Platyphylline

Base Information

• Chemical Name: Platyphylline
• CAS No.: 480-78-4
• Molecular Formula: C18H27NO5
• Molecular Weight: 337.46
• European Community (EC) Number: 207-558-6
• UNII: A91172AJBY
• DSSTox Substance ID: DTXSID701020155
• Wikidata: Q4364572
• Mol file: 480-78-4.mol

Synonyms:3-ethylidenedodecahydro-5-hydroxy-5,5-dimethyl-1,6- dioxacyclododecino(2,3,4gh)pyrrolizine-2,7-dione;platyphylline;platyphylline hydrochloride;platyphylline, (1alpha,15E)-isomer

Chemical Property of Platyphylline

Chemical Property:

• Melting Point: 129°
• Boiling Point: 539.6°Cat760mmHg
• PKA: 12.83±0.40(Predicted)
• Flash Point: 280.1°C
• PSA: 76.07000
• Density: 1.22g/cm³
• LogP: 1.21060
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 337.18892296
• Heavy Atom Count: 24
• Complexity: 560

Purity/Quality:

99% ^*data from raw suppliers

12-Hydroxy-1,2-dihydrosenecionan-11,16-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Moderately toxic by ingestion.
• Hazard Codes: Moderately toxic by ingestion.

MSDS Files:

Useful:

• Canonical SMILES: CC=C1CC(C(C(=O)OCC2CCN3C2C(CC3)OC1=O)(C)O)C
• Isomeric SMILES: C/C=C\1/C[C@H]([C@@](C(=O)OC[C@H]2CCN3[C@H]2[C@@H](CC3)OC1=O)(C)O)C
• Description: A hepatotoxic alkaloid, the base has been isolated from Senecio adnatus D.C., S. hygrophilus Dyer & Sm. and S. piatyphyllus D.C. The alkaloid is only sparingly soluble in petroleum ether or hot H20, more so in Me2CO, EtOH, C6H6 or Et20 and readily soluble in CHCI3. It is laevorotatory with [α]D - 45.09° (CHCI3). The perchlorate occurs as colourless prisms from H20, m.p. 222-3°C (dec.); the picrolonate, dark yellow needles, m.p. 205-6°C (dec.); aurichloride, m.p. 200-loC (dec.) and the methiodide, m.p. 216-7°C; [α]D - 31.27° (EtOH). The alkaloid contains one hydroxyl group but no methoxyl or methylimino groups. On hydrolysis it furnishes platynecine, CSH1S0 2N, m.p. 148°C; [α]D - 56.8° (CHCI3) and platynecic acid, ClOH140 4 , m.p. l54-5°C which is identical with senecic acid lactone.