EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:136427 - spartioidine N-oxide

ChEBI IDCHEBI:136427
ChEBI Namespartioidine N-oxide
Stars
ASCII Namespartioidine N-oxide
DefinitionA pyrrolizine alkaloid that is 13,19-didehydrosenecionane carrying a hydroxy substituent at position 12, two oxo substituents at positions 11 and 16 and an N-oxido substituent.
Last Modified2 February 2018
SubmitterKeeva
DownloadsMolfile
FormulaC18H23NO6
Net Charge0
Average Mass349.383
Monoisotopic Mass349.15254
SMILES[H][C@]12C3=CC[N+]1([O-])CC[C@H]2OC(=O)/C(=C/C)CC(=C)[C@@](C)(O)C(=O)OC3
InChIInChI=1S/C18H23NO6/c1-4-12-9-11(2)18(3,22)17(21)24-10-13-5-7-19(23)8-6-14(15(13)19)25-16(12)20/h4-5,14-15,22H,2,6-10H2,1,3H3/b12-4+/t14-,15-,18-,19?/m1/s1
InChIKeyCOHUFMBRBUPZPA-HPHFTHPTSA-N
Species of MetaboliteComponentSourceComments
Senecio vulgaris (ncbitaxon:76276) - PubMed (28828276)
Jacobaea (ncbitaxon:405757)
leaf (BTO:0000713) MetaboLights (MTBLS429)
leaf (BTO:0000713) DOI (10.1007/s11306-017-1184-0)
Roles Classification
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
spartioidine N-oxide (CHEBI:136427) has functional parent spartioidine (CHEBI:136405)
spartioidine N-oxide (CHEBI:136427) has role Jacobaea metabolite (CHEBI:139566)
spartioidine N-oxide (CHEBI:136427) is a macrocyclic lactone (CHEBI:63944)
spartioidine N-oxide (CHEBI:136427) is a olefinic compound (CHEBI:78840)
spartioidine N-oxide (CHEBI:136427) is a organic heterotricyclic compound (CHEBI:26979)
spartioidine N-oxide (CHEBI:136427) is a pyrrolizine alkaloid (CHEBI:38521)
spartioidine N-oxide (CHEBI:136427) is a tertiary alcohol (CHEBI:26878)
spartioidine N-oxide (CHEBI:136427) is a tertiary amine oxide (CHEBI:134363)
IUPAC Name 
(3E,6R,14aR,14bR)-3-ethylidene-6-hydroxy-6-methyl-5-methylidene-12-oxo-3,4,5,6,11,12,13,14,14a,14b-decahydro-9H-12λ5-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione
Synonyms  Source
(15E)-12-hydroxy-13,19-didehydrosenecionan-11,16-dione 4 oxideChEBI
(15E)-12-hydroxy-13,19-didehydrosenecionan-11,16-dione N-oxideChEBI
Registry NumbersSources
Reaxys:8233173Reaxys
Citations