SML0349

Neferine

≥98% (HPLC)

• Synonym(s): (-)-Neferine, 4′′-O-Methylliensinine, 4-[[(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl]methyl]-2-[[(1R)-1,2,3,4-tetrahydro-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-7-isoquinolinyl]oxy]-phenol, Methylliensinine, Neferin
• Empirical Formula (Hill Notation): C₃₈H₄₄N₂O₆
• CAS Number: 2292-16-2
• Molecular Weight: 624.77
• NACRES: NA.77
• PubChem Substance ID: 329825352
• UNSPSC Code: 12352200
• MDL number: MFCD22416529
• Assay: ≥98% (HPLC)
• Form: powder
• Storage condition: desiccated, protect from light

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D -34 to -44° (c=0 3. CHCl3)
• storage condition: desiccated, protect from light
• color: white to beige
• solubility: DMSO: >15 mg/mL
• storage temp.: 2-8°C
• SMILES string: COc1ccc(C[C@H]2N(C)CCc3cc(OC)c(Oc4cc(C[C@@H]5N(C)CCc6cc(OC)c(OC)cc56)ccc4O)cc23)cc1
• InChI: 1S/C38H44N2O6/c1-39-15-14-27-21-36(44-5)38(23-30(27)31(39)17-24-7-10-28(42-3)11-8-24)46-34-19-25(9-12-33(34)41)18-32-29-22-37(45-6)35(43-4)20-26(29)13-16-40(32)2/h7-12,19-23,31-32,41H,13-18H2,1-6H3/t31-,32+/m1/s1
• InChI key: MIBATSHDJRIUJK-ZWXJPIIXSA-N

Description

Application

Neferine has been used to study its effect in autophagy signalling.

Biochem/physiol Actions

Neferine inhibits proliferation of human osteosarcoma cells by stabilization of p21 through p38 MAPK-mediated activation; antidepressant-like and antiarrhythmic.

Neferine is a bis-benzylisoquinoline alkaloid isolated from the green seed embryos Nelumbo Nucifera Gaertn (Lotus) that displays multiple pharmacological activities including anti-tumor, antidepressant-like and antiarrhythmic actions. Recent studies shown that neferine potently inhibits proliferation of human osteosarcoma cells while is low-toxic on non-neoplastic human osteoblast cells. Apparently in U2OS cells, neferine stabilizes p21 through the activation of p38 MAPK, which leads to G1 cell cycle arrest. Also, neferine inhibits Ang II-induced HUVSMC proliferation by upregulation of HO-1.

Features and Benefits

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable