EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66114 - jaspamide J

ChEBI IDCHEBI:66114
ChEBI Namejaspamide J
Stars
DefinitionA cyclodepsipeptide isolated from Jaspis splendens. A derivative of jaspamide, it has been shown to exhibit cytotoxic and microfilament disruption activity.
Last Modified13 April 2015
DownloadsMolfile
FormulaC35H43BrN4O6
Net Charge0
Average Mass695.655
Monoisotopic Mass694.23660
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)CC1
InChIInChI=1S/C35H43BrN4O6/c1-20-10-15-31(42)37-23(4)35(45)40(5)30(18-27-26-8-6-7-9-28(26)38-33(27)36)34(44)39-29(24-11-13-25(41)14-12-24)19-32(43)46-22(3)17-21(2)16-20/h6-9,11-14,16,21-23,29-30,38,41H,10,15,17-19H2,1-5H3,(H,37,42)(H,39,44)/b20-16+/t21-,22-,23-,29+,30+/m0/s1
InChIKeyJCKVLCSMPHMFGK-CBRUVUFKSA-N
Species of MetaboliteComponentSourceComments
Jaspis splendens (WORMS:169842)
- DOI (10.1016/j.tet.2008.05.037)
- PubMed (21241058) Methanolic extract of sponge
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
actin polymerisation inhibitor  Any substance that inhibits the polymerisation of the protein actin.
animal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
jaspamide J (CHEBI:66114) has role actin polymerisation inhibitor (CHEBI:70728)
jaspamide J (CHEBI:66114) has role animal metabolite (CHEBI:75767)
jaspamide J (CHEBI:66114) has role antineoplastic agent (CHEBI:35610)
jaspamide J (CHEBI:66114) has role marine metabolite (CHEBI:76507)
jaspamide J (CHEBI:66114) is a cyclodepsipeptide (CHEBI:35213)
jaspamide J (CHEBI:66114) is a macrocycle (CHEBI:51026)
jaspamide J (CHEBI:66114) is a organobromine compound (CHEBI:37141)
IUPAC Name 
(4R,7R,10S,15E,17R,19S)-7-[(2-bromo-1H-indol-3-yl)methyl]-4-(4-hydroxyphenyl)-8,10,15,17,19-pentamethyl-1-oxa-5,8,11-triazacyclononadec-15-ene-2,6,9,12-tetrone
Synonym  Source
jaspakinolide JChEBI
Manual XrefsDatabases
25034011ChemSpider
Registry NumbersSources
Reaxys:18557796Reaxys
Citations