TRI-P-CRESYL PHOSPHATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C21H21O4P
Molecular Weight	368.3628
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC=C(OP(=O)(OC2=CC=C(C)C=C2)OC3=CC=C(C)C=C3)C=C1

InChI

InChIKey=BOSMZFBHAYFUBJ-UHFFFAOYSA-N

InChI=1S/C21H21O4P/c1-16-4-10-19(11-5-16)23-26(22,24-20-12-6-17(2)7-13-20)25-21-14-8-18(3)9-15-21/h4-15H,1-3H3

HIDE SMILES / InChI

Molecular Formula	C21H21O4P
Molecular Weight	368.3628
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3816190 | https://www.ncbi.nlm.nih.gov/pubmed/3919466 | https://www.ncbi.nlm.nih.gov/pubmed/3590188

Tri-p-cresyl phosphate is a nonneurotoxic regioisomer of tri-o-cresyl phosphate and a congener of tri-p-ethylphenyl phosphate. Patch tests (triphenyl phosphate allergy) with analytical grade triphenyl phosphate, tri-m-cresyl phosphate, and tri-p-cresyl phosphate in the concentrations 5%, 0.5% and 0.05% pet. showed positive reactions to 0.05% triphenyl phosphate and 0.5% tri-m-cresyl phosphate, but no reaction to tri-p-cresyl phosphate.

Approval Year

PubMed

Title	Date	PubMed
Affinities of organophosphate flame retardants to tumor suppressor gene p53: an integrated in vitro and in silico study.	2015-01-22	25510514
Potential estrogenic effects of phosphorus-containing flame retardants.	2014-06-17	24844797
Use of an avian hepatocyte assay and the avian Toxchip Polymerse chain reaction array for testing prioritization of 16 organic flame retardants.	2014-03	24273086
In vitro endocrine disruption potential of organophosphate flame retardants via human nuclear receptors.	2013-12-06	24051214
Identifying safer anti-wear triaryl phosphate additives for jet engine lubricants.	2013-03-25	23085349
Similarities in the endocrine-disrupting potencies of indoor dust and flame retardants by using human osteosarcoma (U2OS) cell-based reporter gene assays.	2013-03-19	23398518
Endocrine disruption potentials of organophosphate flame retardants and related mechanisms in H295R and MVLN cell lines and in zebrafish.	2012-06-15	22446829
Induction of plasma acetylcholinesterase activity in mice challenged with organophosphorus poisons.	2011-09-01	21767560
Reaction of cresyl saligenin phosphate, the organophosphorus agent implicated in aerotoxic syndrome, with human cholinesterases: mechanistic studies employing kinetics, mass spectrometry, and X-ray structure analysis.	2011-06-20	21438623
Identification of quaternary ammonium compounds as potent inhibitors of hERG potassium channels.	2011-05-01	21362439
Bridging the gap between macro- and nanotribology: a quartz crystal microbalance study of tricresylphosphate uptake on metal and oxide surfaces.	2004-04-30	15169170
Preparation of microcapsules containing rare-earth metal elements.	2001-02-24	11201336

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:38:32 GMT 2025` Edited by `admin` on `Mon Mar 31 22:38:32 GMT 2025`
Record UNII	5149JKD098
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

NSC-2181

Preferred Name

English

TRI-P-CRESYL PHOSPHATE

Common Name

English

TRIS(P-METHYLPHENYL) PHOSPHATE

Common Name

English

TRI-P-TOLYL PHOSPHATE

Common Name

English

PHOSPHORIC ACID, TRI-P-TOLYL ESTER

Systematic Name

English

P-TOLYL PHOSPHATE (C7H7O)3PO

Common Name

English

TRIS(P-CRESYL) PHOSPHATE

Common Name

English

TPC

Common Name

English

PHOSPHORIC ACID, TRIS(4-METHYLPHENYL) ESTER

Systematic Name

English

PHOSPHORIC ACID, TRI(4-TOLYL)ESTER

Systematic Name

English

TRI-P-CRESYL PHOSPHATE [HSDB]

Common Name

English

TRIS(4-METHYLPHENYL) PHOSPHATE

Systematic Name

English

Code System Code Type Description

CAS

78-32-0