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CHEBI:136457 - jaconine N-oxide

ChEBI IDCHEBI:136457
ChEBI Namejaconine N-oxide
Stars
ASCII Namejaconine N-oxide
DefinitionA pyrrolizine alkaloid that is jaconine in which the tertiary amino function has been oxidised to the corresponding N-oxide.
Last Modified8 February 2018
SubmitterKeeva
DownloadsMolfile
FormulaC18H26ClNO7
Net Charge0
Average Mass403.859
Monoisotopic Mass403.13978
SMILES[H][C@]12C3=CC[N+]1([O-])CC[C@H]2OC(=O)[C@@](O)([C@@H](C)Cl)C[C@@H](C)[C@@](C)(O)C(=O)OC3
InChIInChI=1S/C18H26ClNO7/c1-10-8-18(24,11(2)19)16(22)27-13-5-7-20(25)6-4-12(14(13)20)9-26-15(21)17(10,3)23/h4,10-11,13-14,23-24H,5-9H2,1-3H3/t10-,11-,13-,14-,17-,18+,20?/m1/s1
InChIKeyQVYOXJXCZNKVGZ-SDBPLCPMSA-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)
jaconine N-oxide (CHEBI:136457) has functional parent jaconine (CHEBI:136455)
jaconine N-oxide (CHEBI:136457) has role Jacobaea metabolite (CHEBI:139566)
jaconine N-oxide (CHEBI:136457) is a diol (CHEBI:23824)
jaconine N-oxide (CHEBI:136457) is a macrocyclic lactone (CHEBI:63944)
jaconine N-oxide (CHEBI:136457) is a organic heterotricyclic compound (CHEBI:26979)
jaconine N-oxide (CHEBI:136457) is a organochlorine compound (CHEBI:36683)
jaconine N-oxide (CHEBI:136457) is a pyrrolizine alkaloid (CHEBI:38521)
jaconine N-oxide (CHEBI:136457) is a tertiary amine oxide (CHEBI:134363)
IUPAC Name 
(3R,5R,6R,14aR,14bR)-3-[(1R)-1-chloroethyl]-3,6-dihydroxy-5,6-dimethyl-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
Citations