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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:amikacin
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Accession:CHEBI:2637 term browser browse the term
Definition:An amino cyclitol glycoside that is kanamycin A acylated at the N-1 position by a 4-amino-2-hydroxybutyryl group.
Synonyms:exact_synonym: (2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-(3-amino-3-deoxy-alpha-D-glucopyranosyloxy)-4-(6-amino-6-deoxy-alpha-D-glucopyranosyloxy)-3-hydroxycyclohexyl]-2-hydroxybutanamide
 related_synonym: 1-N-(L(-)-gamma-amino-alpha-hydroxybutyryl)kanamycin A;   Formula=C22H43N5O13;   InChI=1S/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1;   InChIKey=LKCWBDHBTVXHDL-RMDFUYIESA-N;   O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->4)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1->6))-N(3)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-L-streptamine;   SMILES=NCC[C@H](O)C(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](N)[C@H]1O;   amikacina;   amikacine;   amikacinum
 xref: Beilstein:5915117;   CAS:37517-28-5;   DrugBank:DB00479;   Drug_Central:157;   HMDB:HMDB0014622;   KEGG:C06820;   KEGG:D02543;   LINCS:LSM-5935
 xref_mesh: MESH:D000583
 xref: MetaCyc:CPD-14197;   PMID:11744283;   PMID:15305513;   PMID:17365906;   PMID:19495517;   PMID:19752274;   PMID:20195673;   PMID:25296102;   PMID:25327505;   PMID:25339395;   PMID:25630642;   PMID:8622103;   PMID:8622117;   PMID:9327246;   Patent:DE2234315;   Patent:US3781268;   Reaxys:5915117;   Wikipedia:Amikacin
 cyclic_relationship: is_conjugate_base_of CHEBI:84739



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amikacin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc3 ATP binding cassette subfamily C member 3 decreases expression EXP Amikacin results in decreased expression of ABCC3 mRNA CTD PMID:27765674 NCBI chr10:79,296,681...79,342,749
Ensembl chr10:79,296,693...79,342,595
JBrowse link
G Abcc4 ATP binding cassette subfamily C member 4 decreases expression EXP Amikacin results in decreased expression of ABCC4 mRNA CTD PMID:27765674 NCBI chr15:95,541,186...95,774,898
Ensembl chr15:95,542,315...95,774,283
JBrowse link
G Casr calcium-sensing receptor increases activity ISO Amikacin results in increased activity of CASR protein CTD PMID:19884751 NCBI chr11:64,235,251...64,304,811
Ensembl chr11:64,235,251...64,304,811
JBrowse link
G Cat catalase decreases activity
multiple interactions
ISO Amikacin results in decreased activity of CAT protein
cefepime inhibits the reaction [Amikacin results in decreased activity of CAT protein]
CTD PMID:18781908 PMID:23416261 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Il1a interleukin 1 alpha decreases expression ISO Amikacin results in decreased expression of IL1A mRNA CTD PMID:32816093 NCBI chr 3:116,526,601...116,537,055
Ensembl chr 3:116,526,604...116,536,822
JBrowse link
G Il1b interleukin 1 beta decreases expression ISO Amikacin results in decreased expression of IL1B mRNA CTD PMID:32816093 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il24 interleukin 24 decreases expression ISO Amikacin results in decreased expression of IL24 mRNA CTD PMID:32816093 NCBI chr13:42,353,089...42,358,487
Ensembl chr13:42,353,090...42,358,487
JBrowse link
G Pgd phosphogluconate dehydrogenase decreases activity EXP Amikacin results in decreased activity of PGD protein CTD PMID:15558954 NCBI chr 5:159,582,746...159,598,945
Ensembl chr 5:159,561,271...159,742,778
JBrowse link
G Pid1 phosphotyrosine interaction domain containing 1 increases expression ISO Amikacin results in increased expression of PID1 mRNA CTD PMID:32816093 NCBI chr 9:85,284,335...85,503,035
Ensembl chr 9:85,284,335...85,503,044
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases expression ISO Amikacin results in decreased expression of PTGS2 mRNA CTD PMID:32816093 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Slc7a11 solute carrier family 7 member 11 decreases expression ISO Amikacin results in decreased expression of SLC7A11 mRNA CTD PMID:32816093 NCBI chr 2:134,382,002...134,517,622
Ensembl chr 2:133,963,107...134,517,536
JBrowse link
G Slpi secretory leukocyte peptidase inhibitor increases expression ISO Amikacin results in increased expression of SLPI mRNA CTD PMID:32816093 NCBI chr 3:153,082,208...153,084,457
Ensembl chr 3:153,082,369...153,084,453
JBrowse link
G Tyr tyrosinase decreases activity ISO Amikacin results in decreased activity of TYR protein CTD PMID:23416261 NCBI chr 1:141,115,036...141,210,207
Ensembl chr 1:141,115,036...141,210,207
JBrowse link

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Path 1
Term Annotations click to browse term
  CHEBI ontology 19917
    role 19887
      biological role 19885
        antimicrobial agent 18272
          amikacin 13
Path 2
Term Annotations click to browse term
  CHEBI ontology 19917
    subatomic particle 19915
      composite particle 19915
        hadron 19915
          baryon 19915
            nucleon 19915
              atomic nucleus 19915
                atom 19915
                  main group element atom 19855
                    p-block element atom 19855
                      carbon group element atom 19794
                        carbon atom 19790
                          organic molecular entity 19790
                            heteroorganic entity 19548
                              organochalcogen compound 19307
                                organooxygen compound 19223
                                  carbohydrates and carbohydrate derivatives 15297
                                    carbohydrate 15297
                                      monosaccharide 4877
                                        aldose 3232
                                          aldohexose 2884
                                            glucose 2838
                                              D-glucose 2836
                                                D-glucopyranose 1811
                                                  alpha-D-glucose 173
                                                    alpha-D-glucoside 172
                                                      amikacin 13
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