Page last updated: 2024-12-11

senecionine n-oxide

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

senecionine N-oxide: isolated from Senecio vulgaris L.; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
SeneciogenusA species of toxic plants of the Compositae. The poisonous compounds are alkaloids which cause cattle diseases, neoplasms, and liver damage and are used to produce cancers in experimental animals.[MeSH]AsteraceaeA large plant family of the order Asterales, subclass Asteridae, class Magnoliopsida. The family is also known as Compositae. Flower petals are joined near the base and stamens alternate with the corolla lobes. The common name of daisy refers to several genera of this family including Aster; CHRYSANTHEMUM; RUDBECKIA; TANACETUM.[MeSH]
Senecio vulgarisspecies[no description available]AsteraceaeA large plant family of the order Asterales, subclass Asteridae, class Magnoliopsida. The family is also known as Compositae. Flower petals are joined near the base and stamens alternate with the corolla lobes. The common name of daisy refers to several genera of this family including Aster; CHRYSANTHEMUM; RUDBECKIA; TANACETUM.[MeSH]

Cross-References

ID SourceID
PubMed CID5380876
CHEMBL ID471683
CHEBI ID52070
MeSH IDM0159300

Synonyms (22)

Synonym
nsc 106677
senecionine oxide
senecionan-11,16-dione, 12-hydroxy-, 4-oxide
12-hydroxysenecionan-11,16-dione 4-oxide
(1,6)dioxacyclododecino(2,3,4-gh)pyrrolizine-3,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-5,6-dimethyl-, 12-oxide, (3z,5r,6r,14ar,14br)-
senecionine, n-oxide
nsc106677 ,
13268-67-2
senecionine n-oxide
nsc-106677
CHEBI:52070 ,
CHEMBL471683
senecionin-n-oxid
AKOS037515349
(5r,6r,9a1r,14ar,z)-3-ethylidene-6-hydroxy-5,6-dimethyl-2,7-dioxo-2,3,4,5,6,7,9,9a1,11,13,14,14a-dodecahydro-12h-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine 12-oxide
(1r,4z,6r,7r,17r)-4-ethylidene-7-hydroxy-6,7-dimethyl-14-oxido-2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
Q27104786
DTXSID901016615
CS-0062870
HY-N6637
E80698
senecionine-n-oxide 100 microg/ml in water

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" The rat LD50 of most alkaloids known to be significant for human health are in the range of 34-300 mg/kg."( Differing embryotoxic effects of senecionine and senecionine-N-oxide on the chick embryo.
Halasková, M; Peterka, M; Roeder, E; Sarin, S; Wiedenfeld, H, 1994
)
0.29
" As a continuation of our investigation into the safety assessment of PA-containing herbal medicines, the toxicity and toxicokinetic characteristics of senecionine N-oxide (a representative toxic PA N-oxide) were investigated by using the UDP-glucuronosyltransferase 1A4 humanized mouse model (hUGT1A4 mouse model) and compared with those in wild-type mice simultaneously."( Species difference in toxicokinetics and safety assessment of senecionine N-oxide in a UDP-glucuronosyltransferase 1A4 humanized mouse model.
Chen, Y; Ding, L; Liu, P; Tang, Y; Wang, C; Wang, J; Wang, W; Wang, Z; Xiong, A; Yang, L, 2023
)
1.35

Dosage Studied

ExcerptRelevanceReference
" PA N-oxide-induced hepatotoxicity was further confirmed on mice orally dosed of herbal extract containing 170 μmol PA N-oxides/kg/day, with its hepatotoxicity similar to but potency much lower than the corresponding PAs."( First evidence of pyrrolizidine alkaloid N-oxide-induced hepatic sinusoidal obstruction syndrome in humans.
Fu, PP; Gao, H; Li, N; Lin, G; Ma, J; Ruan, J; Wang, J; Xue, J; Yang, M; Ye, Y, 2017
)
0.46
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
tertiary amine oxideAn N-oxide where there are three organic groups bonded to the nitrogen atom.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (7)

Assay IDTitleYearJournalArticle
AID339034Cytotoxicity against human A204 cells after 24 hrs by soft agar colony forming assay
AID1110932Nematicidal activity against juvenile stage of Heterodera schachtii assessed as inhibition of mobility after 168 hr2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110936Nematicidal activity against juvenile stage of Meloidogyne incognita (root-knot nematode) assessed as inhibition of mobility after 20 hr2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110931Nematicidal activity against juvenile stage of Meloidogyne incognita (root-knot nematode) assessed as inhibition of mobility after 168 hr2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110926Nematicidal activity against juvenile stage of Heterodera schachtii assessed as inhibition of mobility incubated for 168 hr followed by compound wash out measured after 24 hr2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110927Nematicidal activity against juvenile stage of Meloidogyne incognita (root-knot nematode) assessed as inhibition of mobility incubated for 168 hr followed by compound wash out measured after 24 hr2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110937Nematicidal activity against juvenile stage of Heterodera schachtii assessed as inhibition of mobility after 20 hr2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (8.33)18.7374
1990's3 (25.00)18.2507
2000's2 (16.67)29.6817
2010's4 (33.33)24.3611
2020's2 (16.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 20.03

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index20.03 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index5.04 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (20.03)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]