Structure via PubChem · Public domain (PubChem)
ergocristine
Sign in to saveAlso known as ergocrystine
Ergocristine is an ergopeptine and one of the ergot alkaloids. As of February 24, 2010 ergocristine has been federally regulated. Because of the existing Controlled Substances Act regulatory controls on the LSD precursors lysergic acid, lysergic acid amide, ergotamine, and ergonovine, clandestine laboratory operators have sought uncontrolled sources of precursor material for the production of LSD. This has led to the illicit utilization of the precursor chemical ergocristine as a direct substitute for ergotamine and ergonovine for the illicit production of LSD. In fact, the largest clandestine
Chemical data
- Formula
- C35H39N5O5
- Molecular weight
- 609.7 g/mol
- IUPAC name
- (6aR,9R)-N-[(1S,2S,4R,7S)-7-benzyl-2-hydroxy-5,8-dioxo-4-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
- SMILES
- CC(C)[C@@]1(C(=O)N2[C@H](C(=O)N3CCC[C@H]3[C@@]2(O1)O)CC4=CC=CC=C4)NC(=O)[C@H]5CN([C@@H]6CC7=CNC8=CC=CC(=C78)C6=C5)C
- InChIKey
- HEFIYUQVAZFDEE-MKTPKCENSA-N
- XLogP
- 3
- Polar surface area
- 118 Ų
- H-bond donors
- 3
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
124 papers- Sustained vascular contractile response induced by an R- and S-epimer of the ergot alkaloid ergocristine and attenuation by a noncompetitive antagonist.Journal of animal science · 2022
- Agonist/antagonist activity of ergocristine at alpha-adrenoceptors in the rat.Fundamental & clinical pharmacology · 1987
- Extensive ultrastructural changes in rat mammotrophs following administration of the dopamine agonist ergocristine-reflecting inhibition of prolactin release.Cell and tissue research · 1983
- Comparative study on the metabolism of the ergot alkaloids ergocristine, ergocryptine, ergotamine, and ergovaline in equine and human S9 fractions and equine liver preparations.Xenobiotica; the fate of foreign compounds in biological systems · 2019
- Liquid chromatography-mass spectrometry-based determination of ergocristine, ergocryptine, ergotamine, ergovaline, hypoglycin A, lolitrem B, methylene cyclopropyl acetic acid carnitine, N-acetylloline, N-formylloline, paxilline, and peramine in equine hair.Journal of chromatography. B, Analytical technologies in the biomedical and life sciences · 2019
via PubMed
Wikidata facts
- Mass
- 609.295119
Show 4 more facts
- chemical formula
- C₃₅H₃₉N₅O₅
- found in taxon
- Scolochloa festucacea
- isomeric SMILES
- CC(C)[C@@]1(C(=O)N2[C@H](C(=O)N3CCC[C@H]3[C@@]2(O1)O)CC4=CC=CC=C4)NC(=O)[C@H]5CN([C@@H]6CC7=CNC8=CC=CC(=C78)C6=C5)C
- canonical SMILES
- CC(C)C1(C(=O)N2C(C(=O)N3CCCC3C2(O1)O)CC4=CC=CC=C4)NC(=O)C5CN(C6CC7=CNC8=CC=CC(=C78)C6=C5)C
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Ergocristine is an ergopeptine and one of the ergot alkaloids. As of February 24, 2010 ergocristine has been federally regulated. Because of the existing Controlled Substances Act regulatory controls on the LSD precursors lysergic acid, lysergic acid amide, ergotamine, and ergonovine, clandestine laboratory operators have sought uncontrolled sources of precursor material for the production of LSD. This has led to the illicit utilization of the precursor chemical ergocristine as a direct substitute for ergotamine and ergonovine for the illicit production of LSD. In fact, the largest clandestine LSD laboratory ever, William Leonard Pickard and Clyde Apperson, that was seized by the Drug Enforcement Administration (DEA) utilized ergocristine as the LSD precursor according to court documents.
The DEA determined that ergocristine was readily available from commercial chemical suppliers. DEA had identified at least three suppliers of ergocristine, of which one distributor is located domestically; the other two are based in Germany and the Czech Republic.
Excerpted from Wikipedia’s “ergocristine” article, available under the CC BY-SA 4.0 licence.