Sulfobromophthalein (CED0008364)

Record Information

Version

1.0

Creation Date

2016-05-22 03:46:37 UTC

Update Date

2026-05-14 19:31:04 UTC

SynCED ID

CED0008364

Secondary Accession Numbers

CHEM016891

Identification

Common Name

Sulfobromophthalein

Class

Small Molecule

Description

Sulfobromophthalein (C20H8Br4Na2O10S2) is an organoheterocyclic compound. Sulfobromophthalein belongs to the benzofuranones, a subclass of benzofurans within the organic compounds. With an average molecular weight of 837.99 g/mol, Sulfobromophthalein is a heavy molecule. This compound has been identified in or released from one recorded source: antennas within electrical and electronic equipment.

Contaminant Type

Phenolic Antioxidant

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4,5,6,7-Tetrabromo-3',3''-disulfophenolphthalein disodium salt	ChEBI
Bromosulfalein	ChEBI
Bromosulfophthalein	ChEBI
Bromosulfophthalein disodium salt	ChEBI
Bromosulphthalein	ChEBI
Bromsulfalein	ChEBI
Disodium bromosulfophthalein	ChEBI
Disodium phenoltetrabromophthalein sulfonate	ChEBI
Sodium bromosulfalein	ChEBI
Sodium bromosulfophthalein	ChEBI
Sodium phenol tetrabromophthalein	ChEBI
Sodium sulfobromophthalein	ChEBI
Sodium sulphobromophthalein	ChEBI
Sulphobromophthalein sodium	ChEBI
Tetrabromophenolsulfophthalein	ChEBI
4,5,6,7-Tetrabromo-3',3''-disulphophenolphthalein disodium salt	Generator
Bromosulphalein	Generator
Bromosulphophthalein	Generator
Bromosulphophthalein disodium salt	Generator
Bromosulfthalein	Generator
Bromsulphalein	Generator
Disodium bromosulphophthalein	Generator
Disodium phenoltetrabromophthalein sulfonic acid	Generator
Disodium phenoltetrabromophthalein sulphonate	Generator
Disodium phenoltetrabromophthalein sulphonic acid	Generator
Sodium bromosulphalein	Generator
Sodium bromosulphophthalein	Generator
Sulfobromophthalein sodium	Generator
Tetrabromophenolsulphophthalein	Generator
Bromosulphophthalein sodium	Generator
Disodium, sulfobromophthalein	MeSH
Tetrabromsulphthalein	MeSH
Sodium, sulfobromophthalein	MeSH
Sulfobromophthalein disodium	MeSH
Bromthalein	MeSH
Sulfobromophthalein	MeSH

Chemical Formula

C₂₀H₈Br₄Na₂O₁₀S₂

Average Molecular Mass

837.990 g/mol

Monoisotopic Mass

833.609 g/mol

CAS Registry Number

71-67-0

IUPAC Name

disodium 2-sulfo-4-[4,5,6,7-tetrabromo-1-(4-oxido-3-sulfophenyl)-3-oxo-1,3-dihydro-2-benzofuran-1-yl]benzen-1-olate

Traditional Name

disodium 2-sulfo-4-[4,5,6,7-tetrabromo-1-(4-oxido-3-sulfophenyl)-3-oxo-2-benzofuran-1-yl]benzenolate

SMILES

[Na+].[Na+].OS(=O)(=O)C1=C([O-])C=CC(=C1)C1(OC(=O)C2=C1C(Br)=C(Br)C(Br)=C2Br)C1=CC(=C([O-])C=C1)S(O)(=O)=O

InChI Identifier

InChI=1S/C20H10Br4O10S2.2Na/c21-15-13-14(16(22)18(24)17(15)23)20(34-19(13)27,7-1-3-9(25)11(5-7)35(28,29)30)8-2-4-10(26)12(6-8)36(31,32)33;;/h1-6,25-26H,(H,28,29,30)(H,31,32,33);;/q;2*+1/p-2

InChI Key

GHAFORRTMVIXHS-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Benzofuranones

