Structure

InChI Key LXBIFEVIBLOUGU-JGWLITMVSA-N
Smiles OC[C@H]1NC[C@H](O)[C@@H](O)[C@@H]1O
InChI
InChI=1S/C6H13NO4/c8-2-3-5(10)6(11)4(9)1-7-3/h3-11H,1-2H2/t3-,4+,5-,6-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C6H13NO4
Molecular Weight 163.17
AlogP -2.97
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 5.0
Number of Rotational Bond 1.0
Polar Surface Area 92.95
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 11.0
Assay Description Organism Bioactivity Reference
Inhibition of lysosomal Alpha-Glucosidase II in rat liver Rattus norvegicus 400.0 nM
Inhibition of mammalian alpha-glucosidase (lysosomal) was determined in bovine liver Bos taurus 400.0 nM
Tested in vitro for the inhibition constant against human lysosomal alpha-glucosidase None 150.0 nM
Concentration that causes 50% inhibition of mammalian alpha-glucosidase (isomaltase) was determined in rat intestine None 300.0 nM
Concentration that causes 50% inhibition of mammalian alpha-glucosidase (lysosomal) was determined in rat liver Rattus norvegicus 400.0 nM
Concentration that causes 50% inhibition of mammalian alpha-glucosidase (maltase) was determined in rat intestine Rattus norvegicus 360.0 nM
Inhibition of Glycosidases (isomaltase)in rat intestinal brush border membranes by D-glucose oxidase-peroxidase method None 300.0 nM
Inhibition of Glycosidases (maltase) in rat intestinal brush border membranes by D-glucose oxidase-peroxidase method Rattus norvegicus 360.0 nM
Inhibition of Sucrase in rat intestinal brush border membranes by D-glucose oxidase-peroxidase method None 210.0 nM
Tested in vitro for the inhibition constant against rat small intestinal sucrase None 24.0 nM
Competitive Inhibition constant on rice alpha Glucosidase at pH 5.0 rice 160.0 nM
Competitive Inhibition constant on rice alpha Glucosidase at pH 6.0 rice 14.0 nM
Inhibitory activity against alpha-Glucosidase from rice rice 50.0 nM
Inhibitory concentration against rat intestinal maltase Rattus norvegicus 650.0 nM
Inhibitory concentration against human alpha-glucosidase Homo sapiens 40.0 nM
Inhibitory concentration against rice alpha-glucosidase rice 30.0 nM
Inhibitory activity against rat intestinal maltase using disaccharide Rattus norvegicus 360.0 nM
Inhibitory activity against rat intestinal sucrase using disaccharide Rattus norvegicus 210.0 nM
Inhibitory activity against rat intestinal isomaltase using disaccharide Rattus norvegicus 300.0 nM
Percent inhibition of human alpha-fucosidase at 1000 uM Homo sapiens 50.0 %
Percent inhibition of human beta-mannosidase at 1000 uM Homo sapiens 50.0 %
Percent inhibition of human alpha-mannosidase at 1000 uM Homo sapiens 50.0 %
Percent inhibition of human beta-galactosidase at 1000 uM Homo sapiens 50.0 %
Percent inhibition of human alpha-galactosidase at 1000 uM Homo sapiens 50.0 %
Percent inhibition of beta galactosidase of bovine liver at 1000 uM Bos taurus 50.0 %
Percent inhibition of beta-mannosidase of rat epididymis at 1000 uM Rattus norvegicus 50.0 %
Percent inhibition of alpha-mannosidase of jack bean tree at 1000 uM Canavalia ensiformis 50.0 %
Percent inhibition of alpha-mannosidase of rat epididymis 1000 uM Rattus norvegicus 50.0 %
Percent inhibition of beta galactosidase of rat epididymis at 1000 uM Rattus norvegicus 50.0 %
Percent inhibition of alpha-L-fucosidase of bovine epididymis at 1000 uM Bos taurus 50.0 %
Percent inhibition of alpha-galactosidase of Aspergillus niger at 1000 uM Aspergillus niger 50.0 %
Percent inhibition against sweet Almond glucosidase at 0.24 mM; n>=3 Prunus dulcis 50.0 %
Percent inhibition against Bovine liver galactosidase at 0.24 mM; n>=3 Bos taurus 20.0 %
Percent inhibition against Escherichia coli galactosidase at 0.24 mM; n>=3 Escherichia coli 20.0 %
Inhibition of alpha-glucosidase in 1.20 mg/200 uL None 100.0 %
Inhibition of concanavalin A-induced BALB/c mouse splenocyte proliferation at 30 uM by MTT assay Mus musculus 15.57 %
Inhibition of rat intestinal brush border membrane maltase Rattus norvegicus 130.0 nM
Inhibition of rat intestinal brush border membrane isomaltase Rattus norvegicus 160.0 nM
Inhibition of rat intestinal brush border membrane sucrase Rattus norvegicus 210.0 nM
