatilization from water surfaces or moist soil surfaces is expected to be
moderate, based on its estimated Henry's law constant. The estimated soil adsorption coefficient
(K oc) values for PTE indicate that the potential for sorption to soil is high. Based on its log Koc
value, PTE is classified to be hardly mobile in soils by the Food and Agriculture Organization of
the United Nations (FAO) (U.S. EPA. 2012. 2009). Hydrolysis is not expected to be an important
fate process due to the lack of hydrolysable functional groups in this chemical.

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EPA 690 R-24-002F

Table 1. Physicochemical Properties of PTE (CASRN 3717-68-8)

Property (unit)

Value3

Molecular formula

C15H16

Physical state

NA

Boiling point (°C)

291b

Melting point (°C)

21.0 (predicted)

Density (g/cm3 at 25°C)

NA

Vapor pressure (mm Hg at 25°C)

2.0 x l(T3b

Vapor density

NA

Acid dissociation constant (pKa) (unitless)

NA

Solubility in water (mol/L at 25°C)

4.5b

Octanol-water partition coefficient (log Kow)

4.7b

Henry's law constant (atm-m3/mol at 25°C)

5.25 x 10 4 (predicted)

Soil adsorption coefficient (Koc) (L/kg)

1.15 x 103 (predicted)

Atmospheric OH rate constant (cm3/molecule-sec at 25°C)

2.09 x 10 11 (predicted)

Atmospheric half-life (d)

0.8 (calculated using a 12-hday; 1.5 x 106OH/cm3)b

Molecular weight (g/mol)

196.29

Flash point (°C)

2.00 (predicted)

aData were extracted from the U.S. EPA CompTox Chemicals Dashboard (l-phenyl-l-(4-methylphenyl)-ethane,
CASRN 3717-68-8. https://comptox.epa.gov/dashboard/chemical/details/DTXSID101027177: accessed May 21,
2024). All values are experimental averages unless otherwise specified.

bValues are from U.S. EPA (2012) EPI Suite™ estimates using SMILES CC(C1=CC=CC=C1)C1=CC=C(C)C=C1.

EPI = Estimation Programs Interface; NA = not applicable; PTE = l-phenyl-l-(4-methylphenyl)-ethane;

SMILES = Simplified Molecular Input Line Entry System; U.S. EPA = U.S. Enviromnental Protection Agency.

A summary of available toxicity values for PTE from U.S. EPA and other agencies/
organizations is provided in Table 2.

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EPA 690 R-24-002F

Table 2. Summary of Available Toxicity Values and Qualitative Conclusions
Regarding Carcinogenicity for PTE (CASRN 3717-68-8)

Source
(parameter)3

Value
(applicability)

Notes

Referenceb

Noncancer

IRIS

NV

NA

U.S. EPA (2024)

HEAST

NV

NA

U.S. EPA (2011c)

DWSHA

NV

NA

U.S. EPA (2018a)

ATSDR

NV

NA

ATSDR (2022)

WHO

NV

NA

WHO (2022); IPCS (2021)

CalEPA

NV

NA

CalEPA (2022. 2020)

OSHA

NV

NA

OSHA (2020. 2017a. 2017b)

NIOSH

NV

NA

NIOSH (2018)

ACGIH

NV

NA

ACGIH (2022)

Cancer

IRIS

NV

NA

U.S. EPA (2024)

HEAST

NV

NA

U.S. EPA (2011c)

DWSHA

NV

NA

U.S. EPA (2018a)

NTP

NV

NA

NTP (2021)

IARC

NV

NA

IARC (2022)

CalFPA

NV

NA

CalEPA (2022. 2020)

ACGIH

NV

NA

ACGIH (2022)

aSources: ACGIH = American Conference of Governmental Industrial Hygienists; ATSDR = Agency for Toxic
Substances and Disease Registry; CalEPA = California Enviromnental Protection Agency; DWSHA = Drinking
Water Standards and Health Advisories; HEAST = Health Effects Assessment Summary Tables;

IARC = International Agency for Research on Cancer; IRIS = Integrated Risk Information System;

NIOSH = National Institute for Occupational Safety and Health; NTP = National Toxicology Program;

OSHA = Occupational Safety and Health Administration; WHO = World Health Organization.
bReference date is the publication date for the database and not the date the source was accessed.

NA = not applicable; NY = not available; PTE = l-phenyl-l-(4-methylphenyl)-ethane.

