TRANS-4,4-DIMETHYL-1,7-BIS(4-HYDROXYPHENYL)-HEPTA-1,6-DIENE-3,5-DIONES


Molecule Category	Free-form
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	IOBRNWLKRGTJKA-FNCQTZNRSA-N
Smiles	CC(C)(C(=O)\C=C\c1ccc(O)cc1)C(=O)\C=C\c2ccc(O)cc2
InChI	InChI=1S/C21H20O4/c1-21(2,19(24)13-7-15-3-9-17(22)10-4-15)20(25)14-8-16-5-11-18(23)12-6-16/h3-14,22-23H,1-2H3/b13-7+,14-8+

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C21H20O4
Molecular Weight	336.38
AlogP	4.47
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	6.0
Polar Surface Area	74.6
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	25.0

Assay Description	Organism	Bioactivity
Cytotoxicity against Homo sapiens (human) MCF7 cells assessed as cell viability at 20 ug/ml by trypan blue assay	Homo sapiens	64.0 %
Cytotoxicity against Chlorocebus aethiops (African green monkey) Vero cells assessed as cell viability at 20 ug/ml by trypan blue assay	Chlorocebus aethiops	82.0 %
Cytotoxicity against Homo sapiens (human) WI38 cells assessed as cell viability at 20 ug/ml by trypan blue assay	Homo sapiens	88.0 %
Cytotoxicity against Homo sapiens (human) HepG2 cells assessed as cell viability at 20 ug/ml by trypan blue assay	Homo sapiens	57.0 %
Induction of Homo sapiens (human) RBC haemolysis at 2 ug/ml by spectrophotometric anlaysis	Homo sapiens	100.0 %
Antioxidant activity assessed as inhibition of ABTS radical production at 1 mg/ml	None	28.68 %

Cross References

Resources	Reference
ChEMBL	CHEMBL2281871
PubChem	76316173

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).