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
- Mol File:
- 480-81-9.mol
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
- form
- Solid
- pka
- 12.43±0.20(Predicted)
- color
- White to off-white
- Stability:
- Stable, but reacts with oxygen in the air. Incompatible with alkali, oxidizing agents. Store under inert gas.
- LogP
- 0.810 (est)
- CAS DataBase Reference
- 480-81-9
- IARC
- 3 (Vol. 10, Sup 7) 1987
- EPA Substance Registry System
- Seneciphylline (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 Data
- 480-81-9(Hazardous Substances Data)
Seneciphylline Usage And Synthesis
Description
Seneciphylline, 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 Properties
White 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).
Uses
Seneciphylline 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.
Application
Seneciphylline 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.
Definition
ChEBI: LSM-2853 is a citraconoyl group.
Air & Water Reactions
Reacts slowly with atmospheric oxygen. . Insoluble in water.
Reactivity Profile
SENECIPHYLLIN is readily hydrolyzed with alkali; SENECIPHYLLIN reacts readily with oxidizing agents .
Health Hazard
Seneciphylline 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 Hazard
Flash point data are not available for SENECIPHYLLIN, but SENECIPHYLLIN is probably combustible.
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