CHEBI:136457 - jaconine N-oxide

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name jaconine N-oxide
ChEBI ID CHEBI:136457
ChEBI ASCII Name jaconine N-oxide
Definition A pyrrolizine alkaloid that is jaconine in which 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
Download Molfile XML SDF
Formula C18H26ClNO7
Net Charge 0
Average Mass 403.855
Monoisotopic Mass 403.13978
InChI InChI=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
InChIKey QVYOXJXCZNKVGZ-SDBPLCPMSA-N
SMILES [C@@]1([C@@H](C)Cl)(O)C(O[C@H]2[C@@]3([N+](CC=C3COC([C@]([C@@H](C1)C)(C)O)=O)(CC2)[O-])[H])=O
Metabolite of Species Details
Jacobaea (NCBI:txid405757) Found in leaf (BTO:0000713). See: DOI
Jacobaea (NCBI:txid405757) 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 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 Waiting for Citations Types Sources
21475395 PubMed citation Europe PMC
21765818 PubMed citation Europe PMC
21969251 PubMed citation Europe PMC
Last Modified
08 February 2018