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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 chr10:82,047,308...82,116,928
Ensembl chr10:82,047,863...82,117,109
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 chr15:103,695,415...103,927,980
Ensembl chr15:103,696,557...103,927,592
JBrowse link
G Casr calcium-sensing receptor increases activity ISO Amikacin results in increased activity of CASR protein CTD PMID:19884751 NCBI chr11:67,188,204...67,262,261
Ensembl chr11:67,188,630...67,258,771
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 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Pgd phosphogluconate dehydrogenase decreases activity EXP Amikacin results in decreased activity of PGD protein CTD PMID:15558954 NCBI chr 5:165,966,128...165,982,327 JBrowse link
G Tyr tyrosinase decreases activity ISO Amikacin results in decreased activity of TYR protein CTD PMID:23416261 NCBI chr 1:151,012,598...151,106,802
Ensembl chr 1:151,012,598...151,106,802
JBrowse link

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Term Annotations click to browse term
  CHEBI ontology 19810
    role 19758
      biological role 19758
        antimicrobial agent 17329
          amikacin 6
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
                            heteroorganic entity 19175
                              organochalcogen compound 18886
                                organooxygen compound 18809
                                  carbohydrates and carbohydrate derivatives 12196
                                    carbohydrate 12196
                                      monosaccharide 4034
                                        aldose 2550
                                          aldohexose 2193
                                            glucose 2155
                                              D-glucose 2155
                                                D-glucopyranose 1715
                                                  alpha-D-glucose 132
                                                    alpha-D-glucoside 131
                                                      amikacin 6
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