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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:28568 term browser browse the term
Definition:An azacycloalkane that consists of a six-membered ring containing two nitrogen atoms at opposite positions.
Synonyms:related_synonym: 1,4-diazacyclohexane;   1,4-diethylenediamine;   1,4-piperazine;   Diethylenediamine;   Formula=C4H10N2;   InChI=1S/C4H10N2/c1-2-6-4-3-5-1/h5-6H,1-4H2;   InChIKey=GLUUGHFHXGJENI-UHFFFAOYSA-N;   Piperazin;   SMILES=C1CNCCN1;   Vermizine (TN);   hexahydro-1,4-diazine
 alt_id: CHEBI:26143;   CHEBI:8235
 xref: Beilstein:102555;   CAS:110-85-0;   CAS:142-88-1;   Chemspider:13835459;   DrugBank:DB00592;   Drug_Central:2188;   FooDB:FDB012189;   Gmelin:25695;   HMDB:HMDB0014730;   KEGG:C07973;   KEGG:D00807;   KEGG:D02145
 xref_mesh: MESH:C034930
 xref: MetaCyc:PIPERAZINE;   PDBeChem:PZE;   PMID:15017096;   PMID:16987490;   PMID:24201896;   PMID:28842264;   PMID:29438107;   PMID:32912125;   PMID:33336346;   PMID:33751807;   PMID:9265850;   Pesticides:piperazine;   Reaxys:102555;   VSDB:1781;   Wikipedia:Piperazine
 cyclic_relationship: is_conjugate_base_of CHEBI:136874

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piperazine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Il2 interleukin 2 decreases expression ISO piperazine analog results in decreased expression of IL2 mRNA CTD PMID:11859000 NCBI chr 2:120,004,862...120,009,566
Ensembl chr 2:120,004,862...120,009,566
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  CHEBI ontology 20089
    role 20042
      application 19781
        pharmaceutical 19624
          drug 19655
            antiinfective agent 14208
              antiparasitic agent 9337
                anthelminthic drug 5071
                  piperazine 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 20089
    subatomic particle 20058
      composite particle 20058
        hadron 20088
          baryon 20088
            nucleon 20088
              atomic nucleus 20088
                atom 20058
                  main group element atom 19960
                    p-block element atom 19990
                      carbon group element atom 19916
                        carbon atom 19909
                          organic molecular entity 19909
                            organic molecule 19856
                              organic cyclic compound 19612
                                organic heterocyclic compound 18824
                                  organic heteromonocyclic compound 17151
                                    piperazines 3552
                                      piperazine 1
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