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CHEBI:66112 - jaspamide K

ChEBI IDCHEBI:66112
ChEBI Namejaspamide K
Stars
DefinitionA cyclodepsipeptide isolated from Jaspis splendens. A derivative of jaspamide, it has been shown to exhibit cytotoxic and microfilament disruption activity.
Last Modified6 March 2013
DownloadsMolfile
FormulaC36H45BrN4O7
Net Charge0
Average Mass725.681
Monoisotopic Mass724.24716
SMILESC/C1=C\[C@H](C)C[C@H](C)OC(=O)C[C@H](c2ccc(O)cc2)NC(=O)[C@@H](Cc2c(Br)nc3ccccc23)N(C)C(=O)[C@H](C)NC(=O)[C@@H](C)C1O
InChIInChI=1S/C36H45BrN4O7/c1-19-15-20(2)32(44)22(4)34(45)38-23(5)36(47)41(6)30(17-27-26-9-7-8-10-28(26)39-33(27)37)35(46)40-29(18-31(43)48-21(3)16-19)24-11-13-25(42)14-12-24/h7-15,19,21-23,29-30,32,39,42,44H,16-18H2,1-6H3,(H,38,45)(H,40,46)/b20-15+/t19-,21-,22-,23-,29+,30+,32?/m0/s1
InChIKeyKKIASCJKLSEAED-NDBXTNKWSA-N
Species of MetaboliteComponentSourceComments
Jaspis splendens (WORMS:169842) - DOI (10.1016/j.tet.2008.05.037)
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.
actin polymerisation inhibitor  Any substance that inhibits the polymerisation of the protein actin.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
jaspamide K (CHEBI:66112) has role actin polymerisation inhibitor (CHEBI:70728)
jaspamide K (CHEBI:66112) has role antineoplastic agent (CHEBI:35610)
jaspamide K (CHEBI:66112) has role metabolite (CHEBI:25212)
jaspamide K (CHEBI:66112) is a cyclodepsipeptide (CHEBI:35213)
jaspamide K (CHEBI:66112) is a macrocycle (CHEBI:51026)
jaspamide K (CHEBI:66112) is a organobromine compound (CHEBI:37141)
jaspamide K (CHEBI:66112) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(4R,7R,10S,13S,15E,17R,19S)-7-[(2-bromo-1H-indol-3-yl)methyl]-14-hydroxy-4-(4-hydroxyphenyl)-8,10,13,15,17,19-hexamethyl-1-oxa-5,8,11-triazacyclononadec-15-ene-2,6,9,12-tetrone
Registry NumbersSources
Reaxys:18557798Reaxys