EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:65600 - cathestatin B

ChEBI IDCHEBI:65600
ChEBI Namecathestatin B
Stars
DefinitionA carboxamide obtained by the formal condensation of the carboxylic group of oxirane-2,3-dicarboxylic acid with the amino group of N-(4-aminobutyl)-L-tyrosinamide (the 2S,3S stereoisomer). An antibiotic isolated from the fermentation broth of Penicillium citrinum, it acts as a potent inhibitor of cysteine protease.
Last Modified5 March 2014
DownloadsMolfile
FormulaC17H23N3O6
Net Charge0
Average Mass365.386
Monoisotopic Mass365.15869
SMILESNCCCCNC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H]1O[C@@H]1C(=O)O
InChIInChI=1S/C17H23N3O6/c18-7-1-2-8-19-15(22)12(9-10-3-5-11(21)6-4-10)20-16(23)13-14(26-13)17(24)25/h3-6,12-14,21H,1-2,7-9,18H2,(H,19,22)(H,20,23)(H,24,25)/t12-,13-,14-/m0/s1
InChIKeyJAJMETBQBCMJSZ-IHRRRGAJSA-N
Species of MetaboliteComponentSourceComments
Penicillium citrinum (ncbitaxon:5077) - PubMed (7766039)
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
cysteine protease inhibitor  Any protease inhibitor that restricts the action of a cysteine protease.
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
cathestatin B (CHEBI:65600) has role Penicillium metabolite (CHEBI:76964)
cathestatin B (CHEBI:65600) has role antimicrobial agent (CHEBI:33281)
cathestatin B (CHEBI:65600) has role cysteine protease inhibitor (CHEBI:64152)
cathestatin B (CHEBI:65600) is a dicarboxylic acid monoamide (CHEBI:35735)
cathestatin B (CHEBI:65600) is a epoxide (CHEBI:32955)
cathestatin B (CHEBI:65600) is a monocarboxylic acid (CHEBI:25384)
cathestatin B (CHEBI:65600) is a phenols (CHEBI:33853)
cathestatin B (CHEBI:65600) is a primary amino compound (CHEBI:50994)
IUPAC Name 
(2S,3S)-3-{[(2S)-1-[(4-aminobutyl)amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]carbamoyl}oxirane-2-carboxylic acid
Registry NumbersSources
Reaxys:7231119Reaxys
Citations