Securinine

Securinine
Identifiers
	IUPAC name (1S,2R,8S)-14-oxa-7-azatetracyclo[6.6.1.01,11.02,7]pentadeca-9,11-dien-13-one;
CAS Number	5610-40-2;
PubChem CID	442872;
ChemSpider	391181;
UNII	G4VS580P5E;
KEGG	C10614;
ChEBI	CHEBI:9079;
ChEMBL	ChEMBL303062;
CompTox Dashboard (EPA)	DTXSID7045944 ;
ECHA InfoCard	100.222.962
Chemical and physical data
Formula	C13H15NO2
Molar mass	217.268 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1CCN2[C@H](C1)[C@]34C[C@H]2C=CC3=CC(=O)O4;
	InChI InChI=1S/C13H15NO2/c15-12-7-9-4-5-10-8-13(9,16-12)11-3-1-2-6-14(10)11/h4-5,7,10-11H,1-3,6,8H2/t10-,11-,13+/m1/s1; Key:SWZMSZQQJRKFBP-WZRBSPASSA-N;

Securinine is an alkaloid found in Securinega suffruticosa^[1] and Phyllanthus niruri.^[2]

Pharmacology

Securinine has been discontinued from pharmacological use in clinical practice for the treatment of polio and facial nerve palsy because of its adverse effects.^{[citation needed]} Securinine is a GABA-_A antagonist.^[3]

^ Wang, Dan-Shu; Fang, Lian-Hua; Du, Guan-Hua (2018). "Securinine". Natural small molecule drugs from plants. Springer Singapore. pp. 325–330. doi:10.1007/978-981-10-8022-7_54. ISBN 978-981-10-8021-0. {{cite book}}: Unknown parameter |name-list-format= ignored (|name-list-style= suggested) (help)
^ Patel JR, Tripathi P, Sharma V, Chauhan NS, Dixit VK (November 2011). "Phyllanthus amarus: ethnomedicinal uses, phytochemistry and pharmacology: a review". Journal of Ethnopharmacology. 138 (2): 286–313. doi:10.1016/j.jep.2011.09.040. PMID 21982793.
^ "Securinine". PubChem, US National Library of Medicine. 2020-07-04.