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dihydroergotamine
Ergotamine in which a single bond replaces the double bond between positions 9 and 10. A semisynthetic ergot alkaloid with weaker oxytocic and vasoconstrictor properties than ergotamine, it is used (as the methanesulfonic or tartaric acid salts) for the treatment of migraine and orthostatic hypotension.


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03. Biological Effects of Specific Chemicals: pharmacological uses [CHEBI:52210] > analgesic [CHEBI:35480]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 pharmacological uses [CHEBI:52210] (736) 
 analgesic [CHEBI:35480] (114) 
 non-narcotic analgesic [CHEBI:35481] (56) 
 dihydroergotamine [CHEBI:4562] (1)
 neurotransmitter agent [CHEBI:35942] (471) 
 adrenergic agent [CHEBI:37962] (143) 
 sympatholytic agent [CHEBI:66991] (10) 
 dihydroergotamine [CHEBI:4562] (1)
 serotonergic drug [CHEBI:48278] (109) 
 serotonergic agonist [CHEBI:35941] (41) 
 dihydroergotamine [CHEBI:4562] (1)
 dopaminergic agent [CHEBI:48560] (99) 
 dopamine agonist [CHEBI:51065] (26) 
 dihydroergotamine [CHEBI:4562] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 cardiovascular drug [CHEBI:35554] (162) 
 vasoconstrictor agent [CHEBI:50514] (29) 
 dihydroergotamine [CHEBI:4562] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 pnictogen molecular entity [CHEBI:33302] (10027) 
 nitrogen molecular entity [CHEBI:51143] (7930) 
 organonitrogen compound [CHEBI:35352] (6705) 
 alkaloid [CHEBI:22315] (473) 
 indole alkaloid [CHEBI:38958] (144) 
 terpenoid indole alkaloid [CHEBI:65321] (57) 
 hemiterpenoid indole alkaloid [CHEBI:65322] (28) 
 ergot alkaloid [CHEBI:23943] (28) 
 dihydroergotamine [CHEBI:4562] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organonitrogen compound [CHEBI:35352] (6705) 
 alkaloid [CHEBI:22315] (473) 
 indole alkaloid [CHEBI:38958] (144) 
 terpenoid indole alkaloid [CHEBI:65321] (57) 
 hemiterpenoid indole alkaloid [CHEBI:65322] (28) 
 ergot alkaloid [CHEBI:23943] (28) 
 dihydroergotamine [CHEBI:4562] (1)
ChEBI Compound Accession Identifier  [CHEBI:4562]
ChEBI Compound Description  Ergotamine in which a single bond replaces the double bond between positions 9 and 10. A semisynthetic ergot alkaloid with weaker oxytocic and vasoconstrictor properties than ergotamine, it is used (as the methanesulfonic or tartaric acid salts) for the treatment of migraine and orthostatic hypotension.
ChEBI Compound Identification Number  4562
ChEBI InChI Value  InChI=1S/C33H37N5O5/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/h3-6,8-11,17,21,23,25-27,34,42H,7,12-16,18H2,1-2H3,(H,35,39)/t21-,23-,25-,26+,27+,32-,33+/m1/s1
ChEBI InChIKey Value  LUZRJRNZXALNLM-JGRZULCMSA-N
ChEBI Compound Name  dihydroergotamine
ChEBI SMILES Value  [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
ChEBI Substance ID  99313633
ChEBI URL  ChEBI:4562
ChemSpider ID  10091
Ontomatica Chemical Accession Key (OnChAKey)  LUZRJRNZXALNLM_JGRZULCMSA_N_000_000000
PubChem Compound ID  10531