seneciphylline N-oxide (CHEBI:136404)

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CHEBI:136404 - seneciphylline N-oxide

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ChEBI ID	CHEBI:136404
ChEBI Name	seneciphylline N-oxide
Stars
ASCII Name	seneciphylline N-oxide
Definition	A pyrrolizine alkaloid that is produced by a hybrid species of Jacobaea.
Last Modified	8 February 2018
Submitter	Keeva
Downloads	Molfile

Formula	C18H23NO6
Net Charge	0
Average Mass	349.383
Monoisotopic Mass	349.15254
SMILES	[H][C@]12C3=CC[N+]1([O-])CC[C@H]2OC(=O)/C(=C\C)CC(=C)[C@@](C)(O)C(=O)OC3
InChI	InChI=1S/C18H23NO6/c1-4-12-9-11(2)18(3,22)17(21)24-10-13-5-7-19(23)8-6-14(15(13)19)25-16(12)20/h4-5,14-15,22H,2,6-10H2,1,3H3/b12-4-/t14-,15-,18-,19?/m1/s1
InChIKey	COHUFMBRBUPZPA-TUSLHEEYSA-N

Species of Metabolite	Component	Source	Comments
Jacobaea (ncbitaxon:405757)
	leaf (BTO:0000713)	MetaboLights (MTBLS429)
	leaf (BTO:0000713)	DOI (10.1007/s11306-017-1184-0)
Senecio vulgaris (ncbitaxon:76276)	-	PubMed (2083039)

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)
	seneciphylline N-oxide (CHEBI:136404) has functional parent seneciphylline (CHEBI:9108)
	seneciphylline N-oxide (CHEBI:136404) has role Jacobaea metabolite (CHEBI:139566)
	seneciphylline N-oxide (CHEBI:136404) is a macrocyclic lactone (CHEBI:63944)
	seneciphylline N-oxide (CHEBI:136404) is a olefinic compound (CHEBI:78840)
	seneciphylline N-oxide (CHEBI:136404) is a organic heterotricyclic compound (CHEBI:26979)
	seneciphylline N-oxide (CHEBI:136404) is a pyrrolizine alkaloid (CHEBI:38521)
	seneciphylline N-oxide (CHEBI:136404) is a tertiary alcohol (CHEBI:26878)
	seneciphylline N-oxide (CHEBI:136404) is a tertiary amine oxide (CHEBI:134363)

IUPAC Name
(3Z,6R,14aR,14bR)-3-ethylidene-6-hydroxy-6-methyl-5-methylidene-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

Synonyms	Source
Seneciphylline oxide	KNApSAcK
13,19-didehydro-12-hydroxysenecionan-11,16-dione 4-oxide	ChEBI

Manual Xrefs	Databases
C00026228	KNApSAcK

Registry Numbers	Sources
Reaxys:56887	Reaxys
CAS:38710-26-8	ChemIDplus

Citations