Compound: juglone
SMILES: O=C1c2c(O)cccc2C(=O)C=C1
InChIKey: KQPYUDDGWXQXHS-UHFFFAOYSA-N
Synonyms: juglone, 481-39-0, 5-Hydroxy-1,4-naphthalenedione, 5-Hydroxy-1,4-naphthoquinone, 5-Hydroxynaphthalene-1,4-dione, Regianin, Nucin, 8-Hydroxy-1,4-naphthoquinone, C.I. Natural Brown 7, C.I. 75500, W6Q80SK9L6, DTXSID0031504, CHEBI:15794, NSC-153189, NSC-622948, RefChem:792551, DTXCID8011504, 207-567-5, Juglon, Akhnot, Yuglon, 5-Hydroxynaphthoquinone, 1,4-NAPHTHALENEDIONE, 5-HYDROXY-, 5-Hydroxy-p-naphthoquinone, MFCD00001684, 1,4-Naphthoquinone, 5-hydroxy-, Juglane, Jugnlon, Iuglon, 1,4-Naphthoquinone, 8-hydroxy-, 5-Hydroxy-1,4-naphthosemiquinone, 5-Hydroxy-1,4-naftochinon, NSC 153189, NSC 622948, 5-hydroxy-1,4-dihydronaphthalene-1,4-dione, CHEMBL43612, 8-Hydroxy-1,4-naphthalenedione, NCI 2323, NSC34266, NSC153189, NSC622948, 1, 8-hydroxy-, WLN: L66 BV EVJ GQ, Caswell No. 515AA, 5-hydroxy-1,4-naphtoquinone, CCRIS 5423, EINECS 207-567-5, 5-Hydroxy-1,4-naftochinon [Czech], JUGLONE CRYSTALLIZED, BRN 1909764, UNII-W6Q80SK9L6, Antibiotic PD7, Juglone (Standard), 481-13-0, Spectrum_000415, 3b7j, JUGLONE [MI], Spectrum2_000778, Spectrum3_001228, Spectrum4_001769, Spectrum5_000357, Epitope ID:613408, 5-HNQ, SCHEMBL34185, BSPBio_001157, BSPBio_002676, KBioGR_000497, KBioGR_002257, KBioGR_002470, KBioSS_000497, KBioSS_000895, KBioSS_002477, SPECTRUM300038, 4-08-00-02368 (Beilstein Handbook Reference), DivK1c_001026, SPBio_000856, -Hydroxy-1,4-naphthalenedione, 5-Hydroxy-14-naphthalenedione, orb1303312, orb3139237, 5-Hydroxy-[1,4]Naphthoquinone, SCHEMBL29500185, BDBM24777, GTPL13647, HMS503M13, HY-N6949R, KBio1_001026, KBio2_000497, KBio2_000895, KBio2_002470, KBio2_003065, KBio2_003463, KBio2_005038, KBio2_005633, KBio2_006031, KBio2_007606, KBio3_000913, KBio3_000914, KBio3_002176, KBio3_002948, 5-hydroxy-naphthalene-1,4-dione, cMAP_000058, NINDS_001026, Bio1_000441, Bio1_000930, Bio1_001419, Bio2_000409, Bio2_000889, HMS1362I19, HMS1792I19, HMS1923G07, HMS1990I19, HMS3403I19, Juglone - CAS 481-39-0, 5-hydroxy-1,4-naphthoquinone, 4, HY-N6949, CCG-40256, NSC-34266, s5512, ZB1862, 5-Hydroxy-1,4-naphthoquinone, 97%, AKOS001576598, 5-Hydroxy-1,4-naphthalenedione, 9CI, CS-W017516, EBC-446046, FH34620, SDCCGMLS-0066542.P001, IDI1_001026, IDI1_002164, SMP1_000168, NCGC00095247-01, NCGC00095247-02, NCGC00095247-03, NCGC00095247-04, NCGC00095247-05, CI 75500, CI-75500, SY051453, 5-Hydroxy-1,4-naphthalenedione(Juglone)?, DB-005382, 1,4-dihydro-1,4-dioxo-5-hydroxynaphthalene, H0286, NS00021169, ST50330598, C03840, EN300-160375, F17689, F544364, Q900912, SR-05000002406, SR-05000002406-1, F0451-0746, InChI=1/C10H6O3/c11-7-4-5-9(13)10-6(7)2-1-3-8(10)12/h1-5,12
Theoretical properties:
molecular_formula: C10H6O3
molecular_weight: 174.15 g/mol
exact_mass: 174.031694049 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 0
heavy_atom_count: 13
topological_polar_surface_area: 54.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 155 °C
Descriptions:
pubchem: Juglone is a hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogen at position 5 has been replaced by a hydroxy group. A plant-derived 1,4-naphthoquinone with confirmed antibacterial and antitumor activities. It has a role as a geroprotector, a herbicide and a reactive oxygen species generator.
chebi: A hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogen at position 5 has been replaced by a hydroxy group. A plant-derived 1,4-naphthoquinone with confirmed antibacterial and antitumor activities.
chembl: JUGLONE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Juglone, also called 5-hydroxy-1,4-naphthalenedione (IUPAC) is a phenolic organic compound with the molecular formula C10H6O3.  In the food industry, juglone is also known as C.I. Natural Brown 7 and C.I. 75500. It is insoluble in benzene but soluble in dioxane, from which it crystallizes as yellow needles. It is an isomer of lawsone, which is the active dye compound in the henna leaf.
Juglone occurs naturally in the leaves, roots, husks, fruit (the epicarp), and bark of plants in the Juglandaceae family, particularly the black walnut (Juglans nigra), and is toxic or growth-stunting to many types of plants. It is sometimes used as an herbicide, as a dye for cloth and inks, and as a coloring agent for foods and cosmetics.