Californidine

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 ;
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]

References[]

^ Parfeinikov, S. A.; Murav'eva, D. A. (1983). "Eschscholzia californica alkaloids". Khimiya Prirodnykh Soedinenii (2): 242–243.
^ Tome, Franca; Colombo, Maria Laura; Caldiroli, Luisa (1999). "A comparative investigation on alkaloid composition in different populations of Eschscholtzia californica". Phytochemical Analysis. 10 (5): 264–267. doi:10.1002/(SICI)1099-1565(199909/10)10:5<264::AID-PCA469>3.0.CO;2-4.
^ Slavik, Jiri; Slavikova, L.; Haisova, K. (1967). "Alkaloids of Papaveraceae. XXXVI. Further alkaloids of Eschscholtzia douglasii and E. glauca, and on the constitution of californidine". Collection of Czechoslovak Chemical Communications. 32 (12): 4420–4430.
^ Slavik, Jiri; Slavikova, Leonora (1986). "Alkaloids of the Papaveraceae. Part LXXXII. On alkaloids from the aerial parts of three Eschscholtzia species". Collection of Czechoslovak Chemical Communications. 51 (8): 1743–1751. doi:10.1135/cccc19861743.

[1] Parfeinikov, S. A.; Murav'eva, D. A. (1983). "Eschscholzia californica alkaloids". Khimiya Prirodnykh Soedinenii (2): 242–243.

[2] Tome, Franca; Colombo, Maria Laura; Caldiroli, Luisa (1999). "A comparative investigation on alkaloid composition in different populations of Eschscholtzia californica". Phytochemical Analysis. 10 (5): 264–267. doi:10.1002/(SICI)1099-1565(199909/10)10:5<264::AID-PCA469>3.0.CO;2-4.

[3] Slavik, Jiri; Slavikova, L.; Haisova, K. (1967). "Alkaloids of Papaveraceae. XXXVI. Further alkaloids of Eschscholtzia douglasii and E. glauca, and on the constitution of californidine". Collection of Czechoslovak Chemical Communications. 32 (12): 4420–4430.

[4] Slavik, Jiri; Slavikova, Leonora (1986). "Alkaloids of the Papaveraceae. Part LXXXII. On alkaloids from the aerial parts of three Eschscholtzia species". Collection of Czechoslovak Chemical Communications. 51 (8): 1743–1751. doi:10.1135/cccc19861743.

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