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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC BY 3.0, For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

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Accession:CHEBI:64318 term browser browse the term
Definition:A peptide ergot alkaloid that is dihydroergotamine in which a double bond replaces the single bond between positions 9 and 10.
Synonyms:exact_synonym: (5'alpha)-5'-benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxoergotaman
 related_synonym: (5'alpha)-12'-hydroxy-2'-methyl-5'-(phenylmethyl)ergotoman-3',6',18-trione;   12'-hydroxy-2'-methyl-5'alpha-(phenylmethyl)ergotaman-3',6',18-trione;   Ergotamin;   Formula=C33H35N5O5;   Gynergen;   InChI=1S/C33H35N5O5/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/h3-6,8-11,15,17,21,25-27,34,42H,7,12-14,16,18H2,1-2H3,(H,35,39)/t21-,25-,26+,27+,32-,33+/m1/s1;   InChIKey=XCGSFFUVFURLIX-VFGNJEKYSA-N;   SMILES=[H][C@@]12Cc3c[nH]c4cccc(C1=C[C@H](CN2C)C(=O)N[C@]1(C)O[C@]2(O)N([C@@H](Cc5ccccc5)C(=O)N5CCC[C@@]25[H])C1=O)c34;   ergotamina;   ergotaminum
 xref: Beilstein:78890;   CAS:113-15-5;   DrugBank:DB00696;   Drug_Central:1043;   KEGG:C07544;   KEGG:D07906
 xref_mesh: MESH:D004878
 xref: PMID:10560569;   PMID:10611116;   PMID:11386387;   PMID:12463275;   PMID:12525272;   PMID:12558771;   PMID:21181611;   PMID:21512122;   PMID:21878097;   PMID:21879189;   PMID:22347148;   PMID:22414189;   PMID:22417229;   PMID:22441761;   PMID:22444161;   PMID:22446707;   PMID:23243949;   PMID:24035295;   PMID:8825693;   PMID:9009470;   PMID:9032799;   Reaxys:78890;   Wikipedia:Ergotamine

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ergotamine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Calca calcitonin-related polypeptide alpha multiple interactions EXP Ergotamine inhibits the reaction [Nitroglycerin results in increased expression of CALCA protein] CTD PMID:19121572 NCBI chr 1:184,184,018...184,188,922
Ensembl chr 1:184,184,020...184,188,911
JBrowse link
G Casp3 caspase 3 increases activity ISO Ergotamine results in increased activity of CASP3 protein CTD PMID:21295106 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions EXP Ergotamine inhibits the reaction [Nitroglycerin results in increased expression of FOS protein] CTD PMID:19121572 NCBI chr 6:109,300,433...109,303,299
Ensembl chr 6:109,300,433...109,303,299
JBrowse link
G Gstp1 glutathione S-transferase pi 1 multiple interactions ISO Ergotamine inhibits the reaction [GSTP1 protein results in increased metabolism of 1-chloro-2,4-dinitrobenzene-glutathione conjugate] CTD PMID:23769903 NCBI chr 1:219,291,679...219,294,147
Ensembl chr 1:219,291,679...219,294,147
JBrowse link
G Htr2b 5-hydroxytryptamine receptor 2B multiple interactions ISO Ergotamine binds to and results in increased activity of HTR2B protein CTD PMID:11104741 NCBI chr 9:93,112,781...93,130,135
Ensembl chr 9:93,112,805...93,125,014
JBrowse link

Term paths to the root
Path 1
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  CHEBI ontology 19816
    role 19764
      biological role 19764
        pharmacological role 18825
          analgesic 13078
            non-narcotic analgesic 11993
              ergotamine 5
Path 2
Term Annotations click to browse term
  CHEBI ontology 19816
    subatomic particle 19814
      composite particle 19814
        hadron 19814
          baryon 19814
            nucleon 19814
              atomic nucleus 19814
                atom 19814
                  main group element atom 19702
                    p-block element atom 19702
                      carbon group element atom 19608
                        carbon atom 19597
                          organic molecular entity 19597
                            organic group 18537
                              cyclic organic group 1831
                                organic heterobicyclic ring 1831
                                  indole skeleton 1831
                                    indole alkaloid 1831
                                      terpenoid indole alkaloid 1464
                                        hemiterpenoid indole alkaloid 24
                                          ergot alkaloid 24
                                            peptide ergot alkaloid 5
                                              ergotamine 5
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.