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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:amoxicillin
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Accession:CHEBI:2676 term browser browse the term
Definition:A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-(4-hydroxyphenyl)acetamido group.
Synonyms:exact_synonym: 6beta-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-2,2-dimethylpenam-3alpha-carboxylic acid
 related_synonym: (2S,5R,6R)-6-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;   6-(p-hydroxy-alpha-aminophenylacetamido)penicillanic acid;   AMPC;   AX;   Amolin;   Amopenixin;   Amoxicillin anhydrous;   Clamoxyl;   Formula=C16H19N3O5S;   InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1;   InChIKey=LSQZJLSUYDQPKJ-NJBDSQKTSA-N;   Moxal;   SMILES=[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccc(O)cc1)C(O)=O;   alpha-amino-p-hydroxybenzylpenicillin;   amoxicilina;   amoxicilline;   amoxicillinum;   amoxycilin;   amoxycillin;   p-hydroxyampicillin
 alt_id: CHEBI:133770
 xref: Beilstein:4274654;   CAS:26787-78-0;   DrugBank:DB01060;   Drug_Central:192;   HMDB:HMDB0015193;   KEGG:C06827;   KEGG:D07452;   LINCS:LSM-5654
 xref_mesh: MESH:D000658
 xref: PMID:10930630;   PMID:11431418;   PMID:11906332;   PMID:12569987;   PMID:12833570;   PMID:12850488;   PMID:16033609;   PMID:2083978;   PMID:24595455;   PMID:24631718;   PMID:24759068;   PMID:25998949;   PMID:27731424;   PMID:28987997;   PMID:29017833;   Patent:DE1942693;   Patent:GB1241844;   Patent:GB978178;   Patent:US3192198;   Reaxys:4274654;   VSDB:1741;   Wikipedia:Amoxicillin
 cyclic_relationship: is_conjugate_acid_of CHEBI:51256


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amoxicillin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akr1b10 aldo-keto reductase family 1 member B10 increases expression ISO Amoxicillin results in increased expression of AKR1B10 mRNA CTD PMID:28444390 NCBI chr 4:61,813,265...61,830,371
Ensembl chr 4:61,771,970...61,828,657
JBrowse link
G Aqp5 aquaporin 5 decreases expression EXP Amoxicillin results in decreased expression of AQP5 protein CTD PMID:30031112 NCBI chr 7:141,249,044...141,252,576
Ensembl chr 7:141,249,044...141,252,578
JBrowse link
G Cxcl10 C-X-C motif chemokine ligand 10 decreases expression ISO Amoxicillin results in decreased expression of CXCL10 mRNA CTD PMID:25091725 NCBI chr14:17,210,733...17,212,930
Ensembl chr14:17,210,733...17,212,930
JBrowse link
G Cyp11b3 cytochrome P450, family 11, subfamily b, polypeptide 3 increases expression ISO Amoxicillin results in increased expression of CYP11B2 CTD PMID:17822730 NCBI chr 7:116,155,928...116,161,781
Ensembl chr 7:116,156,219...116,255,167
JBrowse link
G Cyp19a1 cytochrome P450, family 19, subfamily a, polypeptide 1 increases expression ISO Amoxicillin results in increased expression of CYP19A1 CTD PMID:17822730 NCBI chr 8:58,744,849...58,772,408
Ensembl chr 8:58,744,849...58,772,408
JBrowse link
G Cyp2c79 cytochrome P450, family 2, subfamily c, polypeptide 79 multiple interactions
decreases activity
ISO Amoxicillin inhibits the reaction [CYP2C8 protein results in decreased methylation of Aminopyrine]
Amoxicillin results in decreased activity of CYP2C8 protein
CTD PMID:26763401 NCBI chr 1:147,236,480...147,307,988 JBrowse link
G Gsr glutathione-disulfide reductase decreases activity ISO Amoxicillin results in decreased activity of GSR protein CTD PMID:32196862 NCBI chr16:62,197,617...62,239,987
Ensembl chr16:62,197,617...62,241,361
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases expression ISO Amoxicillin results in increased expression of NQO1 mRNA CTD PMID:28444390 NCBI chr19:38,422,210...38,437,103
Ensembl chr19:38,422,164...38,437,180
JBrowse link
G RT1-Bb RT1 class II, locus Bb affects expression ISO Amoxicillin affects the expression of HLA-DQB1 mRNA CTD PMID:25811541 NCBI chr20:4,043,726...4,049,367
Ensembl chr20:4,039,413...4,049,711
JBrowse link
G Srxn1 sulfiredoxin 1 increases expression ISO Amoxicillin results in increased expression of SRXN1 mRNA CTD PMID:28444390 NCBI chr 3:147,608,850...147,614,410
Ensembl chr 3:147,609,095...147,632,801
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19810
    role 19758
      biological role 19758
        aetiopathogenetic role 18951
          allergen 16937
            penicillin 262
              amoxicillin 10
                amoxicillanyl group 0
                amoxicillin diketopiperazine 0
                amoxicillin trihydrate + 0
                amoxicilloyl group + 0
                amoxicilloyl polylysine 0
                amoxicilloyl-L-lysine + 0
                amoxicilloyl-butylamine 0
                ampicillanyl group 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19810
    subatomic particle 19808
      composite particle 19808
        hadron 19808
          baryon 19808
            nucleon 19808
              atomic nucleus 19808
                atom 19808
                  main group element atom 19696
                    p-block element atom 19696
                      carbon group element atom 19599
                        carbon atom 19588
                          organic molecular entity 19588
                            organic group 18527
                              organic divalent group 18520
                                organodiyl group 18520
                                  carbonyl group 18427
                                    carbonyl compound 18427
                                      carboxylic acid 18108
                                        carboacyl group 17369
                                          univalent carboacyl group 17369
                                            carbamoyl group 17156
                                              carboxamide 17156
                                                lactam 8032
                                                  beta-lactam 792
                                                    beta-lactam antibiotic 780
                                                      penams 262
                                                        penicillanic acids 262
                                                          penicillanic acid 262
                                                            6-aminopenicillanic acid 262
                                                              penicillin 262
                                                                penicillin allergen 259
                                                                  amoxicillin 10
                                                                    amoxicillanyl group 0
                                                                    amoxicillin diketopiperazine 0
                                                                    amoxicillin trihydrate + 0
                                                                    amoxicilloyl group + 0
                                                                    amoxicilloyl polylysine 0
                                                                    amoxicilloyl-L-lysine + 0
                                                                    amoxicilloyl-butylamine 0
                                                                    ampicillanyl group 0
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