Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR2175)
Drug Name
Kanamycin
Synonyms
Kanamicina; Kanamicina [Italian]; Kanamycin Base; EQK9Q303C5; KANAMYCIN A; KM (the Antibiotic); Kanamycin [INN:BAN]; Kanamycin sulfate; Kanamycine; Kanamycine [INN-French]; Kanamycinum; Kanamycinum [INN-Latin]; kanamycin; 4,6-Diamino-2-hydroxy-1,3-cyclohexane 3,6'diamino-3,6'-dideoxydi-alpha-D-glucoside; BRN 0061647; C18H36N4O11; CHEBI:17630; EINECS 200-411-7; Glucopyranoside, 4,6-diamino-2-hydroxy-1,3-cyclohexylene 3,6'-diamino-3,6'-dideoxydi-, D-; HSDB 3107; KAN; UNII-EQK9Q303C5
Indication Pulmonary tuberculosis [ICD11: 1B10] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 484.5 Topological Polar Surface Area 283
Heavy Atom Count 33 Rotatable Bond Count 6
Hydrogen Bond Donor Count 11 Hydrogen Bond Acceptor Count 15
Cross-matching ID
PubChem CID
6032
ChEBI ID
CHEBI:17630
CAS Number
59-01-8
Formula
C18H36N4O11
Canonical SMILES
C1C(C(C(C(C1N)OC2C(C(C(C(O2)CN)O)O)O)O)OC3C(C(C(C(O3)CO)O)N)O)N
InChI
1S/C18H36N4O11/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17/h4-18,23-29H,1-3,19-22H2/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1
InChIKey
SBUJHOSQTJFQJX-NOAMYHISSA-N
The Predicted Metabolic Roadmap of This Drug
The Full List of Predicted Drug Metabolites (PDM) of This Drug
PDM Name PDM ID PubChem ID Reaction PDM Level Biosystem
Kanamycin M1 PDM013846
209916
Hydrolysis - Glycoside hydrolysis 1 Human
Kanamycin M10 PDM013855 N. A. Conjugation - Sulfation of primary alcohol 1 Human
Kanamycin M2 PDM013847
11008505
Hydrolysis - Glycoside hydrolysis 1 Human
Kanamycin M3 PDM013848 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Kanamycin M4 PDM013849 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Kanamycin M5 PDM013850 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Kanamycin M6 PDM013851 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Kanamycin M7 PDM013852 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Kanamycin M8 PDM013853 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Kanamycin M9 PDM013854 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Aminoglycoside O-phosphotransferase (aphA6) DME1068 Acinetobacter baumannii
KKA6_ACIBA
2.7.1.95
[2]
Aminoglycoside phosphotransferase (aph-Ib) DME1090 Campylobacter jejuni
A0A075C7U3_CAMJU
2.7.1.190
[3]
Endoglucanase Y (EGY) DME1641 Lactobacillus gasseri
A0A256VAC0_LACRE
3.2.1.136
[4]
Endoglucanase Y (EGY) DME1642 Lactobacillus johnsonii
A0A256VAC0_LACRE
3.2.1.136
[4]
Kanamycin/gentamycin-resistance enzyme (aacA) DME1091 Campylobacter coli
J3S7E2_CAMCO
2.7.1.190
[3]
References
1 Kanamycin was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Relationship between antimicrobial resistance and aminoglycoside-modifying enzyme gene expressions in Acinetobacter baumannii. Chin Med J (Engl). 2005 Jan 20;118(2):141-5.
3 Cloning and expression of novel aminoglycoside phosphotransferase genes from Campylobacter and their role in the resistance to six aminoglycosides. Antimicrob Agents Chemother. 2017 Dec 21;62(1). pii: e01682-17.
4 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.

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.