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CHEBI:66378 - michaolide E

ChEBI IDCHEBI:66378
ChEBI Namemichaolide E
Stars
DefinitionA cembrane diterpenoid with cytotoxic activity isolated from the soft coral Lobophytum michaelae.
Last Modified27 November 2013
DownloadsMolfile
FormulaC24H32O7
Net Charge0
Average Mass432.513
Monoisotopic Mass432.21480
SMILES[H][C@@]12O[C@@]1(C)[C@H](OC(C)=O)C/C=C(\C)CC/C=C(\C)C[C@@H](OC(C)=O)[C@@]1([H])C(=C)C(=O)O[C@]21[H]
InChIInChI=1S/C24H32O7/c1-13-8-7-9-14(2)12-18(28-16(4)25)20-15(3)23(27)30-21(20)22-24(6,31-22)19(11-10-13)29-17(5)26/h9-10,18-22H,3,7-8,11-12H2,1-2,4-6H3/b13-10+,14-9+/t18-,19-,20-,21+,22+,24+/m1/s1
InChIKeyNYMQSPKXPCCZKY-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 E (CHEBI:66378) has role antineoplastic agent (CHEBI:35610)
michaolide E (CHEBI:66378) has role coral metabolite (CHEBI:76498)
michaolide E (CHEBI:66378) is a acetate ester (CHEBI:47622)
michaolide E (CHEBI:66378) is a cembrane diterpenoid (CHEBI:60687)
michaolide E (CHEBI:66378) is a epoxide (CHEBI:32955)
michaolide E (CHEBI:66378) is a macrocycle (CHEBI:51026)
michaolide E (CHEBI:66378) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(1aS,1bS,4aR,5R,7E,11E,14R,14aS)-7,11,14a-trimethyl-4-methylidene-3-oxo-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:11101589Reaxys
Citations