ChemFOnt: Showing chemical card for 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid (CFc000018752)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:09:22 UTC

Chemfont ID

CFc000018752

Molecule Identification

Common Name

4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid

Definition

4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid is a food dye; no longer permitted in the EU.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonate	Generator
4-[(2,4-Dihydroxyphenyl)azo]benzenesulphonate	Generator
4-[(2,4-Dihydroxyphenyl)azo]benzenesulphonic acid	Generator
2',4'-Dihydroxyazobenzene-4-sulfonic acid	HMDB
4-((2,4-Dihydroxyphenyl)azo)benzenesulphonic acid	HMDB
4-((2,4-Dihydroxyphenyl)diazenyl)benzenesulfonic acid	HMDB
C.I. 14270	HMDB
C.I. acid orange 6	HMDB
C.I. FOOD yellow 8	HMDB
Chrysoine S	HMDB
e 103	HMDB
Resorcinol yellow	HMDB
Tropaeolin O	HMDB
4-[2-(2,4-Dihydroxyphenyl)diazen-1-yl]benzene-1-sulfonate	Generator
4-[2-(2,4-Dihydroxyphenyl)diazen-1-yl]benzene-1-sulphonate	Generator
4-[2-(2,4-Dihydroxyphenyl)diazen-1-yl]benzene-1-sulphonic acid	Generator

Chemical Formula

C₁₂H₁₀N₂O₅S

Average Molecular Weight

294.283

Monoisotopic Molecular Weight

294.03104213

IUPAC Name

4-[2-(2,4-dihydroxyphenyl)diazen-1-yl]benzene-1-sulfonic acid

Traditional Name

4-[2-(2,4-dihydroxyphenyl)diazen-1-yl]benzenesulfonic acid

CAS Registry Number

2050-34-2

SMILES

OC1=CC(O)=C(C=C1)N=NC1=CC=C(C=C1)S(O)(=O)=O

InChI Identifier

InChI=1S/C12H10N2O5S/c15-9-3-6-11(12(16)7-9)14-13-8-1-4-10(5-2-8)20(17,18)19/h1-7,15-16H,(H,17,18,19)

InChI Key

MHKGJUOEEHNBLE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azobenzenes

Sub Class

Not Available

Direct Parent

Azobenzenes

Alternative Parents

Substituents

Azobenzene
Benzenesulfonate
Arylsulfonic acid or derivatives
1-sulfo,2-unsubstituted aromatic compound
Benzenesulfonyl group
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Organic sulfonic acid or derivatives
Sulfonyl
Organosulfonic acid
Organosulfonic acid or derivatives
Azo compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037835)
Cytoplasm (HMDB: HMDB0037835)

Source

Exogenous

Exogenous (HMDB: HMDB0037835)

Food

Food (HMDB: HMDB0037835)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037835)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.25 g/L	ALOGPS
logP	0.78	ALOGPS
logP	0.89	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	-4.6	ChemAxon
pKa (Strongest Basic)	-0.37	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	119.55 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.96 m³·mol⁻¹	ChemAxon
Polarizability	28.11 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0037835

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016985

KNApSAcK ID

Not Available

Chemspider ID

21147470

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11035

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid (CFc000018752)

MOL for CFc000018752 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

3D MOL for CFc000018752 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

3D SDF for CFc000018752 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

3D-SDF for CFc000018752 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

PDB for CFc000018752 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

3D PDB for CFc000018752 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

SMILES for CFc000018752 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

INCHI for CFc000018752 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

Structure for CFc000018752 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

3D Structure for CFc000018752 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)