CHEBI:136430 - acetylseneciphylline

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ChEBI Name acetylseneciphylline
ChEBI ID CHEBI:136430
Definition A pyrrolizine alkaloid that is seneciphylline in which the hydroxy hydrogen has been replaced by an acetyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H25NO6
Net Charge 0
Average Mass 375.416
Monoisotopic Mass 375.16819
InChI InChI=1S/C20H25NO6/c1-5-14-10-12(2)20(4,27-13(3)22)19(24)25-11-15-6-8-21-9-7-16(17(15)21)26-18(14)23/h5-6,16-17H,2,7-11H2,1,3-4H3/b14-5-/t16-,17-,20-/m1/s1
InChIKey CTCKXBIRQMSUIU-BYVYPXNKSA-N
SMILES [C@@]12(N3CC[C@H]1OC(/C(/CC(=C)[C@](C(OCC2=CC3)=O)(OC(=O)C)C)=C\C)=O)[H]
Metabolite of Species Details
Jacobaea (NCBI:txid405757) Found in leaf (BTO:0000713). See: MetaboLights Study
Jacobaea (NCBI:txid405757) Found in leaf (BTO:0000713). See: DOI
Senecio pterophorus (NCBI:txid82364) Found in whole plant (BTO:0001461). See: PubMed
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 (CHEBI:136430) has functional parent seneciphylline (CHEBI:9108)
acetylseneciphylline (CHEBI:136430) has role Jacobaea metabolite (CHEBI:139566)
acetylseneciphylline (CHEBI:136430) is a acetate ester (CHEBI:47622)
acetylseneciphylline (CHEBI:136430) is a macrocyclic lactone (CHEBI:63944)
acetylseneciphylline (CHEBI:136430) is a olefinic compound (CHEBI:78840)
acetylseneciphylline (CHEBI:136430) is a organic heterotricyclic compound (CHEBI:26979)
acetylseneciphylline (CHEBI:136430) is a pyrrolizine alkaloid (CHEBI:38521)
IUPAC Name
(3Z,6R,14aR,14bR)-3-ethylidene-6-methyl-5-methylidene-2,7-dioxo-2,3,4,5,6,7,9,11,13,14,14a,14b-dodecahydro[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizin-6-yl acetate
Synonyms Sources
(15Z)-11,16-dioxo-13,19-didehydrosenecionan-12-yl acetate ChEBI
O-acetylseneciphylline ChEBI
Seneciphylline acetate KNApSAcK
Manual Xrefs Databases
28424469 ChemSpider
C00026182 KNApSAcK
View more database links
Registry Numbers Types Sources
6668336 Reaxys Registry Number Reaxys
90341-45-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
21969251 PubMed citation Europe PMC
25269662 PubMed citation Europe PMC
Last Modified
08 February 2018