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CHEBI:66384 - michaolide K

ChEBI IDCHEBI:66384
ChEBI Namemichaolide K
Stars
DefinitionA cembrane diterpenoid with cytotoxic activity isolated from the soft coral Lobophytum michaelae.
Last Modified27 November 2013
DownloadsMolfile
FormulaC24H34O8
Net Charge0
Average Mass450.528
Monoisotopic Mass450.22537
SMILES[H][C@]12OC(=O)C(=C)[C@]1([H])[C@H](OC(C)=O)C/C(C)=C/CC/C(C)=C/C[C@@H](OC(C)=O)[C@](C)(O)[C@H]2O
InChIInChI=1S/C24H34O8/c1-13-8-7-9-14(2)12-18(30-16(4)25)20-15(3)23(28)32-21(20)22(27)24(6,29)19(11-10-13)31-17(5)26/h9-10,18-22,27,29H,3,7-8,11-12H2,1-2,4-6H3/b13-10+,14-9+/t18-,19-,20-,21+,22+,24+/m1/s1
InChIKeyIQBWQYJKNHZZBD-MXWKRVGCSA-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 K (CHEBI:66384) has role antineoplastic agent (CHEBI:35610)
michaolide K (CHEBI:66384) has role coral metabolite (CHEBI:76498)
michaolide K (CHEBI:66384) is a acetate ester (CHEBI:47622)
michaolide K (CHEBI:66384) is a cembrane diterpenoid (CHEBI:60687)
michaolide K (CHEBI:66384) is a macrocycle (CHEBI:51026)
michaolide K (CHEBI:66384) is a secondary alcohol (CHEBI:35681)
michaolide K (CHEBI:66384) is a tertiary alcohol (CHEBI:26878)
michaolide K (CHEBI:66384) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3aR,4R,6E,10E,13R,14R,15S,15aS)-14,15-dihydroxy-6,10,14-trimethyl-3-methylidene-2-oxo-2,3,3a,4,5,8,9,12,13,14,15,15a-dodecahydrocyclotetradeca[b]furan-4,13-diyl diacetate
Registry NumbersSources
Reaxys:11101581Reaxys
Citations