CHEBI:66377 - michaolide D

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ChEBI Name michaolide D
ChEBI ID CHEBI:66377
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 C24H30O8
Net Charge 0
Average Mass 446.49020
Monoisotopic Mass 446.194
InChI InChI=1S/C24H30O8/c1-12-7-9-17(27)13(2)8-10-19(30-16(5)26)24(6)22(32-24)21-20(14(3)23(28)31-21)18(11-12)29-15(4)25/h7-8,18-22H,3,9-11H2,1-2,4-6H3/b12-7+,13-8+/t18-,19-,20-,21+,22+,24+/m1/s1
InChIKey JNBMVQUUSKZDNU-FIBYYQDESA-N
SMILES [H][C@]12OC(=O)C(=C)[C@]1([H])[C@@H](C\C(C)=C\CC(=O)\C(C)=C\C[C@@H](OC(C)=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 D (CHEBI:66377) has role antineoplastic agent (CHEBI:35610)
michaolide D (CHEBI:66377) has role coral metabolite (CHEBI:76498)
michaolide D (CHEBI:66377) is a γ-lactone (CHEBI:37581)
michaolide D (CHEBI:66377) is a acetate ester (CHEBI:47622)
michaolide D (CHEBI:66377) is a cembrane diterpenoid (CHEBI:60687)
michaolide D (CHEBI:66377) is a cyclic terpene ketone (CHEBI:36130)
michaolide D (CHEBI:66377) is a epoxide (CHEBI:32955)
michaolide D (CHEBI:66377) is a macrocycle (CHEBI:51026)
IUPAC Name
(1aS,1bS,4aR,5R,7E,11E,14R,14aS)-7,11,14a-trimethyl-4-methylidene-3,10-dioxo-1a,1b,3,4,4a,5,6,9,10,13,14,14a-dodecahydrooxireno[13,14]cyclotetradeca[1,2-b]furan-5,14-diyl diacetate
Registry Number Type Source
11101588 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17473465 PubMed citation Europe PMC
Last Modified
27 November 2013