홈MCP워크벤치Skills
홈워크벤치알림마이페이지
Huagongshe 오픈 프로젝트:[email protected]AI 접속: llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.7.8
  1. 홈
  2. /화합물

스트렙토마이신

Streptomycin

HCID 19649
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
57-92-1
표준 SMILES
CN[C@@H]1[C@H](O[C@H]2[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](N=C(N)N)[C@@H](O)[C@@H]3N=C(N)N)O[C@@H](C)[C@]2(O)C=O)O[C@@H](CO)[C@H](O)[C@H]1O
InChIKey
UCSJYZPVAKXKNQ-HZYVHMACSA-N
분자식
C21H39N7O12
평균 분자량
581.6 g/mol
단동위원소 질량
581.2656697

개요

Streptomycin is a amino cyclitol glycoside that consists of streptidine having a disaccharyl moiety attached at the 4-position. The parent of the streptomycin class. It has a role as an antimicrobial agent, an antimicrobial drug, an antibacterial drug, a protein synthesis inhibitor, a bacterial metabolite and an antifungal agrochemical. It is a member of streptomycins, an antibiotic antifungal drug and an antibiotic fungicide. It is functionally related to a streptidine. It is a conjugate base of a streptomycin(3+).

이름 및 식별자

우선 이름
Streptomycin
IUPAC
2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine
현지명
스트렙토마이신
영어명
Streptomycin
분자식
C21H39N7O12
분자량
581.57

이름 및 동의어

streptomycin57-92-1StreptomycineAgrimycinStrepcenAgreptGeroxStreptomicinaStreptomycinumStreptomyzinHokko-mycinEstreptomicina
이름 더 보기
스트렙토마이신NSC 14083StrepomycinSTREPTOMYCIN ANeodiestreptopabStreptomycin (Oral)Streptomycin (Inj.)Streptomycin USP/EP/BP
CHEBI:17076Y45QSO73OB2,4-Diguanidino-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-(2-deoxy-2-methylamino-alpha-L-glucopyranosyl)-3-C-formyl-beta-L-lyxopentanofuranosideDTXSID40235972-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidineD-Streptamine, O-2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1-2)-O-5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl-(1-4)-N,N'-bis(aminoiminomethyl)-NSC-14083D-Streptamine, O-2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1.fwdarw.2)-O-5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl-(1.fwdarw.4)-N,N'-bis(aminoiminomethyl)-

데이터베이스 식별자

CAS
57-92-1

물성

구조 계산 물성

XLogP
-8
극성 표면적
336 Ų
수소 결합 공여자 수
12
수소 결합 수용자 수
15
회전 가능 결합 수
9
무거운 원자 수
40
형식 전하
0
복잡도
940

실험 및 물리화학적 성질

Chemical ClassesOther Uses -> Pharmaceuticals
Drugs · 2건

Pharmaceuticals -> Antibiotics

Pharmaceuticals -> Antibiotics

pHHighly polar organic base
SpringerMaterials PropertiesCorrosion
Pesticides · 3건

Bactericides

Active substance -> EU Pesticides database: Not approved

Veterinary substances, Bactericides, Fungicides

LogP-6.4
OdorOdorless or nearly so
TasteSlightly bitter taste
Color/FormHygroscopic powder
Solubility · 4건

White to light gray or pale buff powder; faint amine-like odor; solubility in mg/mL at about 28 °C: water greater than 20; methanol 0.85; ethanol 0.30; isopropanol 0.01; petroleum ether 0.015; carbon tetrachloride 0.035; ether 0.035, Practically insoluble in chloroform. /Streptomycin sesquisulfate/

Soluble in water

Very soluble in water

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

Warning

H351 (34.9%): Suspected of causing cancer [Warning Carcinogenicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 109 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

유해성 정보

Regulatory Information · 3건

Streptomycin is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)

2004/129/EC

Streptomycin: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards SummaryImmunological contact urticaria documented in pharmaceutical and healthcare workers; [Kanerva, p. 219]
FDA Requirements · 5건

The Approved Drug Products with Therapeutic Equivalence Evaluations identifies currently marketed prescription drug products, including streptomycin sulfate, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. /Streptomycin sulfate/

The Generic Animal Drug and Patent Restoration act requires that each sponsor of an approved animal drug must submit to the FDA certain information regarding patents held for the animal drug or its method of use. The Act requires that this information, as well as a list of all animal drug products approved for safety and effectiveness, be made available to the public. Streptomycin is included on this list.

