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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:4822 term browser browse the term
Definition:A monocarboxylic acid amide that is lysergamide in which one of the hydrogens attached to the amide nitrogen is substituted by a 1-hydroxypropan-2-yl group (S-configuration). An ergot alkaloid that has a particularly powerful action on the uterus, its maleate (and formerly tartrate) salt is used in the active management of the third stage of labour, and to prevent or treat postpartum of postabortal haemorrhage caused by uterine atony: by maintaining uterine contraction and tone, blood vessels in the uterine wall are compressed and blood flow reduced.
Synonyms:exact_synonym: N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-9,10-didehydroergoline-8beta-carboxamide
 related_synonym: (6aR,9R)-7-Methyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((S)-2-hydroxy-1-methyl-ethyl)-amide;   9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8beta(S)-carboxamide;   9,10-didehydro-N-(alpha-(hydroxymethyl)ethyl)-6-methylergoline-8-beta-carboxamide;   D-lysergic acid 1-hydroxymethylethylamide;   D-lysergic acid-L-propanolamide;   Ergonovine;   Formula=C19H23N3O2;   InChI=1S/C19H23N3O2/c1-11(10-23)21-19(24)13-6-15-14-4-3-5-16-18(14)12(8-20-16)7-17(15)22(2)9-13/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24)/t11-,13+,17+/m0/s1;   InChIKey=WVVSZNPYNCNODU-XTQGRXLLSA-N;   N-(2-Hydroxy-1-methylethyl)-D(+)-lysergamide;   N-(alpha-(hydroxymethyl)ethyl)-D-lysergamide;   SMILES=C[C@@H](CO)NC(=O)[C@H]1CN(C)[C@@H]2Cc3c[nH]c4cccc(C2=C1)c34;   [8beta(S)]-9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8-carboxamide;   ergobasine;   ergometrina;   ergometrinum;   ergotocine;   margonovine
 alt_id: CHEBI:296351
 xref: Beilstein:94902;   CAS:60-79-7;   DrugBank:DB01253;   Drug_Central:1042;   KEGG:C07543;   KEGG:D07905;   KNApSAcK:C00001722;   MetaCyc:CPD-14457;   PMID:15038775;   PMID:16147681;   PMID:18326144;   PMID:2195299;   PMID:24173606;   PMID:24365208;   PMID:25036782;   PMID:25252517;   PMID:25347567;   PMID:6457611;   PMID:7190615;   PMID:887503;   Patent:US2736728;   Patent:US2809920;   Patent:US3141887;   Reaxys:94902;   Wikipedia:Ergometrine

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Term Annotations click to browse term
  CHEBI ontology 19911
    role 19886
      biological role 19884
        poison 18635
          toxin 15979
            ergometrine 0
              ergometrine maleate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19911
    subatomic particle 19909
      composite particle 19909
        hadron 19909
          baryon 19909
            nucleon 19909
              atomic nucleus 19909
                atom 19909
                  main group element atom 19856
                    p-block element atom 19856
                      carbon group element atom 19802
                        carbon atom 19797
                          organic molecular entity 19797
                            organic group 18964
                              organic divalent group 18945
                                organodiyl group 18945
                                  carbonyl group 18897
                                    carbonyl compound 18897
                                      carboxylic acid 18616
                                        carboacyl group 17710
                                          univalent carboacyl group 17710
                                            carbamoyl group 17556
                                              carboxamide 17556
                                                monocarboxylic acid amide 15655
                                                  ergometrine 0
                                                    ergometrine maleate 0
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