nuciferine

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

CAS: 475-83-2 C19 H21 N O2 MW: 295.38177000

Identification

Namenuciferine
CAS Number475-83-2
FDA UNIIW26UEB90B7
Molecular FormulaC19 H21 N O2
Molecular Weight295.38177000
Nikkaji NumberJ12.070G

Regulatory

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)

No sensory data available

Safety Information

Oral/Parenteral Toxicityintraperitoneal-mouse LD50 83 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorypharmaceuticals / chemical synthisis
Recommendation for nuciferine usage levels up tonot for fragrance use.
Recommendation for nuciferine flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

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 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/β-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 PPARα 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.