CHEBI:136429 - usaramine N-oxide

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ChEBI Name usaramine N-oxide
ChEBI ASCII Name usaramine N-oxide
Definition A pyrrolizine alkaloid that is senecionane bearing two additional hydroxy substituents at positions 12 and 18, two additional oxo groups at positions 11 and 16 and an N-oxido substituent.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C18H25NO7
Net Charge 0
Average Mass 367.394
Monoisotopic Mass 367.16310
InChI InChI=1S/C18H25NO7/c1-3-12-8-11(2)18(23,10-20)17(22)25-9-13-4-6-19(24)7-5-14(15(13)19)26-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3+/t11-,14-,15-,18-,19?/m1/s1
SMILES [C@@]12([N+]3(CC[C@H]1OC(/C(/C[C@@H](C)[C@@](C(OCC2=CC3)=O)(CO)O)=C/C)=O)[O-])[H]
Metabolite of Species Details
Crotalaria pallida (NCBI:txid3830) See: PubMed
Jacobaea (NCBI:txid405757) Found in leaf (BTO:0000713). See: DOI
Jacobaea (NCBI:txid405757) Found in leaf (BTO:0000713). See: MetaboLights Study
Senecio vulgaris (NCBI:txid76276) See: PubMed
Roles Classification
Biological Role(s): Jacobaea metabolite
Any plant metabolite that is produced by the genus Jacobaea.
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 usaramine N-oxide (CHEBI:136429) has functional parent usaramine (CHEBI:9912)
usaramine N-oxide (CHEBI:136429) has role Jacobaea metabolite (CHEBI:139566)
usaramine N-oxide (CHEBI:136429) is a diol (CHEBI:23824)
usaramine N-oxide (CHEBI:136429) is a macrocyclic lactone (CHEBI:63944)
usaramine N-oxide (CHEBI:136429) is a olefinic compound (CHEBI:78840)
usaramine N-oxide (CHEBI:136429) is a organic heterotricyclic compound (CHEBI:26979)
usaramine N-oxide (CHEBI:136429) is a primary alcohol (CHEBI:15734)
usaramine N-oxide (CHEBI:136429) is a pyrrolizine alkaloid (CHEBI:38521)
usaramine N-oxide (CHEBI:136429) is a tertiary alcohol (CHEBI:26878)
usaramine N-oxide (CHEBI:136429) is a tertiary amine oxide (CHEBI:134363)
Synonyms Sources
(15E)-12,18-dihydroxysenecionan-11,16-dione 4-oxide ChEBI
(15E)-12,18-dihydroxysenecionan-11,16-dione N-oxide ChEBI
mucronatine N-oxide ChEBI
Registry Number Type Source
19963004 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
28777979 PubMed citation Europe PMC
28828276 PubMed citation Europe PMC
Last Modified
02 February 2018