CHEBI:136459 - jacozine N-oxide

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ChEBI Name jacozine N-oxide
ChEBI ID CHEBI:136459
ChEBI ASCII Name jacozine N-oxide
Definition A pyrrolizine alkaloid that is jacozine 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
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Formula C18H23NO7
Net Charge 0
Average Mass 365.378
Monoisotopic Mass 365.14745
InChI InChI=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
InChIKey RMTPAMODVDZQGC-HIQZRIJHSA-N
SMILES [C@@]12([C@H](C)O1)C(O[C@H]3[C@@]4([N+](CC=C4COC([C@](C(C2)=C)(C)O)=O)(CC3)[O-])[H])=O
Metabolite of Species Details
Jacobaea (NCBI:txidtxid405757) Found in leaf (BTO:0000713). See: DOI
Jacobaea (NCBI:txidtxid405757) 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 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 Waiting for Citations Types Sources
18220326 PubMed citation Europe PMC
25666592 PubMed citation Europe PMC
Last Modified
09 February 2018