The Generic Animal Drug and Patent Restoration act requires that each sponsor of an approved animal drug must submit to the FDA certain information regarding patents held for the animal drug or its method of use. The Act requires that this information, as well as a list of all animal drug products approved for safety and effectiveness, be made available to the public. Streptomycin sulfate is included on this list. /Streptomycin sulfate/

화학 및 산업

약리 정보

ATC Code · 4건

J - Antiinfectives for systemic use

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

QJ - Antiinfectives for systemic use

Pharmacodynamics · 1건

Although streptomycin originally had broad gram-negative and gram-positive coverage, its spectrum of activity has been significantly narrowed due to antibiotic resistance. Streptomycins current spectrum of activity includes susceptible strains of Yersinia pestis, Francisella tularensis, Brucella, Calymmatobacterium granulomatis, H. ducreyi, H. influenza, K. pneumoniae pneumonia, E.coli, Proteus, A. aerogenes, K. pneumoniae, Enterococcus faecalis, Streptococcus viridans, Enterococcus faecalis, and Gram-negative bacillary bacteremia. Streptomycin is not reliably active against pseudomonas aeruginosa. Similar to other aminoglycosides, streptomycin is considered to have a narrow therapeutic index. Characteristic toxicities of streptomycin include nephrotoxicity and ototoxicity. Patients should be carefully monitored for early signs of hearing loss and vestibular dysfunction in order to prevent permanent damage to sensorineural cells. Neuromuscular blockade has also been rarely reported.

Mechanism of Action · 5건

There are 3 key phases of aminoglycoside entry into cells. The first “ionic binding phase” occurs when polycationic aminoglycosides bind electrostatically to negatively charged components of bacterial cell membranes including with lipopolysaccharides and phospholipids within the outer membrane of Gram-negative bacteria and to teichoic acids and phospholipids within the cell membrane of Gram-positive bacteria. This binding results in displacement of divalent cations and increased membrane permeability, allowing for aminoglycoside entry. The second “energy-dependent phase I” of aminoglycoside entry into the cytoplasm relies on the proton-motive force and allows a limited amount of aminoglycoside access to its primary intracellular target - the bacterial 30S ribosome. This ultimately results in the mistranslation of proteins and disruption of the cytoplasmic membrane. Finally, in the “energy-dependent phase II” stage, concentration-dependent bacterial killing is observed. Aminoglycoside rapidly accumulates in the cell due to the damaged cytoplasmic membrane, and protein mistranslation and synthesis inhibition is amplified. Hence, aminoglycosides have both immediate bactericidal effects through membrane disruption and delayed bactericidal effects through impaired protein synthesis; observed experimental data and mathematical modeling support this two-mechanism model. Inhibition of protein synthesis is a key component of aminoglycoside efficacy. Structural and cell biological studies suggest that aminoglycosides bind to the 16S rRNA in helix 44 (h44), near the A site of the 30S ribosomal subunit, altering interactions between h44 and h45. This binding also displaces two important residues, A1492 and A1493, from h44, mimicking normal conformational changes that occur with successful codon-anticodon pairing in the A site. Overall, aminoglycoside binding has several negative effects including inhibition of translation, initiation, elongation, and ribosome recycling. Recent evidence suggests that the latter effect is due to a cryptic second binding site situated in h69 of the 23S rRNA of the 50S ribosomal subunit. Also, by stabilizing a conformation that mimics correct codon-anticodon pairing, aminoglycosides promote error-prone translation. Mistranslated proteins can incorporate into the cell membrane, inducing the damage discussed above.

