CHEBI:132399 - 3-epi-fagomine

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ChEBI Name 3-epi-fagomine
ChEBI ID CHEBI:132399
ChEBI ASCII Name 3-epi-fagomine
Definition 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).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter qingping liu
Supplier Information
Download Molfile XML SDF
Formula C6H13NO3
Net Charge 0
Average Mass 147.173
Monoisotopic Mass 147.08954
InChI InChI=1S/C6H13NO3/c8-3-4-6(10)5(9)1-2-7-4/h4-10H,1-3H2/t4-,5+,6-/m1/s1
InChIKey YZNNBIPIQWYLDM-NGJCXOISSA-N
SMILES [C@H]1([C@H]([C@H](CCN1)O)O)CO
Metabolite of Species Details
Morus alba (NCBI:txid3498) Found in leaf (BTO:0000713). See: PubMed
Xanthocercis zambesiaca (NCBI:txid53932) Found in leaf (BTO:0000713). See: PubMed
Xanthocercis zambesiaca (NCBI:txid53932) Found in root (BTO:0001188). See: PubMed
Bombyx mori (NCBI:txid7091) Found in faeces (UBERON:0001988). See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3-epi-fagomine (CHEBI:132399) has role EC 3.2.1.10 (oligo-1,6-glucosidase) inhibitor (CHEBI:67232)
3-epi-fagomine (CHEBI:132399) has role EC 3.2.1.23 (β-galactosidase) inhibitor (CHEBI:132518)
3-epi-fagomine (CHEBI:132399) has role plant metabolite (CHEBI:76924)
3-epi-fagomine (CHEBI:132399) is a amino monosaccharide (CHEBI:60926)
3-epi-fagomine (CHEBI:132399) is a hydroxypiperidine (CHEBI:48590)
3-epi-fagomine (CHEBI:132399) is a primary alcohol (CHEBI:15734)
3-epi-fagomine (CHEBI:132399) is a secondary alcohol (CHEBI:35681)
3-epi-fagomine (CHEBI:132399) is a secondary amino compound (CHEBI:50995)
3-epi-fagomine (CHEBI:132399) is a triol (CHEBI:27136)
IUPAC Name
(2R,3R,4S)-2-(hydroxymethyl)piperidine-3,4-diol
Synonym Source
3-epifagomine ChEBI
Manual Xref Database
C00049947 KNApSAcK
View more database links
Registry Numbers Types Sources
156639-77-9 CAS Registry Number KNApSAcK
7072956 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
18323202 PubMed citation Europe PMC
22207282 PubMed citation Europe PMC
8050098 PubMed citation Europe PMC
9157194 PubMed citation Europe PMC
9544568 PubMed citation Europe PMC
Last Modified
12 July 2016