Ergovaline

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by DMacks (talk | contribs) at 04:06, 22 June 2020 (Remove malformatted |molecular_weight= when infobox can autocalculate it, per Wikipedia talk:WikiProject Pharmacology#Molecular weights in drugboxes (via WP:JWB)). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Ergovaline
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC29H35N5O5
Molar mass533.629 g·mol−1
3D model (JSmol)
  • O=C3N1CCC[C@H]1[C@]2(O)O[C@](C(=O)N2[C@H]3C(C)C)(NC(=O)[C@@H]7/C=C6/c4cccc5c4c(c[nH]5)C[C@H]6N(C)C7)C
  • InChI=1S/C29H35N5O5/c1-15(2)24-26(36)33-10-6-9-22(33)29(38)34(24)27(37)28(3,39-29)31-25(35)17-11-19-18-7-5-8-20-23(18)16(13-30-20)12-21(19)32(4)14-17/h5,7-8,11,13,15,17,21-22,24,30,38H,6,9-10,12,14H2,1-4H3,(H,31,35)/t17-,21-,22+,24+,28-,29+/m1/s1 ☒N
  • Key:BGHDUTQZGWOQIA-VQSKNWBGSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Ergovaline is an ergopeptine and one of the ergot alkaloids. It is usually found in endophyte-infected species of grass like Tall fescue[1] or Perennial Ryegrass.[2] It is toxic to cattle feeding on infected grass, probably because it acts as a vasoconstrictor.[1][3]

See also

References

  1. ^ a b Browning, Richard (2003). "Tall Fescue Endophyte Toxicosis in Beef Cattle: Clinical Mode of Action and Potential Mitigation through Cattle Genetics" (PDF). Beef Improvement Federation. {{cite journal}}: Cite journal requires |journal= (help); Unknown parameter |name-list-format= ignored (|name-list-style= suggested) (help)
  2. ^ Hovermale JT, Craig AM (July 2001). "Correlation of ergovaline and lolitrem B levels in endophyte-infected perennial ryegrass (Lolium perenne)". Journal of Veterinary Diagnostic Investigation. 13 (4): 323–7. doi:10.1177/104063870101300407. PMID 11478604.
  3. ^ Schnitzius JM, Hill NS, Thompson CS, Craig AM (May 2001). "Semiquantitative determination of ergot alkaloids in seed, straw, and digesta samples using a competitive enzyme-linked immunosorbent assay". Journal of Veterinary Diagnostic Investigation. 13 (3): 230–7. doi:10.1177/104063870101300307. PMID 11482600.