BETA-NAPHTHOFLAVONE


Synonyms	5,6-Benzoflavone Beta-Naphthoflavone
Molecule Category	Free-form
UNII	1BT0256Y8O
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	OUGIDAPQYNCXRA-UHFFFAOYSA-N
Smiles	O=C1C=C(Oc2ccc3ccccc3c12)c4ccccc4
InChI	InChI=1S/C19H12O2/c20-16-12-18(14-7-2-1-3-8-14)21-17-11-10-13-6-4-5-9-15(13)19(16)17/h1-12H

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C19H12O2
Molecular Weight	272.3
AlogP	4.04
Hydrogen Bond Acceptor	2.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	1.0
Polar Surface Area	26.3
Molecular species	None
Aromatic Rings	3.0
Heavy Atoms	21.0

Assay Description	Organism	Bioactivity	Reference
Binding affinity to aryl hydrocarbon receptor in Homo sapiens (human) Hep3B cells assessed as upregulation of DRE-driven luciferase expression at 10 uM after 6 hr by Western blot analysis relative to control	Homo sapiens	75.0
Agonist activity at DRE-driven GFP-fused AhR ligand binding domain in rat H4G1.1c3 cells assessed as induction of DRE-driven GFP expression at 10 uM after 48 hr by fluorescence assay	Rattus norvegicus	None

Cross References

Resources	Reference
ChEMBL	CHEMBL26260
FDA SRS	1BT0256Y8O
PubChem	2361
SureChEMBL	SCHEMBL43538
ZINC	ZINC00057645

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).