Synonym: (-)-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
CAS Number: 2292-16-2
Empirical Formula (Hill Notation): C38H44N2O6
Molecular Weight: 624.77
MDL Number: MFCD22416529
Linear Formula: C38H44N2O6
Product Type: Chemical
This picture is provided solely for illustration purposes, it may have been created or edited with AI. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SML0349-5MG.
| assay |
≥98% (HPLC) |
| color |
white to beige |
| form |
powder |
| 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 |
| optical activity |
[α]/D -34 to -44° (c=0 3. CHCl3) |
| Quality Level |
100  |
| 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 |
| solubility |
DMSO: >15 mg/mL |
| storage condition |
desiccated |
| |
protect from light |
| storage temp. |
2-8°C |
| 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. |
| Biochem/physiol Actions: |
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 . |
| Packaging: |
5, 25 mg in glass bottle |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98% (HPLC) |
| Storage Temp. |
2-8°C |
| UNSPSC |
12352200 |