CHEBI:31624 - fluorescein (lactone form)

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ChEBI Name fluorescein (lactone form)
ChEBI ID CHEBI:31624
Definition A xanthene dye that is highly fluorescent, detectable even when present in minute quantities. Used forensically to detect traces of blood, in analytical chemistry as an indicator in silver nitrate titrations and in microscopy.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:606590
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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)24-18-10-12(22)6-8-16(18)20(15)14-4-2-1-3-13(14)19(23)25-20/h1-10,21-22H
InChIKey GNBHRKFJIUUOQI-UHFFFAOYSA-N
SMILES OC1=CC=C2C(OC3=CC(O)=CC=C3C22OC(=O)C3=C2C=CC=C3)=C1
Roles Classification
Application(s): fluorescent dye

radioopaque medium
A substance having the property of absorbing, and therefore being opaque to, electromagnetic radiation, particularly X-rays.
dye

(via xanthene dye )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fluorescein (lactone form) (CHEBI:31624) has functional parent fluorescein (acid form) (CHEBI:172923)
fluorescein (lactone form) (CHEBI:31624) has role fluorescent dye (CHEBI:51121)
fluorescein (lactone form) (CHEBI:31624) has role radioopaque medium (CHEBI:37338)
fluorescein (lactone form) (CHEBI:31624) is a γ-lactone (CHEBI:37581)
fluorescein (lactone form) (CHEBI:31624) is a 2-benzofurans (CHEBI:38831)
fluorescein (lactone form) (CHEBI:31624) is a organic heteropentacyclic compound (CHEBI:38164)
fluorescein (lactone form) (CHEBI:31624) is a oxaspiro compound (CHEBI:37948)
fluorescein (lactone form) (CHEBI:31624) is a polyphenol (CHEBI:26195)
fluorescein (lactone form) (CHEBI:31624) is a xanthene dye (CHEBI:37929)
Incoming 2,7-dibromo-4-hydroxymercurifluorescein (CHEBI:90221) has functional parent fluorescein (lactone form) (CHEBI:31624)
3-O-methylfluorescein 6-phosphate (CHEBI:37917) has functional parent fluorescein (lactone form) (CHEBI:31624)
5(6)-carboxy-2',7'-dichlorofluorescein (CHEBI:51619) has functional parent fluorescein (lactone form) (CHEBI:31624)
5-aminofluorescein (CHEBI:91078) has functional parent fluorescein (lactone form) (CHEBI:31624)
5-carboxyfluorescein (CHEBI:51617) has functional parent fluorescein (lactone form) (CHEBI:31624)
5-chloromethylfluorescein diacetate (CHEBI:51626) has functional parent fluorescein (lactone form) (CHEBI:31624)
5-CM-H2DCFDA (CHEBI:90122) has functional parent fluorescein (lactone form) (CHEBI:31624)
6-carboxy-2',4,4',5'7,7'-hexachlorofluorescein succinimidyl ester (CHEBI:52653) has functional parent fluorescein (lactone form) (CHEBI:31624)
6-carboxy-2',4,7,7'-tetrachlorofluorescein succinimiyl ester (CHEBI:52658) has functional parent fluorescein (lactone form) (CHEBI:31624)
6-carboxy-4',5'-dichloro-2',7'-dimethoxyfluorescein (CHEBI:52654) has functional parent fluorescein (lactone form) (CHEBI:31624)
6-carboxyfluorescein (CHEBI:39073) has functional parent fluorescein (lactone form) (CHEBI:31624)
6-carboxyfluorescein succinimidyl ester (CHEBI:132203) has functional parent fluorescein (lactone form) (CHEBI:31624)
6-CM-H2DCFDA (CHEBI:90123) has functional parent fluorescein (lactone form) (CHEBI:31624)
bromoeosin (CHEBI:39078) has functional parent fluorescein (lactone form) (CHEBI:31624)
calcium green 1 (CHEBI:52695) has functional parent fluorescein (lactone form) (CHEBI:31624)
calcium green 1(6−) (CHEBI:52958) has functional parent fluorescein (lactone form) (CHEBI:31624)
eosin 5-isothiocyanate (CHEBI:60597) has functional parent fluorescein (lactone form) (CHEBI:31624)
eosin b diphenol (CHEBI:68618) has functional parent fluorescein (lactone form) (CHEBI:31624)
fluorescein isothiocyanate (CHEBI:37926) has functional parent fluorescein (lactone form) (CHEBI:31624)
magnesium green (CHEBI:52121) has functional parent fluorescein (lactone form) (CHEBI:31624)
magnesium green(5−) (CHEBI:52869) has functional parent fluorescein (lactone form) (CHEBI:31624)
phloxine O (CHEBI:156496) has functional parent fluorescein (lactone form) (CHEBI:31624)
yakima yellow phosphoramidite (CHEBI:51608) has functional parent fluorescein (lactone form) (CHEBI:31624)
IUPAC Name
3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one
Synonyms Sources
3',6'-dihydroxyfluoran ChemIDplus
3,6-fluorandiol ChemIDplus
9-(o-carboxyphenyl)-6-hydroxy-3-isoxanthenone ChemIDplus
9-(o-carboxyphenyl)-6-hydroxy-3H-xanthen-3-one ChemIDplus
C.I. 45350 ChEBI
C.I. Solvent Yellow 94 ChEBI
D and C Yellow No. 7 ChEBI
D&C Yellow No. 7 ChEBI
fluorescein lactone ChEBI
fluoresceine ChemIDplus
Fluoreszein ChEBI
Japan Yellow 201 ChEBI
resorcinolphthalein ChemIDplus
Solvent Yellow 94 ChEBI
Yellow fluorescein ChEBI
Manual Xrefs Databases
15968 ChemSpider
4FAB PDB
D01261 KEGG DRUG
DB00693 DrugBank
Fluorescein Wikipedia
HMDB0014831 HMDB
View more database links
Registry Numbers Types Sources
2321-07-5 CAS Registry Number ChemIDplus
248626 Gmelin Registry Number Gmelin
94324 Beilstein Registry Number Beilstein
94324 Reaxys Registry Number Reaxys
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Last Modified
18 May 2021
General Comment
2021-05-18 There is a separate ChEBI entry for the fluorescein free acid form (CHEBI:172923).