EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:77757 - lejimalide A

ChEBI IDCHEBI:77757
ChEBI Namelejimalide A
Stars
DefinitionA macrolide that is isolated from the marine tunicate Eudistoma cf. rigida and exhibits potent in vitro cytotoxic activity.
Last Modified18 March 2014
SubmitterSteve
DownloadsMolfile
FormulaC40H58N2O7
Net Charge0
Average Mass678.911
Monoisotopic Mass678.42440
SMILES[H][C@]1(/C(C)=C/C=C(\C)CNC(=O)[C@H](CO)NC=O)OC(=O)/C=C/[C@H](C)/C=C/C(C)=C/[C@@H](OC)C/C=C/C(C)=C\CC[C@H](OC)/C=C/C=C/[C@@H]1C
InChIInChI=1S/C40H58N2O7/c1-29-13-11-17-35(47-7)16-10-9-15-33(5)39(34(6)23-21-32(4)26-41-40(46)37(27-43)42-28-44)49-38(45)24-22-30(2)19-20-31(3)25-36(48-8)18-12-14-29/h9-10,12-16,19-25,28,30,33,35-37,39,43H,11,17-18,26-27H2,1-8H3,(H,41,46)(H,42,44)/b14-12+,15-9+,16-10+,20-19+,24-22+,29-13-,31-25+,32-21+,34-23+/t30-,33+,35-,36+,37+,39+/m1/s1
InChIKeyFAVMTJDTJCBNEZ-MDFWTKNVSA-N
Roles Classification
Biological Role:
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)
lejimalide A (CHEBI:77757) has functional parent L-serine (CHEBI:17115)
lejimalide A (CHEBI:77757) has role antineoplastic agent (CHEBI:35610)
lejimalide A (CHEBI:77757) has role marine metabolite (CHEBI:76507)
lejimalide A (CHEBI:77757) is a ether (CHEBI:25698)
lejimalide A (CHEBI:77757) is a formamides (CHEBI:24079)
lejimalide A (CHEBI:77757) is a macrolide (CHEBI:25106)
IUPAC Name 
N-{(2E,4E)-5-[(2S,3S,4E,6E,8S,11Z,13E,16S,17E,19E,21R,22E)-8,16-dimethoxy-3,12,18,21-tetramethyl-24-oxooxacyclotetracosa-4,6,11,13,17,19,22-heptaen-2-yl]-2-methylhexa-2,4-dien-1-yl}-N2-formyl-L-serinamide
Registry NumbersSources
Reaxys:10410807Reaxys
CAS:117582-91-9ChemIDplus