seneciphylline
senecionan-11,16-dione, 13,19-didehydro-12-hydroxy- (9CI)
Identification
| Name | seneciphylline |
| CAS Number | 480-81-9 |
| FDA UNII | 0ZYZ9L5454 |
| Molecular Formula | C18 H23 N O5 |
| Molecular Weight | 333.38431000 |
| MDL Number | MFCD00221722 |
Regulatory
Physical Properties
| Appearance | white powder (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 217.50 °C. @ 760.00 mm Hg |
| Boiling Point | 577.70 °C. @ 760.00 mm Hg (est) |
| Flash Point | 578.00 °F. TCC ( 303.20 °C. ) (est) |
| logP (o/w) | 0.810 (est) |
| Soluble in | water, 1e+006 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | intravenous-mouse LD50 90 mg/kg |
| 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 seneciphylline usage levels up to | not for fragrance use. |
| Recommendation for seneciphylline flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
13,19-
didehydro-12-hydroxysenecionan-11,16-dione
trans-15-
ethylidene-12beta-hydroxy-12alpha-methyl-13-methylenesenec-1-enine
jacodine
seneci(o)phylline
senecionan-11,16-dione, 13,19-didehydro-12-hydroxy- (9CI)
seneciphyllin
seniciphylline
PubMed:
UPLC-MS/MS method for determination of selected pyrrolizidine alkaloids in feed.
PubMed:
Toxicity of pyrrolizidine alkaloids to Spodoptera exigua using insect cell lines and injection bioassays.
PubMed:
Mass-spectrometry-directed analysis and purification of pyrrolizidine alkaloid cis/trans isomers in Gynura japonica.
PubMed:
[Determination of five pyrrolizidine alkaloids in honey by liquid chromatography-tandem mass spectrometry].
PubMed:
Assessment of pyrrolizidine alkaloid-induced toxicity in an in vitro screening model.
PubMed:
Pyrrolizidine alkaloids: their occurrence in Spanish honey collected from purple viper's bugloss (Echium spp.).
PubMed:
Analysis of pyrrolizidine alkaloids and evaluation of some biological activities of Algerian Senecio delphinifolius (Asteraceae).
PubMed:
In vitro 5-LOX inhibitory and antioxidant activities of extracts and compounds from the aerial parts of Lopholaena coriifolia (Sond.) E. Phillips & C.A. Sm.
PubMed:
Definitive diagnosis of hepatic sinusoidal obstruction syndrome induced by pyrrolizidine alkaloids.
PubMed:
Authentication of Senecio scandens and S. vulgaris based on the comprehensive secondary metabolic patterns gained by UPLC-DAD/ESI-MS.
PubMed:
Hepatic sinusoidal obstruction syndrome associated with consumption of Gynura segetum.
PubMed:
Pyrrolizidine alkaloids in pollen and pollen products.
PubMed:
Simultaneous characterization of pyrrolizidine alkaloids and N-oxides in Gynura segetum by liquid chromatography/ion trap mass spectrometry.
PubMed:
Identification of five hepatotoxic pyrrolizidine alkaloids in a commonly used traditional Chinese medicinal herb, Herba Senecionis scandentis (Qianliguang).
PubMed:
Determination of pyrrolizidine alkaloids in senecio species by liquid chromatography/thermospray-mass spectrometry and liquid chromatography/nuclear magnetic resonance spectroscopy.
PubMed:
Pyrrolizidine alkaloid level in Senecio bicolor (Wilid.) Tod, ssp. cineraria (DC.) from middle Europe.
PubMed:
Dynamic pH junction-sweeping capillary electrophoresis for online preconcentration of toxic pyrrolizidine alkaloids in Chinese herbal medicine.
PubMed:
Separation and determination of toxic pyrrolizidine alkaloids in traditional Chinese herbal medicines by micellar electrokinetic chromatography with organic modifier.
PubMed:
Preventive activity of pyrrolizidine alkaloids from Seneciobrasiliensis (Asteraceae) on gastric and duodenal induced ulcer on mice and rats.
PubMed:
Evaporative light scattering detection of pyrrolizidine alkaloids.
PubMed:
Loss of gustatory responses to pyrrolizidine alkaloids after their extensive ingestion in the polyphagous caterpillar Estigmene acrea.
PubMed:
Experience influences gustatory responsiveness to pyrrolizidine alkaloids in the polyphagous caterpillar, Estigmene acrea.
PubMed:
Toxicity of Senecio vernalis to laying hens and evaluation of residues in eggs.
PubMed:
Metabolism of pyrrolizidine alkaloids by Peptostreptococcus heliotrinreducens and a mixed culture derived from ovine ruminal fluid.
PubMed:
A highly sensitive taste receptor cell for pyrrolizidine alkaloids in the lateral galeal sensillum of a polyphagous caterpillar, Estigmene acraea.
PubMed:
Toxic pyrrolyzidine alkaloids from three mongolian plants. a possible risk for cattle poisoning.
PubMed:
Alkaloids from Senecio aquaticus.
PubMed:
Pyrrolizidine alkaloids from Senecio lorenthii.
PubMed:
Interplant alkaloid variation and Senecio vernalis toxicity in cattle.
