CHEBI:3286 - cabergoline

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ChEBI Name cabergoline
ChEBI ID CHEBI:3286
Definition An N-acylurea that is (8R)-ergoline-8-carboxamide in which the hydrogen attached to the piperidine nitrogen (position 6) is substituted by an allyl group and the hydrogens attached to the carboxamide nitrogen are substituted by a 3-(dimethylamino)propyl group and an N-ethylcarbamoyl group. A dopamine D2 receptor agonist, cabergoline is used in the management of Parkinson's disease and of disorders associated with hyperprolactinaemia.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C26H37N5O2
Net Charge 0
Average Mass 451.60430
Monoisotopic Mass 451.295
InChI InChI=1S/C26H37N5O2/c1-5-11-30-17-19(25(32)31(26(33)27-6-2)13-8-12-29(3)4)14-21-20-9-7-10-22-24(20)18(16-28-22)15-23(21)30/h5,7,9-10,16,19,21,23,28H,1,6,8,11-15,17H2,2-4H3,(H,27,33)/t19-,21-,23-/m1/s1
InChIKey KORNTPPJEAJQIU-KJXAQDMKSA-N
SMILES [H][C@@]12Cc3c[nH]c4cccc(c34)[C@@]1([H])C[C@H](CN2CC=C)C(=O)N(CCCN(C)C)C(=O)NCC
Roles Classification
Biological Role(s): dopamine agonist
A drug that binds to and activates dopamine receptors.
Application(s): dopamine agonist
A drug that binds to and activates dopamine receptors.
antiparkinson drug
A drug used in the treatment of Parkinson's disease.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cabergoline (CHEBI:3286) has role antineoplastic agent (CHEBI:35610)
cabergoline (CHEBI:3286) has role antiparkinson drug (CHEBI:48407)
cabergoline (CHEBI:3286) has role dopamine agonist (CHEBI:51065)
cabergoline (CHEBI:3286) is a N-acylurea (CHEBI:74266)
IUPAC Name
(8β)-N-[3-(dimethylamino)propyl]-N-(ethylcarbamoyl)-6-(prop-2-en-1-yl)ergoline-8-carboxamide
INNs Sources
cabergolina ChemIDplus
cabergoline ChemIDplus
cabergolinum ChemIDplus
Synonyms Sources
(8β)-N-[3-(dimethylamino)propyl]-N-[(ethylamino)carbonyl]-6-(2-propenyl)-ergoline-8-carboxamide ChEBI
(8R)-6-allyl-N-[3-(dimethylamino)propyl]-N-(ethylcarbamoyl)ergoline-8-carboxamide ChEBI
1-((6-allylergolin-8β-yl)carbonyl)-1-(3-(dimethylamino)propyl)-3-ethylurea ChemIDplus
1-[(6-allylergoline-8β-yl)carbonyl]-1-[3-(dimethylamino)propyl]-3-ethylurea ChEBI
1-ethyl-3-(3'-dimethylamionpropyl)-2-(6'-allylergoline-8'β-carbonyl)urea ChEBI
Cabergoline KEGG COMPOUND
Database Links Databases
460 DrugCentral
BE888243 Patent
C08187 KEGG COMPOUND
Cabergoline Wikipedia
D00987 KEGG DRUG
DB00248 DrugBank
HMDB0014393 HMDB
LSM-3939 LINCS
US4526892 Patent
View more database links
Registry Numbers Types Sources
6020775 Beilstein Registry Number Beilstein
81409-90-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22075008 PubMed citation Europe PMC
22336848 PubMed citation Europe PMC
22740242 PubMed citation Europe PMC
23110560 PubMed citation Europe PMC
23743769 PubMed citation Europe PMC
Last Modified
22 February 2017