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CHEBI:66143 - kempopeptin B

ChEBI IDCHEBI:66143
ChEBI Namekempopeptin B
Stars
DefinitionA 19-membered cyclodepsipeptide isolated from Floridian marine cyanobacterium Lyngbya sp. It exhibits inhibitory activity towards the enzyme trypsin.
Last Modified10 January 2014
DownloadsMolfile
FormulaC46H73BrN8O11
Net Charge0
Average Mass994.039
Monoisotopic Mass992.45822
SMILES[H][C@@]12CC[C@@H](O)N(C1=O)[C@@]([H])([C@H](C)CC)C(=O)N(C)[C@@H](Cc1ccc(OC)c(Br)c1)C(=O)N[C@@H](C(C)C)C(=O)O[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)CCC)C(C)C)C(=O)N[C@@H](CCCCN)C(=O)N2
InChIInChI=1S/C46H73BrN8O11/c1-11-15-34(56)51-36(24(3)4)42(60)53-38-27(8)66-46(64)37(25(5)6)52-41(59)32(23-28-17-19-33(65-10)29(47)22-28)54(9)45(63)39(26(7)12-2)55-35(57)20-18-31(44(55)62)50-40(58)30(49-43(38)61)16-13-14-21-48/h17,19,22,24-27,30-32,35-39,57H,11-16,18,20-21,23,48H2,1-10H3,(H,49,61)(H,50,58)(H,51,56)(H,52,59)(H,53,60)/t26-,27-,30+,31-,32+,35-,36+,37+,38+,39+/m1/s1
InChIKeyBESCRSMOIPNLKZ-BZKFFGQOSA-N
Species of MetaboliteComponentSourceComments
Lyngbya (ncbitaxon:28073) - PubMed (18693761)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
serine protease inhibitor  Any protease inhibitor that restricts the action of a serine protease.
EC 3.4.21.4 (trypsin) inhibitor  An EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of trypsin (EC 3.4.21.4).
ChEBI Ontology
Outgoing Relation(s)
kempopeptin B (CHEBI:66143) has role EC 3.4.21.4 (trypsin) inhibitor (CHEBI:76940)
kempopeptin B (CHEBI:66143) has role metabolite (CHEBI:25212)
kempopeptin B (CHEBI:66143) has role serine protease inhibitor (CHEBI:64926)
kempopeptin B (CHEBI:66143) is a cyclodepsipeptide (CHEBI:35213)
kempopeptin B (CHEBI:66143) is a macrocycle (CHEBI:51026)
kempopeptin B (CHEBI:66143) is a organobromine compound (CHEBI:37141)
IUPAC Name 
N-[(2S,5S,8S,11R,12S,15S,18R,21R)-15-(4-aminobutyl)-5-(3-bromo-4-methoxybenzyl)-2-[(2R)-butan-2-yl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-(propan-2-yl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docos-12-yl]-N2-butanoyl-L-valinamide
Registry NumbersSources
Reaxys:19205156Reaxys
Citations