Californidine

Names
Preferred IUPAC name (5R,12S)-15,15-Dimethyl-5,6,12,13-tetrahydro-2H,9H-[5,12-azanocycloocta[1,2-f:5,6-f′]bis([1,3]benzodioxol)]-15-ium
Other names N-Methylcalifornine; N-Methylcrychine; N-Methylescholtzine; Eschscholtzine N-methosalt
Identifiers
CAS Number	18830-99-4 Y
3D model ( JSmol)	Interactive image
ChemSpider	28941458
PubChem CID	177017
CompTox Dashboard ( EPA)	DTXSID10904141
InChI InChI=1S/C20H20NO4/c1-21(2)15-3-11-5-17-19(24-9-22-17)7-13(11)16(21)4-12-6-18-20(8-14(12)15)25-10-23-18/h5-8,15-16H,3-4,9-10H2,1-2H3/q+1/t15-,16-/m0/s1 Key: HFYKETHYKFKFQE-HOTGVXAUSA-N
SMILES C[N+]1([C@H]2Cc3cc4c(cc3[C@@H]1Cc5c2cc6c(c5)OCO6)OCO4)C
Properties
Chemical formula	C20H20NO4+1
Molar mass	338.382 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Californidine is an alkaloid with the molecular formula C₂₀H₂₀NO₄⁺. It has been isolated from extracts of the California poppy (Eschscholzia californica), ^{[1] [2]} from which it gets its name, and from other plants of the genus Eschscholzia. ^{[3] [4]}

Pharmaceutical use

Because of the sedative, anxiolytic, and analgesic effects, the herb California Poppy (Amapola de California, Eschscholzia californica, Pavot d'Amérique, Pavot d'Or, Pavot de Californie, Poppy California, Yellow Poppy) is currently sold in pharmacies in many countries. ^[5]

Horticulturalist Alys Fowler wrote in 2022 that the California poppy "makes the most wonderful tea. You can use aerial parts: flowers, stems, leaves, fresh or dried. It is a gentle tea that can reduce anxiety and aid sleep. It contains none of the alkaloids associated with opium poppies." ^[6]

References