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CHEBI:66383 - michaolide J

ChEBI IDCHEBI:66383
ChEBI Namemichaolide J
Stars
DefinitionA cembrane diterpenoid with cytotoxic activity isolated from the soft coral Lobophytum michaelae.
Last Modified27 November 2013
DownloadsMolfile
FormulaC28H38O11
Net Charge0
Average Mass550.601
Monoisotopic Mass550.24141
SMILES[H][C@]12OC(=O)C(=C)[C@]1([H])[C@H](OC(C)=O)C/C(C)=C/C[C@H](OC(C)=O)/C(C)=C/C[C@@H](OC(C)=O)[C@](C)(O)[C@H]2OC(C)=O
InChIInChI=1S/C28H38O11/c1-14-9-11-21(35-17(4)29)15(2)10-12-23(37-19(6)31)28(8,34)26(38-20(7)32)25-24(16(3)27(33)39-25)22(13-14)36-18(5)30/h9-10,21-26,34H,3,11-13H2,1-2,4-8H3/b14-9+,15-10+/t21-,22+,23+,24+,25-,26-,28-/m0/s1
InChIKeyFFMDUIKBNZDKNL-LXGVGBMYSA-N
Species of MetaboliteComponentSourceComments
Lobophytum michaelae (WORMS:288797) - PubMed (17473465)
Roles Classification
Biological Role:
coral metabolite  Any animal metabolite produced during a metabolic reaction in corals (marine invertebrates).
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
michaolide J (CHEBI:66383) has role antineoplastic agent (CHEBI:35610)
michaolide J (CHEBI:66383) has role coral metabolite (CHEBI:76498)
michaolide J (CHEBI:66383) is a acetate ester (CHEBI:47622)
michaolide J (CHEBI:66383) is a cembrane diterpenoid (CHEBI:60687)
michaolide J (CHEBI:66383) is a macrocycle (CHEBI:51026)
michaolide J (CHEBI:66383) is a tertiary alcohol (CHEBI:26878)
michaolide J (CHEBI:66383) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3aR,4R,6E,9S,10E,13R,14S,15S,15aS)-14-hydroxy-6,10,14-trimethyl-3-methylidene-2-oxo-2,3,3a,4,5,8,9,12,13,14,15,15a-dodecahydrocyclotetradeca[b]furan-4,9,13,15-tetrayl tetraacetate
Registry NumbersSources
Reaxys:11101580Reaxys
Citations