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Uranine

Fluorescein
Skeletal formula
Ball-and-stick model
Sample of dark red powder
Names
Pronunciation /flˈrɛsin/ or /flˈrɛsn/
IUPAC name
3′,6′-dihydroxyspiro[isobenzofuran-1(3H),9′-[9H]xanthen]-3-one
Other names
Fluorescein, resorcinolphthalein, C.I. 45350, solvent yellow 94, D & C yellow no. 7, angiofluor, Japan yellow 201, soap yellow
Identifiers
2321-07-5 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:31624 YesY
ChEMBL ChEMBL177756 N
ChemSpider 15968 YesY
DrugBank DB00693 YesY
ECHA InfoCard 100.017.302
EC Number 219-031-8
KEGG D01261 YesY
MeSH Fluorescein
PubChem 16850
UNII TPY09G7XIR YesY
Properties
C20H12O5
Molar mass 332.31 g·mol−1
Density 1.602 g/mL
Melting point 314 to 316 °C (597 to 601 °F; 587 to 589 K)
Slightly
Pharmacology
S01JA01 (WHO)
Hazards
GHS pictograms The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word Warning
H319
P305, P351, P338
S-phrases S26 S36
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YesYN ?)
Infobox references

Fluorescein is a manufactured organic compound and dye. It is available as a dark orange/red powder slightly soluble in water and alcohol. It is widely used as a fluorescent tracer for many applications.

Fluorescein is a fluorophore commonly used in microscopy, in a type of dye laser as the gain medium, in forensics and serology to detect latent blood stains, and in dye tracing. Fluorescein has an absorption maximum at 494 nm and emission maximum of 512 nm (in water). The major derivatives are fluorescein isothiocyanate (FITC) and, in oligonucleotide synthesis, 6-FAM phosphoramidite.

The color of its aqueous solution varies from green to orange as a function of the way it is observed: by reflection or by transmission, as can be noticed in bubble levels, for example; in which fluorescein is added as a colorant to the alcohol filling the tube in order to increase the visibility of the air bubble contained within (thus enhancing the precision of the instrument). More concentrated solutions of fluorescein can even appear red.

It is on the World Health Organization's List of Essential Medicines, the most important medications needed in a basic health system.


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