11-HYDROXY-12-METHOXYABIETATRIENE


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	NCQBQRRNDYBXHO-KKSFZXQISA-N
Smiles	COc1c(O)c2c(CC[C@H]3C(C)(C)CCC[C@]23C)cc1C(C)C
InChI	InChI=1S/C21H32O2/c1-13(2)15-12-14-8-9-16-20(3,4)10-7-11-21(16,5)17(14)18(22)19(15)23-6/h12-13,16,22H,7-11H2,1-6H3/t16-,21-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C21H32O2
Molecular Weight	316.48
AlogP	5.99
Hydrogen Bond Acceptor	2.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	2.0
Polar Surface Area	29.46
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	23.0

Assay Description	Organism	Bioactivity
Cytotoxicity in insect Cricetulus griseus CHO (Chinese hamster ovary) cells measured after 48 hr by MTT assay	Cricetulus griseus	100.0 ug ml-1
Cytotoxicity in insect Spodoptera frugiperda pupal ovarian tissue sf9 cells measured after 48 hr by MTT assay	Spodoptera littoralis	0.15 ug ml-1
Effect on weight gain in L6 larvae Spodoptera littoralis assessed as biomass compound injected orally relative to control	Spodoptera littoralis	102.0 %
Antifeedant activity against L6 larvae Spodoptera littoralis compound injected orally relative to control	Spodoptera littoralis	None
Effect on ingestion in L6 larvae Spodoptera littoralis assessed as consumption compound injected orally relative to control	Spodoptera littoralis	91.0 %
Mortality in adult Leptinotarsa decemlineata in host plant measured after 72 hr	Leptinotarsa decemlineata	14.0 %
Antifeedant activity against adult Leptinotarsa decemlineata in host plant assessed as feeding inhibition	Leptinotarsa decemlineata	10.2 microg/cm2

Cross References

Resources	Reference
ChEMBL	CHEMBL2252751
PubChem	14827262

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).