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CHEBI:66377 - michaolide D

ChEBI IDCHEBI:66377
ChEBI Namemichaolide D
Stars
DefinitionA cembrane diterpenoid with cytotoxic activity isolated from the soft coral Lobophytum michaelae.
Last Modified27 November 2013
DownloadsMolfile
FormulaC24H30O8
Net Charge0
Average Mass446.496
Monoisotopic Mass446.19407
SMILES[H][C@@]12O[C@@]1(C)[C@H](OC(C)=O)C/C=C(\C)C(=O)C/C=C(\C)C[C@@H](OC(C)=O)[C@@]1([H])C(=C)C(=O)O[C@]21[H]
InChIInChI=1S/C24H30O8/c1-12-7-9-17(27)13(2)8-10-19(30-16(5)26)24(6)22(32-24)21-20(14(3)23(28)31-21)18(11-12)29-15(4)25/h7-8,18-22H,3,9-11H2,1-2,4-6H3/b12-7+,13-8+/t18-,19-,20-,21+,22+,24+/m1/s1
InChIKeyJNBMVQUUSKZDNU-FIBYYQDESA-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 D (CHEBI:66377) has role antineoplastic agent (CHEBI:35610)
michaolide D (CHEBI:66377) has role coral metabolite (CHEBI:76498)
michaolide D (CHEBI:66377) is a acetate ester (CHEBI:47622)
michaolide D (CHEBI:66377) is a cembrane diterpenoid (CHEBI:60687)
michaolide D (CHEBI:66377) is a cyclic terpene ketone (CHEBI:36130)
michaolide D (CHEBI:66377) is a epoxide (CHEBI:32955)
michaolide D (CHEBI:66377) is a macrocycle (CHEBI:51026)
michaolide D (CHEBI:66377) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(1aS,1bS,4aR,5R,7E,11E,14R,14aS)-7,11,14a-trimethyl-4-methylidene-3,10-dioxo-1a,1b,3,4,4a,5,6,9,10,13,14,14a-dodecahydrooxireno[13,14]cyclotetradeca[1,2-b]furan-5,14-diyl diacetate
Registry NumbersSources
Reaxys:11101588Reaxys
Citations