LUTEOLIN

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Synonyms
UNII KUX1ZNC9J2
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 IQPNAANSBPBGFQ-UHFFFAOYSA-N
Smiles Oc1cc(O)c2C(=O)C=C(Oc2c1)c3ccc(O)c(O)c3
InChI
InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H

Physicochemical Descriptors

Property Name Value
Molecular Formula C15H10O6
Molecular Weight 286.24
AlogP 2.17
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 1.0
Polar Surface Area 107.22
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 21.0
Assay Description Organism Bioactivity Reference
Inhibition of baker's yeast alpha-glucosidase using p-nitrophenyl-alpha-D-glucopyranoside as substrate by spectrophotometry Saccharomyces cerevisiae 1.32
Inhibition of Homo sapiens (human) cyclin-dependent kinase 6 Homo sapiens 300000.0 nM
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality treated after 11 days Spodoptera exigua 2530.0 ug.mL-1
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality treated after 9 days Spodoptera exigua 3540.0 ug.mL-1
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality treated after 7 days Spodoptera exigua 5560.0 ug.mL-1
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as eclosion at 1.6 g/l (Rvb = 96.67 +/- 1.40%) Spodoptera exigua 36.67 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as eclosion at 0.8 g/l (Rvb = 96.67 +/- 1.40%) Spodoptera exigua 43.33 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as eclosion at 0.4 g/l (Rvb = 96.67 +/- 1.40%) Spodoptera exigua 66.67 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as eclosion at 0.2 g/l (Rvb = 96.67 +/- 1.40%) Spodoptera exigua 83.33 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as eclosion at 0.1 g/l (Rvb = 96.67 +/- 1.40%) Spodoptera exigua 86.67 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as pupation at 1.6 g/l (Rvb = 96.67 +/- 1.40%) Spodoptera exigua 36.67 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as pupation at 0.8 g/l (Rvb = 96.67 +/- 1.40%) Spodoptera exigua 53.33 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as pupation at 0.4 g/l (Rvb = 96.67 +/- 1.40%) Spodoptera exigua 70.0 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as pupation at 0.2 g/l (Rvb = 96.67 +/- 1.40%) Spodoptera exigua 90.0 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as pupation at 0.1 g/l (Rvb = 96.67 +/- 1.40%) Spodoptera exigua 96.67 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as per pupa weight at 1.6 g/l by pupa weight inhibition assay (Rvb = 0.1054 +/- 0.01 g/pupae) Spodoptera exigua 0.0647 g
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as per pupa weight at 0.8 g/l by pupa weight inhibition assay (Rvb = 0.1054 +/- 0.01 g/pupae) Spodoptera exigua 0.0743 g
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as per pupa weight at 0.4 g/l by pupa weight inhibition assay (Rvb = 0.1054 +/- 0.01 g/pupae) Spodoptera exigua 0.0798 g
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as per pupa weight at 0.2 g/l by pupa weight inhibition assay (Rvb = 0.1054 +/- 0.01 g/pupae) Spodoptera exigua 0.0898 g
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as per pupa weight at 0.1 g/l by pupa weight inhibition assay (Rvb = 0.1054 +/- 0.01 g/pupae) Spodoptera exigua 0.0905 g
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality treated after 5 days Spodoptera exigua 8970.0 ug.mL-1
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 16 g/l measured after 11 days Spodoptera exigua 90.48 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 8 g/l measured after 11 days Spodoptera exigua 77.65 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 4 g/l measured after 11 days Spodoptera exigua 61.04 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 2 g/l measured after 11 days Spodoptera exigua 42.64 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 16 g/l measured after 9 days Spodoptera exigua 84.13 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 8 g/l measured after 9 days Spodoptera exigua 72.9 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 4 g/l measured after 9 days Spodoptera exigua 57.37 