nuciferine
4H-dibenzo(de,g)quinoline, 5,6,6a,7-tetrahydro-1,2-dimethoxy-6-methyl-, (R)- (9CI)
Identification
| Name | nuciferine |
| CAS Number | 475-83-2 |
| FDA UNII | W26UEB90B7 |
| Molecular Formula | C19 H21 N O2 |
| Molecular Weight | 295.38177000 |
| Nikkaji Number | J12.070G |
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 Toxicity | intraperitoneal-mouse LD50 83 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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. |
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Potential Uses
Natural Occurrence
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.