ChemFOnt: Showing chemical card for Azorubine (CFc000017732)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:07:51 UTC

Chemfont ID

CFc000017732

Molecule Identification

Common Name

Azorubine

Definition

Azorubine is a food dye Azorubine is commonly used in the UK and in several other countries in a popular soda brand, but it is a prohibited food additive in Canada, Japan, Norway, Sweden and the United States. Azorubine, carmoisine, food Red 3, Azorubin S, Brillantcarmoisin O, Acid Red 14, or C.I. 14720 is a synthetic red food dye from the azo dye group. It usually comes as a disodium salt. It is a red to maroon powder. It is used for the purposes where the food is heat-treated after fermentation. It has E number E122. Some of the foods it can be present in are blancmange, marzipan, Swiss roll, jams, preserves, yoghurts, jellies, breadcrumbs, and cheesecake mixes. It is also present in Oraldene Mouthwash. It is one of the colourants that the Hyperactive Children's Support Group recommends be eliminated from the diet of children.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Hydroxy-3-[(4-sulfO-1-naphthalenyl)azo]-1-naphthalenesulfonic acid, 9ci	HMDB
Acetacid red b	HMDB
Acid brilliant rubine 2g	HMDB
Acid brilliant rubine 2GT	HMDB
Acid brilliant rubine a2g CONC.	HMDB
Acid chrome blue 2R	HMDB
Acid chrome blue ba	HMDB
Acid chrome blue ba-CF	HMDB
Acid chrome blue FBS	HMDB
Acid fast red FB	HMDB
Acid red 14	HMDB
Acid red 26	HMDB
Acid red 2C	HMDB
Acid red 2S	HMDB
Acid rubine	HMDB
Acid rubine extra	HMDB
Airedale carmoisine	HMDB
Amacid carmoisine b	HMDB
Amacid chrome blue R	HMDB
Atul acid crystal red	HMDB
Atul crystal red F	HMDB
azo Rubin extra	HMDB
azo Rubin S	HMDB
azo Rubin XX	HMDB
azo Rubine	HMDB
azo Rubine (biological stain)	HMDB
azo Rubine af	HMDB
azo Rubine extra LC	HMDB
azo Rubine for FOOD	HMDB
azo Rubine LZ	HMDB
azo Rubine S specially pure	HMDB
azo Rubine XX	HMDB
Azorubin	HMDB
Brasilan azo rubine 2NS	HMDB
Brilliant acid rubine m	HMDB
Brilliant carmoisine	HMDB
Brilliant crimson 2R.fq	HMDB
Brilliant crimson red	HMDB
Bucacid azo rubine	HMDB
C.I. acid red 14	HMDB
C.I. acid red 14, disodium salt	HMDB
C.I. acid red no. 14	HMDB
C.I. chromotrope FB	HMDB
C.I. FOOD red 3	HMDB
C.I. mordant blue 79	HMDB
Calcocid rubine XX	HMDB
Carmoisine	HMDB
Carmoisine aluminium lake	HMDB
Carmoisine aluminum lake	HMDB
Carmoisine ba	HMDB
Carmoisine ba-CF	HMDB
Carmoisine BSS	HMDB
Carmoisine fu	HMDB
Carmoisine GRN	HMDB
Carmoisine las	HMDB
Carmoisine S	HMDB
Carmoisine supra	HMDB
Carmoisine W	HMDB
Carmoisine WS	HMDB
Certicol carmoisine S	HMDB
Chrome fast blue 2R	HMDB
Chromotrop FB	HMDB
Chromotrope FB	HMDB
Cilefa rubine R	HMDB
Crimson 2EMBL	HMDB
Crimson embl	HMDB
Diadem chrome blue g	HMDB
Diadem chrome blue R	HMDB
Disodium 2-(4-sulfO-1-naphthylazo)-1-naphthol-4-sulfonate	HMDB
e122	HMDB
Edicol supra carmoisine W	HMDB
Edicol supra carmoisine WS	HMDB
Eniacid brilliant rubine 3b	HMDB
erio Rubine b	HMDB
Eurocert azorubine	HMDB
Ext D and C red no. 10	HMDB
Ext. D & C red no. 10	HMDB
Extract D and C red no. 10	HMDB
fenazo Red c	HMDB
FOOD Red 5	HMDB
Fruit red a extra yellowish geigy	HMDB
HD Carmoisine	HMDB
HD Carmoisine supra	HMDB
Hexacol carmoisine	HMDB
Hexacol carmoisine CONC.	HMDB
Hidacid azo rubine	HMDB
Hispacid rubine F	HMDB
Java rubine N	HMDB
Karmesin	HMDB
Kenachrome blue 2R	HMDB
Kiton crimson 2R	HMDB
Kiton rubine R	HMDB
Lighthouse chrome blue 2R	HMDB
Lissamine red W	HMDB
Nacarat	HMDB
Nacarat a export	HMDB
Nacarat extra pure a	HMDB
Neklacid azorubine W	HMDB
Neklacid rubine W	HMDB
Nylomine acid red P4b	HMDB
Pontacyl rubine R	HMDB
Solar rubine	HMDB
Solochrome blue FB	HMDB
Solochrome brilliant blue	HMDB
Standacol carmoisine	HMDB
Tertracid red ca	HMDB
Tertrochrome blue FB	HMDB
4-Hydroxy-3-[(Z)-2-(4-sulfonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulfonate	Generator
4-Hydroxy-3-[(Z)-2-(4-sulphonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulphonate	Generator
4-Hydroxy-3-[(Z)-2-(4-sulphonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulphonic acid	Generator

