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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 "Beilstein";   CAS:60-79-7 "ChemIDplus";   CAS:60-79-7 "KEGG COMPOUND";   DrugBank:DB01253;   Drug_Central:1042 "DrugCentral";   KEGG:C07543;   KEGG:D07905;   KNApSAcK:C00001722;   MetaCyc:CPD-14457;   PMID:15038775 "Europe PMC";   PMID:16147681 "Europe PMC";   PMID:18326144 "Europe PMC";   PMID:2195299 "Europe PMC";   PMID:24173606 "Europe PMC";   PMID:24365208 "Europe PMC";   PMID:25036782 "Europe PMC";   PMID:25252517 "Europe PMC";   PMID:25347567 "Europe PMC";   PMID:6457611 "Europe PMC";   PMID:7190615 "ChEMBL";   PMID:887503 "Europe PMC";   Patent:US2736728;   Patent:US2809920;   Patent:US3141887;   Reaxys:94902 "Reaxys";   Wikipedia:Ergometrine

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  CHEBI ontology 19657
    role 19601
      biological role 19599
        poison 17831
          toxin 13561
            ergometrine 0
              ergometrine maleate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19657
    subatomic particle 19653
      composite particle 19653
        hadron 19653
          baryon 19653
            nucleon 19653
              atomic nucleus 19653
                atom 19653
                  main group element atom 19534
                    p-block element atom 19534
                      carbon group element atom 19417
                        carbon atom 19409
                          organic molecular entity 19409
                            organic group 18338
                              organic divalent group 18329
                                organodiyl group 18329
                                  carbonyl group 18218
                                    carbonyl compound 18218
                                      carboxylic acid 17918
                                        carboacyl group 16941
                                          univalent carboacyl group 16941
                                            carbamoyl group 16621
                                              carboxamide 16621
                                                monocarboxylic acid amide 13181
                                                  ergometrine 0
                                                    ergometrine maleate 0
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