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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 19821
    role 19769
      biological role 19769
        aetiopathogenetic role 19044
          allergen 17271
            penicillin 263
              piperacillin 12
                piperacilloyl group + 0
                piperacilloyl-L-lysine + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic acid 18373
                                        carboacyl group 17485
                                          univalent carboacyl group 17485
                                            carbamoyl group 17299
                                              carboxamide 17299
                                                lactam 8307
                                                  beta-lactam 795
                                                    beta-lactam antibiotic 780
                                                      penams 263
                                                        penicillanic acids 263
                                                          penicillanic acid 263
                                                            6-aminopenicillanic acid 263
                                                              penicillin 263
                                                                penicillin allergen 260
                                                                  piperacillin 12
                                                                    piperacilloyl group + 0
                                                                    piperacilloyl-L-lysine + 0
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