ChemFOnt: Showing chemical card for 4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid (CFc000018753)

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

CFc000018753

Molecule Identification

Common Name

4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid

Definition

4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid is a food dye. Banned by the FDA for food use.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonate	Generator
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulphonate	Generator
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulphonic acid	Generator
1-(4-Sulfophenylazo)-2-naphthol	HMDB
4-((2-Hydroxy-1-naphthyl)azo)benzenesulphonic acid	HMDB
Acid orange 7	HMDB
Acid orange a	HMDB
Acid orange II	HMDB
C.I. 15510 acid orange 7	HMDB
C.I. 15510 pigment orange 17	HMDB
DFC Orange 4	HMDB
Mandarin g	HMDB
Orange II	HMDB
Tropaeolin ooo	HMDB
Wool orange a	HMDB
4-[(Z)-2-(2-Hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulfonate	Generator
4-[(Z)-2-(2-Hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulphonate	Generator
4-[(Z)-2-(2-Hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulphonic acid	Generator

Chemical Formula

C₁₆H₁₂N₂O₄S

Average Molecular Weight

328.342

Monoisotopic Molecular Weight

328.051777572

IUPAC Name

4-[(Z)-2-(2-hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulfonic acid

Traditional Name

4-[(Z)-2-(2-hydroxynaphthalen-1-yl)diazen-1-yl]benzenesulfonic acid

CAS Registry Number

573-89-7

SMILES

OC1=C(\N=N/C2=CC=C(C=C2)S(O)(=O)=O)C2=CC=CC=C2C=C1

InChI Identifier

InChI=1S/C16H12N2O4S/c19-15-10-5-11-3-1-2-4-14(11)16(15)18-17-12-6-8-13(9-7-12)23(20,21)22/h1-10,19H,(H,20,21,22)/b18-17-

InChI Key

RDUJRVXKAIVTDH-ZCXUNETKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthols and derivatives

Direct Parent

Naphthols and derivatives

Alternative Parents

Substituents

2-naphthol
Benzenesulfonate
Arylsulfonic acid or derivatives
Benzenesulfonyl group
1-sulfo,2-unsubstituted aromatic compound
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
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
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen 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: HMDB0037836)
Cytoplasm (HMDB: HMDB0037836)

Source

Exogenous

Exogenous (HMDB: HMDB0037836)

Food

Food (HMDB: HMDB0037836)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037836)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.027 g/L	ALOGPS
logP	1.92	ALOGPS
logP	2.19	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	-3.3	ChemAxon
pKa (Strongest Basic)	-0.56	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	99.32 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	89.43 m³·mol⁻¹	ChemAxon
Polarizability	31.92 Å³	ChemAxon
Number of Rings	3	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

HMDB0037836

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016986

KNApSAcK ID

Not Available

Chemspider ID

30777206

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

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 4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid (CFc000018753)

MOL for CFc000018753 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

3D MOL for CFc000018753 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

3D SDF for CFc000018753 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

3D-SDF for CFc000018753 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

PDB for CFc000018753 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

3D PDB for CFc000018753 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

SMILES for CFc000018753 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

INCHI for CFc000018753 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

Structure for CFc000018753 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

3D Structure for CFc000018753 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)