Setoclavine Chemical compound
From Wikipedia, the free encyclopedia
Setoclavine is an ergot alkaloid .[ 2]
Quick facts Names, Identifiers ...
Setoclavine
Names
IUPAC name
6,8β-Dimethyl-9,10-didehydroergolin-8α-ol
Systematic IUPAC name
(6aR ,9S )-7,9-Dimethyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg ]quinolin-9-ol
Identifiers
ChemSpider
UNII
InChI=1S/C16H18N2O/c1-16(19)7-12-11-4-3-5-13-15(11)10(8-17-13)6-14(12)18(2)9-16/h3-5,7-8,14,17,19H,6,9H2,1-2H3/t14-,16+/m1/s1
Key: BGVUWLLRNRBDAY-ZBFHGGJFSA-N
O[C@]3(/C=C2/c4cccc1c4c(c[nH]1)C[C@H]2N(C3)C)C
Properties
C 16 H 18 N 2 O
Molar mass g·mol−1
Appearance
prisms
Melting point 229 to 234[ 1] °C (444 to 453 °F; 502 to 507 K)
Except where otherwise noted, data are given for materials in their
standard state (at 25
°C [77
°F], 100
kPa).
Close
J. E. Saxton (1960). "The Indole Alkaloids". In The Alkaloids , Vol. VII , (R. H. F. Manske, Ed.), pp. 4-183, New York: Academic Press.
Liras, S; Lynch, CL; Fryer, AM; Vu, BT; Martin, SF (2001). "Applications of vinylogous Mannich reactions. Total syntheses of the Ergot alkaloids rugulovasines a and B and setoclavine". Journal of the American Chemical Society . 123 (25): 5918– 24. doi :10.1021/ja010577w . PMID 11414824 .
