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CHEBI:66142 - kempopeptin A

Default Structure
ChEBI IDCHEBI:66142
ChEBI Namekempopeptin A
Stars
DefinitionA 19-membered cyclodepsipeptide isolated from Floridian marine cyanobacterium Lyngbya sp. It exhibits inhibitory activity towards the enzymes elastase and chymotrypsin.
Last Modified10 January 2014
DownloadsMolfile
FormulaC50H70N8O13
Net Charge0
Average Mass991.153
Monoisotopic Mass990.50623
SMILESCC(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@@H]1C(=O)N[C@@H](CC(C)C)C(=O)N[C@H]2CC[C@@H](O)N(C2=O)[C@@H](Cc2ccccc2)C(=O)N(C)[C@@H](Cc2ccc(O)cc2)C(=O)N[C@@H](C(C)C)C(=O)O[C@@H]1C)[C@@H](C)O
InChIInChI=1S/C50H70N8O13/c1-26(2)23-35-43(63)51-34-20-21-39(62)58(48(34)68)38(25-31-13-10-9-11-14-31)49(69)56(8)37(24-32-16-18-33(61)19-17-32)45(65)53-40(27(3)4)50(70)71-29(6)42(47(67)52-35)55-46(66)41(28(5)59)54-44(64)36-15-12-22-57(36)30(7)60/h9-11,13-14,16-19,26-29,34-42,59,61-62H,12,15,20-25H2,1-8H3,(H,51,63)(H,52,67)(H,53,65)(H,54,64)(H,55,66)/t28-,29-,34+,35+,36+,37+,38+,39-,40+,41+,42+/m1/s1
InChIKeyNGRWMTIDCSTQOO-XADDPKOHSA-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 3.4.21.1 (chymotrypsin) inhibitor  An EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of chymotrypsin (EC 3.4.21.1).
serine protease inhibitor  Any protease inhibitor that restricts the action of a serine protease.
ChEBI Ontology
Outgoing Relation(s)
kempopeptin A (CHEBI:66142) has role EC 3.4.21.1 (chymotrypsin) inhibitor (CHEBI:64943)
kempopeptin A (CHEBI:66142) has role metabolite (CHEBI:25212)
kempopeptin A (CHEBI:66142) has role serine protease inhibitor (CHEBI:64926)
kempopeptin A (CHEBI:66142) is a cyclodepsipeptide (CHEBI:35213)
kempopeptin A (CHEBI:66142) is a macrocycle (CHEBI:51026)
IUPAC Name 
1-acetyl-L-prolyl-N-[(2S,5S,8S,11R,12S,15S,18S,21R)-2-benzyl-21-hydroxy-5-(4-hydroxybenzyl)-4,11-dimethyl-15-(2-methylpropyl)-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]-L-threoninamide
Registry NumbersSources
Reaxys:19205157Reaxys
Citations