Inhibition of rabbit glycogen phosphorylase B at 400 uM Oryctolagus cuniculus 50.0 %
Inhibition of rabbit muscle amylo-1,6-glucosidase Oryctolagus cuniculus 190.0 nM
Inhibition of glucagon-induced glucose production in rat primary hepatocytes at 100 uM Rattus norvegicus 25.0 %
Inhibition of maltase in human Caco-2 cell model system after 2 hrs Homo sapiens 60.0 nM
Inhibition of rice alpha-glucosidase assessed as D-glucose release after 10 mins by Glucose B-test Oryza sativa 50.0 nM
Inhibition of rat intestinal maltase assessed as D-glucose release after 30 mins by Glucose B-test Rattus norvegicus 360.0 nM
Inhibition of rat liver lysosome alpha-glucosidase assessed as D-glucose release after 30 mins by Glucose B-test Rattus norvegicus 400.0 nM
Inhibition of rat epididymis beta-mannosidase assessed as p-nitrophenol release at 1000 uM after 30 mins by spectrophotometry Rattus norvegicus 50.0 %
Inhibition of bovine liver beta-galactosidase assessed as p-nitrophenol release at 1000 uM after 30 mins by spectrophotometry Bos taurus 50.0 %
Inhibition of bovine epididymis alpha-L-fucosidase assessed as p-nitrophenol release at 1000 uM after 30 mins by spectrophotometry Bos taurus 50.0 %
Inhibition of rat intestinal sucrase expressed in human Caco-2 cells at 21 uM Rattus norvegicus 100.0 %
Inhibition of human intestinal sucrase in human Caco-2 cell membrane at 21 uM Homo sapiens 95.0 %
Inhibition of rice alpha glucosidase Oryza sativa 30.0 nM
Inhibition of Saccharomyces cerevisiae alpha glucosidase Saccharomyces cerevisiae 500.0 nM
Inhibition of Bacillus stearothermophilus alpha glucosidase Geobacillus stearothermophilus 650.0 nM
Inhibition of Bacillus stearothermophilus alpha-glucosidase assessed as p-nitrophenol release by colorimetry Geobacillus stearothermophilus 450.0 nM
Inhibition of bovine liver beta-glucosidase assessed as production of 4-methylumbelliferone using 4-methylumbelliferyl beta-D-glucoside as substrate at 1000 uM by spectrophotometry Bos taurus 50.0 %
Inhibition of human lysosome beta-glucosidase assessed as production of 4-methylumbelliferone using 4-methylumbelliferyl beta-D-glucoside as substrate at 1000 uM by spectrophotometry Homo sapiens 50.0 %
Inhibition of bovine liver beta-galactosidase assessed as production of p-nitrophenol at 1000 uM by spectrophotometry Bos taurus 50.0 %
Inhibition of jack beans alpha-mannosidase assessed as production of p-nitrophenol at 1000 uM by spectrophotometry Canavalia ensiformis 50.0 %
Inhibition of snail beta-mannosidase assessed as production of p-nitrophenol at 1000 uM by spectrophotometry Helix pomatia 50.0 %
Inhibition of bovine epididymis alpha-L-fucosidase assessed as production of p-nitrophenol at 1000 uM by spectrophotometry Bos taurus 50.0 %
Inhibition of Penicillium decumbens alpha-L-rhamnosidase assessed as production of p-nitrophenol at 1000 uM by spectrophotometry Penicillium decumbens 50.0 %
Inhibition of rat intestinal maltase assessed as production of D-glucose using maltose as substrate after 10 to 30 mins by spectrophotometry Rattus norvegicus 650.0 nM
Inhibition of rat intestinal isomaltase assessed as production of p-nitrophenol at by spectrophotometry Rattus norvegicus 650.0 nM
Inhibition of rat intestinal sucrase assessed as production of p-nitrophenol at by spectrophotometry Rattus norvegicus 510.0 nM
Inhibition of rice alpha-glucosidase assessed as production of D-glucose using maltose as substrate after 10 to 30 mins by spectrophotometry Oryza sativa 30.0 nM
Inhibition of Con-A-induced phospho-STAT6 expression in human PBMC at 90 uM after 72 hrs by flow cytometry (Rvb = 10.52+/-1.9%) Homo sapiens 9.6 %
Inhibition of bovine liver beta-galactosidase at 1000 uM Bos taurus 50.0 %
Inhibition of rat intestinal sucrase using sucrose as substrate Rattus norvegicus 210.0 nM
Inhibition of rat intestinal isomaltase using isomaltase as substrate Rattus norvegicus 300.0 nM
Inhibition of rat intestinal maltase using moltose as substrate Rattus norvegicus 360.0 nM
Competitive inhibition of recombinant Mycobacterium smegmatis trehalose synthase using DNPGlc as substrate by Dixon plot analysis Mycobacterium smegmatis 250.0 nM
