CHEBI:66381 - michaolide H

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ChEBI Name michaolide H
ChEBI ID CHEBI:66381
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 C27H38O10
Net Charge 0
Average Mass 522.58460
Monoisotopic Mass 522.24650
InChI InChI=1S/C27H38O10/c1-14-8-10-20(33-16(3)28)15(2)9-11-22(35-18(5)30)27(6)25(37-27)24-23(21(12-14)34-17(4)29)19(13-32-7)26(31)36-24/h8-9,19-25H,10-13H2,1-7H3/b14-8+,15-9+/t19-,20-,21+,22+,23+,24-,25-,27-/m0/s1
InChIKey OCEBYVKMYIOKNW-ZPWOZIFKSA-N
SMILES [H][C@@]12[C@@H](C\C(C)=C\C[C@H](OC(C)=O)\C(C)=C\C[C@@H](OC(C)=O)[C@]3(C)O[C@@]3([H])[C@@]1([H])OC(=O)[C@H]2COC)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 H (CHEBI:66381) has role antineoplastic agent (CHEBI:35610)
michaolide H (CHEBI:66381) has role coral metabolite (CHEBI:76498)
michaolide H (CHEBI:66381) is a γ-lactone (CHEBI:37581)
michaolide H (CHEBI:66381) is a acetate ester (CHEBI:47622)
michaolide H (CHEBI:66381) is a cembrane diterpenoid (CHEBI:60687)
michaolide H (CHEBI:66381) is a epoxide (CHEBI:32955)
michaolide H (CHEBI:66381) is a macrocycle (CHEBI:51026)
IUPAC Name
(1aS,1bS,4R,4aR,5R,7E,10S,11E,14R,14aS)-4-(methoxymethyl)-7,11,14a-trimethyl-3-oxo-1a,1b,3,4,4a,5,6,9,10,13,14,14a-dodecahydrooxireno[13,14]cyclotetradeca[1,2-b]furan-5,10,14-triyl triacetate
Registry Number Type Source
11101592 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17473465 PubMed citation Europe PMC
Last Modified
27 November 2013