CHEBI:132399 - 3-epi-fagomine

ChEBI IDCHEBI:132399
ChEBI Name3-epi-fagomine
Stars
ASCII Name3-epi-fagomine
DefinitionA 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).
Last Modified12 July 2016
Submitterliuqingping
DownloadsMolfile
FormulaC6H13NO3
Net Charge0
Average Mass147.174
Monoisotopic Mass147.08954
SMILESOC[C@H]1NCC[C@H](O)[C@@H]1O
InChIInChI=1S/C6H13NO3/c8-3-4-6(10)5(9)1-2-7-4/h4-10H,1-3H2/t4-,5+,6-/m1/s1
InChIKeyYZNNBIPIQWYLDM-NGJCXOISSA-N
Species of MetaboliteComponentSourceComments
Morus alba (ncbitaxon:3498) leaf (BTO:0000713) PubMed (22207282)
Xanthocercis zambesiaca (ncbitaxon:53932)
root (BTO:0001188) PubMed (9544568)
leaf (BTO:0000713) PubMed (9157194)
Bombyx mori (ncbitaxon:7091) faeces (UBERON:0001988) PubMed (18323202)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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 β-galactosidase (EC 3.2.1.23).
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).
ChEBI Ontology
Outgoing Relation(s)
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-epifagomineChEBI
Manual XrefsDatabases
C00049947KNApSAcK
Registry NumbersSources
Reaxys:7072956Reaxys
CAS:156639-77-9KNApSAcK
Citations