CHEBI:172923 - fluorescein (acid form)

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ChEBI Name fluorescein (acid form)
ChEBI ID CHEBI:172923
Definition A xanthene dye that is highly fluorescent and commonly used as a fluorescent tracer.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C20H12O5
Net Charge 0
Average Mass 332.311
Monoisotopic Mass 332.06847
InChI 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)
InChIKey YKGGGCXBWXHKIZ-UHFFFAOYSA-N
SMILES OC(=O)C1=CC=CC=C1C1=C2C=CC(=O)C=C2OC2=C1C=CC(O)=C2
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Application(s): radioopaque medium
A substance having the property of absorbing, and therefore being opaque to, electromagnetic radiation, particularly X-rays.
fluorescent dye

dye

(via xanthene dye )
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ChEBI Ontology
Outgoing fluorescein (acid form) (CHEBI:172923) has role fluorescent dye (CHEBI:51121)
fluorescein (acid form) (CHEBI:172923) has role radioopaque medium (CHEBI:37338)
fluorescein (acid form) (CHEBI:172923) is a benzoic acids (CHEBI:22723)
fluorescein (acid form) (CHEBI:172923) is a cyclic ketone (CHEBI:3992)
fluorescein (acid form) (CHEBI:172923) is a hydroxy monocarboxylic acid (CHEBI:35868)
fluorescein (acid form) (CHEBI:172923) is a organic heterotricyclic compound (CHEBI:26979)
fluorescein (acid form) (CHEBI:172923) is a phenols (CHEBI:33853)
fluorescein (acid form) (CHEBI:172923) is a xanthene dye (CHEBI:37929)
Incoming 2',4',5',7'-tetrabromo-2,3,4,5-tetrachlorofluorescein (CHEBI:87193) has functional parent fluorescein (acid form) (CHEBI:172923)
2',7'-bis-(2-carboxyethyl)-5-carboxyfluorescein (CHEBI:52690) has functional parent fluorescein (acid form) (CHEBI:172923)
2',7'-bis-(2-carboxyethyl)-6-carboxyfluorescein (CHEBI:52691) has functional parent fluorescein (acid form) (CHEBI:172923)
2',7'-bis-(2-carboxyethyl)carboxyfluorescein (CHEBI:52689) has functional parent fluorescein (acid form) (CHEBI:172923)
5-carboxynaphthofluorescein (CHEBI:52708) has functional parent fluorescein (acid form) (CHEBI:172923)
6-O-(carboxymethyl)fluorescein ethyl ester (CHEBI:72440) has functional parent fluorescein (acid form) (CHEBI:172923)
6-carboxynaphthofluorescein (CHEBI:52709) has functional parent fluorescein (acid form) (CHEBI:172923)
7-glycidyloxy-9-(2-glycidyloxycarbonylphenyl)-2-xanthone (CHEBI:137560) has functional parent fluorescein (acid form) (CHEBI:172923)
carboxynaphthofluorescein (CHEBI:52707) has functional parent fluorescein (acid form) (CHEBI:172923)
erythrosin (CHEBI:87117) has functional parent fluorescein (acid form) (CHEBI:172923)
fluorescein (lactone form) (CHEBI:31624) has functional parent fluorescein (acid form) (CHEBI:172923)
oregon green 488 (CHEBI:44777) has functional parent fluorescein (acid form) (CHEBI:172923)
IUPAC Name
2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid
Synonyms Sources
2-(3-hydroxy-6-oxo-xanthen-9-yl)benzoic acid PDBeChem
2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid ChEBI
fluorescein (free acid) ChEBI
fluorescein acid ChEBI
Manual Xrefs Databases
3266 ChemSpider
FLU PDBeChem
Fluorescein Wikipedia
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Registry Number Type Source
518-45-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12945055 PubMed citation Europe PMC
15178254 PubMed citation Europe PMC
15465055 PubMed citation Europe PMC
17097086 PubMed citation Europe PMC
2508085 PubMed citation Europe PMC
26457839 PubMed citation Europe PMC
26756394 PubMed citation Europe PMC
28935590 PubMed citation Europe PMC
29058737 PubMed citation Europe PMC
8637844 PubMed citation Europe PMC
Last Modified
18 May 2021
General Comment
2021-05-18 There is a separate ChEBI entry for the fluorescein lactone form (CHEBI:31624).