3-epi-fagomine profile

3-epi-fagomine : A member of the class of hydroxypiperidines that is piperidine carrying a hydroxymethyl substituent at position 2 as well as two hydroxy substituents at positions 3 and 4 (the 2R,3R,4S-diastereomer). [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

ID Source	ID
PubMed CID	10290867
CHEMBL ID	456583
CHEBI ID	132399

Synonym
3-epifagomine
156639-77-9
CHEBI:132399
(2r,3r,4s)-2-(hydroxymethyl)piperidine-3,4-diol
3-epi-fagomine
CHEMBL456583 ,
AKOS006352899
bdbm50292389
Q27225561
DTXSID001317313

Role	Description
EC 3.2.1.10 (oligo-1,6-glucosidase) inhibitor	An EC 3.2.1.* (glycosidase) inhibitor that inhibits the action of sucrose oligo-1,6-glucosidase (EC 3.2.1.10).
plant metabolite	Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
EC 3.2.1.23 (beta-galactosidase) inhibitor	An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of beta-galactosidase (EC 3.2.1.23).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Class	Description
hydroxypiperidine
triol	A chemical compound containing three hydroxy groups.
primary alcohol	A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it.
secondary alcohol	A secondary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has two other carbon atoms attached to it.
secondary amino compound	A compound formally derived from ammonia by replacing two hydrogen atoms by organyl groups.
amino monosaccharide	Any amino sugar that is a monosaccharide in which one alcoholic hydroxy group is replaced by an amino group.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Ceramide glucosyltransferase	Mus musculus (house mouse)	IC50 (µMol)	10.0000	0.2000	1.4667	4.0000	AID652571
Sucrase-isomaltase, intestinal	Rattus norvegicus (Norway rat)	IC50 (µMol)	6.0000	0.0400	1.8483	10.0000	AID402839
Lactase-phlorizin hydrolase	Rattus norvegicus (Norway rat)	IC50 (µMol)	3.1000	0.1200	2.9867	4.4000	AID613041; AID99233
Lysosomal acid glucosylceramidase	Bos taurus (cattle)	IC50 (µMol)	5.6000	5.6000	5.6000	5.6000	AID613051
Beta-galactosidase	Bos taurus (cattle)	IC50 (µMol)	2.2500	1.5000	2.7000	3.6000	AID40163; AID613054
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
glucosylceramide catabolic process	Lysosomal acid glucosylceramidase	Bos taurus (cattle)
autophagy	Lysosomal acid glucosylceramidase	Bos taurus (cattle)
lysosome organization	Lysosomal acid glucosylceramidase	Bos taurus (cattle)
cholesterol metabolic process	Lysosomal acid glucosylceramidase	Bos taurus (cattle)
lipid glycosylation	Lysosomal acid glucosylceramidase	Bos taurus (cattle)
regulation of TOR signaling	Lysosomal acid glucosylceramidase	Bos taurus (cattle)
carbohydrate metabolic process	Beta-galactosidase	Bos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
galactosylceramidase activity	Lysosomal acid glucosylceramidase	Bos taurus (cattle)
glucosylceramidase activity	Lysosomal acid glucosylceramidase	Bos taurus (cattle)
glucosyltransferase activity	Lysosomal acid glucosylceramidase	Bos taurus (cattle)
steryl-beta-glucosidase activity	Lysosomal acid glucosylceramidase	Bos taurus (cattle)
beta-galactosidase activity	Beta-galactosidase	Bos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
lysosome	Lysosomal acid glucosylceramidase	Bos taurus (cattle)
lysosomal membrane	Lysosomal acid glucosylceramidase	Bos taurus (cattle)
endoplasmic reticulum	Lysosomal acid glucosylceramidase	Bos taurus (cattle)
Golgi apparatus	Lysosomal acid glucosylceramidase	Bos taurus (cattle)
trans-Golgi network	Lysosomal acid glucosylceramidase	Bos taurus (cattle)
lysosome	Beta-galactosidase	Bos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (61)