Inhibition of alpha glucosidase (unknown origin) at 100 uM preincubated for 15 mins followed by p-nitrophenyl-alpha-D-glucopyranoside addition measured after 30 mins by spectrophotometric analysis Homo sapiens 52.52 %
Inhibition of rice alpha-glucosidase assessed as reduction in production of D-glucose using disaccharides as substrate incubated for 10 to 30 mins Oryza sativa 50.0 nM
Inhibition of alpha-glucosidase in human PBMC using 4-methylumbelliferyl alpha-D-glucopyranoside as substrate at pH 4.3 after 2 hrs by fluorescence assay Homo sapiens 50.0 nM
Inhibition of alpha-glucosidase in human HepG2 cells assessed as reduction in glucose level at 5 uM measured after 24 hrs relative to control Homo sapiens 50.0 %
Inhibition of yeast alpha-glucosidase at 50 uM using p-nitrophenyl-alpha-D-glucopyranoside as substrate preincubated for 30 mins followed by substrate addition and measured after 30 mins by microplate reader analysis Saccharomyces cerevisiae 36.8 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 7.57 %
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 0.05 % 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 0.05 %
Inhibition of rice alpha-glucosidase using p-nitrophenyl glycoside as substrate assessed as release of p-nitrophenol measured by spectrometric assay Oryza sativa 440.0 nM
Inhibition of rat intestinal maltase using maltose as substrate assessed as release of D-glucose measured by spectrometric assay Rattus norvegicus 120.0 nM
Inhibition of rat intestinal sucrase using p-nitrophenyl glycoside as substrate assessed as release of p-nitrophenol measured by spectrometric assay Rattus norvegicus 190.0 nM
Inhibition of rat intestinal isomaltase using p-nitrophenyl glycoside as substrate assessed as release of p-nitrophenol measured by spectrometric assay Rattus norvegicus 610.0 nM
Inhibition of almond beta-glucosidase using p-nitrophenyl glycoside as substrate assessed as release of p-nitrophenol at 1000 uM measured by spectrometric assay relative to control Prunus dulcis 12.1 %
Inhibition of bovine liver beta-glucosidase using p-nitrophenyl glycoside as substrate assessed as release of p-nitrophenol at 1000 uM measured by spectrometric assay relative to control Bos taurus 4.6 %
Inhibition of coffee beans alpha-galactosidase using p-nitrophenyl glycoside as substrate assessed as release of p-nitrophenol at 1000 uM measured by spectrometric assay relative to control Coffea arabica 13.7 %
Inhibition of bovine liver beta-galactosidase using p-nitrophenyl glycoside as substrate assessed as release of p-nitrophenol at 1000 uM measured by spectrometric assay relative to control Bos taurus 0.0 %
Inhibition of jack bean alpha-mannosidase using p-nitrophenyl glycoside as substrate assessed as release of p-nitrophenol at 1000 uM measured by spectrometric assay relative to control Canavalia ensiformis 17.4 %
Inhibition of snail beta-mannosidase using p-nitrophenyl glycoside as substrate assessed as release of p-nitrophenol at 1000 uM measured by spectrometric assay relative to control Helix pomatia 4.8 %
Inhibition of bovine kidney alpha-L-fucosidase using p-nitrophenyl glycoside as substrate assessed as release of p-nitrophenol at 1000 uM measured by spectrometric assay relative to control Bos taurus 1.0 %
Inhibition of Penicillium decumbens alpha-L-rhamnosidase using p-nitrophenyl glycoside as substrate assessed as release of p-nitrophenol at 1000 uM measured by spectrometric assay relative to control Penicillium decumbens 45.6 %
Inhibition of Escherichia coli beta-glucuronidase using p-nitrophenyl glycoside as substrate assessed as release of p-nitrophenol at 1000 uM measured by spectrometric assay relative to control Escherichia coli 0.8 %
Inhibition of beta-glucosidase (unknown origin) Homo sapiens 270.0 nM
Inhibition of human GAA using 4-methylumbelliferyl-alpha-D-glucopyranoside as substrate preincubated for 45 min followed by substrate addition and measured after 30 min by fluorescence spectrophotometer analysis Homo sapiens 59.0 nM

Related Entries

Cross References

Resources Reference
ChEBI 44369
ChEMBL CHEMBL307429
DrugBank DB03206
FDA SRS FZ56898FLE
Guide to Pharmacology 4642
KEGG C16843
PDB NOJ
PubChem 29435
SureChEMBL SCHEMBL2969
ZINC ZINC000003794714