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Metergoline

CHEBI:CHEBI_64216

Definition

An ergoline alkaloid that is the N-benzyloxycarbonyl derivative of lysergamine. A 5-HT2 antagonist. Also 5-HT1 antagonist and 5-HT1D ligand. Has moderate affinity for 5-HT6 and high affinity for 5-HT7.

Chemical Information

Molecular Formula
C25H29N3O2
Molecular Mass
403.51670
Charge
0
SMILES
[H][C@@]12Cc3cn(C)c4cccc(c34)[C@@]1([H])C[C@@H](CNC(=O)OCc1ccccc1)CN2C
InChI
InChI=1S/C25H29N3O2/c1-27-14-18(13-26-25(29)30-16-17-7-4-3-5-8-17)11-21-20-9-6-10-22-24(20)19(12-23(21)27)15-28(22)2/h3-10,15,18,21,23H,11-14,16H2,1-2H3,(H,26,29)/t18-,21+,23+/m0/s1
InChIKey
WZHJKEUHNJHDLS-QTGUNEKASA-N

Alternative Names

  • (((8-beta)-1,6-Dimethylergolin-8-yl)methyl)carbamic acid benzyl ester
  • (((8-beta)-1,6-Dimethylergolin-8-yl)methyl)carbamic acid phenylmethyl ester
  • (+)-N-(Carboxy)-1-methyl-9,10-dihydrolysergamine benzyl ester
  • 1-Methyl-8-beta-carbobenzyloxyaminomethyl-10-alpha-ergoline
  • 1-Methyl-N-carbobenzyloxydihydro-D-lysergamin
  • 1,6-Dimethyl-8-beta-carbobenzyloxaminomethyl-10-alpha-ergoline
  • benzyl {[(8alpha)-1,6-dimethylergolin-8-yl]methyl}carbamate
  • D-8-beta-((Carbobenzoxyamino)methyl)-1,6-dimethyl-10-alpha-ergoline
  • D-8-beta-((Carboxyamino)methyl)-1,6-dimethylergoline benzyl ester
  • Metergolin
  • metergolina
  • metergoline
  • metergolinum

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

oboInOwl#hasDbXref
Wikipedia:Metergoline
DRON_00010000
6834
core#notation
CHEBI:64216

Additional References

Wikipedia:Metergoline

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Additional Attributes

oboInOwl#hasOBONamespace
chebi_ontology
oboInOwl#hasDbXref
Wikipedia:Metergoline
DRON_00010000
6834
oboInOwl#id
CHEBI:64216
core#notation
CHEBI:64216
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_51065
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
owl#annotatedSource
t266429
owl#someValuesFrom
t715496