P8489

Protopine hydrochloride

≥98%, solid

• Empirische Formel (Hill-System): C₂₀H₁₉NO₅·HCl
• CAS-Nummer: 6164-47-2
• Molekulargewicht: 389.83
• NACRES: NA.77
• PubChem Substance ID: 329820328
• UNSPSC Code: 51111800
• EC Number: 228-196-5
• MDL number: MFCD00236406
• Assay: ≥98%
• Form: solid

Eigenschaften

• Quality Segment: 100
• assay: ≥98%
• form: solid
• storage temp.: 2-8°C
• SMILES string: Cl.CN1CCc2cc3OCOc3cc2C(=O)Cc4ccc5OCOc5c4C1
• InChI: 1S/C20H19NO5.ClH/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(22)6-12-2-3-17-20(15(12)9-21)26-11-23-17;/h2-3,7-8H,4-6,9-11H2,1H3;1H
• InChI key: NWNVDSJZGYDVQW-UHFFFAOYSA-N

Beschreibung

General description

Protopine is a celandine alkaloid[1] and a bioactive compound associated with the plant families including fumariaceae, berberidaceae[2] and papaveraceae.[3] It is metabolized by demethylenation in the presence of the cytochrome enzymes cytochrome P450 family 2 subfamily d polypeptide 1 (CYP2D1) and cytochrome P450 family 2 subfamily c polypeptide 11 (CYP2C11).[2]

Application

Protopine hydrochloride may be used in the calibration curve preparation for the quantification of alkaloids from Fumaria capreolata using liquid chromatography coupled to diode array detection and electrospray ionization tandem mass spectrometry (LC-DAD-MS) and tandem mass spectrometry(MS/MS).[4] It may also be used as an alkaloid in cytotoxicity and permeability studies carcinogenic cell lines.[1]

Biochem/physiol Actions

Protopine hydrochloride is a Ca²⁺ channel blocker and antiplatelet agent.

Protopine possesses anti-parasitic, antimicrobial and anti-inflammatory property.[2] It mediates mitotic arrest by favoring tubulin polymerization.[1] Protopine elicits anti-invasive effects in breast cancer tumor progression.[3]. It also provides protection against oxidative stress-induced cell death.[5]

Disclaimer

Protect from light.

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges