CHEBI:66379 - michaolide F

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ChEBI Name michaolide F
ChEBI ID CHEBI:66379
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
Download Molfile XML SDF
Formula C22H30O6
Net Charge 0
Average Mass 390.47000
Monoisotopic Mass 390.20424
InChI InChI=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
InChIKey DNLZLOKORIRWAI-HSRCVKCWSA-N
SMILES [H][C@]12OC(=O)C(=C)[C@]1([H])[C@H](O)C\C(C)=C\CC\C(C)=C\C[C@@H](OC(C)=O)[C@]1(C)O[C@@]21[H]
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 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 γ-lactone (CHEBI:37581)
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)
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 Number Type Source
11101590 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17473465 PubMed citation Europe PMC
Last Modified
27 November 2013