Nuciferine

Nuciferine
Names
	IUPAC name (6aR)-1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
	Other names (R)-1,2-Dimethoxyaporphine
Identifiers
CAS Number	475-83-2 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL464529 ;
ChemSpider	9740 ;
PubChem CID	10146;
	InChI InChI=1S/C19H21NO2/c1-20-9-8-13-11-16(21-2)19(22-3)18-14-7-5-4-6-12(14)10-15(20)17(13)18/h4-7,11,15H,8-10H2,1-3H3/t15-/m1/s1 Key: ORJVQPIHKOARKV-OAHLLOKOSA-N ; InChI=1/C19H21NO2/c1-20-9-8-13-11-16(21-2)19(22-3)18-14-7-5-4-6-12(14)10-15(20)17(13)18/h4-7,11,15H,8-10H2,1-3H3/t15-/m1/s1 Key: ORJVQPIHKOARKV-OAHLLOKOBA;
	SMILES CN(CC1)[C@]2([H])CC3=CC=CC=C3C4=C2C1=CC(OC)=C4OC;
Properties
Chemical formula	C19H21NO2
Molar mass	295.376 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Nuciferine is an alkaloid found within the plants Nymphaea caerulea and Nelumbo nucifera. It has a profile of action associated with dopamine receptor blockade.^[1] It induces sedation, hypothermia, ptosis, and (in higher doses) catalepsy; it inhibits spontaneous motor activity, conditioned avoidance response, amphetamine toxicity and stereotypy. Nuciferine may also potentiate morphine analgesia. The median lethal dose in mice is 289 mg/kg. It is structurally related to apomorphine.^[2]^[3]

References

↑ Farrell MS et al. (2016): "In Vitro and In Vivo Characterization of the Alkaloid Nuciferine", PLoS One. PMID 26963248
↑ Bhattacharya SK, Bose R, Ghosh P, Tripathi VJ, Ray AB, Dasgupta B (Sep 1978). "Psychopharmacological studies on (—)-nuciferine and its Hofmann degradation product atherosperminine". Psychopharmacology. 59 (1): 29–33. doi:10.1007/BF00428026. PMID 100809.
↑ Spess, David L. Errors in Alkaloids of Nelumbo and Nymphaea species, 2011, academia.edu

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