Compound: Nile red
SMILES: O=c1c2c(c-3nc4ccc(cc4oc3c1)N(CC)CC)cccc2
InChIKey: VOFUROIFQGPCGE-UHFFFAOYSA-N
Synonyms: Nile red, 7385-67-3, 9-(diethylamino)-5H-benzo[a]phenoxazin-5-one, Nile Blue A Oxazone, P476F1L81G, 9-(Diethylamino)-5H-benzo(a)phenoxazin-5-one, DTXSID7064653, CHEBI:52169, 5H-Benzo[a]phenoxazin-5-one, 9-(diethylamino)-, 5H-Benzo(a)phenoxazin-5-one, 9-(diethylamino)-, RefChem:165925, DTXCID4047593, 9-diethylamino-5h-benzo(a)phenoxazine-5-one, 230-966-0, 9-(diethylamino)benzo[a]phenoxazin-5-one, C20H18N2O2, MFCD00011639, Nile Blue A oxazone;Phenoxazone 9, 8-(diethylamino)-12H-10-oxa-5-azatetraphen-12-one, MLS001164197, 9-(diethylamino)benzo[a]phenoxazin-5(5H)-one, 5H-Benzo[a]phenoxazin-5-one,9-(diethylamino)-, SMR000539567, 9-(Diethylamino)benzo(a)phenoxazin-5(5H)-one, UNII-P476F1L81G, nile-red, EINECS 230-966-0, Nile Red, for microscopy, NILE RED [MI], Nile Red, Technical grade, MolMap_000038, SCHEMBL49047, cid_65182, CHEMBL144472, orb1307171, SCHEMBL29373685, BDBM61121, Cl-870, HMS2875F16, HY-D0718, HB0810, s6818, STL326408, AKOS001482999, 9-diethylaminobenzo[a]phenoxazin-5-one, CCG-103008, CS-3527, FN11409, NCGC00246279-01, 9-(diethylamino)-5-benzo[a]phenoxazinone, AS-64478, BP-42527, DA-66098, SY012988, EU-0033288, N0659, NS00037565, ST50307573, A51161, F493816, Q910572, SR-01000388229, SR-01000388229-1, Nile Red, BioReagent, suitable for fluorescence, >=98.0% (HPLC), 9-(diethylamino)-5H-benzo[a]phenoxazin-5-one and 9-(diethylamino)benzo[a]phenoxazin-5-one, N,N'-Dicyclohexylcarbodiimide, ChemDose(TM) tablets, Loading: 0.15mmol per tablet
Theoretical properties:
molecular_formula: C20H18N2O2
molecular_weight: 318.4 g/mol
exact_mass: 318.136827821 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 24
topological_polar_surface_area: 41.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
{"pubchem": "Nile red is an organic heterotetracyclic compound that is 5H-benzo[a]phenoxazin-5-one substituted at position 9 by a diethylamino group. It has a role as a fluorochrome and a histological dye. It is an aromatic amine, an organic heterotetracyclic compound, a cyclic ketone and a tertiary amino compound.", "chebi": "An organic heterotetracyclic compound that is 5<em>H</em>-benzo[<em>a</em>]phenoxazin-5-one substituted at position 9 by a diethylamino group.", "chembl": "NILE RED is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.", "wikipedia": "Nile red (also known as Nile blue oxazone) is a lipophilic stain.  Nile red stains intracellular lipid droplets yellow.  In most polar solvents, Nile red will not fluoresce; however, when in a lipid-rich environment, it can be intensely fluorescent, with varying colors from deep red (for polar membrane lipid) to strong yellow-gold emission (for neutral lipid in intracellular storages). The dye is highly solvatochromic and its emission and excitation wavelength both shift depending on solvent polarity and in polar media will hardly fluoresce at all.\nNile red has applications in cell biology, where it can be used as a membrane dye which can be readily visualized using an epifluorescence microscope with excitation and emission wavelengths usually shared with red fluorescent protein. Nile red has also been used as part of a sensitive detection process for microplastics in bottled water. Additionally, nile red is a remarkable candidate in fabricating membrane for different sensors to detect environmental changes, such as taste, gas, pH, etc. \nIn triglycerides (a neutral lipid), Nile red has an excitation maximum of about 515 nm (green), and emission maximum of about 585 nm (yellow-orange). In contrast, in phospholipids (polar lipids), Nile red has an excitation maximum of about 554 nm (green), and an emission maximum of about 638 nm (red).\nThe diffusion coefficient of Nile red in ethanol has been reported 470 \u03bcm2/s."}