CHEBI:136465 - acetylerucifoline N-oxide

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ChEBI Name acetylerucifoline N-oxide
ChEBI ID CHEBI:136465
ChEBI ASCII Name acetylerucifoline N-oxide
Definition A pyrrolizine alkaloid that is erucifoline in which the primary hydroxy hydrogen has been replaced by an acetyl group and the tertiary amino function has been oxidised to the corresponding N-oxide.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 C20H25NO8
Net Charge 0
Average Mass 407.415
Monoisotopic Mass 407.15802
InChI InChI=1S/C20H25NO8/c1-4-13-9-20(11-27-12(2)22)19(3,29-20)18(24)26-10-14-5-7-21(25)8-6-15(16(14)21)28-17(13)23/h4-5,15-16H,6-11H2,1-3H3/b13-4-/t15-,16-,19+,20+,21?/m1/s1
InChIKey WLZGBUHDZWPQMM-NBDNSDISSA-N
SMILES C/1(\C[C@]2(O[C@]2(C(=O)OCC3=CC[N+]4(CC[C@@H](OC1=O)[C@@]34[H])[O-])C)COC(=O)C)=C/C
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 acetylerucifoline N-oxide (CHEBI:136465) has functional parent erucifoline (CHEBI:136462)
acetylerucifoline N-oxide (CHEBI:136465) has role Jacobaea metabolite (CHEBI:139566)
acetylerucifoline N-oxide (CHEBI:136465) is a acetate ester (CHEBI:47622)
acetylerucifoline N-oxide (CHEBI:136465) is a epoxide (CHEBI:32955)
acetylerucifoline N-oxide (CHEBI:136465) is a macrocyclic lactone (CHEBI:63944)
acetylerucifoline N-oxide (CHEBI:136465) is a olefinic compound (CHEBI:78840)
acetylerucifoline N-oxide (CHEBI:136465) is a organic heteropentacyclic compound (CHEBI:38164)
acetylerucifoline N-oxide (CHEBI:136465) is a pyrrolizine alkaloid (CHEBI:38521)
acetylerucifoline N-oxide (CHEBI:136465) is a tertiary amine oxide (CHEBI:134363)
IUPAC Name
[(5aR,8Z,9aS,10aR,13bR)-8-ethylidene-10a-methyl-3,7,11-trioxo-2,4,5,5a,8,9,10a,11,13,13b-decahydro-3H-3λ5-oxireno[8,9][1,6]dioxacyclododecino[2,3,4-gh]pyrrolizin-9a(7H)-yl]methyl acetate
Synonym Source
O-acetylerucifoline N-oxide ChEBI
Last Modified
09 February 2018