(8R,16R)-(-)-PYRENOPHORIN

/static/temp/default.svg Search structure
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 PJHRIHGUXQTQLU-NVXYJICISA-N
Smiles C[C@@H]1CCC(=O)\C=C\C(=O)O[C@H](C)CCC(=O)\C=C\C(=O)O1
InChI
InChI=1S/C16H20O6/c1-11-3-5-13(17)8-10-16(20)22-12(2)4-6-14(18)7-9-15(19)21-11/h7-12H,3-6H2,1-2H3/b9-7+,10-8+/t11-,12-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H20O6
Molecular Weight 308.33
AlogP 2.0
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 0.0
Polar Surface Area 86.74
Molecular species None
Aromatic Rings 0.0
Heavy Atoms 22.0
Assay Description Organism Bioactivity Reference
Effect on chlorophyll content in Hordeum vulgare (barley) assessed as chlorophyll dissipation rate at 20 degC and 12 hr photoperiod at 320 uM relative to control Hordeum vulgare 1.4
Effect on chlorophyll content in Triticum aestivum (wheat) assessed as chlorophyll dissipation rate at 20 degC and 12 hr photoperiod at 320 uM relative to control Triticum aestivum 1.4
Effect on chlorophyll content in Avena sativa assessed as chlorophyll dissipation rate at 20 degC and 12 hr photoperiod at 320 uM relative to control Avena sativa 1.4
Effect on chlorophyll content in Avena fatua assessed as chlorophyll dissipation rate at 20 degC and 12 hr photoperiod at 320 uM relative to control Avena fatua 1.4
Effect on chlorophyll content in Avena sterilis assessed as chlorophyll dissipation rate at 20 degC and 12 hr photoperiod at 320 uM relative to control Avena sterilis 1.4
Phytotoxicity against Hordeum vulgare (barley) root growth at 20 degC and 12 hr photoperiod at 1000 uM Hordeum vulgare None
Phytotoxicity against Triticum aestivum (wheat) root growth at 20 degC and 12 hr photoperiod at 1000 uM Triticum aestivum None
Phytotoxicity against Avena sativa root growth at 20 degC and 12 hr photoperiod at 1000 uM Avena sativa None
Phytotoxicity against Avena fatua root growth at 20 degC and 12 hr photoperiod at 1000 uM Avena fatua None
Phytotoxicity against Avena sterilis root growth at 20 degC and 12 hr photoperiod at 1000 uM Avena sterilis None
Inhibition of Hordeum vulgare (barley) root growth at 20 degC and 12 hr photoperiod at > 51 uM Hordeum vulgare None
Inhibition of Triticum aestivum (wheat) root growth at 20 degC and 12 hr photoperiod at > 51 uM Triticum aestivum None
Inhibition of Avena sativa root growth at 20 degC and 12 hr photoperiod at > 51 uM Avena sativa None
Inhibition of Avena fatua root growth at 20 degC and 12 hr photoperiod at > 51 uM Avena fatua None
Inhibition of Avena sterilis root growth at 20 degC and 12 hr photoperiod at > 51 uM Avena sterilis None
Inhibition of Hordeum vulgare (barley) root growth at 20 degC and 12 hr photoperiod at 31 to 50 uM Hordeum vulgare None
Inhibition of Triticum aestivum (wheat) root growth at 20 degC and 12 hr photoperiod at 31 to 50 uM Triticum aestivum None
Inhibition of Avena sativa root growth at 20 degC and 12 hr photoperiod at 31 to 50 uM Avena sativa None
Inhibition of Avena fatua root growth at 20 degC and 12 hr photoperiod at 31 to 50 uM Avena fatua None
Enhancement of Hordeum vulgare (barley) root growth at 20 degC and 12 hr photoperiod at 10 to 30 uM Hordeum vulgare None
Inhibition of Avena sterilis root growth at 20 degC and 12 hr photoperiod at 31 to 50 uM Avena sterilis None
Enhancement of Triticum aestivum (wheat) root growth at 20 degC and 12 hr photoperiod at 10 to 30 uM Triticum aestivum None
Enhancement of Avena sativa root growth at 20 degC and 12 hr photoperiod at 10 to 30 uM Avena sativa None
Enhancement of Avena fatua root growth at 20 degC and 12 hr photoperiod at 10 to 30 uM Avena fatua None
Enhancement of Avena sterilis root growth at 20 degC and 12 hr photoperiod at 10 to 30 uM Avena sterilis None
Inhibition of Hordeum vulgare (barley) seed germination at 20 degC at 640 uM (Rvb = 0%) Hordeum vulgare 100.0 %
Inhibition of Hordeum vulgare (barley) seed germination at 20 degC at 200 uM (Rvb = 0%) Hordeum vulgare 99.0 %
Inhibition of Hordeum vulgare (barley) seed germination at 20 degC at 320 uM (Rvb = 0%) Hordeum vulgare 100.0 %
Inhibition of Hordeum vulgare (barley) seed germination at 20 degC at 100 uM (Rvb = 0%) Hordeum vulgare 95.4 %
Inhibition of Hordeum vulgare (barley) seed germination at 20 degC at 90 uM (Rvb = 0%) Hordeum vulgare 88.2 %
