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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:nafcillin
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Accession:CHEBI:7447 term browser browse the term
Definition:A penicillin in which the substituent at position 6 of the penam ring is a (2-ethoxy-1-naphthoyl)amino group.
Synonyms:exact_synonym: 6beta-(2-ethoxynaphthalene-1-carboxamido)-2,2-dimethylpenam-3alpha-carboxylic acid
 related_synonym: (2-ethoxy-1-naphthalenyl)penicillin;   (2-ethoxy-1-naphthyl)penicillin;   (2S,5R,6R)-6-[(2-ethoxy-1-naphthoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;   (2S,5R,6R)-6-[(2-ethoxynaphthalene-1-carbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;   (2S,5R,6R)-6-{[(2-ethoxynaphthalen-1-yl)carbonyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;   6-(2-ethoxy-1-naphthamido)penicillanic acid;   Formula=C21H22N2O5S;   InChI=1S/C21H22N2O5S/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27)/t15-,16+,19-/m1/s1;   InChIKey=GPXLMGHLHQJAGZ-JTDSTZFVSA-N;   SMILES=[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)c1c(OCC)ccc2ccccc12)C(O)=O;   nafcilina;   nafcilline;   nafcillinum;   naphcillin
 alt_id: CHEBI:44256
 xref: Beilstein:5405727;   CAS:147-52-4;   DrugBank:DB00607;   Drug_Central:1869;   KEGG:C07250;   KEGG:D08242;   LINCS:LSM-2402
 xref_mesh: MESH:D009254
 xref: PMID:29017833;   Patent:GB880400;   Patent:US3157639;   Patent:US3506645;   Reaxys:5405727;   Wikipedia:Nafcillin
 cyclic_relationship: is_conjugate_acid_of CHEBI:51918


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nafcillin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Casp3 caspase 3 increases activity
multiple interactions
ISO Nafcillin results in increased activity of CASP3 protein
[Nafcillin co-treated with [TNF protein co-treated with IL6 protein co-treated with IL1B protein]] results in increased activity of CASP3 protein; [Nafcillin co-treated with IL1B protein] results in increased activity of CASP3 protein; [Nafcillin co-treated with IL6 protein] results in increased activity of CASP3 protein; [Nafcillin co-treated with TNF protein] results in increased activity of CASP3 protein; [TNF protein co-treated with IL6 protein co-treated with IL1B protein] promotes the reaction [Nafcillin results in increased activity of CASP3 protein]
CTD PMID:30876886 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Cyp3a62 cytochrome P450, family 3, subfamily a, polypeptide 62 increases expression ISO Nafcillin results in increased expression of CYP3A4 mRNA; Nafcillin results in increased expression of CYP3A4 protein CTD PMID:18505790 NCBI chr12:18,679,809...18,709,397
Ensembl chr12:18,678,594...18,709,397
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO [Nafcillin co-treated with [TNF protein co-treated with IL6 protein co-treated with IL1B protein]] results in increased activity of CASP3 protein; [Nafcillin co-treated with IL1B protein] results in increased activity of CASP3 protein; [TNF protein co-treated with IL6 protein co-treated with IL1B protein] promotes the reaction [Nafcillin results in increased activity of CASP3 protein] CTD PMID:30876886 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Il6 interleukin 6 multiple interactions ISO [Nafcillin co-treated with [TNF protein co-treated with IL6 protein co-treated with IL1B protein]] results in increased activity of CASP3 protein; [Nafcillin co-treated with IL6 protein] results in increased activity of CASP3 protein; [TNF protein co-treated with IL6 protein co-treated with IL1B protein] promotes the reaction [Nafcillin results in increased activity of CASP3 protein] CTD PMID:30876886 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 increases activity ISO Nafcillin results in increased activity of NR1I2 protein CTD PMID:25455453 NCBI chr11:65,022,100...65,058,546
Ensembl chr11:65,022,100...65,058,545
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO [Nafcillin co-treated with [TNF protein co-treated with IL6 protein co-treated with IL1B protein]] results in increased activity of CASP3 protein; [Nafcillin co-treated with TNF protein] results in increased activity of CASP3 protein; [TNF protein co-treated with IL6 protein co-treated with IL1B protein] promotes the reaction [Nafcillin results in increased activity of CASP3 protein] CTD PMID:30876886 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19761
    role 19711
      biological role 19711
        aetiopathogenetic role 18963
          allergen 17252
            penicillin 263
              nafcillin 6
Path 2
Term Annotations click to browse term
  CHEBI ontology 19761
    subatomic particle 19759
      composite particle 19759
        hadron 19759
          baryon 19759
            nucleon 19759
              atomic nucleus 19759
                atom 19759
                  main group element atom 19653
                    p-block element atom 19653
                      carbon group element atom 19569
                        carbon atom 19559
                          organic molecular entity 19559
                            organic group 18593
                              organic divalent group 18584
                                organodiyl group 18584
                                  carbonyl group 18499
                                    carbonyl compound 18499
                                      carboxylic acid 18151
                                        carboacyl group 17410
                                          univalent carboacyl group 17410
                                            carbamoyl group 17208
                                              carboxamide 17208
                                                lactam 8046
                                                  beta-lactam 794
                                                    beta-lactam antibiotic 779
                                                      penams 263
                                                        penicillanic acids 263
                                                          penicillanic acid 263
                                                            6-aminopenicillanic acid 263
                                                              penicillin 263
                                                                penicillin allergen 260
                                                                  nafcillin 6
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