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CHEBI:66322 - WF14865A

ChEBI IDCHEBI:66322
ChEBI NameWF14865A
Stars
DefinitionA member of the class of guanidines isolated from the culture mycelium of the fungal strain Aphanoascus fulvescens and has been shown to exhibit inhibitory activity against cathepsin B and L.
Last Modified6 March 2014
DownloadsMolfile
FormulaC16H25N5O5
Net Charge0
Average Mass367.406
Monoisotopic Mass367.18557
SMILESCCC(C)[C@H](NC(=O)[C@H]1O[C@@H]1C(=O)O)C(=O)NCCCc1cnc(N)n1
InChIInChI=1S/C16H25N5O5/c1-3-8(2)10(21-14(23)11-12(26-11)15(24)25)13(22)18-6-4-5-9-7-19-16(17)20-9/h7-8,10-12H,3-6H2,1-2H3,(H,18,22)(H,21,23)(H,24,25)(H3,17,19,20)/t8?,10-,11-,12-/m0/s1
InChIKeyDCFQVVMHERPAGJ-GIQBOEGQSA-N
Species of MetaboliteComponentSourceComments
Aphanoascus fulvescens (ncbitaxon:73174) - PubMed (10908107) Strain: 14865
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
cathepsin L (EC 3.4.22.15) inhibitor  An EC 3.4.22.* (cysteine endopeptidase) inhibitor which interferes with the action of cathepsin L (EC 3.4.22.15).
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
cathepsin B inhibitor  A cysteine protease inhibitor which inhibits cathepsin B (EC 3.4.22.1).
ChEBI Ontology
Outgoing Relation(s)
WF14865A (CHEBI:66322) has role cathepsin B inhibitor (CHEBI:64932)
WF14865A (CHEBI:66322) has role cathepsin L (EC 3.4.22.15) inhibitor (CHEBI:70821)
WF14865A (CHEBI:66322) has role fungal metabolite (CHEBI:76946)
WF14865A (CHEBI:66322) is a dicarboxylic acid monoamide (CHEBI:35735)
WF14865A (CHEBI:66322) is a epoxide (CHEBI:32955)
WF14865A (CHEBI:66322) is a guanidines (CHEBI:24436)
WF14865A (CHEBI:66322) is a imidazoles (CHEBI:24780)
WF14865A (CHEBI:66322) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name 
(2S,3S)-3-{[(2R)-1-{[3-(2-amino-1H-imidazol-4-yl)propyl]amino}-3-methyl-1-oxopentan-2-yl]carbamoyl}oxirane-2-carboxylic acid
Synonym  Source
4-[3-[N-[[(2S,3S)-3-trans-carboxyoxiran-2-yl]carbonyl]-L-isoleucyl]aminopropanyl]-1H-imidazol-2-yl amineChEBI
Registry NumbersSources
Reaxys:8652543Reaxys
Citations