NIGAKILACTONE B


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	DCUOEDHQKMLWHI-PJZZLEGSSA-N
Smiles	CO[C@H]1[C@H](C)[C@@H]2CC(=O)O[C@@H]3C[C@H]4[C@H](C)C=C(OC)C(=O)[C@]4(C)[C@@H]([C@@H]1O)[C@]23C
InChI	InChI=1S/C22H32O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10-13,15,17-19,24H,8-9H2,1-6H3/t10-,11-,12+,13+,15-,17-,18+,19+,21-,22+/m1/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C22H32O6
Molecular Weight	392.49
AlogP	1.66
Hydrogen Bond Acceptor	6.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	2.0
Polar Surface Area	82.06
Molecular species	NEUTRAL
Aromatic Rings	0.0
Heavy Atoms	28.0

Assay Description	Organism	Bioactivity
Inhibition of Tobacco mosaic virus U1 (TMV) coat protein accumulation using virus infected Nicotiana tabacum cv. K326 leaves at 50 ug/mL by SDS-PAGE and Western blotting method	Tobacco mosaic virus	None
Antiviral activity against Tobacco mosaic virus U1 (TMV) infected Nicotiana glutinosa leaves assessed as inhibition of viral infection at 50 ug/mL using compound pre-treated virus suspension measured 5 to 6 days after compound exposure	Tobacco mosaic virus	10.0 %
Antiviral activity against Tobacco mosaic virus U1 (TMV) infected Nicotiana tabacum cv. K326 leaves assessed as inhibition of viral replication at 50 ug/mL measured 48 hr after compound exposure by leaf-disk method	Tobacco mosaic virus	3.2 %
Antiviral activity against Tobacco mosaic virus U1 (TMV) infected Nicotiana glutinosa leaves assessed as inhibition of viral replication at 50 ug/mL measured 48 hr after compound exposure by half leaf method	Tobacco mosaic virus	6.7 %
Antiviral activity against Tobacco mosaic virus strain U1 (TMV) infected Nicotiana tabacum cv. K326 leaves assessed as decrease in Tobacco mosaic virus coat protein level at 20 uM at 25 degC treated at 6 hr after viral inoculation measured after 48 hr by leaf disk method/western blot analysis	Tobacco mosaic virus	None

Cross References

Resources	Reference
ChEMBL	CHEMBL2228444
PubChem	12313347

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).

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).