Literature searches were conducted in November 2018 and September 2020, and updated
most recently in February 2024 for studies relevant to the derivation of provisional toxicity
values for PTE. Search results were stored in the U.S. EPA's Health and Environmental
Research Online (HERO) database of scientific literature

(https://heronet.epa.gov/heronet/index.cfm/proiect/page/proiect id/2776). HERO was used to
store results from the following databases: PubMed, Web of Science, Scopus and TOXLINE1
(including TSCATS1), Scopus, and Web of Science. The National Technical Reports Library

'Note that this version of TOXLINE is no longer updated

(https://www.nlm.nih. gov/databases/download/toxlinesubset.html): therefore, it was not included in the literature
search update from September 2020 or February 2024.

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EPA/690/R-24-002F

(NTRL) was searched for government reports from 2018 through February 20242. The following
resources were searched outside of HERO for health-related values: American Conference of
Governmental Industrial Hygienists (ACGIH), U.S. Agency for Toxic Substances and Disease
Registry (ATSDR), California Environmental Protection Agency (CalEPA), Defense Technical
Information Center (DTIC), European Centre for Ecotoxicology and Toxicology of Chemicals
(ECETOC), European Chemicals Agency (ECHA), the U.S. EPA Chemical Data Access Tool
(CDAT), the U.S. EPA ChemView, the U.S. EPA Health Effects Assessment Summary Tables
(HEAST), the U.S. EPA Integrated Risk Information System (IRIS), the U.S. EPA Office of
Water (OW) Drinking Water Standards and Health Advisories, the U.S. EPA
TSCATS2/TSCATS8e, the U.S. EPA High Production Volume (HPV) Challenge database,
International Agency for Research on Cancer (IARC), Chemicals via International Programme
on Chemical Safety (IPCS) INCHEM, Japan Existing Chemical Data Base (JECDB),
Organisation for Economic Co-operation and Development (OECD) Screening Information Data
Sets (SIDS), OECD International Uniform Chemical Information Database (IUCLID), OECD
HPV, U.S. National Institute for Occupational Safety and Health (NIOSH), U.S. National
Toxicology Program (NTP), U.S. Occupational Safety and Health Administration (OSHA), and
World Health Organization (WHO).

2NTRL was a subset of TOXLINE until December 2019 when TOXLINE was discontinued. Searches of NTRL
were conducted starting in 2018 to ensure that references were not missed due to delays in importing items into the
database.

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EPA/690/R-24-002F

2. REVIEW OF POTENTIALLY RELEVANT DATA
(NONCANCER AND CANCER)

As summarized in Tables 3A and 3B, no short-term, subchronic, chronic, or
reproductive/developmental toxicity studies of PTE in humans or animals exposed by oral or
inhalation routes adequate for deriving provisional toxicity values were identified.

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EPA/690/R-24-002F

Table 3A. Summary of Potentially Relevant Noncancer Data for PTE (CASRN 3717-68-8)

Category

Number of Male/Female, Strain, Species, Study
Type, Reported Doses, Study Duration

Dosimetry

Critical Effects

NOAEL

LOAEL

Reference
(comments)

Notes

Human

1. Oral (mg/kg-d)

ND

2. Inhalation (mg/m3)

ND

Animal

1. Oral (mg/kg-d)

ND

2. Inhalation (mg/m3)

ND

LOAEL = lowest-observed-adverse-effect level; ND = no data; NOAEL = no-observed-adverse-effect level; PTE = l-phenyl-l-(4-methylphenyl)-ethane.

8

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EPA/690/R-24-002F

Table 3B. Summary of Potentially Relevant Cancer Data for PTE (CASRN 3717-68-8)

Category

Number of Male/Female, Strain, Species,
Study Type, Reported Doses, Duration

Dosimetry

Critical Effects

Reference
(comments)

Notes

Human

1. Oral (mg/kg-d)

ND

2. Inhalation (mg/m3)

ND

Animal

1. Oral (mg/kg-d)

ND

2. Inhalation (mg/m3)

ND

ND = no data; PTE = l-phenyl-l-(4-methylphenyl)-ethane.

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EPA 690 R-24-002F

2.1.	HUMAN STUDIES

No studies were located regarding the toxicity or carcinogenicity of PTE in humans after
oral or inhalation exposure.

2.2.	ANIMAL STUDIES

No studies were located regarding the toxicity or carcinogenicity of PTE in animals after
oral or inhalation exposure.

2.3.	OTHER DATA (SHORT-TERM TESTS, OTHER EXAMINATIONS)

No genotoxicity data or other supporting studies, including mode-of-action (MOA)/
mechanistic or metabolism/toxicokinetics studies, were identified for PTE. However, preliminary
unpublished experiments suggest that exposure to sediments contaminated with PTE (and other
chemicals) produced neurotoxic effects in zebrafish and mice (Hewett et al.. 2017).

