CHEBI:65956 - gelomulide M

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ChEBI Name gelomulide M
ChEBI ID CHEBI:65956
Definition An abietane diterpenoid that is ent-abieta-2(3),13(15)-diene-16,12-olide substituted by β-acetoxy groups at positions 1 and 7 and a β-epoxy group across positions 8 and 14. Isolated from the leaves of Gelonium aequoreum, it exhibits moderate cytotoxicity against lung (A549), breast (MDAMB-231 and MCF7), and liver (HepG2) cancer cell lines.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C24H30O7
Net Charge 0
Average Mass 430.49080
Monoisotopic Mass 430.19915
InChI InChI=1S/C24H30O7/c1-11-19-14(30-21(11)27)9-16-23(6)15(22(4,5)8-7-17(23)28-12(2)25)10-18(29-13(3)26)24(16)20(19)31-24/h7-8,14-18,20H,9-10H2,1-6H3/t14-,15-,16+,17-,18+,20-,23-,24-/m1/s1
InChIKey ZHVJRNZAMURVAT-UGFIOAGRSA-N
SMILES [H][C@@]12C[C@@]3([H])[C@]4(C)[C@H](OC(C)=O)C=CC(C)(C)[C@@]4([H])C[C@H](OC(C)=O)[C@]33O[C@]3([H])C1=C(C)C(=O)O2
Metabolite of Species Details
Gelonium aequoreum (IPNI:349172-1) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing gelomulide M (CHEBI:65956) has role antineoplastic agent (CHEBI:35610)
gelomulide M (CHEBI:65956) has role metabolite (CHEBI:25212)
gelomulide M (CHEBI:65956) is a γ-lactone (CHEBI:37581)
gelomulide M (CHEBI:65956) is a abietane diterpenoid (CHEBI:36762)
gelomulide M (CHEBI:65956) is a acetate ester (CHEBI:47622)
gelomulide M (CHEBI:65956) is a epoxide (CHEBI:32955)
gelomulide M (CHEBI:65956) is a organic heteropentacyclic compound (CHEBI:38164)
IUPAC Name
(1β,5β,7β,9β,10α,12β,14β)-16-oxo-8,14:12,16-diepoxyabieta-2,13(15)-diene-1,7-diyl diacetate
Synonym Source
1β,7β-diacetoxy-8β,14β-epoxy-ent-abieta-2(3),13(15)-diene-16,12-olide ChEBI
Registry Number Type Source
15836698 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17714747 PubMed citation Europe PMC
Last Modified
07 February 2013