HESPERIDIN

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Synonyms
Status
Molecule Category UNKNOWN
UNII E750O06Y6O
EPA CompTox DTXSID9044328

Structure

InChI Key QUQPHWDTPGMPEX-QJBIFVCTSA-N
Smiles COc1ccc([C@@H]2CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)cc3O2)cc1O
InChI
InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C28H34O15
Molecular Weight 610.57
AlogP -1.16
Hydrogen Bond Acceptor 15.0
Hydrogen Bond Donor 8.0
Number of Rotational Bond 7.0
Polar Surface Area 234.29
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 43.0
Assay Description Organism Bioactivity Reference
Toxicity in Salmonella Typhimurium T98 at 600 ug/plate after 72 hrs by Ames assay in presence of Ames S-9 fraction Salmonella enterica subsp. enterica serovar Typhimurium 20.0 %
Toxicity in Salmonella Typhimurium T98 at 300 ug/plate after 72 hrs by Ames assay in presence of Ames S-9 fraction Salmonella enterica subsp. enterica serovar Typhimurium 20.0 %
Antimutagenic activity in Salmonella Typhimurium T98 assessed as inhibition of 2-aminoanthracene-induced mutation at 600 ug/plate after 72 hrs in presence of Ames S-9 fraction Salmonella enterica subsp. enterica serovar Typhimurium 13.0 %
Inhibition of electric eel AChE at 2 mg/ml by Ellman's method Electrophorus electricus -4.26 %
Inhibition of horse BChE at 2 mg/ml by Ellman's method Equus caballus -14.83 %
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 106.15 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 110.21 %
Inhibition of BACE1 (unknown origin) at 500 nM incubated for 2 hrs by FRET assay relative to control Homo sapiens 100.0 %
Inhibition of amyloid beta (25 to 35 residues) (unknown origin) aggregation at 10 uM incubated for 3 days by thioflavin T-based fluorescence spectrophotometric method relative to control Homo sapiens 40.0 %
Antichlamydial activity against Chlamydia pneumoniae K7 infected in HL cells assessed as chlamydial inhibition at 50 uM after 70 hrs by fluorescent microscopic analysis Chlamydia pneumoniae 26.8 %
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 -3.03 %
Inhibition of F1F0-ATP synthase in Escherichia coli after 60 mins relative to control Escherichia coli 40.0 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 -10.7 %
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 -0.11 % 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 -0.11 %

Cross References

Resources Reference
ChEBI 28775
ChEMBL CHEMBL449317
DrugBank DB04703
FDA SRS E750O06Y6O
KEGG C09755
PubChem 10621
SureChEMBL SCHEMBL94586
ZINC ZINC000008143568
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