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CHEBI:66375 - michaolide B

ChEBI IDCHEBI:66375
ChEBI Namemichaolide B
Stars
DefinitionA cembrane diterpenoid with cytotoxic activity isolated from the soft coral Lobophytum michaelae.
Last Modified27 November 2013
DownloadsMolfile
FormulaC24H32O8
Net Charge0
Average Mass448.512
Monoisotopic Mass448.20972
SMILES[H][C@@]12O[C@@]1(C)[C@H](OC(C)=O)C/C=C(\C)[C@@H](OC(C)=O)C/C=C(\C)C[C@@H](O)[C@@]1([H])C(=C)C(=O)O[C@]21[H]
InChIInChI=1S/C24H32O8/c1-12-7-9-18(29-15(4)25)13(2)8-10-19(30-16(5)26)24(6)22(32-24)21-20(17(27)11-12)14(3)23(28)31-21/h7-8,17-22,27H,3,9-11H2,1-2,4-6H3/b12-7+,13-8+/t17-,18+,19-,20-,21+,22+,24+/m1/s1
InChIKeyJIGSIVJOPLTXIT-BEEFYKMDSA-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 B (CHEBI:66375) has role antineoplastic agent (CHEBI:35610)
michaolide B (CHEBI:66375) has role coral metabolite (CHEBI:76498)
michaolide B (CHEBI:66375) is a acetate ester (CHEBI:47622)
michaolide B (CHEBI:66375) is a cembrane diterpenoid (CHEBI:60687)
michaolide B (CHEBI:66375) is a epoxide (CHEBI:32955)
michaolide B (CHEBI:66375) is a macrocycle (CHEBI:51026)
michaolide B (CHEBI:66375) is a secondary alcohol (CHEBI:35681)
michaolide B (CHEBI:66375) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(1aS,1bS,4aR,5R,7E,10S,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-10,14-diyl diacetate
Registry NumbersSources
Reaxys:11101586Reaxys
Citations