General Information of Drug (ID: DM5PDRB)

Drug Name
Amikacin Drug Info
Synonyms
Amicacin; Amikacina; Amikacine; Amikacinum; Amikavet; Amikin; Arikace; Briclin; Kaminax; Lukadin; Mikavir; AMIKACIN SULFATE; Amikacin Base; Amikacin Dihydrate; ANTIBIOTIC BB-K8; Amiglyde-V; Amikacin & Tumor Necrosis Factor; Amikacin (USP); Amikacina [INN-Spanish]; Amikacine [INN-French]; Amikacinum [INN-Latin]; Amikin(Disulfate); Antibiotic BB-K 8; BB-K 8; BB-K8; Amiglyde-V (TN); Amikacin (USP/INN); Amikacin [USAN:BAN:INN]; O-3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-6))-N(sup 3)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-L-streptamine; 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; O-3-Amino-3-deoxy-.alpha.-D-glucopyranosyl-(1->6)-O-[6-amino-6-deoxy-.alpha.-D-glucopyranosyl-(1->4)]-1-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-D-streptamine; (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; (2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxybutanamide; (2S)-4-amino-N-{(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-deoxy-alpha-D-glucopyranosyl)oxy]-4-[(6-amino-6-deoxy-alpha-D-glucopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanamide; 1-N-(L(-)-gamma-Amino-alpha-hydroxybutyryl)kanamycin A
Indication
Disease Entry ICD 11 Status REF
Bacteremia 1A73 Approved [1]
Bacterial infection 1A00-1C4Z Approved [2]
Cholangitis Approved [1]
Cystic fibrosis CA25 Approved [1]
Escherichia coli meningitis Approved [1]
Neonatal sepsis Approved [1]
Osteomyelitis Approved [1]
Pneumonia caused by gram negative bacteria Approved [1]
Pseudomonas aeruginosa infectious disease Approved [1]
Staphylococcal pneumonia Approved [1]
Tuberculosis 1B10-1B1Z Investigative [3]
Therapeutic Class
Antibiotics
Cross-matching ID
PubChem CID
37768
ChEBI ID
CHEMBL177
CAS Number
CAS 37517-28-5
TTD Drug ID
DM5PDRB
INTEDE Drug ID
DR2167
ACDINA Drug ID
D00832

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DME
DOT
Drug Status:
Approved Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Tetracycline DMZA017 Acne vulgaris ED80 Approved [10]
Framycetin DMF8DNE Acute liver failure DB91 Approved [11]
Netilmicin DMRD1QK Bacterial infection 1A00-1C4Z Approved [12]
Clomocycline DM0ZRMQ Bacterial infection 1A00-1C4Z Approved [13]
Spectinomycin DM0MQ35 Acute gonococcal cervicitis Approved [14]
Paromomycin DM1AGXN Amoebiasis 1A36 Approved [15]
Lymecycline DMOMLHJ Bacterial infection 1A00-1C4Z Approved [16]
Rolitetracycline DMBR5Q7 Acne vulgaris ED80 Approved [17]
Meclocycline DMSFQ8I Bacterial infection 1A00-1C4Z Approved [18]
Minocycline DMVN5OH Acne vulgaris ED80 Approved [19]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Gentamicin DMKINJO Bacteremia 1A73 Approved [5]
Tobramycin DMUI0CH Bacteremia 1A73 Approved [5]
Framycetin DMF8DNE Acute liver failure DB91 Approved [5]
Netilmicin DMRD1QK Bacterial infection 1A00-1C4Z Approved [5]
Kanamycin DM2DMPO Bacteremia 1A73 Approved [5]
Streptomycin DME1LQN Bacterial infection 1A00-1C4Z Approved [5]
⏷ Show the Full List of 6 Drug(s)
Drug(s) Metabolized By Endoglucanase Y (EGY)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Gentamicin DMKINJO Bacteremia 1A73 Approved [6]
Colistin DMMD9QE Pseudomonas infection 1B92 Approved [6]
Kanamycin DM2DMPO Bacteremia 1A73 Approved [6]
Streptomycin DME1LQN Bacterial infection 1A00-1C4Z Approved [6]
Drug(s) Affected By Antileukoproteinase (SLPI)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Primidone DM0WX6I Epilepsy 8A60-8A68 Approved [8]
Fexofenadine DM17ONX Allergic rhinitis CA08.0 Approved [8]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [20]
