Penniclavine

Last updated
Penniclavine
Penniclavine.svg
Names
IUPAC name
8β-(Hydroxymethyl)-6-methyl-9,10-didehydroergolin-8α-ol
Systematic IUPAC name
(6aR,9S)-9-(Hydroxymethyl)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinolin-9-ol
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C16H18N2O2/c1-18-8-16(20,9-19)6-12-11-3-2-4-13-15(11)10(7-17-13)5-14(12)18/h2-4,6-7,14,17,19-20H,5,8-9H2,1H3/t14-,16+/m1/s1
    Key: KCHBNRCSCHMJFD-ZBFHGGJFSA-N
  • InChI=1/C16H18N2O2/c1-18-8-16(20,9-19)6-12-11-3-2-4-13-15(11)10(7-17-13)5-14(12)18/h2-4,6-7,14,17,19-20H,5,8-9H2,1H3/t14-,16+/m1/s1
    Key: KCHBNRCSCHMJFD-ZBFHGGJFBY
  • OC[C@]3(O)/C=C2/c4cccc1c4c(c[nH]1)C[C@H]2N(C3)C
Properties
C16H18N2O2
Molar mass 270.332 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Penniclavine is an ergot alkaloid that has been found in morning glory species such as Argyreia nervosa (Hawaiian baby woodrose). [1] [2] [3] It was first described by the 1950s. [3]

References

  1. ↑ Bacon CW, Porter JK, Robbins JD (July 1979). "Laboratory production of ergot alkaloids by species of balansia". J Gen Microbiol. 113 (1): 119–126. doi: 10.1099/00221287-113-1-119 . PMID   501329.
  2. ↑ Paulke A, Kremer C, Wunder C, Wurglics M, Schubert-Zsilavecz M, Toennes SW (April 2015). "Studies on the alkaloid composition of the Hawaiian Baby Woodrose Argyreia nervosa, a common legal high". Forensic Sci Int. 249: 281–293. doi:10.1016/j.forsciint.2015.02.011. PMID   25747328.
  3. 1 2 Hylin JW, Watson DP (April 1965). "Ergoline Alkaloids in Tropical Wood Roses". Science. 148 (3669): 499–500. Bibcode:1965Sci...148..499H. doi:10.1126/science.148.3669.499. PMID   17842841.



This page is based on this Wikipedia article
Text is available under the CC BY-SA 4.0 license; additional terms may apply.
Images, videos and audio are available under their respective licenses.