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EPA 690 R-24-002F

3. DERIVATION OF PROVISIONAL VALUES

3.1.	DERIVATION OF ORAL REFERENCE DOSES

No studies were located regarding toxicity of PTE to humans or animals via oral
exposure. Due to the lack of oral toxicity data for PTE, subchronic and chronic provisional
reference doses (p-RfDs) could not be derived directly. Instead, the derivation of oral toxicity
values was attempted using an alternative analogue approach, but no suitable analogue with
available toxicity values was identified (see Appendix A).

3.2.	DERIVATION OF INHALATION REFERENCE CONCENTRATIONS

No studies were located regarding toxicity of PTE to humans or animals via inhalation
exposure. Due to the lack of inhalation toxicity data for PTE, subchronic and chronic provisional
reference concentrations (p-RfCs) could not be derived directly. Instead, the derivation of
inhalation toxicity values was attempted using an alternative analogue approach, but no suitable
analogue with available toxicity values was identified (see Appendix A).

3.3.	SUMMARY OF NONCANCER PROVISIONAL REFERENCE VALUES

Table 4 presents a summary of noncancer provisional reference values.

Table 4. Summary of Noncancer Reference Values for PTE
(CASRN 3717-68-8)

Toxicity Type
(units)

Species/ Critical p-Reference POD POD Principal
Sex Effect Value Method (HED/HEC) UFc Study

Subchronic p-RfD
(mg/kg-d)

NDr

Chronic p-RfD
(mg/kg-d)

NDr

Subchronic p-RfC
(mg/m3)

NDr

Chronic p-RfC
(mg/m3)

NDr

HEC = human equivalent concentration; HED = human equivalent dose; NDr = not determined; POD = point of
departure; p-RfC = provisional reference concentration; p-RfD = provisional reference dose;
PTE = l-phenyl-l-(4-methylphenyl)-ethane; UFC = composite uncertainty factor.

3.4. CANCER WEIGHT-OF-EVIDENCE DESCRIPTOR

No oral or inhalation studies have been conducted to assess the carcinogenicity of PTE.
Under the U.S. EPA Cancer Guidelines (U.S. EPA. 2005). there is "Inadequate Information to
Assess the Carcinogenic Potential" of PTE by oral or inhalation exposure (see Table 5).

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Table 5. Cancer WOE Descriptor for PTE (CASRN 3717-68-8)

Possible WOE Descriptor

Designation

Route of Entry (oral,
inhalation, or both)

Comments

"Carcinogenic to Humans"

NS

NA

The available data do not support this
descriptor.

"Likely to be Carcinogenic
to Humans "

NS

NA

The available data do not support this
descriptor.

"Suggestive Evidence of
Carcinogenic Potential"

NS

NA

The available data do not support this
descriptor.

"Inadequate Information
to Assess Carcinogenic
Potential"

Selected

Both

No adequate information is available to
assess the carcinogenic potential of PTE by
the inhalation or oral routes of exposure.

"Not Likely to be
Carcinogenic to Humans"

NS

NA

The available data do not support this
descriptor.

NA = not applicable; NS = not selected; PTE = l-phenyl-l-(4-methylphenyl)-ethane; WOE = weight of evidence.

3.5. DERIVATION OF PROVISIONAL CANCER RISK ESTIMATES

Due to a lack of carcinogenicity data, derivation of cancer risk estimates is precluded (see
Table 6).

Table 6. Summary of Cancer Risk Estimates for PTE (CASRN 3717-68-8)

Toxicity Type (units)

Species/Sex

Tumor Type

Cancer Risk Estimate

Principal Study

p-OSF (mg/kg-d) 1

NDr

p-IUR (lng/in3) 1

NDr

NDr = not determined; p-IUR = provisional inhalation unit risk; p-OSF = provisional oral slope factor;
PTE = l-phenyl-l-(4-methylphenyl)-ethane.

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EPA 690 R-24-002F

APPENDIX A. SCREENING NONCANCER PROVISIONAL VALUES

Due to the lack of evidence described in the main Provisional Peer-Reviewed Toxicity
Value (PPRTV) assessment, it is inappropriate to derive provisional toxicity values for
1 -phenyl-l-(4-methylphenyl)-ethane (PTE). However, some information is available for this
chemical, which although insufficient to support derivation of a provisional toxicity value under
current guidelines, may be of limited use to risk assessors. In such cases, the Center for Public
Health and Environmental Assessment (CPHEA) summarizes available information in an
appendix and develops a "screening value." Appendices receive the same level of internal and
external scientific peer review as the provisional reference values to ensure their appropriateness
within the limitations detailed in the document. Users of screening toxicity values in an appendix
to a PPRTV assessment should understand that there could be more uncertainty associated with
deriving an appendix screening toxicity value than for a value presented in the body of the
assessment. Questions or concerns about the appropriate use of screening values should be
directed to the CPHEA.

