CHEBI:59757 - dihydroergotamine tartrate

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ChEBI Name dihydroergotamine tartrate
ChEBI ID CHEBI:59757
Definition The 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C70H80N10O16
Net Charge 0
Average Mass 1317.44160
Monoisotopic Mass 1316.57538
InChI InChI=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
InChIKey AYYQJUDESMECLY-QCMZQTNXSA-N
SMILES O[C@H]([C@@H](O)C(O)=O)C(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.[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 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 Sources
9,10-dihydroergotamine (R,R)-tartrate ChEBI
9,10-dihydroergotamine L-tartrate ChEBI
9,10-dihydroergotamine tartrate ChemIDplus
bis(5'α-benzyl-9,10α-dihydro-12'-hydroxy-2'-methylergotaman-3',6',18-trione) (R-(R*,R*))-tartrate ChemIDplus
dihydroergotamine (R,R)-tartrate ChEBI
dihydroergotamine L-tartrate ChEBI
Manual Xref Database
D07838 KEGG DRUG
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Registry Numbers Types Sources
10757774 Beilstein Registry Number Beilstein
5989-77-5 CAS Registry Number KEGG DRUG
5989-77-5 CAS Registry Number ChemIDplus
Last Modified
16 July 2010