VOGLIBOSE

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category UNKNOWN
ATC A10BF03
UNII S77P977AG8
EPA CompTox DTXSID2021442

Structure

InChI Key FZNCGRZWXLXZSZ-CIQUZCHMSA-N
Smiles OCC(CO)N[C@H]1C[C@](O)(CO)[C@@H](O)[C@H](O)[C@H]1O
InChI
InChI=1S/C10H21NO7/c12-2-5(3-13)11-6-1-10(18,4-14)9(17)8(16)7(6)15/h5-9,11-18H,1-4H2/t6-,7-,8+,9-,10-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C10H21NO7
Molecular Weight 267.28
AlogP -4.49
Hydrogen Bond Acceptor 8.0
Hydrogen Bond Donor 8.0
Number of Rotational Bond 5.0
Polar Surface Area 153.64
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 18.0

Bioactivity

Mechanism of Action Action Reference
Alpha glucosidase inhibitor INHIBITOR PubMed PubMed PubMed
Protein: Alpha glucosidase
Description: Maltase-glucoamylase
Organism : Homo sapiens
O43451 ENSG00000257335
Protein: Alpha glucosidase
Description: Lysosomal alpha-glucosidase
Organism : Homo sapiens
P10253 ENSG00000171298
Protein: Alpha glucosidase
Description: Sucrase-isomaltase, intestinal
Organism : Homo sapiens
P14410 ENSG00000090402
Protein: Alpha glucosidase
Description: Probable maltase-glucoamylase 2
Organism : Homo sapiens
Q2M2H8 ENSG00000257743
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- 110-1200 - - -
Enzyme
- 70-5200 - - -
Assay Description Organism Bioactivity Reference
Inhibition of rat intestinal brush border membrane maltase Rattus norvegicus 110.0 nM
Inhibition of rat intestinal brush border membrane isomaltase Rattus norvegicus 160.0 nM
Inhibition of rat intestinal brush border membrane sucrase Rattus norvegicus 70.0 nM
Inhibition of human lysosomal beta-glucosidase at 1000 uM Homo sapiens 50.0 %
Inhibition of rabbit glycogen phosphorylase B at 400 uM Oryctolagus cuniculus 50.0 %
Inhibition of maltase in human Caco-2 cell model system after 2 hrs Homo sapiens 70.0 nM
Inhibition of Wistar rat small intestine maltase after 30 mins Rattus norvegicus 180.0 nM
Inhibition of Wistar rat small intestine sucrase after 30 mins Rattus norvegicus 370.0 nM
Inhibition of Wistar rat small intestine cellobiase at 1000 uM after 30 mins Rattus norvegicus 50.0 %
Inhibition of Wistar rat small intestine lactase at 1000 uM after 30 mins Rattus norvegicus 50.0 %
Inhibition of rat intestinal sucrase Rattus norvegicus 200.0 nM
Inhibition of rat small intestinal maltase after 30 mins Rattus norvegicus 200.0 nM
Inhibition of rat small intestinal sucrase after 30 mins by glucose-oxidase method Rattus norvegicus 200.0 nM
Inhibition of rat intestinal sucrase using sucrose as substrate Rattus norvegicus 370.0 nM
Inhibition of rat intestinal maltase using moltose as substrate Rattus norvegicus 120.0 nM
Inhibition of Wistar rat intestinal maltase assessed as inhibition of D-glucose release after 30 mins by spectrophotometry Rattus norvegicus 120.0 nM
Inhibition of Wistar rat intestinal sucrase assessed as inhibition of D-glucose release after 30 mins by spectrophotometry Rattus norvegicus 370.0 nM
Inhibition of rat intestinal sucrase using sucrose as substrate incubated for 30 mins by glucose-oxidase method Rattus norvegicus 300.0 nM
Inhibition of rat small intestine alpha-glucosidase at 3.74 umol/L using maltose/glucose as substrate incubated for 10 mins followed by substrate addition measured after 10 mins relative to control Rattus norvegicus 103.95 %
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 -4.69 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 17.23 %
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 0.41 % 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 0.41 %

Related Entries

Cross References

Resources Reference
ChEBI 32300
ChEMBL CHEMBL476960
DrugBank DB04878
DrugCentral 2845
FDA SRS S77P977AG8
Human Metabolome Database HMDB0015598
PDB VOG
PharmGKB PA164752433
PubChem 444020
SureChEMBL SCHEMBL5882
ZINC ZINC000003788703
CONTENTS