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CHEBI:66381 - michaolide H

ChEBI IDCHEBI:66381
ChEBI Namemichaolide H
Stars
DefinitionA cembrane diterpenoid with cytotoxic activity isolated from the soft coral Lobophytum michaelae.
Last Modified27 November 2013
DownloadsMolfile
FormulaC27H38O10
Net Charge0
Average Mass522.591
Monoisotopic Mass522.24650
SMILES[H][C@]12[C@H](COC)C(=O)O[C@]1([H])[C@]1([H])O[C@@]1(C)[C@H](OC(C)=O)C/C=C(\C)[C@@H](OC(C)=O)C/C=C(\C)C[C@H]2OC(C)=O
InChIInChI=1S/C27H38O10/c1-14-8-10-20(33-16(3)28)15(2)9-11-22(35-18(5)30)27(6)25(37-27)24-23(21(12-14)34-17(4)29)19(13-32-7)26(31)36-24/h8-9,19-25H,10-13H2,1-7H3/b14-8+,15-9+/t19-,20-,21+,22+,23+,24-,25-,27-/m0/s1
InChIKeyOCEBYVKMYIOKNW-ZPWOZIFKSA-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 H (CHEBI:66381) has role antineoplastic agent (CHEBI:35610)
michaolide H (CHEBI:66381) has role coral metabolite (CHEBI:76498)
michaolide H (CHEBI:66381) is a acetate ester (CHEBI:47622)
michaolide H (CHEBI:66381) is a cembrane diterpenoid (CHEBI:60687)
michaolide H (CHEBI:66381) is a epoxide (CHEBI:32955)
michaolide H (CHEBI:66381) is a macrocycle (CHEBI:51026)
michaolide H (CHEBI:66381) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(1aS,1bS,4R,4aR,5R,7E,10S,11E,14R,14aS)-4-(methoxymethyl)-7,11,14a-trimethyl-3-oxo-1a,1b,3,4,4a,5,6,9,10,13,14,14a-dodecahydrooxireno[13,14]cyclotetradeca[1,2-b]furan-5,10,14-triyl triacetate
Registry NumbersSources
Reaxys:11101592Reaxys
Citations