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CHEBI:66379 - michaolide F

ChEBI IDCHEBI:66379
ChEBI Namemichaolide F
Stars
DefinitionA cembrane diterpenoid with cytotoxic activity isolated from the soft coral Lobophytum michaelae.
Last Modified27 November 2013
DownloadsMolfile
FormulaC22H30O6
Net Charge0
Average Mass390.476
Monoisotopic Mass390.20424
SMILES[H][C@@]12O[C@@]1(C)[C@H](OC(C)=O)C/C=C(\C)CC/C=C(\C)C[C@@H](O)[C@@]1([H])C(=C)C(=O)O[C@]21[H]
InChIInChI=1S/C22H30O6/c1-12-7-6-8-13(2)11-16(24)18-14(3)21(25)27-19(18)20-22(5,28-20)17(10-9-12)26-15(4)23/h8-9,16-20,24H,3,6-7,10-11H2,1-2,4-5H3/b12-9+,13-8+/t16-,17-,18-,19+,20+,22+/m1/s1
InChIKeyDNLZLOKORIRWAI-HSRCVKCWSA-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 F (CHEBI:66379) has role antineoplastic agent (CHEBI:35610)
michaolide F (CHEBI:66379) has role coral metabolite (CHEBI:76498)
michaolide F (CHEBI:66379) is a acetate ester (CHEBI:47622)
michaolide F (CHEBI:66379) is a cembrane diterpenoid (CHEBI:60687)
michaolide F (CHEBI:66379) is a epoxide (CHEBI:32955)
michaolide F (CHEBI:66379) is a macrocycle (CHEBI:51026)
michaolide F (CHEBI:66379) is a secondary alcohol (CHEBI:35681)
michaolide F (CHEBI:66379) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(1aS,1bS,4aR,5R,7E,11E,14R,14aS)-5-hydroxy-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-14-yl acetate
Registry NumbersSources
Reaxys:11101590Reaxys
Citations