General Information of Drug (ID: DR2387)
Drug Name
Streptomycin
Synonyms
Streptomicina [Italian]; Streptomycin A; Streptomycin A sulfate; Streptomycin [INN:BAN]; Streptomycin sulfate; Streptomycin sulphate; Streptomycine; Streptomycinum; Streptomyzin [German]; Agrept; Agrimycin; Chemform; Estreptomicina [INN-Spanish]; Hokko-mycin; Neodiestreptopab; Strepcen; Y45QSO73OB; streptomycin; 2,4-Diguanidino-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-(2-deoxy-2-methylamino-alpha-L-glucopyranosyl)-3-C-formyl-beta-L-lyxopentanofuranoside; 57-92-1; CHEBI:17076; Caswell No. 804; Gerox; NSC-14083; UNII-Y45QSO73OB
Indication Infectious endocarditis [ICD11: BB40] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 581.6 Topological Polar Surface Area 336
Heavy Atom Count 40 Rotatable Bond Count 9
Hydrogen Bond Donor Count 12 Hydrogen Bond Acceptor Count 15
Cross-matching ID
PubChem CID
19649
ChEBI ID
CHEBI:17076
CAS Number
57-92-1
Formula
C21H39N7O12
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)(C=O)O
InChI
1S/C21H39N7O12/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/h4-18,26,29,31-36H,3H2,1-2H3,(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
UCSJYZPVAKXKNQ-HZYVHMACSA-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
Streptomycin M1 PDM013967
439369
Reduction - Reduction of aldehyde 1 Human
Streptomycin M10 PDM013976 N. A. Conjugation - Sulfation of primary alcohol 1 Human
Streptomycin M2 PDM013968 N. A. Oxidation - Aldehyde oxidation 1 Human
Streptomycin M3 PDM013969 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Streptomycin M4 PDM013970 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Streptomycin M5 PDM013971 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Streptomycin M6 PDM013972 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Streptomycin M7 PDM013973 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Streptomycin M8 PDM013974 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Streptomycin M9 PDM013975 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 adenylyltransferase (aadA1a) DME1632 Salmonella enterica
Q6YLD2_SALER
2.7.7.46
[2]
Aminoglycoside O-phosphotransferase (aphA6) DME1068 Acinetobacter baumannii
KKA6_ACIBA
2.7.1.95
[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]
Phosphotransferase enzyme strA (strA) DME2102 Erwinia amylovora
Q79DN3_ERWAM
2.7.3.9
[5]
Phosphotransferase enzyme strB (strB) DME2103 Erwinia amylovora
Q57204_ERWAM
2.7.3.9
[5]
Unclear metabolic mechanism (DME-unclear) DME1279 Methanobrevibacter oralis Not Available Not Available [6]
Unclear metabolic mechanism (DME-unclear) DME1280 Methanobrevibacter smithii Not Available Not Available [6]
Unclear metabolic mechanism (DME-unclear) DME1281 Methanomassiliicoccus luminyensis Not Available Not Available [6]
Unclear metabolic mechanism (DME-unclear) DME1282 Methanosphaera stadtmanae Not Available Not Available [6]
⏷ Show the Full List of 10  DME(s)
References
1 Streptomycin was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Structural mechanism of AadA, a dual-specificity aminoglycoside adenylyltransferase from Salmonella enterica. J Biol Chem. 2018 Jul 20;293(29):11481-11490.
3 Relationship between antimicrobial resistance and aminoglycoside-modifying enzyme gene expressions in Acinetobacter baumannii. Chin Med J (Engl). 2005 Jan 20;118(2):141-5.
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.
5 Genetic analysis of streptomycin-resistant (Sm(R)) strains of Erwinia amylovora suggests that dissemination of two genotypes is responsible for the current distribution of Sm(R) E. amylovora in Michigan. Phytopathology. 2011 Feb;101(2):182-91.
6 The antimicrobial resistance pattern of cultured human methanogens reflects the unique phylogenetic position of archaea. J Antimicrob Chemother. 2011 Sep;66(9):2038-44.

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