Compound: 3-Hydroxyflavone
SMILES: O=c1c(O)c(oc2c1cccc2)-c3ccccc3
InChIKey: HVQAJTFOCKOKIN-UHFFFAOYSA-N
Synonyms: 3-Hydroxyflavone, Flavonol, 577-85-5, 3-Hydroxy-2-phenyl-4H-chromen-4-one, Flavon-3-ol, 4H-1-Benzopyran-4-one, 3-hydroxy-2-phenyl-, 3-Hydroxy-2-phenylchromone, 3-hydroxy-2-phenylchromen-4-one, FLAVONE, 3-HYDROXY-, ZTG9LSS5QH, 3-hydroxy-2-phenyl-4H-1-benzopyran-4-one, NSC-57653, CHEBI:5078, DTXSID4060365, NSC-58585, NSC-58586, NSC-58587, RefChem:502555, DTXCID9042253, CHEBI:28802, 209-416-9, MFCD00006832, 3-hydroxy-2-phenyl-chromen-4-one, NSC57653, CHEMBL294009, flavonols, FLAVONE,3-HYDROXY-, NSC58585, 3-HF, SR-01000401360, UNII-ZTG9LSS5QH, EINECS 209-416-9, NSC 57653, NSC 58585, 3-hydroxyflavon, HSDB 7572, Spectrum_000328, SpecPlus_000831, Spectrum2_001392, Spectrum3_001432, Spectrum4_001845, Spectrum5_000350, Oprea1_038914, Oprea1_692205, SCHEMBL20246, 3-Hydroxyflavone, >=98%, BSPBio_003164, KBioGR_002250, KBioSS_000808, MLS002207277, BIDD:ER0553, DivK1c_006927, SPECTRUM1501012, SPBio_001404, F0013-0884, MEGxp0_001695, orb1304859, SCHEMBL4634257, 3-HYDROXYFLAVONE [HSDB], SCHEMBL15263928, SCHEMBL29433939, ACon1_000167, KBio1_001871, KBio2_000808, KBio2_003376, KBio2_005944, KBio3_002384, HMS3740M15, KUC106685N, WLN: T66 BO EVJ CR& DQ, BDBM50187668, CCG-38858, NCI-57653, s4790, SBB000767, AKOS000599906, EBC-437043, FH52495, SDCCGMLS-0066736.P001, NCGC00095653-01, NCGC00095653-02, NCGC00095653-03, 3-Hydroxy-2-phenyl-4H-chromen-4-one #, AS-19638, SMR000112317, ST086622, SY048803, KSC-11-207-16, DB-053103, HY-107825, CS-0030701, EU-0001678, H0379, NS00043440, VU0053575-3, C01495, D71219, 3-Hydroxy-2-phenyl-4H-1-benzopyran-4-one, 9CI, F463648, Q5919049, SR-01000401360-1, SR-01000401360-2, BRD-K55150756-001-05-7, B48D3495-6D21-4742-8A87-D3DE07DC9554
Theoretical properties:
molecular_formula: C15H10O3
molecular_weight: 238.24 g/mol
exact_mass: 238.062994177 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 1
heavy_atom_count: 18
topological_polar_surface_area: 46.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Yellow needles
color: Yellow needles
melting_point: 171 to 172 °C
solubility: Soluble in ethanol
Descriptions:
pubchem: Flavonol is a monohydroxyflavone that is the 3-hydroxy derivative of flavone. It is a member of flavonols and a monohydroxyflavone. It is a conjugate acid of a flavonol(1-).
chebi: A monohydroxyflavone that is the 3-hydroxy derivative of flavone.
chembl: FLAVONOL is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 3-Hydroxyflavone is a chemical compound. It is the backbone of all flavonols, a type of flavonoid. It is a synthetic compound, which is not found naturally in plants. It serves as a model molecule as it possesses an excited-state intramolecular proton transfer (ESIPT) effect to serve as a fluorescent probe to study membranes for example or intermembrane proteins. The green tautomer emission (λmax ≈ 524 nm) and blue-violet normal emission (λmax ≈ 400 nm) originate from two different ground state populations of 3HF molecules. The phenomenon also exists in natural flavonols. Although 3-hydroxyflavone is almost insoluble in water, its aqueous solubility  (hence bio-availability) can be increased by encapsulation in cyclodextrin cavities.