Direct Parent

Benzofuranones

Alternative Parents

Substituents

Benzenesulfonate
Phthalide
Benzofuranone
Isobenzofuranone
1-sulfo,2-unsubstituted aromatic compound
Arylsulfonic acid or derivatives
Benzenesulfonyl group
Isocoumaran
Phenoxide
Aryl halide
Benzenoid
Monocyclic benzene moiety
Aryl bromide
Vinylogous halide
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Carboxylic acid ester
Lactone
Organic alkali metal salt
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organic metal halide
Organosulfur compound
Organooxygen compound
Organobromide
Organohalogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organic sodium salt
Organic salt
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organobromine compound (CHEBI:63827 )
organic sodium salt (CHEBI:63827 )
2-benzofurans (CHEBI:63827 )

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

inhibitor (PMC11324666 )?

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	0.0044 g/L	ALOGPS
logP	1.53	ALOGPS
logP	7.09	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	-3.4	ChemAxon
pKa (Strongest Basic)	-6.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	181.16 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	163.87 m³·mol⁻¹	ChemAxon
Polarizability	55.32 Å³	ChemAxon
Number of Rings	4	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	splash10-001l-0000000790-9765bc4be1aa5a25efd5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001l-0001001890-386df1b5136290f4febb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fal-2000009700-fb5e2cf259ae6673d291	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0000000090-919ef4ae161150ab91a8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0000000090-919ef4ae161150ab91a8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0000000090-919ef4ae161150ab91a8	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2653.0 Log mg/kg [1500:4700]	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
obesity	Not Available	Not Available	A disorder characterized by having a high amount of body fat. (NCI CTCAE)	PMC9505190

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000013	Soil?Soil serves as a critical medium for plant growth and sustains various ecological functions; however, it can become a reservoir for synthetic chemical contamination.	Agriculture & land management	PMC8874626
CEDs000491		Industrial manufacturing & chemical processing	Not Available
CEDs000506	Antennas?Antennas, commonly used in communication technologies, can be a source of synthetic chemical contamination through the materials and coatings used in their construction.	Electrical & Electronic Equipment	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

