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CHEBI:59757 - dihydroergotamine tartrate

ChEBI IDCHEBI:59757
ChEBI Namedihydroergotamine tartrate
Stars
DefinitionThe L-(+)-tartaric acid salt of dihydroergotamine, a semisynthetic ergot alkaloid with weaker oxytocic and vasoconstrictor properties than ergotamine. Both the tartrate and the mesylate salts are used for the treatment of migraine and orthostatic hypotension.
Last Modified16 July 2010
SubmitterGareth Owen
DownloadsMolfile
Formula2C33H37N5O5.C4H6O6
Net Charge0
Average Mass1317.464
Monoisotopic Mass1316.57538
SMILESO=C(O)[C@H](O)[C@@H](O)C(=O)O.[H][C@@]12Cc3cnc4cccc(c34)[C@@]1([H])C[C@@H](C(=O)N[C@]1(C)O[C@]3(O)N(C1=O)[C@@H](Cc1ccccc1)C(=O)N1CCC[C@]13[H])CN2C.[H][C@@]12Cc3cnc4cccc(c34)[C@@]1([H])C[C@@H](C(=O)N[C@]1(C)O[C@]3(O)N(C1=O)[C@@H](Cc1ccccc1)C(=O)N1CCC[C@]13[H])CN2C
InChIInChI=1S/2C33H37N5O5.C4H6O6/c2*1-32(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;5-1(3(7)8)2(6)4(9)10/h2*3-6,8-11,17,21,23,25-27,34,42H,7,12-16,18H2,1-2H3,(H,35,39);1-2,5-6H,(H,7,8)(H,9,10)/t2*21-,23-,25-,26+,27+,32-,33+;1-,2-/m111/s1
InChIKeyAYYQJUDESMECLY-QCMZQTNXSA-N
Roles Classification
Biological Roles:
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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.
Applications:
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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.
vasoconstrictor agent  Drug used to cause constriction of the blood vessels.
ChEBI Ontology
Outgoing Relation(s)
dihydroergotamine tartrate (CHEBI:59757) has part dihydroergotamine (CHEBI:4562)
dihydroergotamine tartrate (CHEBI:59757) has role non-narcotic analgesic (CHEBI:35481)
dihydroergotamine tartrate (CHEBI:59757) has role serotonergic agonist (CHEBI:35941)
dihydroergotamine tartrate (CHEBI:59757) has role vasoconstrictor agent (CHEBI:50514)
dihydroergotamine tartrate (CHEBI:59757) is a tartrate salt (CHEBI:50562)
IUPAC Name 
Bis[(10αH)-5'α-benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxo-9,10-dihydroergotaman] (2R,3R)-2,3-dihydroxybutanedioate
Synonyms  Source
dihydroergotamine (R,R)-tartrateChEBI
9,10-dihydroergotamine tartrateChemIDplus
bis(5'α-benzyl-9,10α-dihydro-12'-hydroxy-2'-methylergotaman-3',6',18-trione) (R-(R*,R*))-tartrateChemIDplus
9,10-dihydroergotamine L-tartrateChEBI
dihydroergotamine L-tartrateChEBI
9,10-dihydroergotamine (R,R)-tartrateChEBI
Manual XrefsDatabases
D07838KEGG DRUG
Registry NumbersSources
Beilstein:10757774Beilstein
CAS:5989-77-5KEGG DRUG
CAS:5989-77-5ChemIDplus