CHEBI:66380 - michaolide G

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ChEBI Name michaolide G
ChEBI ID CHEBI:66380
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 C26H34O10
Net Charge 0
Average Mass 506.54220
Monoisotopic Mass 506.21520
InChI InChI=1S/C26H34O10/c1-12-8-9-19(33-16(5)29)26(7)23(36-26)22-21(13(2)24(30)34-22)18(32-15(4)28)11-25(6)20(35-25)10-17(12)31-14(3)27/h8,17-23H,2,9-11H2,1,3-7H3/b12-8+/t17-,18+,19+,20-,21+,22-,23-,25-,26-/m0/s1
InChIKey MDAGMBAVURBMPE-LNFGTXBMSA-N
SMILES [H][C@]12C[C@H](OC(C)=O)\C(C)=C\C[C@@H](OC(C)=O)[C@]3(C)O[C@@]3([H])[C@@]3([H])OC(=O)C(=C)[C@]3([H])[C@@H](C[C@]1(C)O2)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 G (CHEBI:66380) has role antineoplastic agent (CHEBI:35610)
michaolide G (CHEBI:66380) has role coral metabolite (CHEBI:76498)
michaolide G (CHEBI:66380) is a γ-lactone (CHEBI:37581)
michaolide G (CHEBI:66380) is a acetate ester (CHEBI:47622)
michaolide G (CHEBI:66380) is a cembrane diterpenoid (CHEBI:60687)
michaolide G (CHEBI:66380) is a epoxide (CHEBI:32955)
michaolide G (CHEBI:66380) is a macrocycle (CHEBI:51026)
IUPAC Name
(1aS,2R,4E,6S,7aS,8aS,10R,10aR,13aS,13bS)-1a,5,8a-trimethyl-11-methylidene-12-oxo-1a,2,3,6,7,7a,8a,9,10,10a,11,12,13a,13b-tetradecahydrobisoxireno[13,14:5,6]cyclotetradeca[1,2-b]furan-2,6,10-triyl triacetate
Registry Number Type Source
11101591 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17473465 PubMed citation Europe PMC
Last Modified
27 November 2013