Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C16H16N2O2 |
Molecular Weight | 268.3104 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12CC3=CNC4=C3C(=CC=C4)C1=C[C@H](CN2C)C(O)=O
InChI
InChIKey=ZAGRKAFMISFKIO-QMTHXVAHSA-N
InChI=1S/C16H16N2O2/c1-18-8-10(16(19)20)5-12-11-3-2-4-13-15(11)9(7-17-13)6-14(12)18/h2-5,7,10,14,17H,6,8H2,1H3,(H,19,20)/t10-,14-/m1/s1
Approval Year
PubMed
Title | Date | PubMed |
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Expression of functional mouse 5-HT5A serotonin receptor in the methylotrophic yeast Pichia pastoris: pharmacological characterization and localization. | 1995 Dec 27 |
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Alniditan, a new 5-hydroxytryptamine1D agonist and migraine-abortive agent: ligand-binding properties of human 5-hydroxytryptamine1D alpha, human 5-hydroxytryptamine1D beta, and calf 5-hydroxytryptamine1D receptors investigated with [3H]5-hydroxytryptamine and [3H]alniditan. | 1996 Dec |
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Amnesic syndrome and severe ataxia following the recreational use of 3,4-methylene-dioxymethamphetamine (MDMA, 'ecstasy') and other substances. | 2001 |
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Ergot alkaloid transport across ruminant gastric tissues. | 2001 Feb |
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Role of 5-HT(1A) and 5-HT(7) receptors in the facilitatory response induced by 8-OH-DPAT on learning consolidation. | 2001 Jun |
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Lipid peroxidation product 4-hydroxy-2-nonenal acts synergistically with serotonin in inducing vascular smooth muscle cell proliferation. | 2001 Mar |
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Lysophosphatidylcholine and reactive oxygen species mediate the synergistic effect of mildly oxidized LDL with serotonin on vascular smooth muscle cell proliferation. | 2001 Mar 13 |
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Hydrolysis of lysergamide to lysergic acid by Rhodococcus equi A4. | 2001 Nov 17 |
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Potent antagonism of 5-HT(3) and 5-HT(6) receptors by olanzapine. | 2001 Nov 2 |
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Modulation of neuroleptic activity of 9,10-didehydro-N-methyl-(2-propynyl)-6-methyl-8-aminomethylergoline bimaleinate (LEK-8829) by D1 intrinsic activity in hemi-parkinsonian rats. | 2002 Feb |
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Case report: an ingestion of Hawaiian Baby Woodrose seeds associated with acute psychosis. | 2003 Jun |
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Valerian extract and valerenic acid are partial agonists of the 5-HT5a receptor in vitro. | 2005 Aug 18 |
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Sequential aminodiene Diels-Alder approach to the ergoline skeleton. | 2005 Aug 19 |
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Structural analysis of a peptide synthetase gene required for ergopeptine production in the endophytic fungus Neotyphodium lolii. | 2005 Oct |
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Identification of the cytochrome P450 monooxygenase that bridges the clavine and ergoline alkaloid pathways. | 2006 Apr |
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Detection of lysergic acid in ruminal fluid, urine, and in endophyte-infected tall fescue using high-performance liquid chromatography. | 2006 Jul |
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Ergot alkaloids in Norwegian wild grasses: a mass spectrometric approach. | 2007 |
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Lysergic acid amide-induced posterior reversible encephalopathy syndrome with status epilepticus. | 2008 |
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Acute neuropsychological effects of MDMA and ethanol (co-)administration in healthy volunteers. | 2008 Apr |
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Effects of selected combinations of tall fescue alkaloids on the vasoconstrictive capacity of fescue-naive bovine lateral saphenous veins. | 2008 Apr |
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Mourning and melancholia revisited: correspondences between principles of Freudian metapsychology and empirical findings in neuropsychiatry. | 2008 Jul 24 |
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Indolealkylamines: biotransformations and potential drug-drug interactions. | 2008 Jun |
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History of methysergide in migraine. | 2008 Nov |
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Total synthesis of (+/-)-lysergic acid, lysergol, and isolysergol by palladium-catalyzed domino cyclization of amino allenes bearing a bromoindolyl group. | 2008 Nov 20 |
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Development and validation of an LC-MS method for quantitation of ergot alkaloids in lateral saphenous vein tissue. | 2009 Aug 26 |
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Bioaccumulation of ergovaline in bovine lateral saphenous veins in vitro. | 2009 Jul |
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Methyl-ergometrine maleate from synchrotron powder diffraction data. | 2009 Nov 28 |
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Successful drug development despite adverse preclinical findings part 2: examples. | 2010 Dec |
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Structural features for functional selectivity at serotonin receptors. | 2013 May 3 |
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Classification Tree | Code System | Code | ||
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DEA NO. |
7300
Created by
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DTXSID60904515
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m6964
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6604
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LYSERGIC ACID
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ITO20DAO7J
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201-431-9
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82-58-6
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6717
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ACTIVE MOIETY