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 2 g/l measured after 9 days Spodoptera exigua 33.75 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 16 g/l measured after 7 days Spodoptera exigua 74.47 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 8 g/l measured after 7 days Spodoptera exigua 57.73 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 4 g/l measured after 7 days Spodoptera exigua 48.48 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 2 g/l measured after 7 days Spodoptera exigua 26.29 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 16 g/l measured after 5 days Spodoptera exigua 60.61 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 8 g/l measured after 5 days Spodoptera exigua 47.27 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 4 g/l measured after 5 days Spodoptera exigua 37.95 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 2 g/l measured after 5 days Spodoptera exigua 15.76 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 16 g/l measured after 3 days Spodoptera exigua 33.23 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 8 g/l measured after 3 days Spodoptera exigua 29.76 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 4 g/l measured after 3 days Spodoptera exigua 23.47 %
Insecticidal activity against third-instar Spodoptera exigua larvae assessed as mortality at 2 g/l measured after 3 days Spodoptera exigua 10.07 %
Invivo inhibition of Spodoptera exigua larvae phenoloxidase Spodoptera exigua None
Inhibition of Spodoptera exigua larvae phenoloxidase by Lineweaver-Burk plot Spodoptera exigua 13110000.0 nM
Inhibition of Spodoptera exigua larvae phenoloxidase Spodoptera exigua 470000.0 nM
Inhibition of Spodoptera exigua larvae phenoloxidase assessed as remaining activity at 0.45 mmol/l Spodoptera exigua 45.34 %
Inhibition of Spodoptera exigua larvae phenoloxidase assessed as remaining activity at 0.15 mmol/l Spodoptera exigua 67.21 %
Antifeedant activity against Spodoptera litura F. by choice leaf disk assay Spodoptera litura 10.0 umol/cm2
Toxicity in Swiss albino Mus musculus (mouse) assessed as mortality up to 100 mg/kg, po measured up to 72 hr Mus musculus None
Toxicity in Swiss albino Mus musculus (mouse) assessed as presence of secretions up to 100 mg/kg, po measured up to 24 hr relative to control Mus musculus None
Toxicity in Swiss albino Mus musculus (mouse) assessed as diarrhea up to 100 mg/kg, po measured up to 24 hr relative to control Mus musculus None
Toxicity in Swiss albino Mus musculus (mouse) assessed as convulsions up to 100 mg/kg, po measured up to 24 hr relative to control Mus musculus None
Toxicity in Swiss albino Mus musculus (mouse) assessed as tremors up to 100 mg/kg, po measured up to 24 hr relative to control Mus musculus None
Toxicity in Swiss albino Mus musculus (mouse) assessed as ataxia up to 100 mg/kg, po measured up to 24 hr relative to control Mus musculus None
Toxicity in Swiss albino Mus musculus (mouse) assessed as lethargy up to 100 mg/kg, po measured up to 24 hr relative to control Mus musculus None
Toxicity in Swiss albino Mus musculus (mouse) assessed as effect on mobility up to 100 mg/kg, po measured up to 24 hr relative to control Mus musculus None
Toxicity in Swiss albino Mus musculus (mouse) assessed as abdominal constriction up to 100 mg/kg, po measured up to 24 hr relative to control Mus musculus None
Toxicity in Swiss albino Mus musculus (mouse) assessed as weight loss up to 100 mg/kg, po measured up to 24 hr relative to control Mus musculus None
Antitubercular activity against Mycobacterium tuberculosis H37Rv ATCC 27294 measured every 24 hr by BACTEC 460 radiometric assay Mycobacterium tuberculosis H37Rv 25.0 ug.mL-1 Antitubercular activity against Mycobacterium tuberculosis H37Rv ATCC 27294 measured every 24 hr by BACTEC 460 radiometric assay Mycobacterium tuberculosis H37Rv 3.22
Inhibition of Homo sapiens (human) recombinant GSK3beta after 30 min by Kinase-Glo assay Homo sapiens 1500.0 nM

Cross References

Resources Reference
ChEMBL CHEMBL151
FDA SRS KUX1ZNC9J2
PubChem 5280445
SureChEMBL SCHEMBL20426
ZINC ZINC18185774
CONTENTS