CHEBI:66143 - kempopeptin B

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ChEBI Name kempopeptin B
ChEBI ID CHEBI:66143
Definition A 19-membered cyclodepsipeptide isolated from Floridian marine cyanobacterium Lyngbya sp. It exhibits inhibitory activity towards the enzyme trypsin.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C46H73BrN8O11
Net Charge 0
Average Mass 994.02300
Monoisotopic Mass 992.45822
InChI InChI=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
InChIKey BESCRSMOIPNLKZ-BZKFFGQOSA-N
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
Metabolite of Species Details
Lyngbya (NCBI:txid28073) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
19205156 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18693761 PubMed citation Europe PMC
Last Modified
10 January 2014