Apparicine information

Apparicine
Names
	IUPAC name (19E)-2,7,16,17,19,20-Hexadehydro-3,7-seco-6-norcuran
	Systematic IUPAC name (2R,4E,5S)-4-Ethylidene-6-methylidene-1,3,4,5,6,7-hexahydro-2,5-ethanoazocino[4,3-b]indole
Identifiers
CAS Number	3463-93-2;
3D model (JSmol)	Interactive image;
3DMet	B02701;
ChEBI	CHEBI:78;
ChEMBL	ChEMBL285671;
ChemSpider	4444718;
KEGG	C09036;
PubChem CID	5320486;
	InChI InChI=1S/C18H20N2/c1-3-13-10-20-9-8-14(13)12(2)18-16(11-20)15-6-4-5-7-17(15)19-18/h3-7,14,19H,2,8-11H2,1H3/b13-3-/t14-/m1/s1 Key: LCVACABZTLIWCE-CRAFIKPXSA-N;
	SMILES C\C=C1\C[N@]2CC[C@@H]1C(=C)c1[nH]c3ccccc3c1C2;
Properties
Chemical formula	C18H20N2
Molar mass	264.372 g·mol−1
Density	0.945875
log P	3.404
Acidity (pKa)	8.37
Refractive index (nD)	1.665
Dipole moment	0.552121
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Apparicine is a monoterpenoid indole alkaloid.^[1] It is named after Apparicio Duarte, a Brazilian botanist who studied the Aspidosperma species from which apparicine was first isolated.^[2]^[3] It was the first member of the vallesamine group of alkaloids to be isolated and have its structure established,^[3] which was first published in 1965.^[4] It has also been known by the synonyms gomezine, pericalline, and tabernoschizine.^[5]

^ Herbert 1983, p. 13.
^ Elia 2008, p. 594.
^ ^a ^b Joule 1983, p. 286.
^ Joule et al. 1965, p. 4773.
^ Gilbert 1968, p. 273.

[FOOTNOTEHerbert198313-1] Herbert 1983, p. 13.

[FOOTNOTEElia2008594-2] Elia 2008, p. 594.

[FOOTNOTEJoule1983286-3] Joule 1983, p. 286.

[FOOTNOTEJouleMonteiroDurhamGilbert19654773-4] Joule et al. 1965, p. 4773.

[FOOTNOTEGilbert1968273-5] Gilbert 1968, p. 273.

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