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CHEBI:131941 - validoxylamine A

ChEBI IDCHEBI:131941
ChEBI Namevalidoxylamine A
Stars
DefinitionAn amino cyclitol that is (1R,2S,3S,4S,6R)-4-amino-6-(hydroxymethyl)cyclohexane-1,2,3-triol in which one of the hydrogens attached to the nitrogen is replaced by a (1R,4R,5R,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl group.
Last Modified3 July 2018
SubmitterSteve
DownloadsMolfile
FormulaC14H25NO8
Net Charge0
Average Mass335.353
Monoisotopic Mass335.15802
SMILESOCC1=C[C@H](N[C@H]2C[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O
InChIInChI=1S/C14H25NO8/c16-3-5-1-7(11(20)13(22)9(5)18)15-8-2-6(4-17)10(19)14(23)12(8)21/h1,6-23H,2-4H2/t6-,7+,8+,9-,10-,11+,12+,13+,14+/m1/s1
InChIKeyYCJYNBLLJHFIIW-MBABXGOBSA-N
Species of MetaboliteComponentSourceComments
Apis cerana (ncbitaxon:7461) - PubMed (16377847)
Streptomyces hygroscopicus subsp. limoneus (ncbitaxon:264445) - PubMed (23028689)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
EC 3.2.1.28 (alpha,alpha-trehalase) inhibitor  An EC 2.4.1.* (hexosyltransferase) inhibitor that interferes with the action of α,α-trehalase (EC 2.4.1.28).
animal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
Application:
ChEBI Ontology
Outgoing Relation(s)
validoxylamine A (CHEBI:131941) has functional parent validamine (CHEBI:30449)
validoxylamine A (CHEBI:131941) has role animal metabolite (CHEBI:75767)
validoxylamine A (CHEBI:131941) has role antibiotic insecticide (CHEBI:39208)
validoxylamine A (CHEBI:131941) has role bacterial metabolite (CHEBI:76969)
validoxylamine A (CHEBI:131941) has role EC 3.2.1.28 (α,α-trehalase) inhibitor (CHEBI:83762)
validoxylamine A (CHEBI:131941) is a amino cyclitol (CHEBI:61689)
validoxylamine A (CHEBI:131941) is a secondary amino compound (CHEBI:50995)
validoxylamine A (CHEBI:131941) is conjugate base of validoxylamine A(1+) (CHEBI:111505)
Incoming Relation(s)
validoxylamine A(1+) (CHEBI:111505) is conjugate acid of validoxylamine A (CHEBI:131941)
IUPAC Name 
(1S,2S,3R,6S)-4-(hydroxymethyl)-6-{[(1S,2S,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]amino}cyclohex-4-ene-1,2,3-triol
Synonym  Source
(+)-validoxylamine AChEBI
Manual XrefsDatabases
CPD-9669MetaCyc
Registry NumbersSources
Reaxys:2168717Reaxys
CAS:38665-10-0ChemIDplus
Citations