5(6)-Nitrofluorescein CAS#: 78512-32-0; ChemWhat Code: 1144280
Identification
| Product Name | 5(6)-Nitrofluorescein |
| IUPAC Name | 3′,6′-dihydroxy-5-nitrospiro[2-benzofuran-3,9′-xanthene]-1-one;3′,6′-dihydroxy-6-nitrospiro[2-benzofuran-3,9′-xanthene]-1-one |
| Molecular Structure |  |
| CAS Registry Number | 78512-32-0 |
| EINECS Number | No data available |
| MDL Number | MFCD00059693 |
| Beilstein Registry Number | No data available |
| Synonyms | 3′,6′-dihydroxy-5-nitrospiro[2-benzofuran-3,9′-xanthene]-1-one;3′,6′-dihydroxy-6-nitrospiro[2-benzofuran-3,9′-xanthene]-1-one 3′,6′-dihydroxy-5(or 6)-nitro-spiro(isobenzofuran-1(3H),9′-(9H)xanthene)-3-one; 3′,6′-dihydroxy-5(or 6)-nitro-spiro[isobenzofuran-1(3H),9′-[9H]xanthene]-3-one; 632-846-7; 5(6)-Nitrofluorescein; 3′,6′-Dihydroxy-5(or 6)-nitro-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one; CS-0356506; F77858; 3′,6′-dihydroxy-5-nitrospiro[2-benzofuran-3,9′-xanthene]-1-one;3′,6′-dihydroxy-6-nitrospiro[2-benzofuran-3,9′-xanthene]-1-one; 3′,6′-dihydroxy-5-nitro-spiro[isobenzofuran-3,9′-xanthene]-1-one;3′,6′-dihydroxy-6-nitro-spiro[isobenzofuran-3,9′-xanthene]-1-one; 3′,6′-dihydroxy-5-nitro-1-spiro[isobenzofuran-3,9′-xanthene]one;3′,6′-dihydroxy-6-nitro-1-spiro[isobenzofuran-3,9′-xanthene]one; 5-nitro-3′,6′-bis(oxidanyl)spiro[2-benzofuran-3,9′-xanthene]-1-one;6-nitro-3′,6′-bis(oxidanyl)spiro[2-benzofuran-3,9′-xanthene]-1-one; 3′,6′-dihydroxy-5-nitro-spiro[phthalan-3,9′-xanthene]-1-one;3′,6′-dihydroxy-6-nitro-spiro[phthalan-3,9′-xanthene]-1-one |
| Molecular Formula | C20H11NO7 |
| Molecular Weight | 377.308 |
| InChI | InChI=1S/C20H11NO7/c22-11-2-5-15-17(8-11)27-18-9-12(23)3-6-16(18)20(15)14-4-1-10(21(25)26)7-13(14)19(24)28-20/h1-9,22-23H |
| InChI Key | UACQOMKZFGNRBL-UHFFFAOYSA-N |
| Canonical SMILES | O=C1OC2(c3ccc(O)cc3Oc3cc(O)ccc32)c2ccc(N+[O-])cc21 |
| Patent Information |
| No data available |
Physical Data
| Appearance | Yellow solid |
| Solubility | No data available |
| Flash Point | No data available |
| Refractive index | No data available |
| Sensitivity | No data available |
Spectra
Route of Synthesis (ROS)
| No data available |
Safety and Hazards
| Pictogram(s) |  |
| Signal | Danger |
| GHS Hazard Statements | H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral] Information may vary between notifications depending on impurities, additives, and other factors. |
| Precautionary Statement Codes | P264, P270, P301+P316, P321, P330, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Other Data
| Transportation | NONH for all modes of transport |
| Under the room temperature and away from light | |
| HS Code | No data available |
| Storage | Under the room temperature and away from light |
| Shelf Life | 1 year |
| Market Price | USD |
| Druglikeness | |
| No data available |
| Use Pattern |
| Fluorescent probe development Due to its adjustable fluorescence response at specific wavelengths, 5(6)-Nitrofluorescein is often used to develop fluorescent probes and molecular markers, especially in bioimaging or analytical chemistry. Nitro substitution will quench fluorescence and can be used to construct “on/off” probes (such as indicators for enzyme reaction monitoring or redox reactions). |
| Biolabeling / covalent coupling reaction It can react with amino compounds through its carboxyl group to form a stable covalent bond, which is used for labeling and tracking biological macromolecules such as proteins and nucleic acids. It is used in conjunction with fluorescence microscopy, flow cytometry, etc. |
| Used to synthesize more complex fluorescent dyes or sensors It is an intermediate or starting material for many fluorescent derivatives (such as FRET probes, reactive oxygen detection dyes, etc.). |
| Spectroscopic research It is used as a model compound to study spectral properties such as intermolecular energy transfer, electronic effects, and changes in fluorescence quantum yield. |
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Approved Manufacturers | |
| Watson Bio Ltd | https://www.watson-bio.com/ |
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