Seneciphylline

Seneciphylline Basic information
Product Name:Seneciphylline
Synonyms:ALPHA-LONGILOBINE;SENECIPHYLLIN;(15cis)-12-Hydroxy-13,19-didehydrosenecionan-11,16-dione;13,19-didehydro-12-hydroxysenecionan-11,16-dione;16-dione,13,19-didehydro-12-hydroxy-senecionan-1;16-dione,13,19-didehydro-12-hydroxy-senecionin-1;NSC 30622;oxy-6-methyl-5-methylene(1,6)dioxacyclodode///
CAS:480-81-9
MF:C18H23NO5
MW:333.38
EINECS:
Product Categories:
Mol File:480-81-9.mol
Seneciphylline Structure
Seneciphylline Chemical Properties
Melting point 217°C
alpha D -128° (chloroform)
Boiling point 470.34°C (rough estimate)
density 1.2467 (rough estimate)
refractive index 1.5740 (estimate)
storage temp. -20°C
solubility DMF: 5 mg/ml; DMSO: 2 mg/ml; Ethanol: 1 mg/ml; PBS (pH 7.2): 0.1 mg/ml
pka12.43±0.20(Predicted)
form neat
Stability:Stable, but reacts with oxygen in the air. Incompatible with alkali, oxidizing agents. Store under inert gas.
LogP0.810 (est)
CAS DataBase Reference480-81-9
IARC3 (Vol. 10, Sup 7) 1987
EPA Substance Registry SystemSeneciphylline (480-81-9)
Safety Information
Hazard Codes T
Risk Statements 23/24/25-25
Safety Statements 1-20-24/25-45
RIDADR 1544
WGK Germany 3
HazardClass 6.1(b)
PackingGroup III
Hazardous Substances Data480-81-9(Hazardous Substances Data)
MSDS Information
Seneciphylline Usage And Synthesis
DescriptionSeneciphylline, a pyrrolizidine alkaloid, one of the main components of Chinese medicine herb Tusanqi, which is a reason of the hepatic sinusoidal obstruction syndrome (HSOS). In addition, experiments on rats have shown that seneciphylline had adverse effects on the development and organic morphodifferentiation of embryos, thus the pregnant people exposed to Hebra may get potential risk on the fetus.
Chemical PropertiesWhite crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, Derived from the whole plant or root of Gynura segetum (Lour.) Merr (Ju Sanqi).
UsesSeneciphylline is a minor constituent of S. jacobaea, which has been used as a medicinal herb in Europe. It has the effect of coagulation and hemostasis.
Seneciphylline is a pyrrolizidine alkaloid with the potential to affect hepatic drug metabolizing enzymes in rat cells.
ApplicationSeneciphylline is a naturally occurring plant toxin, which is employed to defend the plant against herbivore and insect attacks.
Seneciphylline may be used as an analytical reference standard for the quantification of the analyte in feed samples and traditional Chinese herbal medicines using different chromatography techniques.
DefinitionChEBI: LSM-2853 is a citraconoyl group.
Air & Water ReactionsReacts slowly with atmospheric oxygen. . Insoluble in water.
Reactivity ProfileSENECIPHYLLIN is readily hydrolyzed with alkali; SENECIPHYLLIN reacts readily with oxidizing agents .
Health HazardSeneciphylline and aflatoxin B. may be of greater importance as a cause of human disease than the presently known outbreaks of poisoning would indicate.
SYMPTOMS: Symptoms associated with this compound include abdominal pain, nausea and diarrhea, emaciation, intestinal edema and congestion of the liver. ACUTE/CHRONIC HAZARDS: Very toxic. (NTP, 1992)
Fire HazardFlash point data are not available for SENECIPHYLLIN, but SENECIPHYLLIN is probably combustible.
Seneciphylline Preparation Products And Raw materials
RETRORSINE Seneciphylline N-oxide senecionine N-oxide Acetylseneciphylline N-oxide SENECIONINE

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