Lumiracoxib DM1S4AG Chronic renal failure GB61.Z Approved [8]
Clavulanate DM2FGRT Bacteremia 1A73 Approved [8]
Rofecoxib DM3P5DA Osteoarthritis FA00-FA05 Approved [8]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [8]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [21]
Penbutolol DM4ES8F Hypertension BA00-BA04 Approved [8]
Nefazodone DM4ZS8M Major depressive disorder 6A70.3 Approved [8]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Interleukin-8 (CXCL8)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrocortisone DMGEMB7 Acne vulgaris ED80 Approved [22]
Nicotine DMWX5CO Lung cancer 2C25.0 Approved [23]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [24]
Pantothenic acid DM091H2 Vitamin deficiency 5B55-5B71 Approved [25]
Mechlorethamine DM0CVXA Chronic myelogenous leukaemia 2A20.0 Approved [26]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [27]
Fexofenadine DM17ONX Allergic rhinitis CA08.0 Approved [8]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [28]
Nitric Oxide DM1RBYG Hypertension BA00-BA04 Approved [29]
Lumiracoxib DM1S4AG Chronic renal failure GB61.Z Approved [8]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Fexofenadine DM17ONX Allergic rhinitis CA08.0 Approved [8]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [8]
Penbutolol DM4ES8F Hypertension BA00-BA04 Approved [8]
Nefazodone DM4ZS8M Major depressive disorder 6A70.3 Approved [8]
Isoniazid DM5JVS3 Latent tuberculosis infection Approved [8]
Nevirapine DM6HX9B Human immunodeficiency virus infection 1C62 Approved [8]
Promethazine DM6I5GR Hyperemesis gravidarum Approved [8]
Etodolac DM6WJO9 Osteoarthritis FA00-FA05 Approved [8]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [30]
Trihexyphenidyl DMB19L8 Dystonia 8A02 Approved [8]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Quercetin DM3NC4M Obesity 5B81 Approved [31]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [32]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [33]
Zoledronate DMIXC7G Adenocarcinoma 2D40 Approved [34]
Temozolomide DMKECZD Adenocarcinoma 2D40 Approved [35]
Diethylstilbestrol DMN3UXQ Gonorrheal vaginitis GA02 Approved [36]
Cupric Sulfate DMP0NFQ Fungal infection 1F29-1F2F Approved [37]
Methamphetamine DMPM4SK Anxiety Approved [38]
Azacitidine DMTA5OE Acute myelogenous leukaemia 2A41 Approved [39]
Amphotericin B DMTAJQE Acne vulgaris ED80 Approved [40]
⏷ Show the Full List of 10 Drug(s)

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Staphylococcus 30S ribosomal subunit (Stap-coc pbp2) TTQ8KVI F4NA87_STAAU Binder [4]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Aminoglycoside O-phosphotransferase (aphA6) DEWPAJD KKA6_ACIBA Substrate [5]
Endoglucanase A (EGA) DE1C8Q4 A0A660DUI5_9LACO Substrate [6]
Endoglucanase Y (EGY) DE2AZTG A0A256VAC0_LACRE Substrate [6]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-1 (PLCB1) OT9HYT7A PLCB1_HUMAN Drug Response [7]
Antileukoproteinase (SLPI) OTUNFUU8 SLPI_HUMAN Gene/Protein Processing [8]
Interleukin-8 (CXCL8) OTS7T5VH IL8_HUMAN Gene/Protein Processing [8]
PTB-containing, cubilin and LRP1-interacting protein (PID1) OT5YJ7FI PCLI1_HUMAN Gene/Protein Processing [8]
Tyrosinase OTX54MAA TYRO_HUMAN Gene/Protein Processing [9]

References

1 Amikacin FDA Label
2 Emerging drugs for bacterial urinary tract infections. Expert Opin Emerg Drugs. 2005 May;10(2):275-98.
3 The ChEMBL database in 2017. Nucleic Acids Res. 2017 Jan 4;45(D1):D945-D954.
4 Bacterial resistance to aminoglycosides and beta-lactams: the Tn1331 transposon paradigm. Front Biosci. 2000 Jan 1;5:D20-9.
