Chemistry:Kopsanone

Kopsanone

Names
IUPAC name 5,14-diazaheptacyclo[12.5.3.01,13.04,12.04,18.06,11.012,16]docosa-6,8,10-trien-17-one
Other names Kopsan-22-one
Identifiers
CAS Number	6662-83-5 Y
3D model (JSmol)	Interactive image
ChemSpider	383767
PubChem CID	433961
UNII	3GFZ578CMF Y
InChI InChI=1S/C20H22N2O/c23-16-13-10-18-6-3-9-22-11-14(16)20(17(18)22)12-4-1-2-5-15(12)21-19(13,20)8-7-18/h1-2,4-5,13-14,17,21H,3,6-11H2 Key: RFDVSXYPLPEIGZ-UHFFFAOYSA-N
SMILES C1CC23CCC45C(C2)C(=O)C6C4(C3N(C1)C6)C7=CC=CC=C7N5
Properties
Chemical formula	C20H22N2O
Molar mass	306.409 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

Tracking categories (test):

• SizeSet

Kopsanone is an alkaloid isolated from Aspidosperma.

Extra reading

• Klein-Júnior, Lc; Bannwart, G; Kato, L; Oliveira, Cma; Gontijo, B; Silva, Cc; Ferreira, Hd; Vander Heyden, Y et al. (25 November 2015). "Kopsanone and N(4)-oxide-kopsanone: two β-carbolinic indole alkaloids with monoamine oxidase A inhibitory activity". Planta Medica 81 (16): s–0035–1565743. doi:10.1055/s-0035-1565743. 
• Craven, B. M. (1 October 1969). "The crystal structure and absolute configuration of the N ( b )-methiodide of (−)-kopsanone". Acta Crystallographica Section B: Structural Crystallography and Crystal Chemistry 25 (10): 2131–2139. doi:10.1107/S0567740869005243. 
• Leng, Lingying; Zhou, Xiaohan; Liao, Qi; Wang, Falu; Song, Hao; Zhang, Dan; Liu, Xiao-Yu; Qin, Yong (20 March 2017). "Asymmetric Total Syntheses of Kopsia Indole Alkaloids". Angewandte Chemie International Edition 56 (13): 3703–3707. doi:10.1002/anie.201700831. 
• Layne, Tanya H.; Roach, Joy S.; Tinto, Winston F. (January 2015). "Review of β-carboline Alkaloids from the Genus Aspidosperma". Natural Product Communications 10 (1): 1934578X1501000. doi:10.1177/1934578X1501000139.