ChemFOnt: Showing chemical card for 2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid (CFc000224472)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:46:59 UTC

Chemfont ID

CFc000224472

Molecule Identification

Common Name

2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

Definition

fluorescein (acid form) belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring. Based on a literature review a significant number of articles have been published on fluorescein (acid form).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(3-Hydroxy-6-oxo-xanthen-9-yl)benzoic acid	ChEBI
2-(3-Hydroxy-6-oxoxanthen-9-yl)benzoic acid	ChEBI
Fluorescein (free acid)	ChEBI
Fluorescein acid	ChEBI
2-(3-Hydroxy-6-oxo-xanthen-9-yl)benzoate	Generator
2-(3-Hydroxy-6-oxoxanthen-9-yl)benzoate	Generator
Funduscein-25fluorescein	ChEMBL
Fluorescite	ChEMBL, MeSH
2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoate	Generator
Disodium salt, fluorescein	MeSH
Fluor I strip a.t.	MeSH
Ful-glo	MeSH
Minims fluoresceine	MeSH
Fluorescein, disodium	MeSH
Disodium fluorescein	MeSH
Fluorescein monosodium salt	MeSH
Fluoresceine, minims	MeSH
Uranine	MeSH
Fluorescein, sodium	MeSH
Sodium fluorescein	MeSH
Fluorescéine sodique faure	MeSH
Diofluor	MeSH
Dipotassium salt, fluorescein	MeSH
D And C yellow no. 7	MeSH
Fluorescein dipotassium salt	MeSH
Fluorescein sodium	MeSH
Fluoresceina, colircusi	MeSH
Monosodium salt, fluorescein	MeSH
Fluor-I-strip a.t.	MeSH
Ful glo	MeSH
Fluorescein	MeSH
Fluorescein disodium salt	MeSH
Fluorescein sodium, minims	MeSH
Colircusi fluoresceina	MeSH
Minims fluorescein sodium	MeSH
Optifluor diba	MeSH
Sodium, fluorescein	MeSH
Minims stains	MeSH
D And C yellow no. 8	MeSH
Fluorets	MeSH
Funduscein	MeSH

Chemical Formula

C₂₀H₁₂O₅

Average Molecular Weight

332.3063

Monoisotopic Molecular Weight

332.068473494

IUPAC Name

2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

Traditional Name

2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid

CAS Registry Number

2321-07-5

SMILES

OC(=O)C1=CC=CC=C1C1=C2C=CC(=O)C=C2OC2=C1C=CC(O)=C2

InChI Identifier

InChI=1S/C20H12O5/c21-11-5-7-15-17(9-11)25-18-10-12(22)6-8-16(18)19(15)13-3-1-2-4-14(13)20(23)24/h1-10,21H,(H,23,24)

InChI Key

YKGGGCXBWXHKIZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthenes

Alternative Parents

Substituents

Xanthene
Benzoic acid or derivatives
Benzoic acid
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Cyclic ketone
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	0.0065 g/L	ALOGPS
logP	3.41	ALOGPS
logP	2.65	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	3.7	ChemAxon
pKa (Strongest Basic)	2.85	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	103.41 m³·mol⁻¹	ChemAxon
Polarizability	33.22 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

HMDB0244936

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3266

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fluorescein

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

172923

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid (CFc000224472)

MOL for CFc000224472 (2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid)

3D MOL for CFc000224472 (2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid)

3D SDF for CFc000224472 (2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid)

3D-SDF for CFc000224472 (2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid)

PDB for CFc000224472 (2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid)

3D PDB for CFc000224472 (2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid)

SMILES for CFc000224472 (2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid)

INCHI for CFc000224472 (2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid)

Structure for CFc000224472 (2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid)

3D Structure for CFc000224472 (2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid)