M168

Methyllycaconitine citrate salt

from Delphinium brownii seeds, ≥96% (HPLC)

• Synonym(e): MLA, [1α,4(S),6β,14α,16β]-20-Ethyl-1,6,14,16-tetramethoxy-4-[[[2-(3-methyl-2,5-dioxo-1-pyrrolidinyl)benzoyl]oxy]methyl]aconitane-7,8-diol citrate salt
• Empirische Formel (Hill-System): C₃₇H₅₀N₂O₁₀ · xC₆H₈O₇
• CAS-Nummer: 112825-05-5
• Molekulargewicht: 682.80 (salt-free basis)
• MDL-Nummer: MFCD00153837
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 24896681
• NACRES: NA.77

Eigenschaften

• Biologische Quelle: Delphinium brownii seeds
• Qualitätsniveau: 100
• Assay: ≥96% (HPLC)
• Farbe: white
• Löslichkeit: H₂O: 42 mg/mL
• Lagertemp.: −20°C
• SMILES String: O=C(OC[C@]12[C@@]([C@]3([C@H](CC1)OC)[C@@H]4N(C2)CC)([H])[C@@H]([C@]4(O)[C@]5(O)[C@]6([H])[C@@]3([H])C[C@@]([C@H](C5)OC)([H])[C@@H]6OC)OC)C7=CC=CC=C7N8C([C@@H](C)CC8=O)=O.OC(CC(CC(O)=O)(C(O)=O)O)=O
• InChI: 1S/C37H50N2O10.C6H8O7/c1-7-38-17-34(18-49-32(42)20-10-8-9-11-23(20)39-26(40)14-19(2)31(39)41)13-12-25(46-4)36-22-15-21-24(45-3)16-35(43,27(22)28(21)47-5)37(44,33(36)38)30(48-6)29(34)36;7-3(8)1-6(13,5(11)12)2-4(9)10/h8-11,19,21-22,24-25,27-30,33,43-44H,7,12-18H2,1-6H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t19-,21+,22+,24-,25-,27+,28-,29+,30-,33?,34-,35+,36-,37+;/m0./s1
• InChIKey: INBLZNJHDLEWPS-DDIMIZGISA-N

Beschreibung

Anwendung

Methyllycaconitine citrate salt has been used as an α7 nicotinic acetylcholine receptor (α7 nAChR) antagonist:

• to study its effects on inflammatory response in rats post nicotine treatment
• to block the activity of galantamine
• to study its effects on the hepatic branch of the vagus nerve (hVNS) in rats

Biochem./physiol. Wirkung

Methyllycaconitine (MLA) is an α7 nicotinic acetylcholine receptor (α7 nAChR) antagonist. It is a norditerpenoid alkaloid synthesized by several species of Delphinium. MLA binds to the binding site of neuronal α-bungarotoxin. Low doses of MLA are associated with improvement of cognition in animals.

Leistungsmerkmale und Vorteile

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

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)