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neferine

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CAS Number: 2292-16-2Picture of molecule3D/inchi
FDA UNII: Search
Beilstein Number:1523459
MDL:MFCD22416529
XlogP3-AA:6.70 (est)
Molecular Weight:624.77788000
Formula:C38 H44 N2 O6
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 0.007829 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Neferine 98%
BOC Sciences
For experimental / research use only.
Neferine >98%
Odor: characteristic
Use: 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.
Sigma-Aldrich: Sigma
For experimental / research use only.
Neferine ≥98% (HPLC)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for neferine usage levels up to:
 not for fragrance use.
 
Recommendation for neferine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :159654
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[[(1R)-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenol
Chemidplus:0002292162
RTECS:SM9495000 for cas# 2292-16-2
 
References:
 4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[[(1R)-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):159654
Pubchem (cas):2292-16-2
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB34104
FooDB:FDB012368
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 nelumbo nucifera seed embryo
Search Trop Picture
 
Synonyms:
4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[[(1R)-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenol
 phenol, 4-((1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)-2-((1,2,3,4-tetrahydro-6-methoxy-1-((4-methoxyphenyl)methyl)-2-methyl-7-isoquinolinyl)oxy)-
 

Articles:

PubMed:Protective Effect of Neferine against UV-B Mediated Oxidative Damage in Human Epidermal Keratinocytes.
PubMed:Neferine Protects Endothelial Glycocalyx via Mitochondrial ROS in Lipopolysaccharide-Induced Acute Respiratory Distress Syndrome.
PubMed:Pharmacological benefits of neferine - A comprehensive review.
PubMed:Nelumbo nucifera Seed Extract Promotes Sleep in Drosophila melanogaster.
PubMed:Neferine, is not inducer but blocker for macroautophagic flux targeting on lysosome malfunction.
PubMed:[Studies on the chemical components of Nelumbinis Plumula and the inhibitory activity on protein disulfide isomerase].
PubMed:Isolation and identification of a tribenzylisoquinoline alkaloid from Nelumbo nucifera Gaertn, a novel potential smooth muscle relaxant.
PubMed:Neferine ameliorates cardiomyoblast apoptosis induced by doxorubicin: possible role in modulating NADPH oxidase/ROS-mediated NFκB redox signaling cascade.
PubMed:Neferine modulates IGF-1R/Nrf2 signaling in doxorubicin treated H9c2 cardiomyoblasts.
PubMed:Neferine from Nelumbo nucifera modulates oxidative stress and cytokines production during hypoxia in human peripheral blood mononuclear cells.
PubMed:A general ionic liquid pH-zone-refining countercurrent chromatography method for separation of alkaloids from Nelumbo nucifera Gaertn.
PubMed:Mode of Action Analyses of Neferine, a Bisbenzylisoquinoline Alkaloid of Lotus (Nelumbo nucifera) against Multidrug-Resistant Tumor Cells.
PubMed:Neferine Enhances the Antitumor Effect of Mitomycin-C in Hela Cells Through the Activation of p38-MAPK Pathway.
PubMed:K-targeted strategy for isolation of phenolic alkaloids of Nelumbo nucifera Gaertn by counter-current chromatography using lysine as a pH regulator.
PubMed:Neferine augments therapeutic efficacy of cisplatin through ROS- mediated non-canonical autophagy in human lung adenocarcinoma (A549 cells).
PubMed:Neferine Potentiates the Antitumor Effect of Cisplatin in Human Lung Adenocarcinoma Cells Via a Mitochondria-Mediated Apoptosis Pathway.
PubMed:Neferine reduces cisplatin-induced nephrotoxicity by enhancing autophagy via the AMPK/mTOR signaling pathway.
PubMed:The anti-tumor activities of Neferine on cell invasion and oxaliplatin sensitivity regulated by EMT via Snail signaling in hepatocellular carcinoma.
PubMed:Neferine prevents autophagy induced by hypoxia through activation of Akt/mTOR pathway and Nrf2 in muscle cells.
PubMed:A Comprehensive Review on Chemical Profiling of Nelumbo Nucifera: Potential for Drug Development.
PubMed:Neferine inhibits proliferation and collagen synthesis induced by high glucose in cardiac fibroblasts and reduces cardiac fibrosis in diabetic mice.