관련 반응

0건
반응 기록 만들기

현재 필터 조건에 해당하는 반응 기록이 없습니다.

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
PubChem CID
19649
DTXSID
DTXSID4023597
ChEMBL
CHEMBL372795
ChEBI
CHEBI:17076
UNII
Y45QSO73OB
EC Number
200-355-3

1.28e+01 g/L

Human DrugsBreast Feeding; Lactation; Anti-Infective Agents; Antibacterial Agents; Aminoglycosides; Antitubercular Agents
Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan

물리화학적 성질

녹는점
194 °C · 194 °C
끓는 점
639.94 °C · 639.94°C (rough estimate)
밀도
1.4142 · 1.4142 (rough estimate)
굴절률
1.68 · 1.6800 (estimate)
저장 조건
2 · 2-8°C
산도 계수 (pKa)
7.84 · pKa 7.84(H2O t = 25 I = 0.1) (Uncertain);11.54(H2O t = 25 I = 0.1) (Uncertain);>12(H2O t = 25 I = 0.1) (Uncertain)
물리적 상태
Solid
색상
White to off-white
InChIKey
UCSJYZPVAKXKNQ-JBZVJHMANA-N
EPA
Streptomycin (57-92-1)

화학적 성질

Crystalline Powder

Tolerances are established for residues of streptomycin in uncooked, edible tissues of chickens, swine, and calves of 2.0 parts per million (ppm) in kidney and 0.5 ppm in other tissues.

Oral dosage form new animal drugs. Streptomycin. ... Conditions of use. Use in drinking water as follows: (1) Calves ... Indications for use. For the treatment of bacterial enteritis caused by Escherichia coli and Salmonella spp. susceptible to streptomycin. Limitations. Federal law restricts this drug to use by or on the order of a licensed veterinarian. (2) Swine ... Indications for use. For the treatment of bacterial enteritis caused by Escherichia coli and Salmonella spp. susceptible to streptomycin. Limitations. Federal law restricts this drug to use by or on the order of a licensed veterinarian. (3) Chickens ... Indications for use. For the treatment of nonspecific infectious enteritis caused by organisms susceptible to streptomycin. Limitations. Withdraw 4 days before slaughter. Do not administer to chickens producing eggs for human consumption. Federal law restricts this drug to use by or on the order of a licensed veterinarian.

Special Reports · 5건

USEPA/Office of Prevention, Pesticides and Toxic Substances; Reregistration Eligibility Decision Document - Streptomycin and Streptomycin Sulfate (September 1992). The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the USA.[Available from, as of March 6, 2017: http://www.epa.gov/pesticides/reregistration/status.htm]

USEPA/Office of Prevention, Pesticides and Toxic Substances; Report of the Food Quality Protection Act (FQPA) Tolerance Reassessment Progress and Risk Management Decision (TRED) for Streptomycin EPA 738-R-06-012 (June 2006). EPA issues a TRED for a pesticide that requires tolerance reassessment decisions, but does not require a reregistration eligibility decision at present because: the pesticide was initially registered after November 1, 1984, and by law is not included within the scope of the reregistration program; EPA completed a RED for the pesticide before FQPA was enacted on August 3, 1996; or the pesticide is not registered for use in the U.S. but tolerances are established that allow crops treated with the pesticide to be imported from other countries.[Available from, as of March 6, 2017: http://www.epa.gov/pesticides/reregistration/status.htm]

HUBER WG; STREPTOMYCIN, CHLORAMPHENICOL, AND OTHER ANTIBACTERIAL AGENTS; VET PHARMACOL THER 4TH ED 940-71 (1977). VET: A REVIEW OF STREPTOMYCIN, CHLORAMPHENICOL, & OTHER ANTIBACTERIAL COMPD WITH MANY REFERENCES.

Toxicology Review: Internist 15 (1): 7 (1974)

For more Special Reports (Complete) data for Streptomycin (11 total), please visit the HSDB record page.

