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isoliensinine

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CAS Number: 6817-41-0Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J1.989.232H
XlogP3-AA:6.40 (est)
Molecular Weight:610.75094000
Formula:C37 H42 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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Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 0.01748 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.
Isoliensinine 98%
BOC Sciences
For experimental / research use only.
isoliensinine >98%
Odor: characteristic
Use: Isoliensinine, a natural phenolic bisbenzyltetrahydroisoquinoline alkaloid, has received considerable attention for its potential biological effects such as antioxidant and anti-HIV activities. It possesses an anti-proliferative effect.
 
Safety Information:
 
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 isoliensinine usage levels up to:
 not for fragrance use.
 
Recommendation for isoliensinine 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 :5274591
National Institute of Allergy and Infectious Diseases:Data
(1R)-1-[[4-hydroxy-3-[[(1R)-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol
Chemidplus:0006817410
 
References:
 (1R)-1-[[4-hydroxy-3-[[(1R)-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5274591
Pubchem (cas):6817-41-0
 
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):HMDB33749
FooDB:FDB011881
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
Search Trop Picture
 
Synonyms:
(1R)-1-[[4-hydroxy-3-[[(1R)-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol
7-isoquinolinol, 1,2,3,4-tetrahydro-1-((4-hydroxy-3-((1,2,3,4-tetrahydro-6-methoxy-1-((4-methoxyphenyl)methyl)-2-methyl-7-isoquinolinyl)oxy)phenyl)methyl)-6-methoxy-2-methyl-, (R-(R*,R*))-
 

Articles:

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:Activity of Isoliensinine in Improving the Symptoms of Type 2 Diabetic Mice via Activation of AMP-Activated Kinase and Regulation of PPARγ.
PubMed:A general ionic liquid pH-zone-refining countercurrent chromatography method for separation of alkaloids from Nelumbo nucifera Gaertn.
PubMed:K-targeted strategy for isolation of phenolic alkaloids of Nelumbo nucifera Gaertn by counter-current chromatography using lysine as a pH regulator.
PubMed:Glucocorticoid-Induced Leucine Zipper Suppresses ICAM-1 and MCP-1 Expression by Dephosphorylation of NF-κB p65 in Retinal Endothelial Cells.
PubMed:Anti-ageing active ingredients from herbs and nutraceuticals used in traditional Chinese medicine: pharmacological mechanisms and implications for drug discovery.
PubMed:Isoliensinine induces dephosphorylation of NF-kB p65 subunit at Ser536 via a PP2A-dependent mechanism in hepatocellular carcinoma cells: roles of impairing PP2A/I2PP2A interaction.
PubMed:A Comprehensive Review on Chemical Profiling of Nelumbo Nucifera: Potential for Drug Development.
PubMed:[Metabolites Identification for Alkaloids from Nelumbinis Plumula in Caco-2 Cells by LC/MS/MS].
PubMed:Hernandezine, a novel AMPK activator induces autophagic cell death in drug-resistant cancers.
PubMed:Isoliensinine, a Bioactive Alkaloid Derived from Embryos of Nelumbo nucifera, Induces Hepatocellular Carcinoma Cell Apoptosis through Suppression of NF-κB Signaling.
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:A simple U-HPLC-MS/MS method for the determination of liensinine and isoliensinine in rat plasma.
PubMed:Simultaneous determination of liensinine, isoliensinine and neferine in rat plasma by UPLC-MS/MS and application of the technique to pharmacokinetic studies.
PubMed:Natural small-molecule enhancers of autophagy induce autophagic cell death in apoptosis-defective cells.
PubMed:Comparative analysis of antioxidant activity and functional components of the ethanol extract of lotus (Nelumbo nucifera) from various growing regions.
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:Analysis of alkaloids in Lotus (Nelumbo nucifera Gaertn.) leaves by non-aqueous capillary electrophoresis using ultraviolet and mass spectrometric detection.
PubMed:The interaction between human breast cancer resistance protein (BCRP) and five bisbenzylisoquinoline alkaloids.
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:Synthesis and pharmacological activity of alkaloids from embryo of lotus, Nelumbo nucifera.
PubMed:Identification of three new N-demethylated and O-demethylated bisbenzylisoquinoline alkaloid metabolites of isoliensinine from dog hepatic microsomes.
PubMed:[Influence of isoliensinine on activity of CYP3A in rats].
PubMed:Rapid determination of three alkaloids from Lotus Plumule in human serum using an HPLC-DAD method with a short monolithic column.
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:Bisbenzylisoquinoline Alkaloids from Nelumbo nucifera.
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:Preparative separation of alkaloids from Nelumbo nucifera Gaertn by pH-zone-refining counter-current chromatography.
PubMed:Preparative separation and purification of liensinine, isoliensinine and neferine from seed embryo of Nelumbo nucifera GAERTN using high-speed counter-current chromatography.
PubMed:[Metabolic products and pathway of neferine in rat liver].
PubMed:[Determination of three alkaloids in total alkaloids exfracts from Lotus plumule by RP-HPLC].
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:Effects of isoliensinine on angiotensin II-induced proliferation of porcine coronary arterial smooth muscle cells.
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:Effects of isoliensinine on proliferation of porcine coronary arterial smooth muscle cells induced by phenylephrine.
PubMed:Inhibitory effects of isoliensinine on bleomycin-induced pulmonary fibrosis in mice.
PubMed:Anti-HIV benzylisoquinoline alkaloids and flavonoids from the leaves of Nelumbo nucifera, and structure-activity correlations with related alkaloids.
PubMed:NMR spectroscopic analysis of neferine and isoliensinine.
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:[Alkaloids of plumula Nelumbinis].
PubMed:A total synthesis of isoliensinine.
PubMed:On the alkaloids of Nelumbo nucifera Gaertn. 8. Studies on the alkaloids of loti embryo. 1. Structure of isoliensinine, a new biscoclaurine type alkaloid.
 
Notes:
None found
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