NARINGENIN

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Synonyms
UNII HN5425SBF2
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 FTVWIRXFELQLPI-ZDUSSCGKSA-N
Smiles Oc1ccc(cc1)[C@@H]2CC(=O)c3c(O)cc(O)cc3O2
InChI
InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C15H12O5
Molecular Weight 272.25
AlogP 2.37
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 1.0
Polar Surface Area 86.99
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 20.0
Assay Description Organism Bioactivity Reference
Inhibition of baker's yeast alpha-glucosidase using p-nitrophenyl-alpha-D-glucopyranoside as substrate by spectrophotometry Saccharomyces cerevisiae 1.88
Antioxidant activity assessed as inhibition of DPPH radical production at 33 uM after 5 min by spectrophotometric analysis None 6.3 %
Antiamoebic activity against Entamoeba histolytica Entamoeba histolytica 92.24 ug.mL-1
Phytotoxicity in Solanum lycopersicum (tomato) assessed as inhibition of seed germination at 250 ug/mL measured on day 14 relative to untreated control Solanum lycopersicum None
Phytotoxicity in Solanum lycopersicum (tomato) assessed as inhibition of root differentiation at 250 ug/mL measured on day 14 relative to untreated control Solanum lycopersicum None
Phytotoxicity in Solanum lycopersicum (tomato) assessed as inhibition of shoot differentiation at 250 ug/mL measured on day 14 relative to untreated control Solanum lycopersicum None
Phytotoxicity in Triticum aestivum (wheat) assessed as inhibition of seed germination at 250 ug/mL measured on day 14 relative to untreated control Triticum aestivum None
Phytotoxicity in Triticum aestivum (wheat) assessed as inhibition of root differentiation at 250 ug/mL measured on day 14 relative to untreated control Triticum aestivum None
Phytotoxicity in Triticum aestivum (wheat) assessed as inhibition of shoot differentiation at 250 ug/mL measured on day 14 relative to untreated control Triticum aestivum None
Phytotoxicity in Bassia scoparia assessed as inhibition of shoot differentiation at 250 ug/mL measured on day 14 relative to untreated control Bassia scoparia None
Phytotoxicity in Linaria genistifolia subsp. dalmatica assessed as inhibition of seed germination at 250 ug/mL measured on day 14 relative to untreated control Linaria genistifolia subsp. dalmatica None
Phytotoxicity in Linaria genistifolia subsp. dalmatica assessed as inhibition of shoot differentiation at 250 ug/mL measured on day 14 relative to untreated control Linaria genistifolia subsp. dalmatica None
Phytotoxicity in Linaria genistifolia subsp. dalmatica assessed as inhibition of root differentiation at 250 ug/mL measured on day 14 relative to untreated control Linaria genistifolia subsp. dalmatica None
Phytotoxicity in Arabidopsis thaliana assessed as inhibition of shoot differentiation at 250 ug/mL measured on day 14 relative to untreated control Arabidopsis thaliana None
Phytotoxicity in Arabidopsis thaliana assessed as inhibition of root differentiation at 250 ug/mL measured on day 14 relative to untreated control Arabidopsis thaliana None
Phytotoxicity in Centaurea diffusa assessed as inhibition of seed germination at 250 ug/mL measured on day 14 relative to untreated control Centaurea diffusa None
Phytotoxicity in Arabidopsis thaliana assessed as inhibition of seed germination at 250 ug/mL measured on day 14 relative to untreated control Arabidopsis thaliana None
Phytotoxicity in Centaurea diffusa assessed as inhibition of root differentiation at 250 ug/mL measured on day 14 relative to untreated control Centaurea diffusa None
Phytotoxicity in Centaurea diffusa assessed as inhibition of shoot differentiation at 250 ug/mL measured on day 14 relative to untreated control Centaurea diffusa None
Phytotoxicity in Bassia scoparia assessed as inhibition of root differentiation at 250 ug/mL measured on day 14 relative to untreated control Bassia scoparia None
Phytotoxicity in Bassia scoparia assessed as inhibition of seed germination at 250 ug/mL measured on day 14 relative to untreated control Bassia scoparia None
Phytotoxicity in Centaurea maculosa assessed as inhibition of seed germination at 250 ug/mL measured on day 14 relative to untreated control Centaurea maculosa None
Phytotoxicity in Centaurea maculosa assessed as inhibition of root differentiation at 250 ug/mL measured on day 14 relative to untreated control Centaurea maculosa None
Phytotoxicity in Centaurea maculosa assessed as inhibition of shoot differentiation at 250 ug/mL measured on day 14 relative to untreated control Centaurea maculosa None
Antifeedant activity against third-instar Epilachna paenulata measured assessed per cm2 leaf disk after 24 hr by leaf disk choice test Epilachna 160.15 ug
Inhibition of Homo sapiens (human) recombinant GSK3beta after 30 min by Kinase-Glo assay Homo sapiens 45700.0 nM

Cross References

Resources Reference
ChEMBL CHEMBL9352
FDA SRS HN5425SBF2
PDB NAR
PubChem 439246
SureChEMBL SCHEMBL20570
ZINC ZINC00156701
CONTENTS