CHEBI:136421 - riddelliine N-oxide

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ChEBI Name riddelliine N-oxide
ChEBI ASCII Name riddelliine N-oxide
Definition A pyrrolizine alkaloid that is 13,19-didehydrosenecionane 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 C18H23NO7
Net Charge 0
Average Mass 365.378
Monoisotopic Mass 365.14745
InChI InChI=1S/C18H23NO7/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/h3-4,14-15,20,23H,2,5-10H2,1H3/b12-3-/t14-,15-,18-,19?/m1/s1
SMILES [C@@]12([N+]3(CC[C@H]1OC(/C(/CC(=C)[C@@](C(OCC2=CC3)=O)(CO)O)=C\C)=O)[O-])[H]
Metabolite of Species Details
Senecio riddellii (IPNI:233898-2) Found in whole plant (BTO:0001461). See: PubMed
Rattus norvegicus (NCBI:txid10116) See: PubMed
Jacobaea (NCBI:txid405757) Found in leaf (BTO:0000713). See: DOI
Jacobaea (NCBI:txid405757) Found in leaf (BTO:0000713). See: MetaboLights Study
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Biological Role(s): rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
carcinogenic agent
A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
A role played by a chemical compound to induce direct or indirect DNA damage. Such damage can potentially lead to the formation of a malignant tumour, but DNA damage does not lead inevitably to the creation of cancerous cells.
Jacobaea metabolite
Any plant metabolite that is produced by the genus Jacobaea.
An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
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 riddelliine N-oxide (CHEBI:136421) has functional parent riddelliine (CHEBI:63924)
riddelliine N-oxide (CHEBI:136421) has role Jacobaea metabolite (CHEBI:139566)
riddelliine N-oxide (CHEBI:136421) has role carcinogenic agent (CHEBI:50903)
riddelliine N-oxide (CHEBI:136421) has role genotoxin (CHEBI:50902)
riddelliine N-oxide (CHEBI:136421) has role human xenobiotic metabolite (CHEBI:76967)
riddelliine N-oxide (CHEBI:136421) has role mutagen (CHEBI:25435)
riddelliine N-oxide (CHEBI:136421) has role rat metabolite (CHEBI:86264)
riddelliine N-oxide (CHEBI:136421) is a diol (CHEBI:23824)
riddelliine N-oxide (CHEBI:136421) is a macrocyclic lactone (CHEBI:63944)
riddelliine N-oxide (CHEBI:136421) is a olefinic compound (CHEBI:78840)
riddelliine N-oxide (CHEBI:136421) is a organic heterotricyclic compound (CHEBI:26979)
riddelliine N-oxide (CHEBI:136421) is a primary alcohol (CHEBI:15734)
riddelliine N-oxide (CHEBI:136421) is a pyrrolizine alkaloid (CHEBI:38521)
riddelliine N-oxide (CHEBI:136421) is a tertiary alcohol (CHEBI:26878)
riddelliine N-oxide (CHEBI:136421) is a tertiary amine oxide (CHEBI:134363)
Synonym Source
(15Z)-12,18-dihydroxy-13,19-didehydrosenecionan-11,16-dione 4-oxide ChEBI
Manual Xref Database
4944586 ChemSpider
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Registry Numbers Types Sources
6751274 Reaxys Registry Number Reaxys
75056-11-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11170513 PubMed citation Europe PMC
11513723 PubMed citation Europe PMC
12693032 PubMed citation Europe PMC
14580895 PubMed citation Europe PMC
14979525 PubMed citation Europe PMC
15649625 PubMed citation Europe PMC
18395999 PubMed citation Europe PMC
18842697 PubMed citation Europe PMC
2021243 PubMed citation Europe PMC
23937665 PubMed citation Europe PMC
Last Modified
02 February 2018