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

General Information of Drug (ID: DR0507)
Drug Name
Dihydrostreptomycin
Synonyms
Dihidroestreptomicina; Dihydrostreptomycin [INN:BAN]; Dihydrostreptomycine; Dihydrostreptomycine [INN-French]; Dihydrostreptomycinum; Diidrostreptomicina; Diidrostreptomicina [DCIT]; P2I6R8W6UA; Streptomycin, dihydro-; Vibriomycin; dihydrostreptomycin; 128-46-1; Abiocine; CHEBI:38291; DHMS; N,N'''-[(1R,2R,3S,4R,5R,6S)-4-({5-deoxy-2-O-[2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl]-3-C-(hydroxymethyl)-alpha-L-lyxofuranosyl}oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine; UNII-P2I6R8W6UA
Indication Pulmonary tuberculosis [ICD11: 1B10] Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 583.6 Topological Polar Surface Area 340
Heavy Atom Count 40 Rotatable Bond Count 9
Hydrogen Bond Donor Count 13 Hydrogen Bond Acceptor Count 15
Cross-matching ID
PubChem CID
439369
ChEBI ID
CHEBI:38291
CAS Number
128-46-1
Formula
C21H41N7O12
Canonical SMILES
CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(CO)O
InChI
1S/C21H41N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h5-18,26,29-36H,3-4H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1
InChIKey
ASXBYYWOLISCLQ-HZYVHMACSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Dihydrostreptomycin 6-phosphate DM003827
439445
Conjugation - Phosphorylation 1 [2]
Streptomycin DM003825
19649
Oxidation - Oxidationn 1 [4]
Streptomycin 6-phosphate DM003826
11953794
Conjugation - Phosphorylation 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR004175 Dihydrostreptomycin Streptomycin Oxidation - Oxidationn ddsor [4]
MR004177 Dihydrostreptomycin Dihydrostreptomycin 6-phosphate Conjugation - Phosphorylation atdk [2]
MR004176 Streptomycin Streptomycin 6-phosphate Conjugation - Phosphorylation atdk [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
adenosine 5'-triphosphate-dependent kinase (atdk) DMEN152 . Not Available Not Available [2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
dihydrostreptomycin oxidoreductase (ddsor) DMEN151 . Not Available Not Available [4]
References
1 Dihydrostreptomycin Sulfate - A semi-synthetic aminoglycoside antibiotic that is used in the treatment of TUBERCULOSIS.
2 Streptomycin resistance in a streptomycin-producing microorganism
3 Troglitazone induces CYP3A4 activity leading to falsely abnormal dexamethasone suppression test. J Clin Endocrinol Metab. 2003 Jul;88(7):3113-6.
4 Biosynthesis of streptomycin. Enzymic oxidation of dihydrostreptomycin (6-phosphate) to streptomycin (6-phosphate) with a particulate fraction of Streptomyces griseus

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