CHEBI:59756 - dihydroergotamine mesylate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name dihydroergotamine mesylate
ChEBI ID CHEBI:59756
Definition The methanesulfonic acid salt of dihydroergotamine, a semisynthetic ergot alkaloid with weaker oxytocic and vasoconstrictor properties than ergotamine. Both the mesylate and the tartrate salts are used for the treatment of migraine and orthostatic hypotension.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C34H41N5O8S
Net Charge 0
Average Mass 679.78300
Monoisotopic Mass 679.268
InChI InChI=1S/C33H37N5O5.CH4O3S/c1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27(37)33(38,42)43-32;1-5(2,3)4/h3-6,8-11,17,21,23,25-27,34,42H,7,12-16,18H2,1-2H3,(H,35,39);1H3,(H,2,3,4)/t21-,23-,25-,26+,27+,32-,33+;/m1./s1
InChIKey ADYPXRFPBQGGAH-UMYZUSPBSA-N
SMILES CS(O)(=O)=O.[H][C@@]12Cc3c[nH]c4cccc(c34)[C@@]1([H])C[C@H](CN2C)C(=O)N[C@]1(C)O[C@]2(O)N([C@@H](Cc3ccccc3)C(=O)N3CCC[C@@]23[H])C1=O
Roles Classification
Biological Role(s): serotonergic agonist
An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
Application(s): serotonergic agonist
An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
vasoconstrictor agent
Drug used to cause constriction of the blood vessels.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing dihydroergotamine mesylate (CHEBI:59756) has part dihydroergotamine (CHEBI:4562)
dihydroergotamine mesylate (CHEBI:59756) has role non-narcotic analgesic (CHEBI:35481)
dihydroergotamine mesylate (CHEBI:59756) has role serotonergic agonist (CHEBI:35941)
dihydroergotamine mesylate (CHEBI:59756) has role vasoconstrictor agent (CHEBI:50514)
dihydroergotamine mesylate (CHEBI:59756) is a methanesulfonate salt (CHEBI:38037)
IUPAC Name
(10αH)-5'α-benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxo-9,10-dihydroergotaman methanesulfonate
Synonyms Sources
(10αH)-5'α-benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxo-9,10-dihydroergotaman mesylate ChEBI
9,10-dihydroergotamine mesylate ChemIDplus
9,10-dihydroergotamine methanesulfonate ChEBI
dihydroergotamine mesilate ChemIDplus
dihydroergotamine methanesulfonate ChemIDplus
dihydroergotamine monomethanesulfonate ChemIDplus
Database Links Databases
D02211 KEGG DRUG
DB00320 DrugBank
View more database links
Registry Numbers Types Sources
3895588 Beilstein Registry Number Beilstein
6190-39-2 CAS Registry Number ChemIDplus
6190-39-2 CAS Registry Number KEGG DRUG
Last Modified
16 July 2010