PubMed:Inhibitory effects of neferine on Nav1.5 channels expressed in HEK293 cells.
PubMed:[Metabolites Identification for Alkaloids from Nelumbinis Plumula in Caco-2 Cells by LC/MS/MS].
PubMed:Simultaneous qualitative and quantitative analysis of flavonoids and alkaloids from the leaves of Nelumbo nucifera Gaertn. using high-performance liquid chromatography with quadrupole time-of-flight mass spectrometry.
PubMed:Identification of novel FAK and S6K1 dual inhibitors from natural compounds via ADMET screening and molecular docking.
PubMed:Neferine prevents NF-κB translocation and protects muscle cells from oxidative stress and apoptosis induced by hypoxia.
PubMed:Alkaloid rich fraction from Nelumbo nucifera targets VSMC proliferation and migration to suppress restenosis in balloon-injured rat carotid artery.
PubMed:Liensinine- and Neferine-Induced Cardiotoxicity in Primary Neonatal Rat Cardiomyocytes and Human-Induced Pluripotent Stem Cell-Derived Cardiomyocytes.
PubMed:Neferine induces autophagy of human ovarian cancer cells via p38 MAPK/ JNK activation.
PubMed:Neferine, a bisbenzylisoquinoline alkaloid, offers protection against cobalt chloride-mediated hypoxia-induced oxidative stress in muscle cells.
PubMed:Effects of neferine on Kv4.3 channels expressed in HEK293 cells and ex vivo electrophysiology of rabbit hearts.
PubMed:In vitro opioid receptor affinity and in vivo behavioral studies of Nelumbo nucifera flower.
PubMed:Serotonergic mechanisms are involved in antidepressant-like effects of bisbenzylisoquinolines liensinine and its analogs isolated from the embryo of Nelumbo nucifera Gaertner seeds in mice.
PubMed:Isoliensinine induces apoptosis in triple-negative human breast cancer cells through ROS generation and p38 MAPK/JNK activation.
PubMed:[Ti-AI intermetallic compound membrane refining Chinese medicinal materials extract].
PubMed:Anti-fibrotic effects of neferine on carbon tetrachloride-induced hepatic fibrosis in mice.
PubMed:Neferine attenuates the protein level and toxicity of mutant huntingtin in PC-12 cells via induction of autophagy.
PubMed:Inhibitory Mechanisms of Human CYPs by Three Alkaloids Isolated from Traditional Chinese Herbs.
PubMed:Simultaneous determination of liensinine, isoliensinine and neferine in rat plasma by UPLC-MS/MS and application of the technique to pharmacokinetic studies.
PubMed:Demethylation of neferine in human liver microsomes and formation of quinone methide metabolites mediated by CYP3A4 accentuates its cytotoxicity.
PubMed:BACE1 and cholinesterase inhibitory activities of Nelumbo nucifera embryos.
PubMed:Neferine inhibits angiotensin II-induced rat aortic smooth muscle cell proliferation predominantly by downregulating fractalkine gene expression.
PubMed:Comparative analysis of antioxidant activity and functional components of the ethanol extract of lotus (Nelumbo nucifera) from various growing regions.
PubMed:The relationship between frequency dependence of action potential duration and the expression of TRPC3 in rabbit ventricular myocardium.
PubMed:Doxorubicin induced apoptosis was potentiated by neferine in human lung adenocarcima, A549 cells.
PubMed:Neferine prevented hyperglycemia-induced endothelial cell apoptosis through suppressing ROS/Akt/NF-κB signal.
PubMed:[Effect of neferine on hepatic stellate cells in collagen-I, TIMP-1 and MMP-2].
PubMed:Protective effects of alkaloid compounds from Nelumbinis Plumula on tert-butyl hydroperoxide-induced oxidative stress.
PubMed:In vitro characterization of ABC transporters involved in the absorption and distribution of liensinine and its analogs.
PubMed:Neferine from Nelumbo nucifera induces autophagy through the inhibition of PI3K/Akt/mTOR pathway and ROS hyper generation in A549 cells.
PubMed:Neferine, an alkaloid from lotus seed embryo, inhibits human lung cancer cell growth by MAPK activation and cell cycle arrest.
PubMed:Protective effects of neferine on amiodarone-induced pulmonary fibrosis in mice.
PubMed:Neferine exerts its antithrombotic effect by inhibiting platelet aggregation and promoting dissociation of platelet aggregates.
PubMed:Neferine isolated from Nelumbo nucifera enhances anti-cancer activities in Hep3B cells: molecular mechanisms of cell cycle arrest, ER stress induced apoptosis and anti-angiogenic response.
PubMed:The interaction between human breast cancer resistance protein (BCRP) and five bisbenzylisoquinoline alkaloids.
PubMed:[Effects of four kinds of Chinese medicine monomer on growth of PANC-1 xenograft tumor and studying of molecular mechanism].
PubMed:[Effect of berberine, liensinine and neferine on HERG channel expression].
PubMed:Simultaneous separation, identification and activity evaluation of three butyrylcholinesterase inhibitors from Plumula nelumbinis using on-line HPLC-UV coupled with ESI-IT-TOF-MS and BChE biochemical detection.
PubMed:Protective effect of neferine against isoproterenol-induced cardiac toxicity.
PubMed:Neferine induces reactive oxygen species mediated intrinsic pathway of apoptosis in HepG2 cells.
PubMed:Synthesis and pharmacological activity of alkaloids from embryo of lotus, Nelumbo nucifera.
PubMed:Effects of neferine on CCL5 and CCR5 expression in SCG of type 2 diabetic rats.
PubMed:Human ether-a-go-go-related gene channel blockers and its structural analysis for drug design.
PubMed:Neferine inhibits the upregulation of CCL5 and CCR5 in vascular endothelial cells during chronic high glucose treatment.
PubMed:Comparative effects of liensinine and neferine on the human ether-a-go-go-related gene potassium channel and pharmacological activity analysis.
PubMed:Neferine, an alkaloid ingredient in lotus seed embryo, inhibits proliferation of human osteosarcoma cells by promoting p38 MAPK-mediated p21 stabilization.
PubMed:Rapid determination of three alkaloids from Lotus Plumule in human serum using an HPLC-DAD method with a short monolithic column.
PubMed:Effect of neferine on liver ischemia-reperfusion injury in rats.
PubMed:Simultaneous determination of liensinine, isoliensinine and neferine from seed embryo of Nelumbo nucifera Gaertn. in rat plasma by a rapid HPLC method and its application to a pharmacokinetic study.
PubMed:Synergistic effect of hyperthermia and neferine on reverse multidrug resistance in adriamycin-resistant SGC7901/ADM gastric cancer cells.
PubMed:Bisbenzylisoquinoline Alkaloids from Nelumbo nucifera.
PubMed:Effects of neferine on the pharmacokinetics of amiodarone in rats.
PubMed:The in vitro inhibition of human CYP1A2, CYP2D6 and CYP3A4 by tetrahydropalmatine, neferine and berberine.
PubMed:[Effect of different heating methods combined with neferine on the expressions of γH2AX and mdr-1/P-gp in MCF-7/Adr breast cancer cells].
PubMed:Protective effect of neferine on endothelial cell nitric oxide production induced by lysophosphatidylcholine: the role of the DDAH-ADMA pathway.
PubMed:Displacement of bilirubin from albumin in plasma from jaundiced newborns. An in vitro study of purified Chinese herbal constituents and sulfisoxazole.
PubMed:Neferine increases STI571 chemosensitivity via inhibition of P-gp expression in STI571-resistant K562 cells.
PubMed:Neferine inhibits cultured hepatic stellate cell activation and facilitates apoptosis: A possible molecular mechanism.
PubMed:Anti-amnesic activity of neferine with antioxidant and anti-inflammatory capacities, as well as inhibition of ChEs and BACE1.
PubMed:[Effect of neferine combined with mdr-1shRNA on the expression of mdr-1/P-gp in K562/A02 cell line].
PubMed:Neferine inhibits angiotensin II-stimulated proliferation in vascular smooth muscle cells through heme oxygenase-1.
PubMed:Semi-preparative high-speed counter-current chromatography separation of alkaloids from embryo of the seed of Nelumbo nucifera Gaertn by pH-gradient elution.
PubMed:Antidepressant-like effects of neferine in the forced swimming test involve the serotonin1A (5-HT1A) receptor in mice.
PubMed:Preparative separation of alkaloids from Nelumbo nucifera Gaertn by pH-zone-refining counter-current chromatography.
PubMed:Neferine, a bisbenzylisoquinline alkaloid attenuates bleomycin-induced pulmonary fibrosis.
PubMed:[Interaction between four herb compounds and a western drug by CYP3A4 enzyme metabolism in vitro].
PubMed:Preparative separation and purification of liensinine, isoliensinine and neferine from seed embryo of Nelumbo nucifera GAERTN using high-speed counter-current chromatography.
PubMed:Neferine enhances insulin sensitivity in insulin resistant rats.
PubMed:Blockade of HERG K+ channel by isoquinoline alkaloid neferine in the stable transfected HEK293 cells.
PubMed:[Neferine protects endothelial cells against damages induced by LPC and relationship with asymmetric dimethylarginine].