PubMed:
The relationship between reactivity of metabolites of pyrrolizidine alkaloids and extrahepatic toxicity.
PubMed:
Generation and characterization of monoclonal antibodies against the pyrrolizidine alkaloid retrorsine.
PubMed:
Determination of pyrrolizidine alkaloids in honey from selected sites by solid phase extraction and HPLC-MS.
PubMed:
Transfer of 14C-seneciphylline into sheep milk following multiple oral intakes.
PubMed:
A competitive enzyme immunoassay for the pyrrolizidine alkaloids of the senecionine type.
PubMed:
Preparative separation of pyrrolizidine alkaloids by high-speed counter-current chromatography.
PubMed:
The comparative metabolism of the four pyrrolizidine alkaloids, seneciphylline, retrorsine, monocrotaline, and trichodesmine in the isolated, perfused rat liver.
PubMed:
Reversible hepatic veno-occlusive disease in an infant after consumption of pyrrolizidine-containing herbal tea.
PubMed:
Hydrolysis rates of pyrrolizidine alkaloids derived from Senecio jacobaea.
PubMed:
Structural influences on pyrrolizidine alkaloid-induced cytopathology.
PubMed:
Pyrrolizidine alkaloids from Senecio leucanthemifolius and Senecio rodriguezii.
PubMed:
Hydrolysis of pyrrolizidine alkaloids by guinea pig hepatic carboxylesterases.
PubMed:
Mutagenicity of pyrrolizidine alkaloids in the Salmonella typhimurium/mammalian microsome system.
PubMed:
Pyrrolizidine alkaloids from Melampyrum pratense.
PubMed:
DNA cross-linking in mammalian cells by pyrrolizidine alkaloids: structure-activity relationships.
PubMed:
[Studies on the alkaloids of Gynura segetum (Lour.) Merr].
PubMed:
Pyrrolizidine alkaloids in Senecio vulgaris L. growing in Iceland.
PubMed:
Influence of inhibition of the metabolic activation on the mutagenicity of some nitrosamines, triazenes, hydrazines and seniciphylline in Drosophila melanogaster.
PubMed:
Microsomal metabolism of pyrrolizidine alkaloids: N-oxidation of seneciphylline and senecionine.
PubMed:
Microsomal metabolism of pyrrolizidine alkaloids from Senecio jacobaea. Isolation and quantification of 6,7-dihydro-7-hydroxy-1-hydroxymethyl-5H-pyrrolizine and N-oxides by high performance liquid chromatography.
PubMed:
Genotoxicity and cytotoxicity of selected pyrrolizidine alkaloids, a possible alkenal metabolite of the alkaloids, and related alkenals.
PubMed:
Method for determination of pyrrolizidine alkaloids and their metabolites by high-performance liquid chromatography.
PubMed:
Genotoxicity of a variety of pyrrolizidine alkaloids in the hepatocyte primary culture-DNA repair test using rat, mouse, and hamster hepatocytes.
PubMed:
In vivo covalent binding of retronecine-labelled [3H]seneciphylline and [3H]senecionine to DNA of rat liver, lung and kidney.
PubMed:
Induction of SCEs by some pyrrolizidine alkaloids in V79 Chinese hamster cells co-cultured with chick embryo hepatocytes.
PubMed:
Effect of seneciphylline and senecionine on hepatic drug metabolizing enzymes in rats.
PubMed:
Mutagenic activity of the pyrrolizidine alkaloids seneciphylline and senkirkine in Drosophila and their transfer into rat milk.
PubMed:
Transfer of [3H]pyrrolizidine alkaloids from Senecio vulgaris L. and metabolites into rat milk and tissues.
PubMed:
Comparison of the toxicities of Senecio jacobaea, Senecio vulgaris and Senecio glabellus in rats.
PubMed:
Covalent binding of two pyrrolizidine alkaloids, senecionine and seneciphylline, to hepatic macromolecules and their distribution, excretion, and transfer into milk of lactating mice.
PubMed:
Alkaloids from Senecio aegyptius and S. desfontainei.
PubMed:
Effects of the pyrrolizidine alkaloids senecionine, retrorsine and seneciphylline on aminopyrine N-demethylase activity on the rat liver S-10 fraction.
PubMed:
Hypertrophy of pulmonary arteries and arterioles with cor pulmonale in rats induced by seneciphylline, a pyrrolizidine alkaloid.
PubMed:
Pyrrolizidine alkaloids: their occurrence in honey from tansy ragwort (Senecio jacobaea L.)
PubMed:
Seneciphylline.
PubMed:
Senecionine, Seneciphylline, Jacobine and Otosenine from Senecio cineraria.
PubMed:
[Study of the solubility of platyphylline and seneciphylline alkaloids].
PubMed:
[Detection of platyphylline, sarracine and seneciphylline in biological material].
PubMed:
[ABOVE-GROUND PARTICLES OF SENECIO AS A SOURCE FOR OBTAINING ALKALOIDS OF PLATYPHILLINE, SARRACENINE AND SENECIPHYLLINE].
PubMed:
Variation of liver function in immature fowls and susceptibility to seneciphylline.