Nuciferine

Overview

Nuciferine is an alkaloid found within the plants Nymphaea caerulea (blue lotus or blue water lilly) and Nelumbo nucifera (sacred lotus or pink lotus). It interacts with various serotonin and dopamine receptors, acting as an antagonist of some receptors and as an agonist of others, and additionally acts as a dopamine reuptake inhibitor, among other actions.[1][2] WP

Drug class

Non-selective monoamine receptor modulator Antipsychotic WP

From the Wikipedia article's infobox.

Pharmacology

Pharmacology

A 1978 study found that nuciferine acts as a dopamine receptor blocker producing neuroleptic effects, whereas its Hofmann elimination product atherosperminine stimulates dopamine receptors, producing opposing psychopharmacological effects.[3] WP

According to a newer study from 2016, nuciferine acts as an antagonist at 5-HT2A, 5-HT2C, and 5-HT2B receptors, an inverse agonist at the 5-HT₇ receptor, a partial agonist at D₂, D₅, and 5-HT₆ receptors, and an agonist at 5-HT1A and D₄ receptors. Additionally, it inhibits the dopamine transporter (DAT).[2] WP

In rodent models relating to antipsychotic drug effects, nuciferine has shown various antipsychotic-like actions such as blocking head-twitch response and discriminative stimulus effects of a 5-HT2A receptor agonist, enhancing amphetamine-induced hyperlocomotion, inhibiting phencyclidine (PCP)-induced hyperlocomotion, and restoring PCP-induced disruption of pre-pulse inhibition without inducing catalepsy.[2] WP

Nuciferine may also potentiate morphine analgesia. The median lethal dose in mice is 289 mg/kg. It is structurally related to apomorphine and other aporphine derivatives.[4][5] WP

Nuciferine has been reported to have various anti-inflammatory effects, possibly mediated via PPAR delta activation.[6] WP

Chemistry

Formula

C19H21NO2 PC

CAS number

475-83-2 PC

Molar mass (g/mol)

295.4 PC

IUPAC name (computed by PubChem)

(6aR)-1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline PC

SMILES

CN1CCC2=CC(=C(C3=C2[C@H]1CC4=CC=CC=C43)OC)OC PC

InChIKey

ORJVQPIHKOARKV-OAHLLOKOSA-N PC

PubChem CID

10146

IUPAC name

(6aR)-1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo WP

Harm reduction information

No harm reduction data is on file for this compound yet. That means no dose, timing or combination data from PsychonautWiki or TripSit. Please don't guess a dose from similar compounds. If you have taken it and feel unwell, contact emergency services or a poison control center.

User reports

Pop culture

No references added yet.

Sources

1. Other Seligman S. Blue Lotus Flower: Smoking, Tea & More. 2023-01-13
2. Journal / agency Farrell MS, McCorvy JD, Huang XP, Urban DJ, White KL, Giguere PM, Doak AK, Bernstein AI, Stout KA, Park SM, Rodriguiz RM, Gray BW, Hyatt WS, Norwood AP, Webster KA, Gannon BM, Miller GW, Porter JH, Shoichet BK, Fantegrossi WE, Wetsel WC, Roth BL. In Vitro and In Vivo Characterization of the Alkaloid Nuciferine. PLOS ONE. 2016. doi:10.1371/journal.pone.0150602 · PMID 26963248 · PMC4786259
3. Journal / agency Bhattacharya SK, Bose R, Ghosh P, Tripathi VJ, Ray AB, Dasgupta B. Psychopharmacological studies on (--)-nuciferine and its Hofmann degradation product atherosperminine. Psychopharmacology. September 1978. doi:10.1007/bf00428026 · PMID 100809
4. Journal / agency Bhattacharya SK, Bose R, Ghosh P, Tripathi VJ, Ray AB, Dasgupta B. Psychopharmacological studies on (—)-nuciferine and its Hofmann degradation product atherosperminine. Psychopharmacology. September 1978. doi:10.1007/BF00428026 · PMID 100809
5. Other Spess, David L. Errors in Alkaloids of Nelumbo and Nymphaea species, 2011, academia.edu
6. Journal / agency Zhang L, Gao J, Tang P, Chong L, Liu Y, Liu P, Zhang X, Chen L, Hou C. Nuciferine inhibits LPS-induced inflammatory response in BV2 cells by activating PPAR-γ. International Immunopharmacology. October 2018. doi:10.1016/j.intimp.2018.07.015 · PMID 30056259

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.