Senecionine

Senecionine Structure
Senecionine structure
Common Name Senecionine
CAS Number 130-01-8 Molecular Weight 335.395
Density 1.3±0.1 g/cm3 Boiling Point 563.7±50.0 °C at 760 mmHg
Molecular Formula C18H25NO5 Melting Point 236ºC(lit.)
MSDS Chinese USA Flash Point 294.7±30.1 °C
Symbol GHS06
GHS06
Signal Word Danger

UPLC-MS/MS method for determination of selected pyrrolizidine alkaloids in feed.

Food Chem. 170 , 265-70, (2014)

Alkaloids known as secondary metabolites are grouped by typical structural characteristics into large families such as pyrrolizidine alkaloids (PAs) comprising more than 350 individual heterocyclic compounds. The PAs present a serious health risk to human and...

Modeling K(m) values using electrotopological state: substrates for cytochrome P450 3A4-mediated metabolism.

Bioorg. Med. Chem. Lett. 15 , 4076-84, (2005)

In order to determine K(m) values of substrates for CYP3A4-mediated metabolism, an in silico model has been developed in the present work. Using electrotopological state (E-state) indices, together with Bayesian-regularized neural network (BRNN), we have desc...

A competitive enzyme immunoassay for the pyrrolizidine alkaloids of the senecionine type.

Planta Med. 62(3) , 267-71, (1996)

We developed an immunoassay with antibodies against retrorsine to detect the closely related senecionine, the main alkaloid in various Asteraceae. Sensitivity is about 23 pg (68 fmol) for senecionine. Cross reactivity of monocrotalin, retrorsine N-oxide, senk...

Pyrrolizidine alkaloids from Gynura divaricata.

Planta Med. 62(4) , 386, (1996)

A cytochrome P4502B form is the major bioactivation enzyme for the pyrrolizidine alkaloid senecionine in guinea pig.

Xenobiotica 25(9) , 929-39, (1995)

1. We have purified three P450s from the liver of the phenobarbital (PB)-treated guinea pig in order to evaluate the role of these enzymes in pyrrolizidine alkaloid (PA) metabolism. 2. PB treatment of guinea pig increased the hepatic microsomal conversion of ...

Feeding deterrence and detrimental effects of pyrrolizidine alkaloids fed to honey bees (Apis mellifera).

J. Chem. Ecol. 35(9) , 1086-95, (2009)

Recent studies have shown the occurrence of plant derived pyrrolizidine alkaloids (PAs) in retail honeys and pollen loads, but little is known about how these compounds influence the fitness of foraging honey bees. In feeding experiments, we tested a mix of t...

Comparison of hepatic in vitro metabolism of the pyrrolizidine alkaloid senecionine in sheep and cattle.

Am. J. Vet. Res. 65(11) , 1563-72, (2004)

To compare hepatic metabolism of pyrrolizidine alkaloids (PAs) between sheep and cattle and elucidate the protective mechanism of sheep.Liver microsomes and cytosol from 8 sheep and 8 cattle.The PA senecionine, senecionine N-oxide (nontoxic metabolite) and 6,...

Identification of the UDP-glucuronosyltransferase isozyme involved in senecionine glucuronidation in human liver microsomes.

Drug Metab. Dispos. 38 , 626-634, (2010)

Senecionine (SEN) is a representative of the hepatotoxic pyrrolizidine alkaloids. Although phase I metabolism for cytochrome P450-mediated metabolic activation of SEN was investigated extensively, phase II metabolism for glucuronidation of this compound has n...

Simultaneous determination of senecionine, adonifoline and their metabolites in rat serum by UPLC–ESIMS and its application in pharmacokinetic studies

J. Pharm. Biomed. Anal. 50(5) , 1070-4, (2009)

A rapid, selective and sensitive ultra-performance liquid chromatography–electrospray ionization mass spectrometry (UPLC–ESIMS) method was firstly developed and validated for the simultaneous determination of two hepatotoxic pyrrolizidine alkaloids (HPAs), se...

The toxicity of Senecio inaequidens DC.

J. S. Afr. Vet. Assoc. 78(3) , 121-9, (2007)

This study was designed to confirm the toxicity of a plant implicated in an outbreak of poisoning of stock in Frankfort, Free State Province, South Africa. Cows died acutely after being introduced into a camp, where an abundant, green shrublet was noted to be...