EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

nuciferine
4H-dibenzo(de,g)quinoline, 5,6,6a,7-tetrahydro-1,2-dimethoxy-6-methyl-, (R)- (9CI)

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CAS Number: 475-83-2Picture of molecule3D/inchi
FDA UNII:W26UEB90B7
Nikkaji Web:J12.070G
XlogP3-AA:3.40 (est)
Molecular Weight:295.38177000
Formula:C19 H21 N O2
NMR Predictor:Predict (works with chrome or firefox)
Category:pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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US Patents:Search
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PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 430.68 °C. @ 760.00 mm Hg (est)
Flash Point: 305.00 °F. TCC ( 151.90 °C. ) (est)
logP (o/w): 2.357 (est)
Soluble in:
 water, 13.23 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Nuciferine
 
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:
intraperitoneal-mouse LD50 83 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmaceutical Sciences. Vol. 61, Pg. 813, 1972.

oral-mouse LD50 240 mg/kg
SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 197, Pg. 261, 1972.

oral-rat LD50 280 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 197, Pg. 261, 1972.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: pharmaceuticals / chemical synthisis
Recommendation for nuciferine usage levels up to:
 not for fragrance use.
 
Recommendation for nuciferine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Env. Mutagen Info. Center:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :10146
National Institute of Allergy and Infectious Diseases:Data
(6aR)-1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
Chemidplus:0000475832
 
References:
 (6aR)-1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):10146
Pubchem (sid):134973322
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (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):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
4H-dibenzo(de,g)quinoline, 5,6,6a,7-tetrahydro-1,2-dimethoxy-6-methyl-, (R)- (9CI)
(6aR)-1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
(R)-1,2-dimethoxyaporphine
(R)-nuciferine
(-)-nucipherine
 sanjoinine E
 

Articles:

PubMed:Bioactive constituents from Michelia champaca.
PubMed:Application of ionic liquids based microwave-assisted extraction of three alkaloids N-nornuciferine, O-nornuciferine, and nuciferine from lotus leaf.
PubMed:[Alkaloids of plumula Nelumbinis].
PubMed:Alkaloids from Papaver armeniacum, P. fugax and P. tauricola.
PubMed:Alkaloids of Nelumbo lutea (Wild.) pers. (Nymphaeaceae)
PubMed:Nuciferine, extracted from Nelumbo nucifera Gaertn, inhibits tumor-promoting effect of nicotine involving Wnt/╬▓-catenin signaling in non-small cell lung cancer.
PubMed:Nuciferine restores potassium oxonate-induced hyperuricemia and kidney inflammation in mice.
PubMed:Nuciferine relaxes rat mesenteric arteries through endothelium-dependent and -independent mechanisms.
PubMed:Antioxidant and anticancer aporphine alkaloids from the leaves of Nelumbo nucifera Gaertn. cv. Rosa-plena.
PubMed:Comparative analysis of antioxidant activity and functional components of the ethanol extract of lotus (Nelumbo nucifera) from various growing regions.
PubMed:A sensitive liquid chromatography-tandem mass spectrometry method for pharmacokinetics and tissue distribution of nuciferine in rats.
PubMed:[Cytotoxic alkaloids from stems of Nelumbo nucifera].
PubMed:Hugan Qingzhi medication ameliorates hepatic steatosis by activating AMPK and PPAR╬▒ pathways in L02 cells and HepG2 cells.
PubMed:Anthelmintic activities of aporphine from Nelumbo nucifera Gaertn. cv. Rosa-plena against Hymenolepis nana.
PubMed:Purification and characterization of aporphine alkaloids from leaves of Nelumbo nucifera Gaertn and their effects on glucose consumption in 3T3-L1 adipocytes.
PubMed:Identification and characterization of potent CYP2D6 inhibitors in lotus leaves.
PubMed:Bioactivity of five components of Chinese herbal formula Jiangzhi granules against hepatocellular steatosis.
PubMed:Analysis of alkaloids in Lotus (Nelumbo nucifera Gaertn.) leaves by non-aqueous capillary electrophoresis using ultraviolet and mass spectrometric detection.
PubMed:Nuciferine prevents hepatic steatosis and injury induced by a high-fat diet in hamsters.
PubMed:Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells.
PubMed:Structure-based identification of aporphines with selective 5-HT(2A) receptor-binding activity.
PubMed:Nuciferine stimulates insulin secretion from beta cells-an in vitro comparison with glibenclamide.
PubMed:Bioactive constituents from Michelia champaca.
PubMed:An aporphine alkaloid from Nelumbo nucifera as an acetylcholinesterase inhibitor and the primary investigation for structure-activity correlations.
PubMed:LC/MS guided isolation of alkaloids from lotus leaves by pH-zone-refining counter-current chromatography.
PubMed:Characterization of nuciferine metabolism by P450 enzymes and uridine diphosphate glucuronosyltransferases in liver microsomes from humans and animals.
PubMed:In-vitro and in-vivo evaluations of cytochrome P450 1A2 interactions with nuciferine.
PubMed:Application of ionic liquids based microwave-assisted extraction of three alkaloids N-nornuciferine, O-nornuciferine, and nuciferine from lotus leaf.
PubMed:[Optimal extraction of nuciferine and flavone from lotus leaf based on central composite design and response surface methodology].
PubMed:[HPLC determination of 2-hydroxy-1-methoxyaporphine, pronuciferine, nuciferine and roemerine in Nelumbo nucifera and its alkaloid fraction].
PubMed:Application of activated glassy carbon electrode for the detection of nuciferine in lotus leaves.
PubMed:Anti-HIV benzylisoquinoline alkaloids and flavonoids from the leaves of Nelumbo nucifera, and structure-activity correlations with related alkaloids.
PubMed:[Alkaloids of plumula Nelumbinis].
PubMed:Effects of anticonvulsants and other agents on seizures induced by intracerebral L-glutamate.
PubMed:Alkaloids from Papaver armeniacum, P. fugax and P. tauricola.
PubMed:Antagonism of intrastriatal and intravenous kainic acid by 1-nuciferine: comparison with various anticonvulsants and GABAmimetics.
PubMed:Effects of anticonvulsants and glutamate antagonists on the convulsive action of kainic acid.
PubMed:Nuciferine and central glutamate receptors.
PubMed:Effects of L-nuciferine on kainate, N-methyl-D-aspartate and acetylcholine excitation of cat spinal neurons.
PubMed:Alkaloids of Nelumbo lutea (Wild.) pers. (Nymphaeaceae)
PubMed:Effects of intravenous kainic acid, N-methyl-D-aspartate, and (--)-nuciferine on the cat spinal cord.
PubMed:Dimethoxyaporphine as an antagonist of chemical excitation in the pigeon optic tectum.
PubMed:Aporphines. 16. Action of aporphine alkaloids on locomotor activity in rats with 6-hydroxydopamine lesions of the nucleus accumbens.
PubMed:Proceedings: Specificity of nuciferine as an antagonist of amino acid and synaptically evoked activity in cells of the feline thalamus.
PubMed:The blockade of synaptic and amino acid evoked firing in the cuneate nucleus by the "glutamic acid antagonist' nuciferine (1-5,6-dimethoxyaporphine).
PubMed:Centrally acting emetics. 9. Hofmann and Emde degradation products of nuciferine.
PubMed:Effect of nuciferine on the chemical excitation of Renshaw cells in the rat.
PubMed:Studies on the pharmacology of nuciferine and related aporphines.
PubMed:Phtochemical routes to aporphines. New synthesis of nuciferine and glaucine.
 
Notes:
cns depressant; glutamic acid antagonist.
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