Assay ID	Title	Year	Journal	Article
AID402846	Inhibition of rat liver lysosomal alpha-galactosidase at 1000 uM by spectrophotometry	1997	Journal of natural products, Mar, Volume: 60, Issue:3	Fagomine isomers and glycosides from Xanthocercis zambesiaca.
AID1322880	Inhibition of jack bean alpha-mannosidase at 2 mM after 10 to 30 mins by spectrophotometric method	2016	European journal of medicinal chemistry, Oct-04, Volume: 121	Inhibitor versus chaperone behaviour of d-fagomine, DAB and LAB sp(2)-iminosugar conjugates against glycosidases: A structure-activity relationship study in Gaucher fibroblasts.
AID40435	Concentration that causes 50% inhibition of mammalian cellobiase beta-glucosidase was determined in rat intestine	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID1322872	Inhibition of baker's yeast alpha-glucosidase using alpha-D-glycopyranoside as substrate at 2 mM after 10 to 30 mins by spectrophotometric method	2016	European journal of medicinal chemistry, Oct-04, Volume: 121	Inhibitor versus chaperone behaviour of d-fagomine, DAB and LAB sp(2)-iminosugar conjugates against glycosidases: A structure-activity relationship study in Gaucher fibroblasts.
AID613038	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	2011	Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11	Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.
AID40148	Concentration that causes 50% inhibition of mammalian lysosomal beta-galactosidase was determined in bovine liver; NI is less than 50 % inhibition at 1000 uM	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID613039	Inhibition of coffee beans alpha-galactosidase assessed as production of p-nitrophenol at 1000 uM by spectrophotometry	2011	Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11	Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.
AID613043	Inhibition of snail beta-mannosidase assessed as production of p-nitrophenol at 1000 uM by spectrophotometry	2011	Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11	Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.
AID210967	Concentration that causes 50% inhibition of mammalian trehalase was determined in rat intestine; NI is less than 50 % inhibition at 1000 micro M	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID652572	Inhibition of recombinant glucosylceramidase 1 using 4-methylumbelliferyl-B-glucoside as substrate by fluorimetric analysis	2011	ACS medicinal chemistry letters, Jul-14, Volume: 2, Issue:7	Assessment of partially deoxygenated deoxynojirimycin derivatives as glucosylceramide synthase inhibitors.
AID402851	Inhibition of bovine liver beta-galactosidase by spectrophotometry	1997	Journal of natural products, Mar, Volume: 60, Issue:3	Fagomine isomers and glycosides from Xanthocercis zambesiaca.
AID40274	Concentration that causes 50% inhibition of mammalian lysosomal beta-galactosidase was determined in rat liver; NI is less than 50 % inhibition at 1000 uM	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID613033	Inhibition of rat intestinal isomaltase assessed as production of p-nitrophenol at 1000 uM by spectrophotometry	2011	Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11	Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.
AID1322881	Inhibition of Helix pomatia beta-mannosidase at 2 mM after 10 to 30 mins by spectrophotometric method	2016	European journal of medicinal chemistry, Oct-04, Volume: 121	Inhibitor versus chaperone behaviour of d-fagomine, DAB and LAB sp(2)-iminosugar conjugates against glycosidases: A structure-activity relationship study in Gaucher fibroblasts.
AID36813	Concentration that causes 50% inhibition of mammalian alpha-L-fucosidase was determined in bovine epididymis	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID402841	Inhibition of rat liver lysosomal beta-glucosidase by spectrophotometry	1997	Journal of natural products, Mar, Volume: 60, Issue:3	Fagomine isomers and glycosides from Xanthocercis zambesiaca.
AID1322869	Competitive inhibition of Aspergillus niger amyloglucosidase after 10 to 30 mins by Lineweaver-Burk plot analysis	2016	European journal of medicinal chemistry, Oct-04, Volume: 121	Inhibitor versus chaperone behaviour of d-fagomine, DAB and LAB sp(2)-iminosugar conjugates against glycosidases: A structure-activity relationship study in Gaucher fibroblasts.
AID37436	Concentration that causes 50% inhibition of mammalian alpha-glucosidase (endoplasmic reticulum glucosidase II) was determined in rat liver NI is less than 50 % inhibition at 1000 uM	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID613044	Inhibition of bovine epididymis alpha-L-fucosidase assessed as production of p-nitrophenol at 1000 uM by spectrophotometry	2011	Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11	Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.
AID1322877	Inhibition of Penicillium decumbens naringinase at 2 mM after 10 to 30 mins by spectrophotometric method	2016	European journal of medicinal chemistry, Oct-04, Volume: 121	Inhibitor versus chaperone behaviour of d-fagomine, DAB and LAB sp(2)-iminosugar conjugates against glycosidases: A structure-activity relationship study in Gaucher fibroblasts.
AID40171	Concentration that causes 50% inhibition of mammalian epididymal beta-galactosidase was determined in rat epididymis; NI is less than 50 % inhibition at 1000 uM	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID37285	Concentration that causes 50% inhibition of mammalian alpha-glucosidase (lysosomal) was determined in rat liver; NI is less than 50 % inhibition at 1000 uM	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID35814	Concentration that causes 50% inhibition of soluble mammalian alpha-mannosidase in rat liver. NI is less than 50 % inhibition at 1000 uM	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID402837	Inhibition of rice alpha-glucosidase by glucose B-test	1997	Journal of natural products, Mar, Volume: 60, Issue:3	Fagomine isomers and glycosides from Xanthocercis zambesiaca.
AID613041	Inhibition of rat intestinal lactase assessed as production of p-nitrophenol by spectrophotometry	2011	Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11	Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.
AID613055	Inhibition of rice alpha-glucosidase assessed as production of D-glucose using maltose as substrate after 10 to 30 mins by spectrophotometry	2011	Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11	Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.
AID37286	Concentration that causes 50% inhibition of mammalian alpha-glucosidase (maltase) was determined in rat intestine	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID40163	Tested for competitive inhibition of bovine liver beta-galactosidase	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID37274	Inhibition of mammalian alpha-glucosidase (lysosomal) was determined in bovine liver; NI is less than 50 % inhibition at 1000 uM	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID613049	Inhibition of almond beta-glucosidase assessed as production of 4-methylumbelliferone using 4-methylumbelliferyl beta-D-glucoside as substrate by spectrophotometry	2011	Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11	Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.
AID402843	Inhibition of Wistar rat intestinal cellobiase by glucose B-test	1997	Journal of natural products, Mar, Volume: 60, Issue:3	Fagomine isomers and glycosides from Xanthocercis zambesiaca.
AID40144	Concentration that causes 50% inhibition of mammalian cytosolic beta-galactosidase was determined in bovine liver	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID613050	Inhibition of rat intestinal cellobiase assessed as production of p-nitrophenol by spectrophotometry	2011	Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11	Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.
AID1322878	Inhibition of green coffee bean alpha-galactosidase using o-nitrophenyl alpha-D-galactopyranoside at 2 mM after 10 to 30 mins by spectrophotometric method	2016	European journal of medicinal chemistry, Oct-04, Volume: 121	Inhibitor versus chaperone behaviour of d-fagomine, DAB and LAB sp(2)-iminosugar conjugates against glycosidases: A structure-activity relationship study in Gaucher fibroblasts.
AID1322868	Competitive inhibition of baker's yeast isomaltase after 10 to 30 mins by Lineweaver-Burk plot analysis	2016	European journal of medicinal chemistry, Oct-04, Volume: 121	Inhibitor versus chaperone behaviour of d-fagomine, DAB and LAB sp(2)-iminosugar conjugates against glycosidases: A structure-activity relationship study in Gaucher fibroblasts.
AID1322870	Competitive inhibition of bovine liver cytosolic beta-glucosidase using beta-D-glycopyranoside as substrate after 10 to 30 mins by Lineweaver-Burk plot analysis	2016	European journal of medicinal chemistry, Oct-04, Volume: 121	Inhibitor versus chaperone behaviour of d-fagomine, DAB and LAB sp(2)-iminosugar conjugates against glycosidases: A structure-activity relationship study in Gaucher fibroblasts.
AID99233	Tested for competitive inhibition of rat intestinal lactase	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID613042	Inhibition of jack beans alpha-mannosidase assessed as production of p-nitrophenol at 1000 uM by spectrophotometry	2011	Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11	Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.
AID37288	Concentration that causes 50% inhibition of mammalian alpha-mannosidase (golgi I) was determined in rat liver; NI is less than 50 % inhibition at 1000 uM	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID613054	Inhibition of bovine liver beta-galactosidase assessed as production of p-nitrophenol by spectrophotometry	2011	Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11	Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.
AID402848	Inhibition of green coffee bean alpha-galactosidase at 1000 uM by spectrophotometry	1997	Journal of natural products, Mar, Volume: 60, Issue:3	Fagomine isomers and glycosides from Xanthocercis zambesiaca.
AID33282	Concentration that causes 50% inhibition of mammalian alpha-mannosidase (lysosomal) was determined in rat liver; NI is less than 50 % inhibition at 1000 uM	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID33285	Concentration that causes 50% inhibition of mammalian alpha-mannosidase was determined in rat epididymis; NI is less than 50 % inhibition at 1000 uM	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID652570	Inhibition of glucosylceramide synthase in mouse RAW cells up to 20 uM preincubated for 15 mins followed by substrate addition and measured after 1 hr by fluorescence scanner	2011	ACS medicinal chemistry letters, Jul-14, Volume: 2, Issue:7	Assessment of partially deoxygenated deoxynojirimycin derivatives as glucosylceramide synthase inhibitors.
AID37277	Concentration that causes 50% inhibition of mammalian alpha-glucosidase (isomaltase) was determined in rat intestine	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID1322879	Inhibition of Escherichia coli beta-galactosidase using o-nitrophenyl beta-D-galactopyranoside at 2 mM after 10 to 30 mins by spectrophotometric method	2016	European journal of medicinal chemistry, Oct-04, Volume: 121	Inhibitor versus chaperone behaviour of d-fagomine, DAB and LAB sp(2)-iminosugar conjugates against glycosidases: A structure-activity relationship study in Gaucher fibroblasts.
AID613034	Inhibition of rat intestinal sucrase assessed as production of p-nitrophenol at 1000 uM by spectrophotometry	2011	Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11	Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.
AID400353	Antihyperglycemic effect in STZ-diabetic ddY mouse assessed as reduction in blood glucose level at 150 umol/kg, ip after 2 hrs by glucose oxidase method	1998	Journal of natural products, Mar, Volume: 61, Issue:3	Antihyperglycemic effects of N-containing sugars from Xanthocercis zambesiaca, Morus bombycis, Aglaonema treubii, and Castanospermum australe in streptozotocin-diabetic mice.
AID402839	Inhibition of Wistar rat intestinal isomaltase by glucose B-test	1997	Journal of natural products, Mar, Volume: 60, Issue:3	Fagomine isomers and glycosides from Xanthocercis zambesiaca.
AID652573	Inhibition of glucosylceramidase 2 from spleen of patient with gaucher's disease by fluorimetric analysis	2011	ACS medicinal chemistry letters, Jul-14, Volume: 2, Issue:7	Assessment of partially deoxygenated deoxynojirimycin derivatives as glucosylceramide synthase inhibitors.
AID613032	Inhibition of rat intestinal maltase assessed as production of D-glucose using maltose as substrate at 1000 uM after 10 to 30 mins by spectrophotometry	2011	Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11	Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.
AID613051	Inhibition of bovine liver beta-glucosidase assessed as production of 4-methylumbelliferone using 4-methylumbelliferyl beta-D-glucoside as substrate by spectrophotometry	2011	Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11	Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.
AID1322876	Inhibition of almond beta-glucosidase using beta-D-glycopyranoside as substrate at 2 mM after 10 to 30 mins by spectrophotometric method	2016	European journal of medicinal chemistry, Oct-04, Volume: 121	Inhibitor versus chaperone behaviour of d-fagomine, DAB and LAB sp(2)-iminosugar conjugates against glycosidases: A structure-activity relationship study in Gaucher fibroblasts.
AID652571	Inhibition of glucosylceramide synthase in mouse RAW cells preincubated for 15 mins followed by substrate addition and measured after 1 hr by fluorescence scanner	2011	ACS medicinal chemistry letters, Jul-14, Volume: 2, Issue:7	Assessment of partially deoxygenated deoxynojirimycin derivatives as glucosylceramide synthase inhibitors.
AID33280	Concentration that causes 50% inhibition of mammalian alpha-mannosidase (golgi II) was determined in rat liver; NI is less than 50 % inhibition at 1000 uM	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID210963	Concentration that causes 50% inhibition of mammalian trehalase was determined in porcine kidney; NI is less than 50 % inhibition at 1000 uM	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID613045	Inhibition of Penicillium decumbens alpha-L-rhamnosidase assessed as production of p-nitrophenol at 1000 uM by spectrophotometry	2011	Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11	Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.
AID40438	Concentration that causes 50% inhibition of mammalian lysosomal beta-glucosidase was determined in rat liver; NI is less than 50 % inhibition at 1000 uM	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID40176	Concentration that causes 50% inhibition of mammalian lactase beta-galactosidase was determined in rat intestine	1994	Journal of medicinal chemistry, Oct-28, Volume: 37, Issue:22	Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.
AID402849	Inhibition of rat liver beta-galactosidase by spectrophotometry	1997	Journal of natural products, Mar, Volume: 60, Issue:3	Fagomine isomers and glycosides from Xanthocercis zambesiaca.
AID402844	Inhibition of almond beta-glucosidase by spectrophotometry	1997	Journal of natural products, Mar, Volume: 60, Issue:3	Fagomine isomers and glycosides from Xanthocercis zambesiaca.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	3 (50.00)	18.2507
2000's	0 (0.00)	29.6817
2010's	3 (50.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	6 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
glyburide Glyburide: An antidiabetic sulfonylurea derivative with actions like those of chlorpropamide. glyburide : An N-sulfonylurea that is acetohexamide in which the acetyl group is replaced by a 2-(5-chloro-2-methoxybenzamido)ethyl group.	1.99	1	monochlorobenzenes; N-sulfonylurea	anti-arrhythmia drug; EC 2.7.1.33 (pantothenate kinase) inhibitor; EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor; hypoglycemic agent
1-deoxynojirimycin 1-deoxy-nojirimycin: structure in first source. duvoglustat : An optically active form of 2-(hydroxymethyl)piperidine-3,4,5-triol having 2R,3R,4R,5S-configuration.	2.7	3	2-(hydroxymethyl)piperidine-3,4,5-triol; piperidine alkaloid	anti-HIV agent; anti-obesity agent; bacterial metabolite; EC 3.2.1.20 (alpha-glucosidase) inhibitor; hepatoprotective agent; hypoglycemic agent; plant metabolite
miglustat miglustat: a glucosylceramide synthase inhibitor. miglustat : A hydroxypiperidine that is deoxynojirimycin in which the amino hydrogen is replaced by a butyl group.	2.06	1	piperidines; tertiary amino compound	anti-HIV agent; EC 2.4.1.80 (ceramide glucosyltransferase) inhibitor
castanospermine castanospermine: indolizidine alkaloid from seeds of Australian legume, Castanospermum australe. castanospermine : A tetrahydroxyindolizidine alkaloid that consists of octahydroindolizine having four hydroxy substituents located at positions 1, 6, 7 and 8 (the 1S,6S,7R,8R,8aR-diastereomer).	1.99	1	indolizidine alkaloid	anti-HIV-1 agent; anti-inflammatory agent; EC 3.2.1.* (glycosidase) inhibitor; metabolite
fagomine fagomine: structure in first source	3.11	5	piperidines
2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine: structure given in first source	2.39	2	dihydroxypyrrolidine
1,4-dideoxy-1,4-iminoarabinitol 1,4-dideoxy-1,4-iminoarabinitol: RN given refers to (2S-(2alpha,3beta,4alpha))-isomer; structure given in first source	2.13	1
homonojirimycin homonojirimycin: inhibits alpha-glucosidase; RN given for (2R-(2alpha,3alpha,4beta,5alpha,6beta))-isomer; structure in first source	1.99	1
isofagomine [no description available]	2.06	1	piperidines
1,4-dideoxy-1,4-imino-d-arabinitol [no description available]	2.13	1
n-(5-adamantane-1-yl-methoxy-pentyl)deoxynojirimycin [no description available]	2.06	1

Condition	Relationship Strength	Studies
Alloxan Diabetes [description not available]	1.99	1
Acid beta-Glucosidase Deficiency [description not available]	2.13	1
Gaucher Disease An autosomal recessive disorder caused by a deficiency of acid beta-glucosidase (GLUCOSYLCERAMIDASE) leading to intralysosomal accumulation of glycosylceramide mainly in cells of the MONONUCLEAR PHAGOCYTE SYSTEM. The characteristic Gaucher cells, glycosphingolipid-filled HISTIOCYTES, displace normal cells in BONE MARROW and visceral organs causing skeletal deterioration, hepatosplenomegaly, and organ dysfunction. There are several subtypes based on the presence and severity of neurological involvement.	2.13	1

3-epi-fagomine

Description

Cross-References

Synonyms (10)

Roles (3)

Drug Classes (6)

Protein Targets (5)

Inhibition Measurements

Biological Processes (7)

Molecular Functions (5)

Ceullar Components (5)

Bioassays (61)

Research

Studies (6)

Study Types

3-epi-fagomine

Description

Cross-References

Synonyms (10)

Roles (3)

Drug Classes (6)

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