SML0055

Securinin

≥98% (HPLC)

• Empirische Formel (Hill-System): C₁₃H₁₅NO₂
• CAS-Nummer: 5610-40-2
• Molekulargewicht: 217.26
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825122
• MDL number: MFCD00078775
• Assay: ≥98% (HPLC)
• Form: powder

Eigenschaften

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D -980 to -1015 (C=1, MeOH)
• color: yellow
• solubility: DMSO: ≥25 mg/mL
• storage temp.: 2-8°C
• SMILES string: O=C1O[C@@]23C[C@@H](C=CC2=C1)N4CCCC[C@H]34
• InChI: 1S/C13H15NO2/c15-12-7-9-4-5-10-8-13(9,16-12)11-3-1-2-6-14(10)11/h4-5,7,10-11H,1-3,6,8H2/t10-,11-,13+/m1/s1
• InChI key: SWZMSZQQJRKFBP-WZRBSPASSA-N

Beschreibung

Application

Securinine was used as a standard in the synthesis of the members of Securinega alkaloid family.

Biochem/physiol Actions

Securinine is a GABAA receptor antagonist which has been found to increase p73 protein expression

Securinine is an alkaloid widely in traditional folk medicine. Long known as a GABAA antagonist, securinine was recently found to up-regulate p53 protein and to modulate the related family member p73 protein in a p53-dependent fashion, inducing p73 in the HCT116 p53(-) cells and down-regulating it in the p53(+) cells. Induction of proapoptotic protein p73 only in p53 cells could be used to target cancer cells preferentially. Securinine has been found to induce p53-independent, p73-dependent apoptosis in RKO colon cancer cells.

Features and Benefits

This compound is featured on the GABAA Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Sicherheitshinweise

• Piktogramme: GHS06
• Signalwort: Danger
• Gefahrencodes: H301
• Sicherheitshinweise: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Lagerklasse: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable