OXYBENZONE

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Search structure


Synonyms	Advastab 45 Benzophenone-3 NSC-7778 Ongrostab hmb Oxybenzone Tinosorb b 3 Uvinul 40 Uvinul m40 Viosorb 110
Status
Molecule Category	UNKNOWN
UNII	95OOS7VE0Y
EPA CompTox	DTXSID3022405


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

Structure


InChI Key	DXGLGDHPHMLXJC-UHFFFAOYSA-N
Smiles	COc1ccc(C(=O)c2ccccc2)c(O)c1
InChI	InChI=1S/C14H12O3/c1-17-11-7-8-12(13(15)9-11)14(16)10-5-3-2-4-6-10/h2-9,15H,1H3

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C14H12O3
Molecular Weight	228.25
AlogP	2.63
Hydrogen Bond Acceptor	3.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	3.0
Polar Surface Area	46.53
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	17.0

Bioactivity

Mechanism of Action	Action	Reference
Sunscreen	None	DailyMed

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Hydrolase	-	3250	-	-	44
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides	-	-	-	-	128

Assay Description	Organism	Bioactivity	Reference
Inhibition of HSL in Wistar rat isolated fat cells at 10 uM by spectrophotometric assay	Rattus norvegicus	44.0 %
Leishmanicidal activity against promastigote form of Leishmania amazonensis MHOM/BR/71973/M2269 after 72 hrs by cell counting	Leishmania amazonensis	4.9 ug.mL-1
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM	Cricetulus griseus	225.44 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM	Cricetulus griseus	128.38 %
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	1.97 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	21.89 %
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	0.0 %		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	0.0 %

Related Entries

Cross References

Resources	Reference
ChEBI	34283
ChEMBL	CHEMBL1625
DrugBank	DB01428
DrugCentral	3412
FDA SRS	95OOS7VE0Y
Human Metabolome Database	HMDB0015497
KEGG	C14285
PharmGKB	PA164742933
PubChem	4632
SureChEMBL	SCHEMBL15551
ZINC	ZINC000000136138

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).