Compound: fluorescein
SMILES: O=C1OC2(c3c(Oc4c2ccc(c4)O)cc(O)cc3)c5c1cccc5
InChIKey: GNBHRKFJIUUOQI-UHFFFAOYSA-N
Synonyms: fluorescein, 2321-07-5, Solvent Yellow 94, Resorcinolphthalein, Yellow fluorescein, Fluoresceine, Fluorescein acid, 3,6-Fluorandiol, D&C Yellow No. 7, Japan Yellow 201, D and C Yellow No. 7, C.I. Solvent Yellow 94, 3',6'-Dihydroxyfluoran, Soap Yellow F, Hidacid fluorescein, Yellow 7, Fluoreszein, Fluorescein Red, D+C Yellow No. 7, 11712 Yellow, Japan Yellow No. 201, Zlut kysela 73, Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-, 3',6'-Fluorandiol, NSC-667256, 9-(o-Carboxyphenyl)-6-hydroxy-3-isoxanthenone, CHEBI:31624, 9-(o-Carboxyphenyl)-6-hydroxy-3H-xanthen-3-one, TPY09G7XIR, CI 45350:1, C.I. 45350:1, Ki201, NSC-759114, DTXSID0038887, DTXCID8018887, 3,6-Dihydroxyspiro(xanthene-9,3'-phthalide), 3',6'-Dihydroxyspiro(isobenzofuran-1(3H),9'(9H)-xanthen)-3-one, Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 3',6'-dihydroxy-, D & C YELLOW NO. 7 K7133, 3,6-Dihydroxyspiro[xanthene-9,3'-phthalide], Ful Glo, Minims Fluoresceine, Fluoresceine, Minims, Fluorescein, Disodium, Colircusi Fluoresceina, Fluoresceina, Colircusi, RefChem:5834, Fluor I Strip A.T., 3',4'-Dehydroxyfluoran, Disodium Salt, Fluorescein, Fluorescein Sodium, Minims, Monosodium Salt, Fluorescein, Dipotassium Salt, Fluorescein, 3',6'-dihydroxy-3H-spiro(2-benzofuran-1,9'-xanthene)-3-one, 2-(3-hydroxy-6-keto-xanthen-9-yl)benzoic acid, 3',6'-Dihydroxy-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one, D & C Yellow no. 7, 3',6'-dihydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one, MFCD00005050, Fluorescein (free acid), C20H12O5, Resorcinol phthalein, Fluoran, 3',6'-dihydroxy-, NSC 667256, CHEMBL1057, 3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one, 3H-Xanthen-3-one, 9-(o-carboxyphenyl)-6-hydroxy-, NSC667256, Benzoic acid, o-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-, Benzoic acid, 2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-, NCGC00161643-03, 3',6'-dihydroxyspiro[isobenzofuran-3,9'-xanthene]-1-one, CAS-2321-07-5, Zlut kysela 73 [Czech], Diofluor, CCRIS 7076, Fluorescein CRS, HSDB 2128, Diresorcinolphthalein, EINECS 219-031-8, BRN 0094324, Fluorescite (Salt/Mix), 3',6' dihydroxyfluoran, Fluorescein (JAN/USP), FLUORESCEIN [II], FLUORESCEIN [MI], UNII-TPY09G7XIR, FLUORESCEIN [JAN], fluorescein (lactone form), FLUORESCEIN [HSDB], Epitope ID:137337, UPCMLD-DP087, FLUORESCEIN [VANDF], FLUORESCEIN [MART.], SCHEMBL16533, FLUORESCEIN [USP-RS], FLUORESCEIN [WHO-DD], Fluorescein [USP:BAN:JAN], SCHEMBL837792, 2-(6-Hydroxy-3-oxo-(3H)-xanthen-9-yl)benzoic acid, SCHEMBL1259929, SCHEMBL1260701, SCHEMBL4941368, SCHEMBL29371199, SCHEMBL29388667, SCHEMBL30272223, UPCMLD-DP087:001, GNBHRKFJIUUOQI-UHFFFAOYSA-, C.I. 45350 (Salt/Mix), FLUORESCEIN [EP MONOGRAPH], HMS2093F21, HMS3744C17, HMS5084P08, MOLI001003, Pharmakon1600-01505396, FLUORESCEIN [USP MONOGRAPH], HY-D0251, Tox21_113500, Tox21_303508, BDBM50237588, C.I. Acid Yellow 73 (Salt/Mix), EBC-26617, NSC759114, s5488, Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one,3'6'-dihydroxy-, AKOS015903296, CCG-213417, CS-7537, DB00693, FF23342, C.I. 45350A, Fluorescein, for fluorescence, free acid, NCGC00161643-01, NCGC00161643-02, NCGC00257491-01, BP-31220, DA-53248, SY012645, SBI-0206827.P001, F0095, Fluorescein (free acid), Dye content 95 %, NS00004148, ST50826220, D01261, D70685, EC 219-031-8, EN300-702817, M03615, AB00643381_02, 5-19-06-00456 (Beilstein Handbook Reference), Q410922, SR-05000001696, SR-05000001696-1, BRD-K21913543-001-01-6, BRD-K21913543-001-02-4, E89FA0B4-4844-46A2-AF9B-29ECA50E5599, Fluorescein, European Pharmacopoeia (EP) Reference Standard, 3',6'-Dihydroxy-3H-spiro[[2]benzofuran-1,9'-xanthen]-3-one, 12,15-dihydroxyspiro[3-hydroisobenzofuran-3,9'-xanthene]-1-one, Fluorescein, United States Pharmacopeia (USP) Reference Standard, InChI=1/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
Theoretical properties:
molecular_formula: C20H12O5
molecular_weight: 332.3 g/mol
exact_mass: 332.06847348 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 0
heavy_atom_count: 25
topological_polar_surface_area: 76 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Red, orthorhombic prisms
color: Red, orthorhombic prisms
melting_point: Decomposes at 554 °F. In sealed tube, melts at 597-601 °F with decomposition (NTP, 1992)
solubility: Insoluble (NTP, 1992)
Descriptions:
pubchem: Fluorescein (lactone form) is 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. It has a role as a radioopaque medium and a fluorescent dye. It is a polyphenol, a gamma-lactone, a xanthene dye, an oxaspiro compound, an organic heteropentacyclic compound and a member of 2-benzofurans. It is functionally related to a fluorescein (acid form).
chebi: 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.
chembl: FLUORESCEIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: 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).
It is on the World Health Organization's List of Essential Medicines.