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> Main
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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Wikipedia
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Read full article at Wikipedia
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 (Br
o
nsted 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
)
View more via ChEBI Ontology
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-3
H
-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
View more database links
Registry Number
Type
Source
518-45-6
CAS Registry Number
ChemIDplus
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).