SILYBIN A

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Synonyms
Status
Molecule Category UNKNOWN
UNII 33X338MNE4
EPA CompTox DTXSID8026018

Structure

InChI Key SEBFKMXJBCUCAI-HKTJVKLFSA-N
Smiles COc1cc([C@H]2Oc3cc([C@H]4Oc5cc(O)cc(O)c5C(=O)[C@@H]4O)ccc3O[C@@H]2CO)ccc1O
InChI
InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23+,24-,25-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C25H22O10
Molecular Weight 482.44
AlogP 2.36
Hydrogen Bond Acceptor 10.0
Hydrogen Bond Donor 5.0
Number of Rotational Bond 4.0
Polar Surface Area 155.14
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 35.0
Assay Description Organism Bioactivity Reference
Inhibition of theophylline-stimulated melanogenesis in mouse B16-4A5 cells at 30 uM after 72 hrs Mus musculus 64.7 %
Inhibition of theophylline-stimulated melanogenesis in mouse B16-4A5 cells at 10 uM after 72 hrs Mus musculus 24.4 %
Inhibition of theophylline-stimulated melanogenesis in mouse B16-4A5 cells at 3 uM after 72 hrs Mus musculus 18.8 %
Inhibition of theophylline-stimulated melanogenesis in mouse B16-4A5 cells at 1 uM after 72 hrs Mus musculus 9.2 %
Toxicity in mouse B16-4A5 cells assessed as inhibition of cell proliferation at 1 uM in presence of 1 mM theophylline after 72 hrs by WST8 dye reduction assay Mus musculus -5.7 %
Toxicity in mouse B16-4A5 cells assessed as inhibition of cell proliferation at 3 uM in presence of 1 mM theophylline after 72 hrs by WST8 dye reduction assay Mus musculus -10.7 %
Toxicity in mouse B16-4A5 cells assessed as inhibition of cell proliferation at 10 uM in presence of 1 mM theophylline after 72 hrs by WST8 dye reduction assay Mus musculus 7.5 %
Toxicity in mouse B16-4A5 cells assessed as inhibition of cell proliferation at 30 uM in presence of 1 mM theophylline after 72 hrs by WST8 dye reduction assay Mus musculus 33.8 %
Inhibition of mushroom tyrosinase at 1 uM Agaricus bisporus 8.4 %
Inhibition of mushroom tyrosinase at 3 uM Agaricus bisporus 10.3 %
Inhibition of mushroom tyrosinase at 10 uM Agaricus bisporus 15.4 %
Inhibition of mushroom tyrosinase at 30 uM Agaricus bisporus 24.2 %
Inhibition of mushroom tyrosinase at 100 uM Agaricus bisporus 27.6 %
Inhibition of OATP-mediated [3H]estradiol-17beta-glucuronide uptake in sandwich-cultured human hepatocytes at 100 uM after 8 days by beta-counting Homo sapiens 58.0 %
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 25.04 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 31.77 % SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 4.915 %
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 -0.02 % 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 % 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 -0.02 %

Related Entries

Cross References

Resources Reference
ChEBI 9144
ChEMBL CHEMBL431701
DrugBank DB09298
FDA SRS 33X338MNE4
PharmGKB PA166129539
SureChEMBL SCHEMBL324884
ZINC ZINC000002033589
CONTENTS