5 Relationship between antimicrobial resistance and aminoglycoside-modifying enzyme gene expressions in Acinetobacter baumannii. Chin Med J (Engl). 2005 Jan 20;118(2):141-5.
6 Expression of Clostridium thermocellum endoglucanase gene in Lactobacillus gasseri and Lactobacillus johnsonii and characterization of the genetically modified probiotic lactobacilli. Curr Microbiol. 2000 Apr;40(4):257-63.
7 ADReCS-Target: target profiles for aiding drug safety research and application. Nucleic Acids Res. 2018 Jan 4;46(D1):D911-D917. doi: 10.1093/nar/gkx899.
8 An in vitro coculture system of human peripheral blood mononuclear cells with hepatocellular carcinoma-derived cells for predicting drug-induced liver injury. Arch Toxicol. 2021 Jan;95(1):149-168. doi: 10.1007/s00204-020-02882-4. Epub 2020 Aug 20.
9 Modulation of melanogenesis and antioxidant defense system in melanocytes by amikacin. Toxicol In Vitro. 2013 Apr;27(3):1102-8.
10 The glycylcyclines: a comparative review with the tetracyclines. Drugs. 2004;64(1):63-88.
11 Characterization of a 30S ribosomal subunit assembly intermediate found in Escherichia coli cells growing with neomycin or paromomycin. Arch Microbiol. 2008 May;189(5):441-9.
12 Ribosomal resistance in the gentamicin producer organism Micromonospora purpurea. Antimicrob Agents Chemother. 1982 Aug;22(2):231-6.
13 Molecular dynamics simulations of the 30S ribosomal subunit reveal a preferred tetracycline binding site. J Am Chem Soc. 2008 Jan 30;130(4):1114-5.
14 Functional insights from the structure of the 30S ribosomal subunit and its interactions with antibiotics. Nature. 2000 Sep 21;407(6802):340-8.
15 Aminoglycoside association pathways with the 30S ribosomal subunit. J Phys Chem B. 2009 May 21;113(20):7322-30.
16 Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34.
17 Reversed-phase high-performance liquid chromatography coupled to ultraviolet and electrospray time-of-flight mass spectrometry on-line detection fo... J Chromatogr A. 2008 Jun 27;1195(1-2):107-16.
18 Detection of tetracycline resistance genes by PCR methods. Methods Mol Biol. 2004;268:3-13.
19 Functional, biophysical, and structural bases for antibacterial activity of tigecycline. Antimicrob Agents Chemother. 2006 Jun;50(6):2156-66.
20 Global gene expression analysis reveals differences in cellular responses to hydroxyl- and superoxide anion radical-induced oxidative stress in caco-2 cells. Toxicol Sci. 2010 Apr;114(2):193-203. doi: 10.1093/toxsci/kfp309. Epub 2009 Dec 31.
21 Transcriptional and Metabolic Dissection of ATRA-Induced Granulocytic Differentiation in NB4 Acute Promyelocytic Leukemia Cells. Cells. 2020 Nov 5;9(11):2423. doi: 10.3390/cells9112423.
22 Monomeric and oligomeric flavanols maintain the endogenous glucocorticoid response in human macrophages in pro-oxidant conditions in vitro. Chem Biol Interact. 2018 Aug 1;291:237-244.
