Seneciphylline

For Research Use Only.
Category
Alkaloids
Cat.No.
NP0002
CAS
480-81-9
Product Name
Seneciphylline
Structure

Product Details

Description
Seneciphylline, a natural pyrrolizidine alkaloid isolated from the herbs of Senecio scandens, may cause reduction of cytochrome P-450 and related monooxygenase activities. Seneciphylline is a pyrrolizidine alkaloid with the potential to affect hepatic drug metabolizing enzymes in rat cells. In vitro, seneciphylline has no effection on hepatic drug metabolizing enzymes, but has seneciphyllineslight activity of reducing aminopyrine demethylase.
Synonyms
Jacodine; (15cis)-12-Hydroxy-13,19-didehydrosenecionan-11,16-dione; 13,19-didehydro-12-hydroxysenecionan-11,16-dione
IUPAC Name
(1R,4Z,7R,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
Molecular Weight
333.4
Molecular Formula
C18H23NO5
Canonical SMILES
CC=C1CC(=C)C(C(=O)OCC2=CCN3C2C(CC3)OC1=O)(C)O
InChI
InChI=1S/C18H23NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,14-15,22H,2,6-10H2,1,3H3/b12-4-/t14-,15-,18-/m1/s1
InChIKey
FCEVNJIUIMLVML-QPSVUOIXSA-N
Boiling Point
470.34°C (rough estimate)
Melting Point
217°C
Purity
>98%
Density
1.27g/cm3
Solubility
less than 0.1 mg/mL at 64 °F
Appearance
Powder
Storage
-20°C
Alpha
D -128° (chloroform)
Form
Neat
Hazard Class
6.1(b)
Hazard Codes
T
Packaging
10 mg
Packing Groups
III
pKa
12.43±0.20(Predicted)
Refractive Index
1.5740 (estimate)
RIDADR
1544
Risk Statements
23/24/25-25
Safety Statements
1-20-24/25-45
Stability
Stable, but reacts with oxygen in the air. Incompatible with alkali, oxidizing agents. Store under inert gas.
Uses
Seneciphylline is a minor constituent of S. jacobaea, which has been used as a medicinal herb. 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.
WGK Germany
3
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