Tetrabromophenolphthalein ethyl ester (CED0028208)

Record Information

Version

1.0

Creation Date

2016-05-22 04:47:32 UTC

Update Date

2026-08-21 20:34:14 UTC

SynCED ID

CED0028208

Secondary Accession Numbers

CHEM017973

Identification

Common Name

Tetrabromophenolphthalein ethyl ester

Class

Small Molecule

Description

Tetrabromophenolphthalein ethyl ester belongs to the diphenylmethanes, a subclass of benzene and substituted derivatives within the organic compounds. It is classified as a benzenoid with the formula C22H14Br4O4. With an average molecular weight of 661.97 g/mol, Tetrabromophenolphthalein ethyl ester is a heavy molecule.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Ethyl 2-[(3,5-dibromo-4-hydroxyphenyl)(3,5-dibromo-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]benzoic acid	Generator
TBPPE	MeSH
Tetrabromophenolphthalein ethyl ester	MeSH
Tetrabromophenolphthalein ethyl ester, potassium salt	MeSH

Chemical Formula

C₂₂H₁₄Br₄O₄

Average Molecular Mass

661.966 g/mol

Monoisotopic Mass

657.763 g/mol

CAS Registry Number

1176-74-5

IUPAC Name

ethyl 2-[(3,5-dibromo-4-hydroxyphenyl)(3,5-dibromo-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]benzoate

Traditional Name

ethyl 2-[(3,5-dibromo-4-hydroxyphenyl)(3,5-dibromo-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]benzoate

SMILES

CCOC(=O)C1=CC=CC=C1C(C1=CC(Br)=C(O)C(Br)=C1)=C1C=C(Br)C(=O)C(Br)=C1

InChI Identifier

InChI=1S/C22H14Br4O4/c1-2-30-22(29)14-6-4-3-5-13(14)19(11-7-15(23)20(27)16(24)8-11)12-9-17(25)21(28)18(26)10-12/h3-10,27H,2H2,1H3

InChI Key

SQFXATUXPUCFFO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Quinomethane
P-quinomethane
2-halophenol
2-bromophenol
Bromobenzene
Phenol
Halobenzene
Aryl halide
Aryl bromide
Alpha-haloketone
Ketone
Cyclic ketone
Carboxylic acid ester
Bromoalkene
Haloalkene
Vinyl halide
Carboxylic acid derivative
Vinyl bromide
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organobromide
Organohalogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

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

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.00042 g/L	ALOGPS
logP	6.64	ALOGPS
logP	7.16	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	6.19	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	143.3 m³·mol⁻¹	ChemAxon
Polarizability	50.03 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0000009000-803eb61b0161f2ebc040	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-08fr-0100019000-aa93ca2203d7b9b52dd0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0bu0-1200393000-a2a430cc113ab8ded8e3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0000009000-b2698b1fbc7d36fa8761	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0bt9-1000039000-81b6154206b2781cfb1f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-2000094000-b61d2da9f693d24eea43	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
766.0 Log mg/kg [430:1400]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

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
CEDs000618	Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.	Personal care & cosmetics	PubChem
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000703	Blackboards?Blackboards, traditionally made from slate or coated wood, can also be produced using synthetic materials that may contain various chemicals.	Paper, pulp & fiber products	PubChem
CEDs000739	Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.	Paper, pulp & fiber products	PubChem
CEDs000740	Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.	Paper, pulp & fiber products	PubChem

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	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	Prediction Confidence Score 0.319 Applicability Domain 0.344 Statistical Significance 0.0119 Supporting Reference Compounds 425 E-value 92.4849
Click to view 3D structure	2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase	P9WKG5	Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)	Predicted (SEA)	Prediction Confidence Score 0.313 Applicability Domain 0.313 Statistical Significance 6.00e-05 Supporting Reference Compounds 1 E-value 0.467095
Click to view 3D structure	Protein RecA	P9WHJ3	Mycobacterium tuberculosis	Predicted (SEA)	Prediction Confidence Score 0.311 Applicability Domain 0.333 Statistical Significance 0.0072 Supporting Reference Compounds 296 E-value 56.2071
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	Prediction Confidence Score 0.303 Applicability Domain 0.34 Statistical Significance 0.0327 Supporting Reference Compounds 372 E-value 254.411
Click to view 3D structure	2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic	Q9CAK8	Arabidopsis thaliana	Predicted (SEA)	Prediction Confidence Score 0.296 Applicability Domain 0.296 Low confidence Statistical Significance 1.60e-04 Supporting Reference Compounds 1 E-value 1.24559
Click to view 3D structure	DNA damage-inducible transcript 3 protein	P35639	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.293 Applicability Domain 0.308 Statistical Significance 0.0108 Supporting Reference Compounds 226 E-value 83.9215
Click to view 3D structure	X-box-binding protein 1	P17861	Humans	Predicted (SEA)	Prediction Confidence Score 0.293 Applicability Domain 0.308 Statistical Significance 0.0108 Supporting Reference Compounds 227 E-value 83.9215
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	Prediction Confidence Score 0.288 Applicability Domain 0.34 Statistical Significance 0.0416 Supporting Reference Compounds 332 E-value 323.697
Click to view 3D structure	Heat shock factor protein 1	P38532	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.288 Applicability Domain 0.309 Statistical Significance 0.0134 Supporting Reference Compounds 166 E-value 104.396
Click to view 3D structure	ATP-dependent molecular chaperone HSP82	C4YTQ8	Candida albicans (strain WO-1) (Yeast)	Predicted (SEA)	Prediction Confidence Score 0.285 Applicability Domain 0.353 Statistical Significance 0.015 Supporting Reference Compounds 205 E-value 116.54
Click to view 3D structure	Tumor necrosis factor	P01375	Humans	Predicted (SEA)	Prediction Confidence Score 0.281 Applicability Domain 0.323 Statistical Significance 0.0069 Supporting Reference Compounds 81 E-value 53.8717
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	Prediction Confidence Score 0.278 Applicability Domain 0.34 Statistical Significance 0.0279 Supporting Reference Compounds 172 E-value 217.511
Click to view 3D structure	Mitochondrial import inner membrane translocase subunit TIM10	P87108	Saccharomyces cerevisiae S288c	Predicted (SEA)	Prediction Confidence Score 0.277 Applicability Domain 0.308 Statistical Significance 0.0057 Supporting Reference Compounds 64 E-value 44.6855
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.277 Applicability Domain 0.32 Statistical Significance 0.2903 Supporting Reference Compounds 1498 E-value 2260.2
Click to view 3D structure	Induced myeloid leukemia cell differentiation protein Mcl-1	Q07820	Humans	Predicted (SEA)	Prediction Confidence Score 0.275 Applicability Domain 0.303 Statistical Significance 0.0428 Supporting Reference Compounds 343 E-value 333.35
Click to view 3D structure	Isocitrate lyase	Q9P8Q7	Candida albicans	Predicted (SEA)	Prediction Confidence Score 0.275 Applicability Domain 0.275 Low confidence Statistical Significance 1.70e-04 Supporting Reference Compounds 1 E-value 1.32344
Click to view 3D structure	Mitogen-activated protein kinase 1	P28482	Humans	Predicted (SEA)	Prediction Confidence Score 0.274 Applicability Domain 0.344 Statistical Significance 0.1695 Supporting Reference Compounds 763 E-value 1319.86
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	Prediction Confidence Score 0.274 Applicability Domain 0.34 Statistical Significance 0.0249 Supporting Reference Compounds 174 E-value 194.078
Click to view 3D structure	Sphingosine 1-phosphate receptor 4	O95977	Humans	Predicted (SEA)	Prediction Confidence Score 0.273 Applicability Domain 0.308 Statistical Significance 0.0112 Supporting Reference Compounds 117 E-value 86.9576
Click to view 3D structure	Mitochondrial import inner membrane translocase subunit TIM23	P32897	Saccharomyces cerevisiae S288c	Predicted (SEA)	Prediction Confidence Score 0.273 Applicability Domain 0.308 Statistical Significance 0.0137 Supporting Reference Compounds 75 E-value 107.043
Click to view 3D structure	Serine/threonine-protein kinase pim-1	P11309	Humans	Predicted (SEA)	Prediction Confidence Score 0.271 Applicability Domain 0.338 Statistical Significance 0.2126 Supporting Reference Compounds 967 E-value 1655.0
Click to view 3D structure	Apoptotic protease-activating factor 1	O14727	Humans	Predicted (SEA)	Prediction Confidence Score 0.268 Applicability Domain 0.333 Statistical Significance 0.0075 Supporting Reference Compounds 112 E-value 58.4648
Click to view 3D structure	Transthyretin	P02766	Humans	Predicted (SEA)	Prediction Confidence Score 0.267 Applicability Domain 0.344 Statistical Significance 0.0086 Supporting Reference Compounds 55 E-value 66.6389
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	Prediction Confidence Score 0.266 Applicability Domain 0.344 Statistical Significance 0.2107 Supporting Reference Compounds 825 E-value 1639.97
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	Prediction Confidence Score 0.265 Applicability Domain 0.344 Statistical Significance 0.3491 Supporting Reference Compounds 1245 E-value 2717.72