File:Fluorescein_2.svg · Wikimedia Commons · See Wikimedia Commons
fluorescein
Sign in to saveAlso known as 3,6-fluorandiol, 9-(o-carboxyphenyl)-6-hydroxy-3H-xanthen-3-one, Fluoreszein, Yellow fluorescein, D&C Yellow No. 7, Japan Yellow 201, 9-(o-carboxyphenyl)-6-hydroxy-3-isoxanthenone, D and C Yellow No. 7
Fluorescein is an organic compound and dye based on the xanthene tricyclic structural motif, formally belonging to triarylmethine dyes family. It is available as a dark orange/red powder slightly soluble in water and alcohol. It is used as a fluorescent tracer in many applications.
OverviewAI-generated
Fluorescein is a chemical compound with the formula C₂₀H₁₂O₅. Its IUPAC name is 3',6'-dihydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one. The substance has a mass of 332.068 and a weight of 332.3. It features a melting point of 320 and a decomposition point of 290.
The compound has a charge of 0, an xlogp of 3.4, and a tpsa of 76. It contains 2 hydrogen bond donors and 5 hydrogen bond acceptors. Fluorescein is referenced by 182 other encyclopedia articles and has 98468 associated PubMed entries.
Synthesized by Vinony from 19 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C20H12O5
- Molecular weight
- 332.3 g/mol
- IUPAC name
- 3',6'-dihydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one
- SMILES
- C1=CC=C2C(=C1)C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O
- InChIKey
- GNBHRKFJIUUOQI-UHFFFAOYSA-N
- XLogP
- 3.4
- Polar surface area
- 76 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Research
98,468 papers- Fluorescein angiography complication survey.Ophthalmology · 1986
- Oral fluorescein angiography.Indian journal of ophthalmology · 1984
- Photosensitivity reaction to intravenously administered fluorescein.Photodermatology, photoimmunology & photomedicine · 1995
- Fluorescein as a circulation determinant.The Annals of pharmacotherapy · 1994
- Use of fluorescein isothiocyanate-dextran to measure proton pumping in lysosomes and related organelles.Methods in enzymology · 1989
via PubMed
~11 min read
Encyclopedic overview
12 sectionsContents
- Uses
- Safety
- Chemistry
- Derivatives
- Synthesis
- Research
- Biosciences
- Earth sciences
- Plant science
- See also
- References
- External links
Fluorescein is an organic compound and dye based on the xanthene tricyclic structural motif, formally belonging to triarylmethine dyes family. It is available as a dark orange/red powder slightly soluble in water and alcohol. It is used as a fluorescent tracer in many applications.
The color of its aqueous solutions is green by reflection and orange by transmission (its spectral properties are dependent on pH of the solution), 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. More concentrated solutions of fluorescein can even appear red (because under these conditions nearly all incident emission is re-absorbed by the solution).
Excerpted from Wikipedia’s “fluorescein” article, available under the CC BY-SA 4.0 licence.