senecionine-N-oxide
senecionan-11,16-dione, 12-hydroxy-, 4-oxide
Identification
| Name | senecionine-N-oxide |
| CAS Number | 13268-67-2 |
| FDA UNII | Search |
| Molecular Formula | C18 H25 N O6 |
| Molecular Weight | 351.39945000 |
| MDL Number | MFCD01750097 |
| Nikkaji Number | J371.923E |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Soluble in | water, 5.882e+004 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for senecionine-N-oxide usage levels up to | not for fragrance use. |
| Recommendation for senecionine-N-oxide flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
senecionan-11,16-dione, 12-hydroxy-, 4-oxide
senecionine N-oxide
PubMed:
Pyrrolizidine alkaloid variation in Senecio vulgaris populations from native and invasive ranges.
PubMed:
First evidence of pyrrolizidine alkaloid N-oxide-induced hepatic sinusoidal obstruction syndrome in humans.
PubMed:
The effect of structurally related metabolites on insect herbivores: A case study on pyrrolizidine alkaloids and western flower thrips.
PubMed:
Quantification of pyrrolizidine alkaloids in North American plants and honey by LC-MS: single laboratory validation.
PubMed:
UPLC TOF MS for sensitive quantification of naturally occurring pyrrolizidine alkaloids in Petasites hybridus extract (Ze 339).
PubMed:
Modulatory effect of Senecio brasiliensis (Spreng) Less. in a murine model of inflammation induced by carrageenan into the pleural cavity.
PubMed:
An in vitro comparison of the cytotoxic potential of selected dehydropyrrolizidine alkaloids and some N-oxides.
PubMed:
The comparative pharmacokinetics of two pyrrolizidine alkaloids, senecionine and adonifoline, and their main metabolites in rats after intravenous and oral administration by UPLC/ESIMS.
PubMed:
Safety assessment of food and herbal products containing hepatotoxic pyrrolizidine alkaloids: interlaboratory consistency and the importance of N-oxide determination.
PubMed:
Identification of five hepatotoxic pyrrolizidine alkaloids in a commonly used traditional Chinese medicinal herb, Herba Senecionis scandentis (Qianliguang).
PubMed:
Direct evidence for membrane transport of host-plant-derived pyrrolizidine alkaloid N-oxides in two leaf beetle genera.
PubMed:
Comparison of hepatic in vitro metabolism of the pyrrolizidine alkaloid senecionine in sheep and cattle.
PubMed:
Evaporative light scattering detection of pyrrolizidine alkaloids.
PubMed:
Taste receptors for pyrrolizidine alkaloids in a monophagous caterpillar.
PubMed:
Uptake and metabolism of pyrrolizidine alkaloids in Longitarsus flea beetles (Coleoptera: Chrysomelidae) adapted and non-adapted to alkaloid-containing host plants.
PubMed:
Biochemical strategy of sequestration of pyrrolizidine alkaloids by adults and larvae of chrysomelid leaf beetles.
PubMed:
Structure-activity relationships of pyrrolizidine alkaloids in insect chemical defense against the orb-weaving spider Nephila clavipes.
PubMed:
Simultaneous determination of N-oxides and free bases of pyrrolizidine alkaloids by cation-exchange solid-phase extraction and ion-pair high-performance liquid chromatography.
PubMed:
The two facies of pyrrolizidine alkaloids: the role of the tertiary amine and its N-oxide in chemical defense of insects with acquired plant alkaloids.
PubMed:
The effect of spironolactone treatment on the cytochrome P450-mediated metabolism of the pyrrolizidine alkaloid senecionine by hepatic microsomes from rats and guinea pigs.
PubMed:
Differing embryotoxic effects of senecionine and senecionine-N-oxide on the chick embryo.
PubMed:
Flavin-containing monooxygenase: a major detoxifying enzyme for the pyrrolizidine alkaloid senecionine in guinea pig tissues.
PubMed:
Role of cytochrome P450IIIA4 in the metabolism of the pyrrolizidine alkaloid senecionine in human liver.
PubMed:
Mechanisms for pyrrolizidine alkaloid activation and detoxification.
PubMed:
Excretion and blood radioactivity levels following [14C]senecionine administration in the rat.
PubMed:
Sites of synthesis, translocation and accumulation of pyrrolizidine alkaloid N-oxides in Senecio vulgaris L.
PubMed:
Metabolic links between the biosynthesis of pyrrolizidine alkaloids and polyamines in root cultures of Senecio vulgaris.
PubMed:
Identification of senecionine and senecionine N-oxide as antifertility constituents in Senecio vulgaris.
PubMed:
Determination of pyrrolizidine alkaloid metabolites from mouse liver microsomes using tandem mass spectrometry and gas chromatography/mass spectrometry.
PubMed:
Alkaloid patterns and biosynthetic capacity of root cultures from some pyrrolizidine alkaloid producing Senecio species.
PubMed:
Two dihydropyrrolizine alkaloid metabolites isolated from mouse hepatic microsomes in vitro.
PubMed:
A new pyrrolizidine alkaloid metabolite, 19-hydroxysenecionine isolated from mouse hepatic microsomes in vitro.
PubMed:
Tumor inhibitors. XXII. Senecionine and senecionine N-oxide, the active principles of Senecio triangularis.