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CHEBI:31624 - fluorescein (lactone form)

ChEBI IDCHEBI:31624
ChEBI Namefluorescein (lactone form)
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:606590
Last Modified18 May 2021
DownloadsMolfile
FormulaC20H12O5
Net Charge0
Average Mass332.311
Monoisotopic Mass332.06847
SMILESO=C1OC2(c3ccc(O)cc3Oc3cc(O)ccc32)c2ccccc21
InChIInChI=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
InChIKeyGNBHRKFJIUUOQI-UHFFFAOYSA-N
Wikipedia
Roles Classification
Applications:
radioopaque medium  A substance having the property of absorbing, and therefore being opaque to, electromagnetic radiation, particularly X-rays.
dye 
ChEBI Ontology
Outgoing Relation(s)
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 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)
fluorescein (lactone form) (CHEBI:31624) is a γ-lactone (CHEBI:37581)
Incoming Relation(s)
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-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)
5(6)-carboxy-2',7'-dichlorofluorescein (CHEBI:51619) 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  Source
3,6-fluorandiolChemIDplus
3',6'-dihydroxyfluoranChemIDplus
9-(o-carboxyphenyl)-6-hydroxy-3H-xanthen-3-oneChemIDplus
9-(o-carboxyphenyl)-6-hydroxy-3-isoxanthenoneChemIDplus
fluoresceineChemIDplus
resorcinolphthaleinChemIDplus
Manual XrefsDatabases
D01261KEGG DRUG
DB00693DrugBank
4FABPDB
HMDB0014831HMDB
FluoresceinWikipedia
15968ChemSpider
Registry NumbersSources
Gmelin:248626Gmelin
Reaxys:94324Reaxys
CAS:2321-07-5ChemIDplus
Citations