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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 chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 increases expression ISO Nafcillin results in increased expression of CYP3A4 mRNA; Nafcillin results in increased expression of CYP3A4 protein CTD PMID:18505790 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
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 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
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 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
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 chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658
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 chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

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  CHEBI ontology 20072
    role 20024
      biological role 20023
        aetiopathogenetic role 19288
          allergen 17522
            penicillin 262
              nafcillin 6
Path 2
Term Annotations click to browse term
  CHEBI ontology 20072
    subatomic particle 20071
      composite particle 20071
        hadron 20071
          baryon 20071
            nucleon 20071
              atomic nucleus 20071
                atom 20071
                  main group element atom 19971
                    p-block element atom 19971
                      carbon group element atom 19894
                        carbon atom 19887
                          organic molecular entity 19887
                            organic group 18965
                              organic divalent group 18951
                                organodiyl group 18951
                                  carbonyl group 18903
                                    carbonyl compound 18903
                                      carboxylic acid 18601
                                        carboacyl group 17713
                                          univalent carboacyl group 17713
                                            carbamoyl group 17552
                                              carboxamide 17552
                                                lactam 8351
                                                  beta-lactam 797
                                                    beta-lactam antibiotic 782
                                                      penams 262
                                                        penicillanic acids 262
                                                          penicillanic acid 262
                                                            6-aminopenicillanic acid 262
                                                              penicillin 262
                                                                penicillin allergen 259
                                                                  nafcillin 6
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