SRY

STREPTOMYCIN

Created:	2000-08-25
Last modified:	2020-06-05

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26 entries where SRY is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	79
Chiral Atom Count	15
Bond Count	81
Aromatic Bond Count	0

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Chemical Component Summary
Name	STREPTOMYCIN
Synonyms	STREPTOMYCIN A
Systematic Name (OpenEye OEToolkits)	1-[(1R,2R,3S,4R,5R,6S)-3-carbamimidamido-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-methylamino-oxan-2-yl]oxy-4-hydroxy-4-methanoyl-5-methyl-oxolan-2-yl]oxy-2,5,6-trihydroxy-cyclohexyl]guanidine
Formula	C₂₁ H₃₉ N₇ O₁₂
Molecular Weight	581.574
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=CC3(O)C(OC1OC(C(O)C(O)C1NC)CO)C(OC2C(NC(=[N@H])N)C(O)C(NC(=[N@H])N)C(O)C2O)OC3C
SMILES	CACTVS	3.385	CN[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1O[CH]2[CH](O[CH](C)[C]2(O)C=O)O[CH]3[CH](O)[CH](O)[CH](NC(N)=N)[CH](O)[CH]3NC(N)=N
SMILES	OpenEye OEToolkits	1.7.5	CC1C(C(C(O1)OC2C(C(C(C(C2O)O)NC(=N)N)O)NC(=N)N)OC3C(C(C(C(O3)CO)O)O)NC)(C=O)O
Canonical SMILES	CACTVS	3.385	CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@H]2[C@@H](O[C@@H](C)[C@]2(O)C=O)O[C@H]3[C@H](O)[C@@H](O)[C@H](NC(N)=N)[C@@H](O)[C@@H]3NC(N)=N
Canonical SMILES	OpenEye OEToolkits	1.7.5	[H]/N=C(/N)\N[C@@H]1[C@H]([C@@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2[C@@H]([C@]([C@@H](O2)C)(C=O)O)O[C@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)NC)N/C(=N\[H])/N)O
InChI	InChI	1.03	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	InChI	1.03	UCSJYZPVAKXKNQ-HZYVHMACSA-N

Drug Info: DrugBank

DrugBank ID	DB01082
Name	Streptomycin
Groups	approved vet_approved
Description	Streptomycin, an antibiotic derived from _Streptomyces griseus_, was the first aminoglycoside to be discovered and used in practice in the 1940s.[A233325,A233390] Selman Waksman and eventually Albert Schatz were recognized with the Nobel Prize in Medicine for their discovery of streptomycin and its antibacterial activity.[A233325,A232294] Although streptomycin was the first antibiotic determined to be effective against mycobacterium tuberculosis, it has fallen out of favor due to resistance and is now primarily used as adjunctive treatment in cases of multi-drug resistant tuberculosis.[A233325]
Synonyms	2,4-diguanidino-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-(2-deoxy-2-methylamino-alpha-L-glucopyranosyl)-3-C-formyl-beta-L-lyxopentanofuranoside Streptomicina Streptomyzin Streptomycin Sulfate Streptomycin Estreptomicina
Brand Names	Streptomycin Streptomycin Sulfate Injection USP 1g/2.5ml Streptomycin for Injection USP Streptomycin Sulfate
Indication	Although streptomycin was the first antibiotic available for the treatment of mycobacterium tuberculosis, it is now largely a second line option due to resistance and toxicity.[A233320] Streptomycin may also be used to treat a variety of other infections caused by susceptible strains of aerobic bacteria where other less toxic agents are ineffective. Examples include: _Yersinia pestis_, _Francisella tularensis_, _Brucella_, _Calymmatobacterium granulomatis_ (donovanosis, granuloma inguinale), _H. ducreyi_ (chancroid), _H. influenzae_ (in respiratory, endocardial, and meningeal infections - concomitantly with another antibacterial agents). _K. pneumoniae_ pneumonia (concomitantly with another antibacterial agent), _E.coli_, _Proteus_, _A.aerogenes_, _K. pneumoniae_, and _Enterococcus faecalis_ in urinary tract infections, _Streptococcus viridans_, _Enterococcus faecalis_ (in endocardial infections - concomitantly with penicillin), and Gram-negative bacillary bacteremia (concomitantly with another antibacterial agent).
Categories	Agents that produce neuromuscular block (indirect) Alimentary Tract and Metabolism Aminoglycoside Antibacterials Anti-Bacterial Agents Anti-Infective Agents Antibacterials for Systemic Use Antidiarrheals, Intestinal Antiinflammatory/antiinfective Agents Antiinfectives for Systemic Use Antimycobacterials Drugs for Treatment of Tuberculosis Drugs that are Mainly Renally Excreted Drugs that are Mainly Renally Excreted with a Narrow Therapeutic Index Glycosides Intestinal Antiinfectives Narrow Therapeutic Index Drugs Nephrotoxic agents OAT1/SLC22A6 inhibitors Protein Synthesis Inhibitors Streptomycins
ATC-Code	J04AM01 J01GA01 A07AA54 A07AA04
CAS number	57-92-1

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
16S ribosomal RNA	-	unknown	inhibitor
23S ribosomal RNA	-	unknown	inhibitor
30S ribosomal protein S12	MATVNQLVRKPRARKVAKSNVPALEACPQKRGVCTRVYTTTPKKPNSALR...	unknown	inhibitor
Cytoplasmic membrane	-	unknown	incorporation into and destabilization
Bacterial outer membrane	-	unknown	incorporation into and destabilization
Protein-arginine deiminase type-4	MAQGTLIRVTPEQPTHAVCVLGTLTQLDICSSAPEDCTSFSINASPGVVV...	unknown	inhibitor
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682