CHEBI:136449 - acetylseneciphylline N-oxide

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ChEBI Name acetylseneciphylline N-oxide
ChEBI ID CHEBI:136449
ChEBI ASCII Name acetylseneciphylline N-oxide
Definition A pyrrolizine alkaloid that is seneciphylline in which the hydroxy hydrogen has been replaced by an acetyl group and the tertiary amino function has been oxidised to the corresponding N-oxide.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H25NO7
Net Charge 0
Average Mass 391.416
Monoisotopic Mass 391.16310
InChI InChI=1S/C20H25NO7/c1-5-14-10-12(2)20(4,28-13(3)22)19(24)26-11-15-6-8-21(25)9-7-16(17(15)21)27-18(14)23/h5-6,16-17H,2,7-11H2,1,3-4H3/b14-5-/t16-,17-,20-,21?/m1/s1
InChIKey VUEKZTPMPCTKDK-NZQWTBGOSA-N
SMILES [C@@]12([N+]3(CC[C@H]1OC(/C(/CC(=C)[C@](C(OCC2=CC3)=O)(OC(=O)C)C)=C\C)=O)[O-])[H]
Metabolite of Species Details
Jacobaea (NCBI:txidtxid405757) Found in leaf (BTO:0000713). See: DOI
Jacobaea (NCBI:txidtxid405757) Found in leaf (BTO:0000713). See: MetaboLights Study
Roles Classification
Biological Role(s): Jacobaea metabolite
Any plant metabolite that is produced by the genus Jacobaea.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing acetylseneciphylline N-oxide (CHEBI:136449) has functional parent seneciphylline (CHEBI:9108)
acetylseneciphylline N-oxide (CHEBI:136449) has role Jacobaea metabolite (CHEBI:139566)
acetylseneciphylline N-oxide (CHEBI:136449) is a acetate ester (CHEBI:47622)
acetylseneciphylline N-oxide (CHEBI:136449) is a macrocyclic lactone (CHEBI:63944)
acetylseneciphylline N-oxide (CHEBI:136449) is a olefinic compound (CHEBI:78840)
acetylseneciphylline N-oxide (CHEBI:136449) is a organic heterotricyclic compound (CHEBI:26979)
acetylseneciphylline N-oxide (CHEBI:136449) is a pyrrolizine alkaloid (CHEBI:38521)
acetylseneciphylline N-oxide (CHEBI:136449) is a tertiary amine oxide (CHEBI:134363)
IUPAC Name
(3Z,6R,14aR,14bR)-3-ethylidene-6-methyl-5-methylidene-2,7,12-trioxo-2,3,4,5,6,7,11,12,13,14,14a,14b-dodecahydro-9H-12λ5-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizin-6-yl acetate
Synonyms Sources
(15Z)-12-acetoxy-11,16-dioxo-13,19-didehydrosenecionane 4-oxide ChEBI
(15Z)-12-acetoxy-11,16-dioxo-13,19-didehydrosenecionane N-oxide ChEBI
acetylseneciphylline oxide ChEBI
Registry Number Type Source
21894091 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21969251 PubMed citation Europe PMC
Last Modified
08 February 2018