CANTHARIDIN

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Search structure


Synonyms	Cantaridina Cantharides camphor Cantharidin Cantharidine Cantharidinum NSC-61805
Status
Molecule Category	UNKNOWN
UNII	IGL471WQ8P


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

Structure


InChI Key	DHZBEENLJMYSHQ-XCVPVQRUSA-N
Smiles	C[C@@]12C(=O)OC(=O)[C@]1(C)[C@H]1CC[C@@H]2O1
InChI	InChI=1S/C10H12O4/c1-9-5-3-4-6(13-5)10(9,2)8(12)14-7(9)11/h5-6H,3-4H2,1-2H3/t5-,6+,9+,10-

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C10H12O4
Molecular Weight	196.2
AlogP	0.64
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	0.0
Polar Surface Area	52.6
Molecular species	NEUTRAL
Aromatic Rings	0.0
Heavy Atoms	14.0

Assay Description	Organism	Bioactivity	Reference
Inhibitory activity against protein phosphatase-1 from rabbit skeletal muscle	Oryctolagus cuniculus	430.0 nM
Inhibitory activity against partially purified (chicken skeletal muscle) Protein phosphatase 2A	None	260.0 nM
Inhibitory concentration against protein phosphatase 2A was determined	None	360.0 nM
Inhibitory activity against protein phosphatase 2A from human red blood cells	None	600.0 nM
Compound was tested for inhibition of protein phosphatase 2A (PP2A)	None	65.0 nM
Inhibitory concentration against PP1 was determined	None	160.0 nM
Exogenous inhibition of Serine/threonine protein phosphatase 1 (PP1)	Homo sapiens	500.0 nM
Exogenous inhibition concentration of Serine/threonine protein phosphatase 2A (PP2A)	None	200.0 nM
Inhibition of Serine/threonine protein phosphatase 2A by anhydride modified Cantharidin analogues	None	260.0 nM
Inhibition of PP2A in human red blood cells	Homo sapiens	990.0 nM
Inhibition of human red blood cells protein phosphatase 2A assessed as free phosphate ion release after 60 mins by malachite green method	Homo sapiens	900.0 nM
Inhibition of human PP2A expressed in Escherichia coli BL21	Homo sapiens	200.0 nM
Inhibition of electric eel AChE at 2 mg/ml by Ellman's method	Electrophorus electricus	-7.81 %
Inhibition of horse BChE at 2 mg/ml by Ellman's method	Equus caballus	-2.13 %
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM	Cricetulus griseus	102.45 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM	Cricetulus griseus	105.74 %
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	-12.52 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	31.93 %		SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	14.56 %		SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	-0.0276 %
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	0.13 %		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	0.42 %		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	0.14 %		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	0.14 %		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	0.13 %		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	0.42 %

Cross References

Resources	Reference
ChEBI	64213
ChEMBL	CHEMBL48449
DrugBank	DB12328
FDA SRS	IGL471WQ8P
KEGG	C16778
PubChem	5944
SureChEMBL	SCHEMBL152262
ZINC	ZINC000017611186

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).