Tabernaemontanine

Tabernaemontanine
Names
IUPAC name
Methyl (20βH)-3-oxo-19,20-dihydrovobasan-17-oate
Systematic IUPAC name
Methyl (2S,5S,6S,14S)-5-ethyl-3-methyl-8-oxo-2,3,4,5,6,7,8,9-octahydro-1H-2,6-methanoazeceno[5,4-b]indole-14-carboxylate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
  • 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
  • CC[C@@H]1CN([C@H]2Cc3c4ccccc4[nH]c3C(=O)C[C@@H]1[C@@H]2C(=O)OC)C
Properties[1]
C21H26N2O3
Molar mass 354.450 g·mol−1
Melting point 207 °C (405 °F; 480 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tabernaemontanine is a naturally occurring monoterpene indole alkaloid found in several species in the genus Tabernaemontana including Tabernaemontana divaricata.

  1. ^ Glasby JS (1975). "T" (PDF). Encyclopedia of the Alkaloids. pp. 1282–1352. doi:10.1007/978-1-4615-8729-3_12. ISBN 978-1-4615-8731-6.