Inhibition of Hordeum vulgare (barley) seed germination at 20 degC at 80 uM (Rvb = 0%) Hordeum vulgare 87.7 %
Inhibition of Hordeum vulgare (barley) seed germination at 20 degC at 70 uM (Rvb = 0%) Hordeum vulgare 67.5 %
Inhibition of Hordeum vulgare (barley) seed germination at 20 degC at 60 uM (Rvb = 0%) Hordeum vulgare 10.1 %
Inhibition of Hordeum vulgare (barley) seed germination at 20 degC at 10 to 50 uM (Rvb = 0%) Hordeum vulgare 0.0 %
Inhibition of Triticum aestivum (wheat) seed germination at 20 degC at 640 uM (Rvb = 0%) Triticum aestivum 100.0 %
Inhibition of Triticum aestivum (wheat) seed germination at 20 degC at 320 uM (Rvb = 0%) Triticum aestivum 98.0 %
Inhibition of Triticum aestivum (wheat) seed germination at 20 degC at 200 uM (Rvb = 0%) Triticum aestivum 90.6 %
Inhibition of Triticum aestivum (wheat) seed germination at 20 degC at 100 uM (Rvb = 0%) Triticum aestivum 90.8 %
Inhibition of Triticum aestivum (wheat) seed germination at 20 degC at 90 uM (Rvb = 0%) Triticum aestivum 86.2 %
Inhibition of Triticum aestivum (wheat) seed germination at 20 degC at 80 uM (Rvb = 0%) Triticum aestivum 81.4 %
Inhibition of Triticum aestivum (wheat) seed germination at 20 degC at 70 uM (Rvb = 0%) Triticum aestivum 67.8 %
Inhibition of Triticum aestivum (wheat) seed germination at 20 degC at 60 uM (Rvb = 0%) Triticum aestivum 12.4 %
Inhibition of Triticum aestivum (wheat) seed germination at 20 degC at 10 to 50 uM (Rvb = 0%) Triticum aestivum 0.0 %
Inhibition of Avena sativa seed germination at 20 degC at 640 uM (Rvb = 0%) Avena sativa 100.0 %
Inhibition of Avena sativa seed germination at 20 degC at 320 uM (Rvb = 0%) Avena sativa 100.0 %
Inhibition of Avena sativa seed germination at 20 degC at 200 uM (Rvb = 0%) Avena sativa 95.6 %
Inhibition of Avena sativa seed germination at 20 degC at 100 uM (Rvb = 0%) Avena sativa 93.5 %
Inhibition of Avena sativa seed germination at 20 degC at 80 uM (Rvb = 0%) Avena sativa 82.6 %
Inhibition of Avena sativa seed germination at 20 degC at 90 uM (Rvb = 0%) Avena sativa 89.0 %
Inhibition of Avena sativa seed germination at 20 degC at 70 uM (Rvb = 0%) Avena sativa 71.5 %
Inhibition of Avena sativa seed germination at 20 degC at 60 uM (Rvb = 0%) Avena sativa 14.5 %
Inhibition of Avena sativa seed germination at 20 degC at 10 to 50 uM (Rvb = 0%) Avena sativa 0.0 %
Inhibition of Avena fatua seed germination at 20 degC at 640 uM (Rvb = 0%) Avena fatua 100.0 %
Inhibition of Avena fatua seed germination at 20 degC at 320 uM (Rvb = 0%) Avena fatua 100.0 %
Inhibition of Avena fatua seed germination at 20 degC at 200 uM (Rvb = 0%) Avena fatua 97.9 %
Inhibition of Avena fatua seed germination at 20 degC at 100 uM (Rvb = 0%) Avena fatua 95.3 %
Inhibition of Avena fatua seed germination at 20 degC at 90 uM (Rvb = 0%) Avena fatua 87.8 %
Inhibition of Avena fatua seed germination at 20 degC at 80 uM (Rvb = 0%) Avena fatua 82.0 %
Inhibition of Avena fatua seed germination at 20 degC at 60 uM (Rvb = 0%) Avena fatua 12.5 %
Inhibition of Avena fatua seed germination at 20 degC at 70 uM (Rvb = 0%) Avena fatua 69.9 %
Inhibition of Avena fatua seed germination at 20 degC at 10 to 50 uM (Rvb = 0%) Avena fatua 0.0 %
Inhibition of Avena sterilis seed germination at 20 degC at 640 uM (Rvb = 0%) Avena sterilis 100.0 %
Inhibition of Avena sterilis seed germination at 20 degC at 320 uM (Rvb = 0%) Avena sterilis 100.0 %
Inhibition of Avena sterilis seed germination at 20 degC at 200 uM (Rvb = 0%) Avena sterilis 100.0 %
Inhibition of Avena sterilis seed germination at 20 degC at 100 uM (Rvb = 0%) Avena sterilis 96.8 %
Inhibition of Avena sterilis seed germination at 20 degC at 80 uM (Rvb = 0%) Avena sterilis 84.4 %
Inhibition of Avena sterilis seed germination at 20 degC at 90 uM (Rvb = 0%) Avena sterilis 89.6 %
Inhibition of Avena sterilis seed germination at 20 degC at 70 uM (Rvb = 0%) Avena sterilis 68.5 %
Inhibition of Avena sterilis seed germination at 20 degC at 60 uM (Rvb = 0%) Avena sterilis 15.0 %
Inhibition of Avena sterilis seed germination at 20 degC at 10 to 50 uM (Rvb = 0%) Avena sterilis 0.0 %

Cross References

Resources Reference
ChEMBL CHEMBL2269363
PubChem 11109605
SureChEMBL SCHEMBL11911415
CONTENTS