ChemFOnt: Showing chemical card for 3-Alizarinsulfonic acid (CFc000225335)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:48:37 UTC

Chemfont ID

CFc000225335

Molecule Identification

Common Name

3-Alizarinsulfonic acid

Definition

3-Alizarinsulfonic acid, also known as alizarin red or az-R, belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group. Based on a literature review very few articles have been published on 3-Alizarinsulfonic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,2-Dihydroxy-3-sulfoanthraquinone	ChEBI
1,2-Dihydroxy-3-sulfonate-9,10-anthraquinone	ChEBI
3,4-Dihydroxy-2-anthraquinonesulfonic acid	ChEBI
3,4-Dihydroxy-9,10-anthraquinone-2-sulfonic acid	ChEBI
3,4-Dihydroxy-9,10-dioxo-2-anthracenesulfonic acid	ChEBI
9,10-Dihydro-3,4-dihydroxy-9,10-dioxo-2-anthracenesulfonic acid	ChEBI
ALIZARIN red	ChEBI
Alizarin red S	ChEBI
Alizarin red S free acid	ChEBI
Az-R	ChEBI
1,2-Dihydroxy-3-sulphoanthraquinone	Generator
1,2-Dihydroxy-3-sulfonic acid-9,10-anthraquinone	Generator
1,2-Dihydroxy-3-sulphonate-9,10-anthraquinone	Generator
1,2-Dihydroxy-3-sulphonic acid-9,10-anthraquinone	Generator
3,4-Dihydroxy-2-anthraquinonesulfonate	Generator
3,4-Dihydroxy-2-anthraquinonesulphonate	Generator
3,4-Dihydroxy-2-anthraquinonesulphonic acid	Generator
3,4-Dihydroxy-9,10-anthraquinone-2-sulfonate	Generator
3,4-Dihydroxy-9,10-anthraquinone-2-sulphonate	Generator
3,4-Dihydroxy-9,10-anthraquinone-2-sulphonic acid	Generator
3,4-Dihydroxy-9,10-dioxo-2-anthracenesulfonate	Generator
3,4-Dihydroxy-9,10-dioxo-2-anthracenesulphonate	Generator
3,4-Dihydroxy-9,10-dioxo-2-anthracenesulphonic acid	Generator
9,10-Dihydro-3,4-dihydroxy-9,10-dioxo-2-anthracenesulfonate	Generator
9,10-Dihydro-3,4-dihydroxy-9,10-dioxo-2-anthracenesulphonate	Generator
9,10-Dihydro-3,4-dihydroxy-9,10-dioxo-2-anthracenesulphonic acid	Generator
3-Alizarinsulfonate	Generator
3-Alizarinsulphonate	Generator
3-Alizarinsulphonic acid	Generator
3,4-Dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate	HMDB
3,4-Dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulphonate	HMDB
3,4-Dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulphonic acid	HMDB
Alizarin red S, monosodium salt	HMDB
Alizarine S	HMDB
Alizarine sulfonate	HMDB
3-Alizarinsulfonic acid	ChEBI

Chemical Formula

C₁₄H₈O₇S

Average Molecular Weight

320.274

Monoisotopic Molecular Weight

319.9990733

IUPAC Name

3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid

Traditional Name

alizarin red S

CAS Registry Number

83-61-4

SMILES

OC1=C(C=C2C(=O)C3=CC=CC=C3C(=O)C2=C1O)S(O)(=O)=O

InChI Identifier

InChI=1S/C14H8O7S/c15-11-6-3-1-2-4-7(6)12(16)10-8(11)5-9(22(19,20)21)13(17)14(10)18/h1-5,17-18H,(H,19,20,21)

InChI Key

JKYKXTRKURYNGW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Substituents

Hydroxyanthraquinone
Arylsulfonic acid or derivatives
1-sulfo,2-unsubstituted aromatic compound
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Vinylogous acid
Ketone
Organosulfur compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

organosulfonic acid (CHEBI:40863 )
dihydroxyanthraquinone (CHEBI:40863 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.73 g/L	ALOGPS
logP	0.54	ALOGPS
logP	2.79	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	-2.8	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	128.97 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	75.74 m³·mol⁻¹	ChemAxon
Polarizability	28.95 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

HMDB0245799

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8218

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

8534

PDB ID

Not Available

ChEBI ID

40863

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Alizarinsulfonic acid (CFc000225335)

MOL for CFc000225335 (3-Alizarinsulfonic acid)

3D MOL for CFc000225335 (3-Alizarinsulfonic acid)

3D SDF for CFc000225335 (3-Alizarinsulfonic acid)

3D-SDF for CFc000225335 (3-Alizarinsulfonic acid)

PDB for CFc000225335 (3-Alizarinsulfonic acid)

3D PDB for CFc000225335 (3-Alizarinsulfonic acid)

SMILES for CFc000225335 (3-Alizarinsulfonic acid)

INCHI for CFc000225335 (3-Alizarinsulfonic acid)

Structure for CFc000225335 (3-Alizarinsulfonic acid)

3D Structure for CFc000225335 (3-Alizarinsulfonic acid)