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CHEBI:66380 - michaolide G

ChEBI IDCHEBI:66380
ChEBI Namemichaolide G
Stars
DefinitionA cembrane diterpenoid with cytotoxic activity isolated from the soft coral Lobophytum michaelae.
Last Modified27 November 2013
DownloadsMolfile
FormulaC26H34O10
Net Charge0
Average Mass506.548
Monoisotopic Mass506.21520
SMILES[H][C@@]12O[C@@]1(C)[C@H](OC(C)=O)C/C=C(\C)[C@@H](OC(C)=O)C[C@]1([H])O[C@@]1(C)C[C@@H](OC(C)=O)[C@@]1([H])C(=C)C(=O)O[C@]21[H]
InChIInChI=1S/C26H34O10/c1-12-8-9-19(33-16(5)29)26(7)23(36-26)22-21(13(2)24(30)34-22)18(32-15(4)28)11-25(6)20(35-25)10-17(12)31-14(3)27/h8,17-23H,2,9-11H2,1,3-7H3/b12-8+/t17-,18+,19+,20-,21+,22-,23-,25-,26-/m0/s1
InChIKeyMDAGMBAVURBMPE-LNFGTXBMSA-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 G (CHEBI:66380) has role antineoplastic agent (CHEBI:35610)
michaolide G (CHEBI:66380) has role coral metabolite (CHEBI:76498)
michaolide G (CHEBI:66380) is a acetate ester (CHEBI:47622)
michaolide G (CHEBI:66380) is a cembrane diterpenoid (CHEBI:60687)
michaolide G (CHEBI:66380) is a epoxide (CHEBI:32955)
michaolide G (CHEBI:66380) is a macrocycle (CHEBI:51026)
michaolide G (CHEBI:66380) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(1aS,2R,4E,6S,7aS,8aS,10R,10aR,13aS,13bS)-1a,5,8a-trimethyl-11-methylidene-12-oxo-1a,2,3,6,7,7a,8a,9,10,10a,11,12,13a,13b-tetradecahydrobisoxireno[13,14:5,6]cyclotetradeca[1,2-b]furan-2,6,10-triyl triacetate
Registry NumbersSources
Reaxys:11101591Reaxys
Citations