Chemical Formula

C₂₀H₁₄N₂O₇S₂

Average Molecular Weight

458.464

Monoisotopic Molecular Weight

458.024242192

IUPAC Name

4-hydroxy-3-[(Z)-2-(4-sulfonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulfonic acid

Traditional Name

4-hydroxy-3-[(Z)-2-(4-sulfonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulfonic acid

CAS Registry Number

3567-69-9

SMILES

OC1=C(C=C(C2=CC=CC=C12)S(O)(=O)=O)\N=N/C1=CC=C(C2=CC=CC=C12)S(O)(=O)=O

InChI Identifier

InChI=1S/C20H14N2O7S2/c23-20-15-8-4-3-7-14(15)19(31(27,28)29)11-17(20)22-21-16-9-10-18(30(24,25)26)13-6-2-1-5-12(13)16/h1-11,23H,(H,24,25,26)(H,27,28,29)/b22-21-

InChI Key

TVWOWDDBXAFQDG-DQRAZIAOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-naphthalene sulfonates. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group at the 1-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthalene sulfonic acids and derivatives

Direct Parent

1-naphthalene sulfonates

Alternative Parents

Substituents

1-naphthalene sulfonate
1-naphthalene sulfonic acid or derivatives
1-naphthol
Arylsulfonic acid or derivatives
1-sulfo,2-unsubstituted aromatic compound
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Azo compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0036795)
Cytoplasm (HMDB: HMDB0036795)

Source

Exogenous

Exogenous (HMDB: HMDB0036795)

Food

Food (HMDB: HMDB0036795)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0036795)

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Dye (HMDB: HMDB0036795)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.013 g/L	ALOGPS
logP	-0.06	ALOGPS
logP	0.49	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	-3.2	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	153.69 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	116.5 m³·mol⁻¹	ChemAxon
Polarizability	42.52 Å³	ChemAxon
Number of Rings	4	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

HMDB0036795

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015741

KNApSAcK ID

Not Available

Chemspider ID

30777170

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Azorubine

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Azorubine (CFc000017732)

MOL for CFc000017732 (Azorubine)

3D MOL for CFc000017732 (Azorubine)

3D SDF for CFc000017732 (Azorubine)

3D-SDF for CFc000017732 (Azorubine)

PDB for CFc000017732 (Azorubine)

3D PDB for CFc000017732 (Azorubine)

SMILES for CFc000017732 (Azorubine)

INCHI for CFc000017732 (Azorubine)

Structure for CFc000017732 (Azorubine)

3D Structure for CFc000017732 (Azorubine)