CHEBI:66383 - michaolide J

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ChEBI Name michaolide J
ChEBI ID CHEBI:66383
Definition A cembrane diterpenoid with cytotoxic activity isolated from the soft coral Lobophytum michaelae.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C28H38O11
Net Charge 0
Average Mass 550.59470
Monoisotopic Mass 550.24141
InChI InChI=1S/C28H38O11/c1-14-9-11-21(35-17(4)29)15(2)10-12-23(37-19(6)31)28(8,34)26(38-20(7)32)25-24(16(3)27(33)39-25)22(13-14)36-18(5)30/h9-10,21-26,34H,3,11-13H2,1-2,4-8H3/b14-9+,15-10+/t21-,22+,23+,24+,25-,26-,28-/m0/s1
InChIKey FFMDUIKBNZDKNL-LXGVGBMYSA-N
SMILES [H][C@]12OC(=O)C(=C)[C@]1([H])[C@@H](C\C(C)=C\C[C@H](OC(C)=O)\C(C)=C\C[C@@H](OC(C)=O)[C@](C)(O)[C@H]2OC(C)=O)OC(C)=O
Metabolite of Species Details
Lobophytum michaelae (WORMS:288797) See: PubMed
Roles Classification
Biological Role(s): coral metabolite
Any animal metabolite produced during a metabolic reaction in corals (marine invertebrates).
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing michaolide J (CHEBI:66383) has role antineoplastic agent (CHEBI:35610)
michaolide J (CHEBI:66383) has role coral metabolite (CHEBI:76498)
michaolide J (CHEBI:66383) is a γ-lactone (CHEBI:37581)
michaolide J (CHEBI:66383) is a acetate ester (CHEBI:47622)
michaolide J (CHEBI:66383) is a cembrane diterpenoid (CHEBI:60687)
michaolide J (CHEBI:66383) is a macrocycle (CHEBI:51026)
michaolide J (CHEBI:66383) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
(3aR,4R,6E,9S,10E,13R,14S,15S,15aS)-14-hydroxy-6,10,14-trimethyl-3-methylidene-2-oxo-2,3,3a,4,5,8,9,12,13,14,15,15a-dodecahydrocyclotetradeca[b]furan-4,9,13,15-tetrayl tetraacetate
Registry Number Type Source
11101580 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17473465 PubMed citation Europe PMC
Last Modified
27 November 2013