CHEBI:66376 - michaolide C

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name michaolide C
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 C24H32O8
Net Charge 0
Average Mass 448.50610
Monoisotopic Mass 448.210
InChI InChI=1S/C24H32O8/c1-12-7-9-17(29-15(4)25)13(2)8-10-19(27)24(6)22(32-24)21-20(14(3)23(28)31-21)18(11-12)30-16(5)26/h7-8,17-22,27H,3,9-11H2,1-2,4-6H3/b12-7+,13-8+/t17-,18+,19+,20+,21-,22-,24-/m0/s1
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](O)[C@]1(C)O[C@@]21[H])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 C (CHEBI:66376) has role antineoplastic agent (CHEBI:35610)
michaolide C (CHEBI:66376) has role coral metabolite (CHEBI:76498)
michaolide C (CHEBI:66376) is a γ-lactone (CHEBI:37581)
michaolide C (CHEBI:66376) is a acetate ester (CHEBI:47622)
michaolide C (CHEBI:66376) is a cembrane diterpenoid (CHEBI:60687)
michaolide C (CHEBI:66376) is a epoxide (CHEBI:32955)
michaolide C (CHEBI:66376) is a macrocycle (CHEBI:51026)
michaolide C (CHEBI:66376) is a secondary alcohol (CHEBI:35681)
(1aS,1bS,4aR,5R,7E,10S,11E,14R,14aS)-14-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-5,10-diyl diacetate
Registry Number Type Source
11101587 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17473465 PubMed citation Europe PMC
Last Modified
27 November 2013