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
Accession: CHEBI:2637
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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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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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