Lysergyl-L-valyl methyl ester

Lysergyl-L-valyl methyl ester
Clinical data
Other namesN-[[9,10-didehydro-6-methylergolin-8β-yl]carbonyl]valine methyl ester
ATC code
  • None
Identifiers
  • methyl 2-[[(6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carbonyl]amino]-3-methylbutanoate
PubChem CID
ChemSpider
ChEBI
Chemical and physical data
FormulaC22H27N3O3
Molar mass381.476 g·mol−1
3D model (JSmol)
  • CC(C)C(C(=O)OC)NC(=O)[C@H]1CN([C@@H]2CC3=CNC4=CC=CC(=C34)C2=C1)C
  • InChI=1S/C22H27N3O3/c1-12(2)20(22(27)28-4)24-21(26)14-8-16-15-6-5-7-17-19(15)13(10-23-17)9-18(16)25(3)11-14/h5-8,10,12,14,18,20,23H,9,11H2,1-4H3,(H,24,26)/t14-,18-,20?/m1/s1
  • Key:PUSHWZUNZAQTHW-GNTSEGDPSA-N

Lysergyl-L-valyl methyl ester is an ergot alkaloid and lysergamide found as a minor constituent in Claviceps purpurea (ergot).[1] It is an analogue of ergovalide.[1][2][3] The compound was first isolated and described in the scientific literature by Albert Hofmann and colleagues in 1963.[1]

See also

References

  1. 1 2 3 Schlientz W, Brunner R, Hofman A (August 1963). "[D-Lysergyl-L-Valine Methyl Ester, a New Natural Ergot Alkaloid]". Experientia (in German). 19: 397–398. doi:10.1007/BF02171505. PMID 14084049.
  2. ↑ Southon IW, Buckingham J (15 January 1989). Dictionary of Alkaloids, Second Edition with CD-ROM. CRC Press. ISBN 978-0-412-24910-5. Retrieved 6 May 2026.
  3. ↑ Ban'kovskaya AN, Sheichenko VI, Ban'kovskii AI, Vechkanova LD, Kabanov VS (1973). "Ergovalide — A new alkaloid from ergot". Chemistry of Natural Compounds. 9 (1): 139–140. Bibcode:1973CNatC...9..139B. doi:10.1007/BF00580933. ISSN 0009-3130.
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