PubMed:Effects of extracts and neferine from the embryo of Nelumbo nucifera seeds on the central nervous system.
PubMed:[Metabolic products and pathway of neferine in rat liver].
PubMed:Effects of plant extract neferine on cyclic adenosine monophosphate and cyclic guanosine monophosphate levels in rabbit corpus cavernosum in vitro.
PubMed:[Determination of three alkaloids in total alkaloids exfracts from Lotus plumule by RP-HPLC].
PubMed:Relaxation mechanisms of neferine on the rabbit corpus cavernosum tissue in vitro.
PubMed:Improved RP-HPLC method to determine neferine in dog plasma and its application to pharmacokinetics.
PubMed:Effects of neferine on cytosolic free calcium concentration in corpus cavernosum smooth muscle cells of rabbits.
PubMed:[Separation and purification processes of alkaloids from Lotus plumule with macroporous adsorption resin].
PubMed:Pharmacokinetics and metabolism of neferine in rats after a single oral administration.
PubMed:[Study on preparation technology of plumula nelumbinis Alkaloid Dripping Pill and determination of content by HPLC].
PubMed:Fragmentation study on the phenolic alkaloid neferine and its analogues with anti-HIV activities by electrospray ionization tandem mass spectrometry with hydrogen/deuterium exchange and its application for rapid identification of in vitro microsomal metabolites of neferine.
PubMed:[Effect of neferine on adriamycin-resistance of thermotolerant hepatocarcinoma cell line HepG2/thermotolerance].
PubMed:Separation, identification and rapid determination of liensine, isoliensinine and neferine from embryo of the seed of Nelumbo nucifera Gaertn. by liquid chromatography coupled to diode array detector and tandem mass spectrometry.
PubMed:[Effect of neferine on the chemotherapic sensitivity of STI 571 to K562/A02 cells].
PubMed:[The relaxation effects of six extracts from Chinese herbs on the corpus cavernosum tissue of rabbit in vitro].
PubMed:[Influence of neferine and erythromycin on cellular GSH concentration in K562/A02 cell line].
PubMed:NMR spectroscopic analysis of neferine and isoliensinine.
PubMed:Multidrug resistance reversal in human gastric carcinoma cells by neferine.
PubMed:Preparative counter-current chromatography isolation of liensinine and its analogues from embryo of the seed of Nelumbo nucifera GAERTN. using upright coil planet centrifuge with four multilayer coils connected in series.
PubMed:Effect of neferine on toxicodynamics of dichlorvos for inhibiting rabbit cholinesterase.
PubMed:[Poteintation of vincristine-induced apoptosis by tetrandrine, neferine and dauricine in the human mammary MCF-7 multidrug-resistant cells].
PubMed:Cardiovascular pharmacological effects of bisbenzylisoquinoline alkaloid derivatives.
PubMed:The effect of neferine on foam cell formation by anti-low density lipoprotein oxidation.
PubMed:[Determination of liensinine in plasma by high performance liquid chromatography].
PubMed:[Effects of neferine on platelet aggregation in rabbits].
PubMed:[Quantitative determination of neferine in plumula Nelumbinis by thin layer chromatography scanning].
PubMed:[Effects of neferine on the 45Ca-influx and efflux induced by activation of alpha-1 adrenoceptor of vascular smooth muscle].
PubMed:[Effects of neferine and its combination with taurine on platelet aggregation and experimental thrombosis in rats].
PubMed:[Inhibitory effects of neferine and tetrandrine on portal vein and papillary muscle in rats].
PubMed:[Electrophysiological effects of neferine against ischemic ventricular tachyarrhythmias].
PubMed:[Effects of liensinine on haemodynamics in rats and the physiologic properties of isolated rabbit atria].
PubMed:[Alkaloids of plumula Nelumbinis].
PubMed:[Effects of neferine on heart electromechanical activity in anaesthetized cats].
PubMed:[Effects of neferine on transmembrane potentials of guinea pig myocardium].
PubMed:[Effects of neferine on transmembrane potential in rabbit sinoatrial nodes and clusters of cultured myocardial cells from neonatal rats].
PubMed:[Effects of neferine on physiologic properties and dose-effect response of isoprenaline and Ca2+ in guinea pig atria].
PubMed:[Effects of neferine on the isolated rabbit myocardium].
PubMed:[ON THE ALKALOIDS OF NELUMBO NUCIFERA GAERTN. IX. ALKALOIDS OF LOTI EMBRYO. (2). STRUCTURE OF NEFERINE, A NEW BISCOCLAURINE ALKALOID].
 
Notes:
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