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	Thymidylate synthase	P00469	Lactobacillus casei	Predicted (SEA)	Prediction Confidence Score 0.31 Applicability Domain 0.317 Statistical Significance 0.0017 Supporting Reference Compounds 33 E-value 13.3901
Click to view 3D structure	Thymidylate synthase	P0CS13	Cryptococcus neoformans var. neoformans B-3501A	Predicted (SEA)	Prediction Confidence Score 0.305 Applicability Domain 0.317 Statistical Significance 5.00e-05 Supporting Reference Compounds 7 E-value 0.389246
Click to view 3D structure	Thymidylate synthase	C3SWJ7	Escherichia coli	Predicted (SEA)	Prediction Confidence Score 0.298 Applicability Domain 0.306 Statistical Significance 0.0014 Supporting Reference Compounds 24 E-value 10.5875
Click to view 3D structure	Thymidylate synthase	P0A884	Escherichia coli (strain K12)	Predicted (SEA)	Prediction Confidence Score 0.27 Applicability Domain 0.308 Statistical Significance 1.20e-04 Supporting Reference Compounds 7 E-value 0.934191
Click to view 3D structure	Solute carrier organic anion transporter family member 1B1	Q9Y6L6	Humans	Predicted (SEA)	Prediction Confidence Score 0.259 Applicability Domain 0.68 Statistical Significance 0.0083 Supporting Reference Compounds 82 E-value 64.3035
Click to view 3D structure	Solute carrier organic anion transporter family member 1A1	P46720	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.257 Applicability Domain 0.68 Statistical Significance 0.0016 Supporting Reference Compounds 10 E-value 12.6116
Click to view 3D structure	Hepatic sodium/bile acid cotransporter	Q14973	Humans	Predicted (SEA)	Prediction Confidence Score 0.256 Applicability Domain 0.68 Statistical Significance 0.0016 Supporting Reference Compounds 17 E-value 12.378
Click to view 3D structure	Dihydrofolate reductase	P00374	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.317 Statistical Significance 0.0362 Supporting Reference Compounds 156 E-value 281.97
Click to view 3D structure	Thymidylate synthase	P04818	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.317 Statistical Significance 0.0102 Supporting Reference Compounds 51 E-value 79.6398
Click to view 3D structure	Organic anion transporter 3	Q9R1U7	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.235 Applicability Domain 0.404 Statistical Significance 1.30e-04 Supporting Reference Compounds 3 E-value 1.01204
Click to view 3D structure	ATP-binding cassette sub-family C member 2	Q63120	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.231 Applicability Domain 0.68 Statistical Significance 3.20e-04 Supporting Reference Compounds 12 E-value 2.49118
Click to view 3D structure	P2X purinoceptor 2	P49653	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.206 Applicability Domain 0.229 Low confidence Statistical Significance 0.0297 Supporting Reference Compounds 38 E-value 231.134
Click to view 3D structure	P2Y purinoceptor 12	Q9H244	Humans	Predicted (SEA)	Prediction Confidence Score 0.205 Applicability Domain 0.229 Low confidence Statistical Significance 0.0622 Supporting Reference Compounds 49 E-value 484.3
Click to view 3D structure	P2Y purinoceptor 4	P51582	Humans	Predicted (SEA)	Prediction Confidence Score 0.203 Applicability Domain 0.229 Low confidence Statistical Significance 0.0271 Supporting Reference Compounds 36 E-value 210.66
Click to view 3D structure	P2Y purinoceptor 6	Q15077	Humans	Predicted (SEA)	Prediction Confidence Score 0.203 Applicability Domain 0.229 Low confidence Statistical Significance 0.0176 Supporting Reference Compounds 38 E-value 137.17
Click to view 3D structure	P2X purinoceptor 4	P51577	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.199 Applicability Domain 0.205 Low confidence Statistical Significance 0.0374 Supporting Reference Compounds 31 E-value 291.156
Click to view 3D structure	Choline O-acetyltransferase	P28329	Humans	Predicted (SEA)	Prediction Confidence Score 0.199 Applicability Domain 0.226 Low confidence Statistical Significance 9.30e-04 Supporting Reference Compounds 7 E-value 7.23998
Click to view 3D structure	P2Y purinoceptor 2	P41231	Humans	Predicted (SEA)	Prediction Confidence Score 0.198 Applicability Domain 0.205 Low confidence Statistical Significance 0.0645 Supporting Reference Compounds 44 E-value 502.361
Click to view 3D structure	Metalloproteinase inhibitor 3	P35625	Humans	Predicted (SEA)	Prediction Confidence Score 0.198 Applicability Domain 0.208 Low confidence Statistical Significance 0.0222 Supporting Reference Compounds 2 E-value 173.137
Click to view 3D structure	Solute carrier organic anion transporter family member 2A1	Q00910	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.196 Applicability Domain 0.68 Statistical Significance 5.50e-04 Supporting Reference Compounds 5 E-value 4.28171
Click to view 3D structure	histidine kinase	O32393	Arthrospira platensis	Predicted (SEA)	Prediction Confidence Score 0.194 Applicability Domain 0.194 Low confidence Statistical Significance 6.60e-04 Supporting Reference Compounds 1 E-value 5.13805
Click to view 3D structure	Beta-ketoacyl-ACP-synthase III	O77078	Plasmodium falciparum	Predicted (SEA)	Prediction Confidence Score 0.194 Applicability Domain 0.194 Low confidence Statistical Significance 0.0204 Supporting Reference Compounds 1 E-value 158.579
Click to view 3D structure	5'-nucleotidase	P21588	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.193 Applicability Domain 0.2 Low confidence Statistical Significance 0.0236 Supporting Reference Compounds 21 E-value 183.413
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	Prediction Confidence Score 0.191 Applicability Domain 0.206 Low confidence Statistical Significance 0.679 Supporting Reference Compounds 472 E-value 5286.35
Click to view 3D structure	Genome polyprotein	P29990	dengue virus type 2	Predicted (SEA)	Prediction Confidence Score 0.191 Applicability Domain 0.217 Low confidence Statistical Significance 0.2382 Supporting Reference Compounds 58 E-value 1854.29
Click to view 3D structure	ATP-binding cassette sub-family C member 2	Q92887	Humans	Known	Not Available