APPLICATION OF AN ALTERNATIVE ANALOGUE APPROACH (METHODS)

The analogue approach allows for the use of data from related compounds to calculate
screening values when data for the target chemical are limited or unavailable. Details regarding
searches and methods for analogue analysis are adapted from Wang et al. (2012) and Lizarraga et
al. (2023) and chemical-specific parameters of read-across tools can be found in Appendix B.
Candidate analogues are identified on the basis of three similarity categories (structure,
toxicokinetics [metabolism], and toxicodynamics [toxicity and mode of action; MO A]) to
facilitate the final source analogue selection. The analogue approach may or may not be route-
specific or applicable to multiple routes of exposure. All information is considered together as
part of the final weight-of-evidence (WOE) approach to select the most suitable source analogue.

In this assessment, an expanded analogue identification approach was utilized to collect
an augmented set of candidate analogues for the target chemical. As described below, this
approach applies a variety of tools and methods for identifying candidate analogues that are
similar to the target chemical based on structural features; metabolic relationships; or related
toxic effects and mechanisms of action. The application of a variety of different tools and
methods to identify candidate analogues minimizes the impact of limitations of any individual
tool or method on the pool of chemicals included, chemical fragments considered, and methods
for assessing similarity. Further, the inclusion of techniques to identify analogues based on
metabolism and toxicity or bioactivity expands the pool of candidates beyond those based
exclusively on structural similarity. The specific tools described below used for the expanded
analogue searches were selected because they are publicly available, supported by U.S. and
Organisation for Economic Co-operation and Development (OECD) agencies, updated regularly,
and widely used.

13	1 -Phenyl-1 -(4-methylphenyl)-ethane


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EPA 690 R-24-002F

To identify structurally-related compounds, an initial pool of analogues is identified using
automated tools, including ChemlDplus3 (NLM. 2022a). the CompTox Chemicals Dashboard4
(U.S. EPA. 2022a). and the OECD Quantitative Structure-Activity Relationship (QSAR)
Toolbox5 (OECD. 2021). Additional analogues identified as ChemlDplus-related substances,
mixtures, and CompTox "related substances6" are also considered. CompTox General
Read-Across (GenRA)7 analogues are collected using the methods deployed on the publicly
available GenRA Beta version, which may include Morgan fingerprints, Torsion fingerprints,
ToxPrints and the use of ToxCast, Tox21, and ToxRef data (Patlewicz and Shah. 2023). For
compounds that have very few analogues identified by structure similarity using a similarity
threshold of 0.8 or 80%, substructure searches may be performed in the QSAR Toolbox, or
similarity searches may be rerun using a reduced similarity threshold (e.g., <80%). Structural
analogues are clustered using the Chemical Assessment Clustering Engine (ChemACE)8 (U.S.
EPA. 2011b) based on chemical fragments to support expert-driven refinement of the candidate
pool. The ChemACE output is reviewed by an experienced chemist, who narrows the list of
structural analogues based on expert judgment of multiple lines of evidence including known or
expected structure-toxicity relationships, reactivity, and known or expected metabolic pathways.
Initially, candidate analogues are screened for structural and chemical similarity to confirm that
the analogues have the same reactive functional groups and similar overall size and structural
features as the target chemical. Chemicals lacking key functionality or bearing additional
functionality relative to the target are less desirable as analogues and are not selected as
structural analogues. The selection may be expanded to include chemicals expected to be part of
a metabolic series (either as metabolic precursors or as metabolites) of the target chemical.

3ChemIDplus is a free, web search system that provides access to the structure and nomenclature authority files used
for the identification of chemical substances cited in National Library of Medicine (NLM) databases, including the
TOXNET system. The database contains over 350,000 chemical records, of which over 80,000 include chemical
structures and allows users to draw a chemical structure to search for similar substances using PubChem
Substructure fingerprints (NLM. 2009: Liwanag et al.. 2000). NLM retired ChemlDPlus in Dec. 2022.

4The U.S. EPA's CompTox Chemicals Dashboard provides publicly-accessible chemistry, toxicity, and exposure
information for over one million chemicals (Williams et al„ 2017). Using ePam's Bingo fingerprints, the "Similar
Compounds" tab provides a list of chemicals that are similar in structure to the selected chemical, based on the
Tanimoto similarity search metric with a minimum similarity factor threshold of 0.8 (EPAM. 2024).

