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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/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.
Term:piperacillin
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Accession:CHEBI:8232 term browser browse the term
Definition:A penicillin in which the substituent at position 6 of the penam ring is a 2-[(4-ethyl-2,3-dioxopiperazin-1-yl)carboxamido]-2-phenylacetamido group.
Synonyms:exact_synonym: 6beta-{(2R)-2-[(4-ethyl-2,3-dioxopiperazin-1-yl)carboxamido]-2-phenylacetamido}-2,2-dimethylpenam-3alpha-carboxylic acid
 related_synonym: (2S,5R,6R)-6-{[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;   Formula=C23H27N5O7S;   InChI=1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/t13-,14-,15+,20-/m1/s1;   InChIKey=IVBHGBMCVLDMKU-GXNBUGAJSA-N;   Piperacillin anhydrous;   SMILES=[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(CC)C(=O)C1=O)c1ccccc1)C(O)=O
 alt_id: CHEBI:472443;   CHEBI:475140;   CHEBI:505944
 xref: Beilstein:6081140;   CAS:61477-96-1;   DrugBank:DB00319;   Drug_Central:2187;   KEGG:C14034;   KEGG:D08380;   LINCS:LSM-5924
 xref_mesh: MESH:D010878
 xref: PMID:1701026;   PMID:17116662;   PMID:17158942;   PMID:17851079;   PMID:25998949;   PMID:29017833;   PMID:29148816;   PMID:7486906;   Patent:DE2519400;   Patent:US4087424;   Reaxys:6081140;   Wikipedia:Piperacillin
 cyclic_relationship: is_conjugate_acid_of CHEBI:52433


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piperacillin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc4 ATP binding cassette subfamily C member 4 increases transport ISO ABCC4 protein results in increased transport of Piperacillin CTD PMID:17939016 NCBI chr15:95,541,186...95,774,898
Ensembl chr15:95,542,315...95,774,283 		JBrowse link
G Cyp2c79 cytochrome P450, family 2, subfamily c, polypeptide 79 decreases activity
multiple interactions		 ISO Piperacillin results in decreased activity of CYP2C8 protein
Piperacillin inhibits the reaction [CYP2C8 protein results in decreased methylation of Aminopyrine]		 CTD PMID:26763401
G Ifng interferon gamma increases secretion ISO Piperacillin results in increased secretion of IFNG protein CTD PMID:29644860 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375 		JBrowse link
G Il1b interleukin 1 beta multiple interactions EXP Ozone promotes the reaction [[tazobactam co-treated with Piperacillin] results in increased expression of IL1B mRNA] CTD PMID:16369182 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Il22 interleukin 22 increases secretion ISO Piperacillin results in increased secretion of IL22 protein CTD PMID:29644860 NCBI chr 7:53,801,206...53,805,673
Ensembl chr 7:53,801,206...53,806,186 		JBrowse link
G Mir155 microRNA 155 increases expression ISO Piperacillin results in increased expression of MIR155 mRNA CTD PMID:29644860 NCBI chr11:23,774,654...23,774,718
Ensembl chr11:23,774,654...23,774,718 		JBrowse link
G Mir18a microRNA 18a increases expression ISO Piperacillin results in increased expression of MIR18A mRNA CTD PMID:29644860 NCBI chr15:92,180,765...92,180,860
Ensembl chr15:92,180,765...92,180,860 		JBrowse link
G Mir21 microRNA 21 increases expression ISO Piperacillin results in increased expression of MIR21 mRNA CTD PMID:29644860 NCBI chr10:71,405,257...71,405,348
Ensembl chr10:71,405,257...71,405,348 		JBrowse link
G Mr1 major histocompatibility complex, class I-related affects expression ISO Piperacillin affects the expression of MR1 mRNA CTD PMID:25811541 NCBI chr13:67,298,362...67,317,985
Ensembl chr13:67,299,585...67,317,970 		JBrowse link
G RT1-DMb RT1 class II, locus DMb affects expression ISO Piperacillin affects the expression of HLA-DMB mRNA CTD PMID:25811541 NCBI chr20:4,693,102...4,700,340
Ensembl chr20:4,693,103...4,700,340 		JBrowse link
G Slc25a20 solute carrier family 25 member 20 multiple interactions EXP Piperacillin binds to and results in decreased activity of SLC25A20 protein; Piperacillin inhibits the reaction [SLC25A20 protein results in increased transport of Carnitine] CTD PMID:18452908 NCBI chr 8:109,365,056...109,386,512
Ensembl chr 8:109,365,002...109,386,512 		JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP Ozone promotes the reaction [[tazobactam co-treated with Piperacillin] results in increased expression of TNF mRNA] CTD PMID:16369182 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19841
    role 19817
      biological role 19815
        aetiopathogenetic role 19196
          allergen 17679
            penicillin 314
              piperacillin 12
                piperacilloyl group + 0
                piperacilloyl-L-lysine + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19841
    subatomic particle 19839
      composite particle 19839
        hadron 19839
          baryon 19839
            nucleon 19839
              atomic nucleus 19839
                atom 19839
                  main group element atom 19789
                    p-block element atom 19789
                      carbon group element atom 19737
                        carbon atom 19733
                          organic molecular entity 19733
                            heteroorganic entity 19492
                              organochalcogen compound 19255
                                organooxygen compound 19172
                                  carbon oxoacid 18641
                                    carboxylic acid 18638
                                      carboacyl group 17698
                                        univalent carboacyl group 17698
                                          carbamoyl group 17548
                                            carboxamide 17548
                                              lactam 8390
                                                beta-lactam 830
                                                  beta-lactam antibiotic 815
                                                    penams 314
                                                      penicillanic acids 314
                                                        penicillanic acid 314
                                                          6-aminopenicillanic acid 314
                                                            penicillin 314
                                                              penicillin allergen 311
                                                                piperacillin 12
                                                                  piperacilloyl group + 0
                                                                  piperacilloyl-L-lysine + 0
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