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SML0349

Sigma-Aldrich

Neferine

≥98% (HPLC)

Synonyme(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

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About This Item

Formule empirique (notation de Hill):
C38H44N2O6
Numéro CAS:
2292-16-2
Poids moléculaire :
624.77
Numéro MDL:
MFCD22416529
Code UNSPSC :
12352200
ID de substance PubChem :
329825352
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Activité optique

[α]/D -34 to -44° (c=0 3. CHCl3)

Conditions de stockage

desiccated
protect from light

Couleur

white to beige

Solubilité

DMSO: >15 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

MIBATSHDJRIUJK-ZWXJPIIXSA-N

Application

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Shao Liu et al.
Journal of separation science, 32(14), 2476-2481 (2009-06-27)
A preparative high-speed counter-current chromatography method for separation and purification of liensinine, isoliensinine and neferine from seed embryo of Nelumbo nucifera GAERTN was successfully established by using n-hexane-ethyl acetate-methanol-water (5:8:4:5, v/v, containing 0.5% NH(4)OH) as the two-phase solvent system. From
Yumi Sugimoto et al.
European journal of pharmacology, 634(1-3), 62-67 (2010-02-24)
The effects of neferine, an alkaloid of Nelumbo nucifera Gaertner embryos, on immobility in the forced swimming test, which is used to evaluate antidepressants, were investigated in mice. The administration of neferine from 25 to 100 mg/kg i.p. elicited anti-immobility
Yang Pan et al.
Journal of ethnopharmacology, 124(1), 98-102 (2009-06-17)
Neferine was isolated from green seed embryo of Nelumbo nucifera Gaertn which has been used as an anti-obesity agent in traditional Chinese herbal medicine. This study was conducted to investigate the effects of neferine on enhancing insulin sensitivity in insulin
Neferine, is not inducer but blocker for macroautophagic flux targeting on lysosome malfunction
Xu T, et al.
Biochemical and biophysical research communications, 495(1), 1516-1521 (2018)
Sadik Altan Ozal et al.
Cutaneous and ocular toxicology, 39(2), 97-105 (2020-02-18)
Purpose: Proliferative vitreoretinopathy (PVR) occurs in approximately 5-10% of patients after retinal detachment surgery. Neferine is a bis-benzylisoquinoline alkaloid found in the green seed embryos (Nelumbo nucifera) of the lotus flower and has various properties, such as being antithrombotic, antioxidant
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