5The OECD QSAR Toolbox is a software application intended to be used by government, industry and other
stakeholders to fill gaps in data needed for assessing the hazards of chemicals. The application allows users to search
for analogues based on structure similarity criteria and input similarity thresholds (OECD. 2017). It also contains
metabolism simulators which are simplified versions of the simulators in CATALOGIC and TIMES and consist of
hierarchically ordered molecular transformations (Yordanova et al.. 2019).

6The CompTox Chemicals Dashboard "Related Substances" tab provides a chemical list of all chemicals related to
the queried chemical through mapped relationships underlying the database. Relationships include: searched
chemical (self-relationship), salt form, monomer, polymer, predecessor component, component, Markush parent,
Markush child, transformation parent, and transformation product (Williams et al.. 2021).

7Operationalized within the CompTox Chemicals Dashboard, GenRA is an algorithmic approach that makes
read-across predictions on the basis of a similarity weighted activity of source analogues (nearest neighbors).

GenRA gives users the ability to identify candidate analogues based on structural and bioactivity information (U.S.
EPA 2022b).

8ChemACE clusters chemicals into groups based on structural features and a reasonable presumption that toxicity
may be influenced by such structural characteristics (e.g., structural alerts, toxicophores). ChemACE identifies
structural diversity in a large chemical inventory and highlights analogous clusters for potential read across. In the
expanded analogue approach, clustering with ChemACE supports expert refinement of the candidate analogue pool.
The ChemACE methodology is based on logic implemented in the Analog Identification Methodology (AIM) tool
(http://aim.epa. gov) that identifies analogues based on the presence of common fragments using a tiered approach
(U.S. EPA 2011a).

14	1 -Phenyl-l-(4-methylphenyl)-ethane


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EPA 690 R-24-002F

Chemicals that produce metabolites in common with the target may also be selected if the
metabolite is known or suspected to be part of the mechanism of action. All candidate analogues
are then screened for structural features that can influence their activity relative to the target.
Examples of such features include steric influences of bulky substituent groups, branching,
rigidity, presence of blocking groups on a functional group and differing substitution patterns on
aromatic rings. Finally, key physical and chemical properties of the candidate analogues are
compared with the target to confirm that they can be expected to have similar bioavailability,
similar transport, and similar abiotic transformation properties.

Toxicokinetic studies tagged as potentially relevant supplemental material during
screening are used to identify metabolic analogues (metabolites and metabolic precursors).
Metabolites are also identified from two OECD QSAR Toolbox metabolism simulators (in vivo
rat metabolism simulator and rat liver S9 metabolism simulator). Targeted PubMed searches are
conducted to identify metabolic precursors and other compounds that share any of the observed
or predicted metabolites identified for the target chemical.

In vivo toxicity data for the target chemical (if available) are evaluated to determine
whether characteristic effects associated with a particular mechanism of toxicity are observed
(e.g., cholinesterase inhibition, inhibition of oxidative phosphorylation). In addition, in vitro
mechanistic data tagged as potentially relevant supplemental material during screening or
obtained from tools including GenRA, ToxCast/Tox219, and Comparative Toxicogenomics
Database (CTD)10 (CTD. 2022) are also evaluated for this purpose. ToxCast/Tox 21 data
available from the CompTox Chemicals Dashboard are collected for the target chemical to
determine bioactivity in in vitro assays that may indicate potential mechanism(s) of action. The
GenRA tool is used to search for analogues using Morgan, Torsion and ToxPrints fingerprint
similarities and activity in ToxCast/Tox21 in vitro assays or ToxRef data (10 analogues collected
from each neighbors dataset). Using the ToxCast/Tox21 bioactivity data, nearest neighbors
identified may be considered potential candidate analogues. The CTD is searched to identify
compounds with gene interactions similar to those induced by the target chemical; compounds
with gene interactions similar to the target chemical (similarity index >0.5) may be considered
potential candidate analogues.

Candidate analogues identified on the basis of the structural, metabolic, and
toxicodynamic similarity contexts are interrogated through the CompTox Chemicals Dashboard,
where QSAR-ready simplified molecular-input line-entry system (SMILES) are collected and
toxicity value availability is determined (e.g., from the Agency for Toxic Substances and Disease
Registry [ATSDR], California Environmental Protection Agency [CalEPA] Office of
Environmental Health Hazard Assessment [OEHHA], the U.S. EPA Integrated Risk Information
System [IRIS], PPRTVs). Analogues that have subchronic or chronic toxicity data or toxicity
values available from other public health agencies are flagged for potential consideration as
supportive evidence.

9ToxCast and Tox21 are publicly available databases containing high-throughput assay endpoints covering a range
of high-level cell responses (Thomas et al.. 2018: U.S. EPA. 2018b).

u'The CTD is a publicly available database that provides manually curated information about chemical-gene/protein
interactions, chemical-disease and gene-disease relationships. The CTD allows users to identify chemicals that
induce gene interactions similar to those induced by the target chemical (Davis et al.. 2021).

15	1 -Phenyl-1 -(4-methylphenyl)-ethane


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EPA 690 R-24-002F

Analogue Search Results for PTE

Candidate analogues for PTE were identified based on structural, metabolic, and
toxicity/mechanisms/MOA relationships. For candidates identified through these approaches, the
U.S. EPA (IRIS and PPRTV), ATSDR, and CalEPA sources were searched for subchronic,
intermediate, and chronic oral and inhalation toxicity values. Details are provided below.

Identification of Structural Analogues with Established Toxicity Values

Table A-l summarizes the candidate structural analogues for PTE. PTE is not a member
of an existing OECD or New Chemical category. Candidate structural analogues for PTE were
identified using the U.S. EPA CompTox Chemicals Dashboard and the OECD QSAR Toolbox.
A total of 395 unique structural analogues were identified for PTE in the Dashboard
version 2.2.1, GenRA version 3.2, and OECD QSAR Toolbox version 4.4.

Table A-l. Candidate Structural Analogues Identified for PTE

|1^ CH3

Tool (method)3

Analogue (CASRNs) Selected for Toxicity Value Searchesb

Structure

Dashboard
(Tanimoto) and
OECD QSAR
Toolbox (Dice)

2-( 1 -Phenylethyl)-/?-xylene (6165-51 -1 )b

h3cv

HbC\^

ch3

Dashboard
(Tanimoto) and
OECD QSAR
Toolbox (Dice)

1 -Methyl-2-( 1 -phenylethyl)benzene (40766-30-1)





ch3

Dashboard
(Tanimoto)

3 -Methyldiphenylmethane (620-47-3)







16	1 -Phenyl-1 -(4-methylphenyl)-ethane


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EPA 690 R-24-002F

Table A-l. Candidate Structural Analogues Identified for PTE

0



ch3

/ks, J



Tool (method)3

Analogue (CASRNs) Selected for Toxicity Value Searchesb

Structure

Dashboard
(Tanimoto)

1,2-Dimethyl-4-( 1 -phenylethyl)benzene (6196-95-8)

CH3

H3C y

ch3

Dashboard
(Tanimoto)

l-Methyl-2-[l-(4-methylphenyl)ethyl]benzene (5080-10-4)



Dashboard
(Tanimoto) AND
OECD QSAR
Toolbox (Dice)

1,2-Dimethyl-3 -(1 -phenylethyl)benzene (40766-31 -2)b

T3

H,C^ JL
fl^l ^1^

ch3

Dashboard
(Tanimoto)

1 -Methyl-4-(phenylmethyl)benzene (620-83 -7)

CH,

Dashboard
(Tanimoto)

l-Ethyl-4-(phenylmethyl)benzene (620-85-9)

riSii

17	1 -Phenyl-1 -(4-methylphenyl)-ethane


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EPA 690 R-24-002F

Table A-l. Candidate Structural Analogues Identified for PTE



11\ CH3

/ks, J



Tool (method)3

Analogue (CASRNs) Selected for Toxicity Value Searchesb

Structure

Dashboard
(Tanimoto)

l-Methyl-4-[(4-methylphenyl)methyl]benzene (4957-14-6)

XX"'

ch3

Dashboard
(Tanimoto)

1 -Methyl-3 -(1 -phenylethyl)benzene (32341-91-6)

h,c\a\/

Dashboard
(Tanimoto)

1,1 '-(Ethane-1,1 -diyl)bis(3 -methylbenzene) (89881-30-1)

^ CH3

Dashboard
(Tanimoto)

1 -Ethyl-2-( 1 -phenylethyl)benzene (18908-70-8)



Dashboard
(Tanimoto)

1,2-Dimethyl-4-[ 1 -(3 -methylphenyl)ethyl]benzene
(874811-05-9)

H3C\

CH3

ch3

Dashboard
(Tanimoto)

l-Methyl-4-[l-(4-methylphenyl)ethyl]benzene (530-45-0)

rvCH3

ch3

18	1 -Phenyl-1 -(4-methylphenyl)-ethane


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EPA 690 R-24-002F

Table A-l. Candidate Structural Analogues Identified for PTE



chj

/-ks. J



Tool (method)3

Analogue (CASRNs) Selected for Toxicity Value Searchesb

Structure

Dashboard
(Tanimoto)

1 -Ethyl-3 -(1 -phenylethyl)benzene (18908-71 -9)

h3c^jQi en.

Dashboard
(Tanimoto)

l-Methyl-3-[(4-methylphenyl)methyl]benzene (21895-16-9)

jCT™3

Dashboard
(Tanimoto)

l-Benzyl-3-ethylbenzene (28122-24-9)



Dashboard
(Tanimoto) AND
OECD QSAR
Toolbox (Dice)

1-Phenyl-l-(2,4-dimethylphenyl)-ethane (6165-52-2)

ch3 ch3

aAll software tools set to 80% similarity threshold for analogue identification, unless otherwise noted.
bOECD QSAR Toolbox reported that repeated-dose toxicity data are available in the Japanese NITE database.

NITE = National Institute of Technology and Evaluation; OECD = Organisation for Economic Co-operation and
Development; PTE = l-phenyl-l-(4-methylphenyl)-ethane; QSAR = quantitative structure-activity relationship.

After eliminating analogues containing metals or deuterated compounds, the remaining
list of analogues was reviewed by a chemist with expertise in read-across. The following criteria
for determining PTE analogues were applied as part of the expert review: (1) the presence of a
methylene or 1,1-ethylidene bridge connecting the two aromatic rings (compounds with other
hydrocarbon moieties connecting the two aromatic rings were excluded because additional
substitutions would impact the steric rotation of the molecule and would block the bridge atom
from metabolism [or reactivity in general]); (2) compounds with any other atom (such as oxygen
or sulfur) at the bridge or substituted on the structure were excluded because this could change
the activation/reactivity of the aromatic rings; (3) consistent with the structure of PTE, methyl
groups and/or an ethyl group on the rings were limited to no more than two per ring or one per

19	1 -Phenyl-1 -(4-methylphenyl)-ethane


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EPA/690/R-24-002F

ring, respectively, because more or larger substitutions would result in steric hinderance,
decrease the solubility, and increase the log Kow of the compound; and (4) the presence of methyl
or ethyl groups was required as they are potential sites for metabolism. Of the 395 unique
structural analogues identified by similarity searches, only 18 met the criteria above and were
carried forward as candidate structural analogues (see Table A-l). No toxicity values were
identified for any of the 18 candidate structural analogues.

Identification of Toxicokinetic Precursors or Metabolites with Established Toxicity

Values

PubMed searches (searching "1 -phenyl-l-(4-methylphenyl)-ethane" or "3717-68-8" and
"metabolite") were conducted to identify metabolic precursors to PTE. No metabolic precursors
were identified. No metabolites were identified for PTE in the scientific literature. Predicted
metabolites were queried using the OECD QSAR Toolbox version 4.4 using the in vivo rat
metabolism simulator and rat liver S9 metabolism simulator. PubMed was also searched to
identify other compounds that are metabolized to one of the predicted metabolites of PTE
(searching the metabolite name [none of the metabolites had CASRNs] and "metabolite"); no
compounds that share at least one metabolite with PTE were identified. Table A-2 summarizes
the 22 candidate metabolic analogues for PTE identified by the OECD QSAR Toolbox. Searches
for relevant toxicity values available from the U.S. EPA, ATSDR, or CalEPA for the candidate
metabolic analogues of PTE did not identify toxicity values for any of the predicted metabolites.

20

1 -Phenyl-1 -(4-methylphenyl)-ethane


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EPA/690/R-24-002F

Table A-2. Candidate Metabolic Analogues of PTE

Relationship to PTE

Compound3

Metabolic precursor

None identified

Predicted metabolites

4-[ 1-(4-Methylphenyl)ethyl]benzene-1,2-diol



4- [ 1 -(4-Methylphenyl)ethyl]phenol



3 - [ 1 -(4-Methylphenyl)ethyl]phenol



2- [ 1 -(4-Hydroxyphenyl)ethyl] -5-methylphenol



4- [ 1 -(4-Hydroxyphenyl)ethyl]benzaldehyde



4-[ 1 -(4-Hydroxyphenyl)ethyl]benzyl alcohol



2-Methyl-5-( 1 -phenylethyl)phenol



5-Methyl-2-( 1 -phenylethyl)phenol



4-( 1 -Phenylethyl)benzaldehyde



[4-( 1 -Phenylethyl)phenyl] methanol



4-(l-Phenylethyl)benzoic acid



2-(4-Methylphenyl)-2-phenylacetic acid



2-(4-Hydroxyphenyl)-2-(4-methylphenyl)acetaldehyde



2-(4-Methylphenyl)-2-phenylacetaldehyde



2-(4-Hydroxyphenyl)-2-(4-methylphenyl)



2-(4-Methylphenyl)-2-phenylethan-1 -ol



4- [2-Hydroxy-1 - [4-(hydroxymethyl)phenyl]ethyl]phenol



4-( 1 -Phenyl-2-hydroxyethyl)benzaldehyde



2- [4-(Hydroxymethyl)phenyl] -2-phenylethan-1 -ol



4-( 1 -Phenyl-2-hydroxyethyl)benzoic acid



2- [4-(Hydroxymethyl)phenyl] -2-phenylacetic acid



2- [4-(Hydroxymethyl)phenyl] -2-phenylacetaldehyde

Shares common metabolite(s)

None identified

aNo CASRNs are available for these metabolites.
PTE = l-phenyl-l-(4-methylphenyl)-ethane.

