SIMMONDSIN 2'-FERULATE

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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 GWXJMPVVJCHQIB-IPYUFBMVSA-N
Smiles CO[C@H]1C[C@@H](O[C@H]2O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]2OC(=O)\C=C/c3ccc(O)c(OC)c3)\C(=C/C#N)\[C@H](O)[C@H]1OC
InChI
InChI=1S/C26H33NO12/c1-34-17-10-13(4-6-15(17)29)5-7-20(30)39-25-23(33)22(32)19(12-28)38-26(25)37-16-11-18(35-2)24(36-3)21(31)14(16)8-9-27/h4-8,10,16,18-19,21-26,28-29,31-33H,11-12H2,1-3H3/b7-5-,14-8+/t16-,18+,19+,21+,22+,23-,24+,25+,26+/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C26H33NO12
Molecular Weight 551.54
AlogP -0.35
Hydrogen Bond Acceptor 13.0
Hydrogen Bond Donor 5.0
Number of Rotational Bond 10.0
Polar Surface Area 197.39
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 39.0
Assay Description Organism Bioactivity Reference
Antifungal activity against Fusarium oxysporum by radial growth inhibition method Fusarium oxysporum 293.2 ug.mL-1
Antifungal activity against Pythium debaryanum by radial growth inhibition method Pythium debaryanum 153.9 ug.mL-1
Antifungal activity against Botrytis fabae by radial growth inhibition method Botrytis fabae 145.9 ug.mL-1
Antifungal activity against Rhizoctonia solani by radial growth inhibition method Rhizoctonia solani 146.1 ug.mL-1
Antifeedant activity against third instar larvae of Spodoptera littoralis fed on compound-treated cotton leaf disks measured after 24 hr by no-choice leaf disc method Spodoptera littoralis None
Antifeedant activity against third instar larvae of Spodoptera littoralis fed on compound-treated cotton leaf disks assessed as antifeedant index at 1000 ug/ml measured after 24 hr by no-choice leaf disc method Spodoptera littoralis 90.0 %
Antifeedant activity against third instar larvae of Spodoptera littoralis fed on compound-treated cotton leaf disks assessed as antifeedant index at 500 ug/ml measured after 24 hr by no-choice leaf disc method Spodoptera littoralis 76.9 %
Antifeedant activity against third instar larvae of Spodoptera littoralis fed on compound-treated cotton leaf disks assessed as antifeedant index at 100 ug/ml measured after 24 hr by no-choice leaf disc method Spodoptera littoralis 60.9 %
Antifeedant activity against third instar larvae of Spodoptera littoralis fed on compound-treated cotton leaf disks assessed as antifeedant index at 50 ug/ml measured after 24 hr by no-choice leaf disc method Spodoptera littoralis 44.2 %
Antifeedant activity against third instar larvae of Spodoptera littoralis fed on compound-treated cotton leaf disks assessed as antifeedant index at 10 ug/ml measured after 24 hr by no-choice leaf disc method Spodoptera littoralis 32.3 %
Insecticidal activity against third instar larvae of topically treated Spodoptera littoralis assessed per larva after 24 hr Spodoptera littoralis 2.58 ug

Cross References

Resources Reference
ChEMBL CHEMBL2268555
PubChem 76319555
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