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CHEBI:77759 - lejimalide B

ChEBI IDCHEBI:77759
ChEBI Namelejimalide B
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
FormulaC41H60N2O7
Net Charge0
Average Mass692.938
Monoisotopic Mass692.44005
SMILES[H][C@]1(/C(C)=C/C=C(\C)CNC(=O)[C@H](CO)NC=O)OC(=O)/C(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/C41H60N2O7/c1-29-14-12-18-36(48-8)17-11-10-16-33(5)39(34(6)23-22-32(4)26-42-40(46)38(27-44)43-28-45)50-41(47)35(7)24-30(2)20-21-31(3)25-37(49-9)19-13-15-29/h10-11,13-17,20-25,28,30,33,36-39,44H,12,18-19,26-27H2,1-9H3,(H,42,46)(H,43,45)/b15-13+,16-10+,17-11+,21-20+,29-14-,31-25+,32-22+,34-23+,35-24+/t30-,33+,36-,37+,38+,39+/m1/s1
InChIKeyYVOFDUHVTLZRBY-CLRFZDQZSA-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 B (CHEBI:77759) has functional parent L-serine (CHEBI:17115)
lejimalide B (CHEBI:77759) has role antineoplastic agent (CHEBI:35610)
lejimalide B (CHEBI:77759) has role marine metabolite (CHEBI:76507)
lejimalide B (CHEBI:77759) is a ether (CHEBI:25698)
lejimalide B (CHEBI:77759) is a formamides (CHEBI:24079)
lejimalide B (CHEBI:77759) 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-3,12,18,21,23-pentamethyl-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:9377649Reaxys
CAS:117582-92-0ChemIDplus