MONOBENZONE

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Search structure


Trade Names	BENOQUIN
Synonyms	Benoquin Monobenzone Monobenzyl ether of hydroquinone NSC-2132 P-(benzyloxy)phenol P-benzyloxyphenol
Status
Molecule Category	Free-form
ATC	D11AX13
UNII	9L2KA76MG5
EPA CompTox	DTXSID2020717


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

Structure


InChI Key	VYQNWZOUAUKGHI-UHFFFAOYSA-N
Smiles	Oc1ccc(OCc2ccccc2)cc1
InChI	InChI=1S/C13H12O2/c14-12-6-8-13(9-7-12)15-10-11-4-2-1-3-5-11/h1-9,14H,10H2

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C13H12O2
Molecular Weight	200.24
AlogP	2.97
Hydrogen Bond Acceptor	2.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	3.0
Polar Surface Area	29.46
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	15.0

Bioactivity

Mechanism of Action	Action	Reference
Tyrosinase inhibitor	INHIBITOR	PubMed


Protein: Tyrosinase Description: Tyrosinase Organism : Homo sapiens P14679 ENSG00000077498

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Oxidoreductase	-	-	-	-	54

Assay Description	Organism	Bioactivity	Reference
Inhibition of COX-2 (unknown origin) using arachidonic acid as substrate assessed as formation of prostanoid products at 500 uM preincubated for 10 mins prior to substrate addition measured after 2 mins by Ellman's method relative to control	Homo sapiens	54.0 %
Inhibition of COX-1 (unknown origin) using arachidonic acid as substrate assessed as formation of prostanoid products at 500 uM preincubated for 10 mins prior to substrate addition measured after 2 mins by Ellman's method relative to control	Homo sapiens	86.0 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging	Homo sapiens	-8.41 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	7.945 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.22 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.22 %

Cross References

Resources	Reference
ChEBI	34380
ChEMBL	CHEMBL1388
DrugBank	DB00600
DrugCentral	1834
FDA SRS	9L2KA76MG5
Human Metabolome Database	HMDB0014738
Guide to Pharmacology	6830
KEGG	C14244
PharmGKB	PA164764582
PubChem	7638
SureChEMBL	SCHEMBL35631
ZINC	ZINC000000001748

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).