Ergovaline（Cat No.:R039970）is a toxic alkaloid produced by the endophytic fungus Neotyphodium coenophialum, which infects certain grasses like tall fescue. It is a potent vasoconstrictor that can cause severe health issues in grazing livestock, including fescue toxicosis, which leads to reduced weight gain, reproductive problems, and poor overall health. Ergovaline exerts its effects by interacting with adrenergic, serotonergic, and dopaminergic receptors, disrupting normal vascular and endocrine functions. Understanding ergovaline’s mechanisms is crucial for developing strategies to mitigate its impact on livestock health and agricultural productivity.
| Catalog Number | R039970 |
| CAS Number | 2873-38-3 |
| Synonyms | (5’α)-12’-Hydroxy-2’-methyl-5’-(1-methylethyl)-ergotaman-3’,6’,18-trione;?8H-Oxazolo[3,2-a]pyrrolo[2,1-c]pyrazine, ergotaman-3’,6’,18-trione deriv.; 4,6,6a,7,8,9-hexahydro-7-methyl-N-(octahydro-10b-hydroxy-5-isopropyl-2-methyl-3,6-dioxo-8H-oxazolo[3, |
| Molecular Formula | C29H35N5O5 |
| Purity | ≥95% |
| Storage | 2°C to 8°C |
| IUPAC Name | (6aR,9R)-N-[(1S,2S,4R,7S)-2-hydroxy-4-methyl-5,8-dioxo-7-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide |
| InChI | 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 |
| InChIKey | BGHDUTQZGWOQIA-VQSKNWBGSA-N |
| SMILES | CC(C)C1C(=O)N2CCCC2C3(N1C(=O)C(O3)(C)NC(=O)C4CN(C5CC6=CNC7=CC=CC(=C67)C5=C4)C)O |