Identification of Analogues on the Basis of Toxicity/Mechanistic/MOA Information
and Established Toxicity Values

No toxicity or mechanistic/MOA data relevant for identifying candidate analogues for
PTE were identified in the scientific literature. The GenRA option version 3.2 within the
U.S. EPA CompTox Dashboard version 2.2.1 offers the ability to search for analogues based on
similarities in activity in ToxCast/Tox21 in vitro assays; however, there were no bioactivity data
for PTE, so this was not further investigated. The CTD did not have an entry for PTE.

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Candidate Analogues Moving Forward for Evaluation

Searches for structural, metabolic, and toxicity/mechanistic analogues for PTE yielded a
total of 40 unique candidate analogues: 18 structural analogues and 22 metabolism-related
analogues. No candidate analogues were identified on the basis of having similar characteristic
toxicity or mechanisms/MOAs.

None of the candidate analogues have oral or inhalation toxicity values from the
U.S. EPA, ATSDR, or CalEPA. Therefore, no suitable candidate analogues were identified to
calculate screening oral or inhalation toxicity values.

ORAL NONCANCER TOXICITY VALUES

Derivation of Screening Subchronic and Chronic Provisional Reference Doses

Screening subchronic and chronic provisional reference doses could not be derived due to
the lack of an appropriate analogue having oral toxicity values.

INHALATION NONCANCER TOXICITY VALUES

Derivation of Screening Subchronic and Chronic Provisional Reference Concentrations

Screening subchronic and chronic provisional reference concentrations could not be
derived due to the lack of an appropriate analogue having inhalation toxicity values.

22

1 -Phenyl-1 -(4-methylphenyl)-ethane


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EPA/690/R-24-002F

APPENDIX B. PARAMETERS OF TOOLS USED FOR READ ACROSS

Table B-l. Parameters of Tools Used for Read-Across Evaluation of PTE

Similarity Context
[417]a

Tool Name [4]

Settings/Parameters

Searched by
(date)

Structural [395]

The U.S. EPA CompTox Chemicals Dashboard
[371]

Tanimoto similarity threshold of 0.8 and related substances

CASRN
(April 2023)



GenRA Beta version (in the U.S. EPA CompTox
Chemicals Dashboard) [23]

Collect 10 nearest neighbors by each similarity setting and combination available:

•	Morgan Fingerprints

•	Torsion Fingerprints

•	ToxPrints

•	Morg2TorlBiol

•	CTl:Bio3

Using each of the following data sources: ToxCast, Tox 21, and ToxRef





OECD QSAR Toolbox [1]

Similarity search with >80% similarity threshold using default settings:

•	Dice similarity

•	Atom centered fragments

•	Hologram calculation

•	All features combined

•	Atom characteristics: atom type, count H attached, and hybridization



Metabolic [22]

OECD QSAR Toolbox Metabolism Simulators
[22]

No settings or parameters; results obtained from:

•	Rat liver S9 metabolism simulator version 3.7

•	in vivo rat metabolism simulator version 3.5

SMILESb
(April 2023)

T oxicity/mechanistic
[0]

GenRA Beta version (in the U.S. EPA CompTox
Chemicals Dashboard) [0]

Collected 10 nearest neighbors using the ToxCast similarity settings.

• Nearest neighbors with a similarity index >0.5 considered for use as analogue.

CASRN
(April 2023)



Comparative Toxicogenomics Database (CTD)
[0]

Identify compounds with gene interactions similar to those induced by PTE:

•	Used the interacting genes comparison search.

•	A similarity index of >0.5 is considered for use as a mechanistic analogue

(April 2023)

aUnique analogues identified using analogue identification search tools.

bPhenyl-l-(4-methylphenyl)-ethane; SMILES: CC(C1=CC=CC=C1)C1=CC=C(C)C=C1) (CASRN 3717-68-8).

GenRA = General Read-Across; NA = not applicable; OECD = Organisation for Economic Co-operation and Development; PTE = l-phenyl-l-(4-methylphenyl)-ethane;
QSAR = quantitative structure-activity relationship; SMILES = Simplified Molecular Input Line Entry System; U.S. EPA = U.S. Environmental Protection Agency.

23

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EPA 690 R-24-002F

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