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CHEBI:66143 - kempopeptin B

Default Structure
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.
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).
serine protease inhibitor  Any protease inhibitor that restricts the action of a serine protease.
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