Glaucine

Glaucine
Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	none;
Identifiers
	IUPAC name (S)-5,6,6a,7-tetrahydro-1,2,9,10-tetramethoxy-6-methyl-4H-dibenzo[de,g]quinoline;
CAS Number	475-81-0 ; 5630-11-5;
PubChem CID	16754;
ChemSpider	15883 ;
UNII	NU19306XA7;
KEGG	D08014 ;
ChEBI	CHEBI:5373 ;
ChEMBL	ChEMBL228082 ;
NIAID ChemDB	011385;
CompTox Dashboard (EPA)	DTXSID8031100 ;
ECHA InfoCard	100.006.820
Chemical and physical data
Formula	C21H25NO4
Molar mass	355.434 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN1CCc2cc(c(c-3c2[C@@H]1Cc4c3cc(c(c4)OC)OC)OC)OC;
	InChI InChI=1S/C21H25NO4/c1-22-7-6-12-9-18(25-4)21(26-5)20-14-11-17(24-3)16(23-2)10-13(14)8-15(22)19(12)20/h9-11,15H,6-8H2,1-5H3/t15-/m0/s1 ; Key:RUZIUYOSRDWYQF-HNNXBMFYSA-N ;
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Glaucine (also known as 1,2,9,10-tetramethoxyaporphine, bromcholitin, glauvent, tusidil, and tussiglaucin) is an aporphine alkaloid found in several different plant species in the family Papaveraceae, such as Glaucium flavum, Glaucium oxylobum, and Corydalis yanhusuo, and in other plants such as Croton lechleri in the family Euphorbiaceae.

It has bronchodilator, neuroleptic and antiinflammatory effects, acting as a PDE4 inhibitor and calcium channel blocker, and is used medically as an antitussive in some countries. TLRs plays role in its anti inflammatory effects. Glaucine may produce side effects such as sedation, fatigue, and a hallucinogenic effect characterised by colourful visual images, and has been detected as a novel psychoactive drug. In a 2019 publication, the isomer (R)-glaucine is reported to be a positive allosteric modulator of the 5-HT2A receptor, which is also associated with the hallucinogenic effects of substances such as psilocybin and mescaline.