CHEBI:66323 - WF14865B

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ChEBI Name WF14865B
ChEBI ID CHEBI:66323
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C16H25N5O5
Net Charge 0
Average Mass 367.40020
Monoisotopic Mass 367.18557
InChI InChI=1S/C16H25N5O5/c1-8(2)6-10(21-14(23)11-12(26-11)15(24)25)13(22)18-5-3-4-9-7-19-16(17)20-9/h7-8,10-12H,3-6H2,1-2H3,(H,18,22)(H,21,23)(H,24,25)(H3,17,19,20)/t10-,11-,12-/m0/s1
InChIKey ANTVWDOUZRJATD-SRVKXCTJSA-N
SMILES CC(C)C[C@H](NC(=O)[C@H]1O[C@@H]1C(O)=O)C(=O)NCCCc1c[nH]c(N)n1
Metabolite of Species Details
Aphanoascus fulvescens (NCBI:txid73174) of strain 14865 See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): cathepsin B inhibitor
A cysteine protease inhibitor which inhibits cathepsin B (EC 3.4.22.1).
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing WF14865B (CHEBI:66323) has role cathepsin B inhibitor (CHEBI:64932)
WF14865B (CHEBI:66323) has role cathepsin L (EC 3.4.22.15) inhibitor (CHEBI:70821)
WF14865B (CHEBI:66323) has role fungal metabolite (CHEBI:76946)
WF14865B (CHEBI:66323) is a dicarboxylic acid monoamide (CHEBI:35735)
WF14865B (CHEBI:66323) is a epoxide (CHEBI:32955)
WF14865B (CHEBI:66323) is a guanidines (CHEBI:24436)
WF14865B (CHEBI:66323) is a imidazoles (CHEBI:24780)
WF14865B (CHEBI:66323) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name
(2S,3S)-3-{[(2S)-1-{[3-(2-amino-1H-imidazol-4-yl)propyl]amino}-4-methyl-1-oxopentan-2-yl]carbamoyl}oxirane-2-carboxylic acid
Synonym Source
4-[3-[N-[[(2S,3S)-3-trans-carboxyoxiran-2-yl]carbonyl]-L-leucyl]aminopropanyl]-1H-imidazol-2-yl amine ChEBI
Registry Number Type Source
8652401 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
10908107 PubMed citation Europe PMC
Last Modified
06 March 2014