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

General Information of Drug (ID: DR1606)
Drug Name
Tobramycin
Synonyms
Tenebrimycin; Tenemycin; Tobacin; Tobracin; Tobradex; Tobradistin; Tobralex; Tobramaxin; Tobramicin; Tobramicina; Tobramicina [INN-Spanish]; Tobramitsetin; Tobramycetin; Tobramycin Base; Tobramycine; Tobramycine [INN-French]; Tobramycinum; Tobramycinum [INN-Latin]; Tobrased; Tobrasone; Tobrex; tobramycin; 1-Epitobramycin; 3'-Deoxykanamycin B; 32986-56-4; Aktob; Tobi; Deoxykanamycin B; Gotabiotic; Lilly 47663; NEBRAMYCIN; Nebcin; Nebicin; Nebramycin 6; Nebramycin VI; Nebramycin factor 6; Obramycin; TOBRAMYCIN SULFATE; UNII-VZ8RRZ51VK
Indication Conjunctivitis [ICD11: 9A60] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 467.5 Topological Polar Surface Area 268
Heavy Atom Count 32 Rotatable Bond Count 6
Hydrogen Bond Donor Count 10 Hydrogen Bond Acceptor Count 14
Cross-matching ID
PubChem CID
36294
ChEBI ID
CHEBI:28864
CAS Number
32986-56-4
TTD Drug ID
D07BCT
Formula
C18H37N5O9
Canonical SMILES
C1C(C(C(C(C1N)OC2C(C(C(C(O2)CO)O)N)O)O)OC3C(CC(C(O3)CN)O)N)N
InChI
1S/C18H37N5O9/c19-3-9-8(25)2-7(22)17(29-9)31-15-5(20)1-6(21)16(14(15)28)32-18-13(27)11(23)12(26)10(4-24)30-18/h5-18,24-28H,1-4,19-23H2/t5-,6+,7+,8-,9+,10+,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1
InChIKey
NLVFBUXFDBBNBW-PBSUHMDJSA-N
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Aminoglycoside N-acetyltransferase (aacC2) DME1172 Acinetobacter baumannii
AAC6_ACIBA
2.3.1.82
[2]
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]
Kanamycin/gentamycin-resistance enzyme (aacA) DME1091 Campylobacter coli
J3S7E2_CAMCO
2.7.1.190
[3]
RNA cytidine acetyltransferase (hALP) DME0007 Homo sapiens
NAT10_HUMAN
2.3.1.5
[4]
References
1 Tobramycin 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 Genetic analysis of bacterial acetyltransferases: identification of amino acids determining the specificities of the aminoglycoside 6'-N-acetyltransferase Ib and IIa proteins. J Bacteriol. 1992 May;174(10):3196-203.

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