MIGLITOL

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Trade Names
Synonyms
Status
Molecule Category UNKNOWN
ATC A10BF02
UNII 0V5436JAQW
EPA CompTox DTXSID0023323

Structure

InChI Key IBAQFPQHRJAVAV-ULAWRXDQSA-N
Smiles OCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO
InChI
InChI=1S/C8H17NO5/c10-2-1-9-3-6(12)8(14)7(13)5(9)4-11/h5-8,10-14H,1-4H2/t5-,6+,7-,8-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C8H17NO5
Molecular Weight 207.23
AlogP -3.26
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 5.0
Number of Rotational Bond 3.0
Polar Surface Area 104.39
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 14.0

Bioactivity

Mechanism of Action Action Reference
Lysosomal alpha-glucosidase inhibitor INHIBITOR PubMed DailyMed
Protein: Maltase-glucoamylase
Description: Maltase-glucoamylase
Organism : Homo sapiens
O43451 ENSG00000257335
Protein: Lysosomal alpha-glucosidase
Description: Lysosomal alpha-glucosidase
Organism : Homo sapiens
P10253 ENSG00000171298
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- 590-1300 - 1000 -
Enzyme
- 110-39000 - 1000 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 100
Assay Description Organism Bioactivity Reference
Inhibition of yeast maltase alpha-glucosidase assessed as p-nitrophenol release at 1000 uM by spectrophotometrically Saccharomyces cerevisiae 50.0 %
Inhibition of yeast isomaltase alpha-glucosidase assessed as p-nitrophenol release at 1000 uM by spectrophotometrically Saccharomyces cerevisiae 50.0 %
Inhibition of rat intestinal brush border membrane sucrase Rattus norvegicus 110.0 nM
Inhibition of human lysosomal alpha-glucosidase Homo sapiens 350.0 nM
Inhibition of rabbit glycogen phosphorylase B at 400 uM Oryctolagus cuniculus 50.0 %
Inhibition of rabbit muscle amylo-1,6-glucosidase Oryctolagus cuniculus 390.0 nM
Inhibition of sucrase by HPLC None 500.0 nM
Inhibition of Wistar rat small intestine maltase after 30 mins Rattus norvegicus 590.0 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 mouse his-tagged ctMGAM-N2 expressed in Sf9 cells assessed as amount of glucose produced using maltose as a substrate after 45 mins by glucose oxidase assay Mus musculus 211.0 nM
Inhibition of mouse his-tagged ctMGAM-N20 expressed in Sf9 cells assessed as amount of glucose produced using maltose as a substrate after 45 mins by glucose oxidase assay Mus musculus 230.0 nM
Inhibition of mouse his-tagged ctSI expressed in Sf9 cells assessed as amount of glucose produced using maltose as a substrate after 45 mins by glucose oxidase assay Mus musculus 130.0 nM
Inhibition of human ntSI expressed in Drosophila S2 cells assessed as amount of glucose produced using maltose as a substrate after 45 mins by glucose oxidase assay Homo sapiens 148.0 nM
Competitive inhibition of rat intestinal maltase by Lineweaver-Burk plot analysis Rattus norvegicus 460.0 nM
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 99.55 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 80.3 %
Inhibition of rice alpha-glucosidase using 10 mM p-nitrophenyl-alpha-D-glucopyranoside as substrate Oryza sativa 60.0 nM Inhibition of rice alpha-glucosidase using 10 mM p-nitrophenyl-alpha-D-glucopyranoside as substrate Oryza sativa 100.0 nM
Inhibition of aspergillus niger alpha-galactosidase at 1 mM using 10 mM p-nitrophenyl-alpha-D-galactopyranoside as substrate Aspergillus niger 50.0 %
Inhibition of jack bean alpha-mannosidase at 1 mM using 10 mM p-nitrophenyl-alpha-D-mannopyranoside as substrate Canavalia ensiformis 50.0 %
Inhibition of rat small intestinal sucrase using sucrose as substrate incubated for 30 mins by glucose-oxidase method Rattus norvegicus 430.0 nM
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 99.0 nM
Inhibition of rat small intestinal brush border membrane maltase assessed as reduction in production of D-glucose using maltose as substrate incubated for 10 to 30 mins Rattus norvegicus 590.0 nM
Inhibition of rice alpha-glucosidase pre-incubated for 1 hr followed by p-nitrophenyl-alpha-D-glucopyranoside substrate addition by fluorescence detection based assay Oryza sativa 50.0 nM Inhibition of rice alpha-glucosidase pre-incubated for 1 hr followed by p-nitrophenyl-alpha-D-glucopyranoside substrate addition by fluorescence detection based assay Oryza sativa 28.0 nM
Antibacterial activity against Staphylococcus aureus MRSA ATCC 43300 (CO-ADD:GP_020); MIC in CAMBH media, using NBS plates, by OD(600) Staphylococcus aureus subsp. aureus 16.69 %
Antibacterial activity against Escherichia coli ATCC 25922 (CO-ADD:GN_001); MIC in CAMBH media using NBS plates, by OD(600) Escherichia coli 5.82 %
Antibacterial activity against Klebsiella pneumoniae MDR ATCC 70063 (CO-ADD:GN_003); MIC in CAMBH media using NBS plates, by OD(600) Klebsiella pneumoniae 11.67 %
Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 (CO-ADD:GN_042); MIC in CAMBH media using NBS plates, by OD(600) Pseudomonas aeruginosa 23.8 %
Antibacterial activity against Acinetobacter baumannii ATCC 19606 (CO-ADD:GN_034); MIC in CAMBH media using NBS plates, by OD600 Acinetobacter baumannii 27.09 %
Antifungal activity against Candida albicans ATCC 90028 (CO-ADD:FG_001); MIC in YNB media using NBS plates, by OD630 Candida albicans 2.16 %
Antifungal activity against Cryptococcus neoformans H99 ATCC 208821 (CO-ADD:FG_002); MIC in YNB media using NBS plates, by Resazurin OD(600-570) Cryptococcus neoformans 1.09 %
Inhibition of Saccharomyces cerevisiae alpha-glucosidase using p-nitrophenyl-alpha-D-glucopyranoside as substrate incubated with substrate for 5 mins followed by enzyme addition and measured after 15 mins by spectrophotometry Saccharomyces cerevisiae 59.76 ug.mL-1
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 9.83 %
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 0.15 % 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 0.15 %

Related Entries

Cross References

Resources Reference
ChEBI 6935
ChEMBL CHEMBL1561
DrugBank DB00491
DrugCentral 1806
FDA SRS 0V5436JAQW
Human Metabolome Database HMDB0014634
Guide to Pharmacology 4842
KEGG C07708
PDB MIG
PharmGKB PA164776726
PubChem 441314
SureChEMBL SCHEMBL22593
ZINC ZINC000004097426
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