Serpentine (alkaloid)

Serpentine is a terpene indole alkaloid produced by several members of the family Apocynaceae (thus an "apocynaceae alkaloid"), including Catharanthus roseus[1] and Rauvolfia serpentina.[2]

Serpentine
Names
IUPAC name
(19α)-16-(Methoxycarbonyl)-19-methyl-3,4,5,6,16,17-hexadehydro-18-oxayohimban-4-ium-1-ide
Other names
Methyl ester of serpentinic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.038.684
UNII
  • InChI=1S/C21H20N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-8,11-12,15-16H,9-10H2,1-2H3/t12-,15-,16+/m0/s1
    Key: WYTGDNHDOZPMIW-VBNZEHGJSA-N
  • C[C@H]1[C@H]2C[n+]3ccc4c5ccccc5[n-]c4c3C[C@@H]2C(=CO1)C(=O)OC
Properties
C21H21N2O3
Molar mass 349.410 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

See also

References
  1. Monforte-González, M; Ayora-Talavera, T; Maldonado-Mendoza, I. E; Loyola-Vargas, V. M (1992). "Quantitative analysis of serpentine and ajmalicine in plant tissues of Catharanthus roseus and hyoscyamine and scopolamine in root tissues of Datura stramonium by thin layer chromatography-densitometry". Phytochemical Analysis. 3 (3): 117. doi:10.1002/pca.2800030305.
  2. Leete, Edward (1961). "Biogenesis of the Rauwolfia alkaloids alkaloids—II". Tetrahedron. 14 (1–2): 35–41. doi:10.1016/0040-4020(61)80084-7.


This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.