CHEBI:77757 - lejimalide A

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ChEBI Name lejimalide A
ChEBI ID CHEBI:77757
Definition A macrolide that is isolated from the marine tunicate Eudistoma cf. rigida and exhibits potent in vitro cytotoxic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C40H58N2O7
Net Charge 0
Average Mass 678.89770
Monoisotopic Mass 678.42440
InChI InChI=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
InChIKey FAVMTJDTJCBNEZ-MDFWTKNVSA-N
SMILES CO[C@H]1CC\C=C(\C)/C=C/C[C@H](OC)\C=C(/C)\C=C\[C@@H](C)\C=C\C(=O)O[C@@H]([C@@H](C)\C=C\C=C\1)C(\C)=C\C=C(/C)CNC(=O)[C@H](CO)NC=O
Roles Classification
Biological Role(s): marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing 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 Numbers Types Sources
10410807 Reaxys Registry Number Reaxys
117582-91-9 CAS Registry Number ChemIDplus
Last Modified
18 March 2014