Seneciphylline

Base Information

• Chemical Name: Seneciphylline
• CAS No.: 480-81-9
• Molecular Formula: C₁₈H₂₃NO₅
• Molecular Weight: 333.384
• European Community (EC) Number: 610-407-0
• UNII: 0ZYZ9L5454
• UN Number: 1544
• ChEMBL ID: CHEMBL523911
• DSSTox Substance ID: DTXSID8026016
• NSC Number: 30622
• Wikidata: Q27108272
• Mol file: 480-81-9.mol

Synonyms:seneciphylline;seneciphylline, (12 beta,15E)-isomer

Chemical Property of Seneciphylline

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 9.43E-16mmHg at 25°C
• Melting Point: 217°C
• Refractive Index: 1.5740 (estimate)
• Boiling Point: 577.7 °C at 760 mmHg
• PKA: 12.43±0.20(Predicted)
• Flash Point: 303.2 °C
• PSA: 76.07000
• Density: 1.27 g/cm³
• LogP: 1.05080
• Storage Temp.: ?20°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 333.15762283
• Heavy Atom Count: 24
• Complexity: 650
• Transport DOT Label: Poison

Purity/Quality:

≥98% ^*data from raw suppliers

Seneciphylline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25-25
• Safety Statements: 1-20-24/25-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C1CC(=C)C(C(=O)OCC2=CCN3C2C(CC3)OC1=O)(C)O
• Isomeric SMILES: C/C=C\1/CC(=C)[C@@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(C)O
• 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.
• 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.

Technology Process of Seneciphylline

There total 1 articles about Seneciphylline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ 12-hydroxy-senecion-13(19)-ene-11,16-dione (480-81-9,520-59-2,129029-37-4)

Guidance literature:

Jacozin, K-selenocyanid, Red.;

DOI:10.1002/hlca.19680510510

Reference yield:

seneciphylline (480-81-9,520-59-2,129029-37-4) → isoseneciphyllic acid (18003-14-0)

Guidance literature:

With barium dihydroxide; water;

DOI:10.1021/ja01145a049

Reference yield:

seneciphylline (480-81-9,520-59-2,129029-37-4) → retronecine (480-85-3)

Guidance literature:

With sodium hydroxide;

Downstream raw materials:

seneciphyllic acid

isoseneciphyllic acid

retronecine

retronecine

Refernces