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CHEBI:136459 - jacozine N-oxide

ChEBI IDCHEBI:136459
ChEBI Namejacozine N-oxide
Stars
ASCII Namejacozine N-oxide
DefinitionA pyrrolizine alkaloid that is jacozine in which the tertiary amino function has been oxidised to the corresponding N-oxide.
Last Modified9 February 2018
SubmitterKeeva
DownloadsMolfile
FormulaC18H23NO7
Net Charge0
Average Mass365.382
Monoisotopic Mass365.14745
SMILES[H][C@]12C3=CC[N+]1([O-])CC[C@H]2OC(=O)[C@@]1(CC(=C)[C@@](C)(O)C(=O)OC3)O[C@H]1C
InChIInChI=1S/C18H23NO7/c1-10-8-18(11(2)26-18)16(21)25-13-5-7-19(23)6-4-12(14(13)19)9-24-15(20)17(10,3)22/h4,11,13-14,22H,1,5-9H2,2-3H3/t11-,13+,14+,17+,18-,19?/m0/s1
InChIKeyRMTPAMODVDZQGC-HIQZRIJHSA-N
Species of MetaboliteComponentSourceComments
Jacobaea (ncbitaxon:405757)
leaf (BTO:0000713) DOI (10.1007/s11306-017-1184-0)
leaf (BTO:0000713) MetaboLights (MTBLS429)
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)
jacozine N-oxide (CHEBI:136459) has functional parent jacozine (CHEBI:136458)
jacozine N-oxide (CHEBI:136459) has role Jacobaea metabolite (CHEBI:139566)
jacozine N-oxide (CHEBI:136459) is a macrocyclic lactone (CHEBI:63944)
jacozine N-oxide (CHEBI:136459) is a organic heterotricyclic compound (CHEBI:26979)
jacozine N-oxide (CHEBI:136459) is a pyrrolizine alkaloid (CHEBI:38521)
jacozine N-oxide (CHEBI:136459) is a spiro-epoxide (CHEBI:133131)
jacozine N-oxide (CHEBI:136459) is a tertiary alcohol (CHEBI:26878)
jacozine N-oxide (CHEBI:136459) is a tertiary amine oxide (CHEBI:134363)
IUPAC Name 
(3S,3'S,6R,14aR,14bR)-6-hydroxy-3',6-dimethyl-5-methylidene-12-oxo-5,6,11,12,13,14,14a,14b-octahydro-2H,9H-spiro[1,6-dioxacyclododecino[2,3,4-gh]pyrrolizine-3,2'-oxirane]-2,7(4H)-dione
Citations