23 Nicotine up-regulates IL-8 expression in human gingival epithelial cells following stimulation with IL-1 or P. gingivalis lipopolysaccharide via nicotinic acetylcholine receptor signalling. Arch Oral Biol. 2012 May;57(5):483-90. doi: 10.1016/j.archoralbio.2011.10.007. Epub 2011 Nov 25.
24 Ca(2+) Signaling and IL-8 Secretion in Human Testicular Peritubular Cells Involve the Cation Channel TRPV2. Int J Mol Sci. 2018 Sep 19;19(9):2829. doi: 10.3390/ijms19092829.
25 Calcium pantothenate modulates gene expression in proliferating human dermal fibroblasts. Exp Dermatol. 2009 Nov;18(11):969-78. doi: 10.1111/j.1600-0625.2009.00884.x. Epub 2009 Apr 8.
26 Nitrogen mustard prevents transport of Fra-1 into the nucleus to promote c-Fos- and FosB-dependent IL-8 induction in injured mouse epidermis. Toxicol Lett. 2020 Feb 1;319:256-263. doi: 10.1016/j.toxlet.2019.10.006. Epub 2019 Oct 19.
27 ERE-independent ERalpha target genes differentially expressed in human breast tumors. Mol Cell Endocrinol. 2005 Dec 21;245(1-2):53-9. doi: 10.1016/j.mce.2005.10.003. Epub 2005 Nov 17.
28 Gypenosides protect retinal pigment epithelium cells from oxidative stress. Food Chem Toxicol. 2018 Feb;112:76-85.
29 Nitric oxide synthase inhibitors attenuate ozone-induced airway inflammation in guinea pigs. Possible role of interleukin-8. Am J Respir Crit Care Med. 2000 Jan;161(1):249-56. doi: 10.1164/ajrccm.161.1.9804096.
30 Comparison of HepG2 and HepaRG by whole-genome gene expression analysis for the purpose of chemical hazard identification. Toxicol Sci. 2010 May;115(1):66-79.
31 Comparison of phenotypic and transcriptomic effects of false-positive genotoxins, true genotoxins and non-genotoxins using HepG2 cells. Mutagenesis. 2011 Sep;26(5):593-604.
32 Phenotypic characterization of retinoic acid differentiated SH-SY5Y cells by transcriptional profiling. PLoS One. 2013 May 28;8(5):e63862.
33 Integrative omics data analyses of repeated dose toxicity of valproic acid in vitro reveal new mechanisms of steatosis induction. Toxicology. 2018 Jan 15;393:160-170.
34 Interleukin-19 as a translational indicator of renal injury. Arch Toxicol. 2015 Jan;89(1):101-6.
35 Temozolomide induces activation of Wnt/-catenin signaling in glioma cells via PI3K/Akt pathway: implications in glioma therapy. Cell Biol Toxicol. 2020 Jun;36(3):273-278. doi: 10.1007/s10565-019-09502-7. Epub 2019 Nov 22.
36 Gene expression profiling in Ishikawa cells: a fingerprint for estrogen active compounds. Toxicol Appl Pharmacol. 2009 Apr 1;236(1):85-96.
37 Physiological and toxicological transcriptome changes in HepG2 cells exposed to copper. Physiol Genomics. 2009 Aug 7;38(3):386-401.
38 Inhibition of PLC1 signaling pathway regulates methamphetamine self-administration and neurotoxicity in rats. Food Chem Toxicol. 2021 Mar;149:111970. doi: 10.1016/j.fct.2021.111970. Epub 2021 Jan 7.
39 Reduction of phosphoinositide-phospholipase C beta1 methylation predicts the responsiveness to azacitidine in high-risk MDS. Proc Natl Acad Sci U S A. 2009 Sep 29;106(39):16811-6. doi: 10.1073/pnas.0907109106. Epub 2009 Sep 10.
40 Differential expression of microRNAs and their predicted targets in renal cells exposed to amphotericin B and its complex with copper (II) ions. Toxicol Mech Methods. 2017 Sep;27(7):537-543. doi: 10.1080/15376516.2017.1333554. Epub 2017 Jun 8.