Tabernaemontanine

Tabernaemontanine
Identifiers
	IUPAC name methyl (1S,14S,15S,18S)-15-ethyl-17-methyl-12-oxo-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate;
CAS Number	2134-98-7;
PubChem CID	12309360;
ChemSpider	10207485;
ChEBI	CHEBI:142075;
ChEMBL	ChEMBL564301;
Chemical and physical data
Formula	C21H26N2O3
Molar mass	354.450 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC[C@@H]1CN([C@H]2CC3=C(C(=O)C[C@@H]1[C@@H]2C(=O)OC)NC4=CC=CC=C34)C;
	InChI InChI=1S/C21H26N2O3/c1-4-12-11-23(2)17-9-15-13-7-5-6-8-16(13)22-20(15)18(24)10-14(12)19(17)21(25)26-3/h5-8,12,14,17,19,22H,4,9-11H2,1-3H3/t12-,14+,17+,19+/m1/s1; Key:FFVRRQMGGGTQRH-DTPILHQWSA-N;

Tabernaemontanine is a naturally occurring substance isolated from several species of dogbane in the genus Tabernaemontana, such as Tabernaemontana divaricata.^[1] It is a monoterpenoid indole alkaloid, a tertiary amino compound, a methyl ester and an organic heterotetracyclic compound which causes vasodilation effects.^[2]^[3]

Uses

It has a role as an antineoplastic agent and an apoptosis inducer.^[3] Tabernaemontanine maybe useful for arteriosclerosis, cerebral trauma, headache, vertigo, memory difficulties but not studied and proven. ^[4]

^ Kulshreshtha A, Saxena J (August 2019). "Alkaloids and Non Alkaloids of Tabernaemontana divaricata" (PDF). International Journal of Research & Review. 6 (8): 517–524.
^ Pratchayasakul W, Pongchaidecha A, Chattipakorn N, Chattipakorn S (April 2008). "Ethnobotany & ethnopharmacology of Tabernaemontana divaricata" (PDF). The Indian Journal of Medical Research. 127 (4): 317–35. PMID 18577786.
^ ^a ^b "Tabernaemontanin". PubChem. U.S. National Library of Medicine.
^ https://www.erowid.org/plants/voacanga_africana/voacanga_africana_info1.shtml