(1R,3S,4AS,5S,8R,8AS)-7,8-DIFORMYL-5-HYDROXY-3,8A-DIMETHYL-4-METHYLENE-1,2,3,4,4A,5,8,8A-OCTAHYDRONAPHTHALEN-1-YL CINNAMATE

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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 ...


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	OKDTYBVVAITUOQ-HNESARCWSA-N
Smiles	C[C@H]1C[C@@H](OC(=O)\C=C\c2ccccc2)[C@]3(C)[C@@H](C=O)C(=C[C@H](O)[C@H]3C1=C)C=O
InChI	InChI=1S/C24H26O5/c1-15-11-21(29-22(28)10-9-17-7-5-4-6-8-17)24(3)19(14-26)18(13-25)12-20(27)23(24)16(15)2/h4-10,12-15,19-21,23,27H,2,11H2,1,3H3/b10-9+/t15-,19-,20-,21+,23+,24-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C24H26O5
Molecular Weight	394.46
AlogP	3.04
Hydrogen Bond Acceptor	5.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	6.0
Polar Surface Area	80.67
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	29.0

Assay Description	Organism	Bioactivity	Reference
Antifungal activity against Zymoseptoria tritici assessed as inhibition of wheat leaf spot disease on wheat cultivar Yuma at 6.25 ppm measured 24 hr post fungal inoculation relative to untreated control	Zymoseptoria tritici	0.0 %
Antifungal activity against Zymoseptoria tritici assessed as inhibition of wheat leaf spot disease on wheat cultivar Yuma at 25 ppm measured 24 hr post fungal inoculation relative to untreated control	Zymoseptoria tritici	0.0 %
Antifungal activity against Zymoseptoria tritici assessed as inhibition of wheat leaf spot disease on wheat cultivar Yuma at 100 ppm measured 24 hr post fungal inoculation relative to untreated control	Zymoseptoria tritici	0.0 %
Antifungal activity against Puccinia graminis f. tritici assessed as inhibition of wheat stem rust disease on wheat cultivar Yuma at 6.25 ppm measured 24 hr post fungal inoculation relative to untreated control	Puccinia graminis f. tritici	4.0 %
Antifungal activity against Puccinia graminis f. tritici assessed as inhibition of wheat stem rust disease on wheat cultivar Yuma at 25 ppm measured 24 hr post fungal inoculation relative to untreated control	Puccinia graminis f. tritici	15.0 %
Antifungal activity against Puccinia graminis f. tritici assessed as inhibition of wheat stem rust disease on wheat cultivar Yuma at 100 ppm measured 24 hr post fungal inoculation relative to untreated control	Puccinia graminis f. tritici	85.0 %
Antifungal activity against Plasmopara viticola assessed as inhibition of grape downy mildew disease on vines cultivar Carignane plants at 6.25 ppm measured 24 hr post fungal inoculation relative to untreated control	Plasmopara viticola	2.0 %
Antifungal activity against Plasmopara viticola assessed as inhibition of grape downy mildew disease on vines cultivar Carignane plants at 25 ppm measured 24 hr post fungal inoculation relative to untreated control	Plasmopara viticola	19.0 %
Antifungal activity against Plasmopara viticola assessed as inhibition of grape downy mildew disease on vines cultivar Carignane plants at 100 ppm measured 24 hr post fungal inoculation relative to untreated control	Plasmopara viticola	89.0 %
Antifungal activity against Phytophthora infestans assessed as inhibition of late tomato blight disease on tomato cultivar Rutgers plants at 6.25 ppm measured 24 hr post fungal inoculation relative to untreated control	Phytophthora infestans	74.0 %
Antifungal activity against Phytophthora infestans assessed as inhibition of late tomato blight disease on tomato cultivar Rutgers plants at 25 ppm measured 24 hr post fungal inoculation relative to untreated control	Phytophthora infestans	91.0 %
Antifungal activity against Phytophthora infestans assessed as inhibition of late tomato blight disease on tomato cultivar Rutgers plants at 100 ppm measured 24 hr post fungal inoculation relative to untreated control	Phytophthora infestans	100.0 %
Antifungal activity against Phaeosphaeria nodorum assessed as inhibition of glume blotch disease on wheat cultivar Yuma plants at 6.25 ppm measured 24 hr post fungal inoculation relative to untreated control	Phaeosphaeria nodorum	33.0 %
Antifungal activity against Phaeosphaeria nodorum assessed as inhibition of glume blotch disease on wheat cultivar Yuma plants at 25 ppm measured 24 hr post fungal inoculation relative to untreated control	Phaeosphaeria nodorum	73.0 %
Antifungal activity against Phaeosphaeria nodorum assessed as inhibition of glume blotch disease on wheat cultivar Yuma plants at 100 ppm measured 24 hr post fungal inoculation relative to untreated control	Phaeosphaeria nodorum	96.0 %

Cross References

Resources	Reference
ChEMBL	CHEMBL2252769
PubChem	11682657

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).