JUGLONE

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Synonyms
Molecule Category Free-form
UNII W6Q80SK9L6
Source Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...

Structure

InChI Key KQPYUDDGWXQXHS-UHFFFAOYSA-N
Smiles Oc1cccc2C(=O)C=CC(=O)c12
InChI
InChI=1S/C10H6O3/c11-7-4-5-9(13)10-6(7)2-1-3-8(10)12/h1-5,12H

Physicochemical Descriptors

Property Name Value
Molecular Formula C10H6O3
Molecular Weight 174.15
AlogP 1.52
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 0.0
Polar Surface Area 54.37
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 13.0
Assay Description Organism Bioactivity Reference
Bactericidal activity against Erwinia amylovora 295/93 assessed as growth inhibition applied as spray solution Erwinia amylovora None
Bactericidal activity against Erwinia amylovora 295/93 assessed as colony growth inhibition at 25 uM at pH 4.5 by plating assay in presence of 0.5 mg/l mushroom tyrosinase Erwinia amylovora None
Activity of Agaricus bisporus (mushroom) tyrosinase assessed as drug oxidation by photometric analysis Agaricus bisporus None
Bactericidal activity against Erwinia amylovora 295/93 assessed as colony growth inhibition at 25 uM at pH 7.2 by plating assay in presence of 0.5 mg/l mushroom tyrosinase Erwinia amylovora None
Bactericidal activity against Erwinia amylovora 295/93 assessed as growth inhibition at 10 uM preincubated for 1 hr with visible light by suspension culture assay Erwinia amylovora None
Bactericidal activity against Erwinia amylovora 295/93 assessed as growth inhibition at 10 uM preincubated for 1 hr with UV/visible light by suspension culture assay Erwinia amylovora None
Bactericidal activity against mixture of two strains of Erwinia amylovora 295/93 and 763 inoculated in Malus x domestica cv. Gala flowers assessed as prevention of infection at 0.01 mM applied two times at 2 hr after bacterial exposure measured after 8 to 10 days by In vitro flower inoculation assay Erwinia amylovora 67.0 %
Bactericidal activity against 2x10'8 CFU/mL Erwinia amylovora 295/93 cells assessed as late restarting of growth from surviving cells at <10 uM by suspension culture assay Erwinia amylovora None
Bactericidal activity against Erwinia amylovora 295/93 at 10 uM after 30 min Erwinia amylovora None
Bactericidal activity against Escherichia coli assessed as growth inhibition at pH 7.2 by suspension culture assay Escherichia coli 1000000.0 nM
Bactericidal activity against Pseudomonas fluorescens A506 assessed as growth inhibition at pH 7.2 by suspension culture assay Pseudomonas fluorescens A506 1000000.0 nM
Bactericidal activity against Bacillus subtilis NCTC 10315 assessed as growth inhibition at pH 7.2 by suspension culture assay Bacillus subtilis 50000.0 nM
Bactericidal activity against Pectobacterium carotovorum NCPB 312 assessed as growth inhibition at pH 7.2 by suspension culture assay Pectobacterium carotovorum 500000.0 nM
Bactericidal activity against Erwinia piriflorinigrans 5888 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia piriflorinigrans 500000.0 nM
Bactericidal activity against Pantoea agglomerans 599 assessed as growth inhibition at pH 7.2 by suspension culture assay Pantoea agglomerans 500000.0 nM
Bactericidal activity against Erwinia billingiae 6830 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia billingiae 1000000.0 nM
Bactericidal activity against Erwinia tasmaniensis 37/10 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia tasmaniensis 500000.0 nM
Bactericidal activity against Erwinia pyrifoliae 4171 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia pyrifoliae 20000.0 nM
Bactericidal activity against Erwinia amylovora 894 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia amylovora 10000.0 nM
Bactericidal activity against Erwinia amylovora 893 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia amylovora 10000.0 nM
Bactericidal activity against Erwinia amylovora 872 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia amylovora 20000.0 nM
Bactericidal activity against Erwinia amylovora 871 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia amylovora 10000.0 nM
Bactericidal activity against Erwinia amylovora 846 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia amylovora 20000.0 nM
Bactericidal activity against Erwinia amylovora 797 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia amylovora 20000.0 nM
Bactericidal activity against Erwinia amylovora 793 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia amylovora 10000.0 nM
Bactericidal activity against Erwinia amylovora 792 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia amylovora 10000.0 nM
Bactericidal activity against Erwinia amylovora 782 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia amylovora 10000.0 nM
Bactericidal activity against Erwinia amylovora 657 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia amylovora 10000.0 nM
Bactericidal activity against Erwinia amylovora 627 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia amylovora 20000.0 nM
Bactericidal activity against Erwinia amylovora 562 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia amylovora 10000.0 nM
Bactericidal activity against Erwinia amylovora 513 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia amylovora 10000.0 nM
Bactericidal activity against Erwinia amylovora 385R assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia amylovora 10000.0 nM
Bactericidal activity against Erwinia amylovora 363 assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia amylovora 20000.0 nM
Bactericidal activity against Erwinia amylovora 237R assessed as growth inhibition at pH 7.2 by suspension culture assay Erwinia amylovora 10000.0 nM
Bactericidal activity against Erwinia amylovora 295/93 assessed as inhibition of bacterial growth under infection conditions in hrp gene expression inducing medium at pH 7.0 after overnight incubation by suspension culture assay Erwinia amylovora 5000.0 nM
Bactericidal activity against Erwinia amylovora 295/93 assessed as growth inhibition at pH 4.5 after overnight incubation by suspension culture assay Erwinia amylovora 2500.0 nM
Bactericidal activity against Erwinia amylovora 295/93 assessed as growth inhibition at 2.5 uM at pH 4.0 to 8.0 by suspension culture assay Erwinia amylovora None
Bactericidal activity against Erwinia amylovora 295/93 assessed as growth inhibition in King's B full medium measured at pH 7.2 after overnight incubation by suspension culture assay Erwinia amylovora 10000.0 nM
Protection of intact cabbage plants from Trichoplusia ni (cabbage looper) measured as reduction in weight of larvae by lopper in green house for 10 days (Rvb = 33.8 mg) Trichoplusia ni 8.1 mg
Protection of intact cabbage plants from Trichoplusia ni (cabbage looper) measured as leaf area consumed by lopper in green house for 10 days (Rvb = 8.5 cm'2) Trichoplusia ni 1.7 cm2
Toxicity against Trichoplusia ni (cabbage looper) third-instar larvae stage assessed as mortality at 10 ug/ml for 24 hr by topical application Trichoplusia ni 5.0 %
Antifeedant activity against Trichoplusia ni (cabbage looper) third-instar larvae stage assessed as concentrations causing 50% feeding deterrence by feeding deterrent bioassay Trichoplusia ni 2.1 microg/cm2
Antifeedant activity against Trichoplusia ni (cabbage looper) third-instar larvae stage assessed as feeding deterrence index at 50 microg/cm'2 by feeding deterrent bioassay Trichoplusia ni 100.0 %
Antitubercular activity against Mycobacterium tuberculosis H37Rv by BACTEC method Mycobacterium tuberculosis H37Rv 833489244.53 nM Antitubercular activity against Mycobacterium tuberculosis H37Rv by BACTEC method Mycobacterium tuberculosis H37Rv 1.2 nM

Cross References

Resources Reference
ChEMBL CHEMBL43612
FDA SRS W6Q80SK9L6
PDB JUG
SureChEMBL SCHEMBL34185
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