FIFRA Requirements · 5건

Tolerances are established for residues of the fungicide streptomycin in or on food commodities as follows:[Table#3563]

Tolerances are established for residues of the fungicide streptomycin from treatment of seedling plants before transplanting in or on the following food commodities:[Table#3564]

Tolerances are established for residues of the fungicide streptomycin from treatment of seed pieces in or on the following food commodity:[Table#3565]

Time-limited tolerances are established for residues of streptomycin, in or on the agricultural commodities, as specified in the following table, resulting from use of the pesticide pursuant to FIFRA section 18 emergency exemptions. Compliance with the tolerance levels listed in the following table is to be determined by measuring the levels of streptomycin only, in or on the commodities listed in the table. The tolerances expire on the dates specified in the table.[Table#3566]

For more FIFRA Requirements (Complete) data for Streptomycin (6 total), please visit the HSDB record page.

Hazard Classes and Categories · 3건

Carc. 2 (34.9%)

Hazardous to the aquatic environment (Acute) - Category 1

Skin sensitization - Category 1

안전 및 보호

Storage ConditionsStore dry powder under controlled room temperature 15 deg to 30 °C (59 deg to 86 °F).
Disposal Methods · 2건

SRP: Expired or waste pharmaceuticals shall carefully take into consideration applicable DEA, EPA, and FDA regulations. It is not appropriate to dispose by flushing the pharmaceutical down the toilet or discarding to trash. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator.

Streptomycin is unstable to heat and does not accumulate in the soil. Therefore, disposal by incineration or burial should not result in harm to the environment. Recommendable methods: Incineration & landfill. Not recommendable method: Discharge to sewer. Peer review: Do not landfill in a recognizable form. (Peer-review conclusions of an IRPTC expert consultation (May 1985))

Allowable Tolerances · 5건

Tolerances are established for residues of the fungicide streptomycin in or on food commodities as follows:[Table#3559]

Tolerances are established for residues of the fungicide streptomycin from treatment of seedling plants before transplanting in or on the following food commodities:[Table#3560]

Tolerances are established for residues of the fungicide streptomycin from treatment of seed pieces in or on the following food commodity:[Table#3561]

Time-limited tolerances are established for residues of streptomycin, in or on the agricultural commodities, as specified in the following table, resulting from use of the pesticide pursuant to FIFRA section 18 emergency exemptions. Compliance with the tolerance levels listed in the following table is to be determined by measuring the levels of streptomycin only, in or on the commodities listed in the table. The tolerances expire on the dates specified in the table.[Table#3562]

Tolerances are established for residues of streptomycin in uncooked, edible tissues of chickens, swine, and calves of 2.0 parts per million (ppm) in kidney and 0.5 ppm in other tissues.

독성 정보

Interactions · 5건

The effect of calcium 4'-phosphopantothenate (CPP) on acute toxicity of streptomycin and the decr by the antibiotic of the muscle working capacity, "holes" reflex, body temp and oxygen intake were studied on 258 albino mice weighing 22-26 g. Medical calcium pantothenate (CPA) was used for control purposes. CPP is an antagonist of streptomycin sulfate. In a dose of 1/10 or 1/5 of the LD50 injected ip CPP lowered acute toxicity of streptomycin and prevented its effect in a dose of 0.11-1.1 g/kg injected sc on the muscle working capacity, "holes" reflex and body temp. CPA lowered the streptomycin effect on the "holes" reflex and body temp, while CPP prevented it.

Concomitant and/or sequential use of an aminoglycoside and other systemic, oral, or topical drugs that have neurotoxic, ototoxic, or nephrotoxic effects (e.g., other aminoglycosides, acyclovir, amphotericin B, bacitracin, capreomycin, certain cephalosporins, colistin, cisplatin, methoxyflurane, polymyxin B, vancomycin) may result in additive toxicity and should be avoided, if possible. /Aminoglycosides/

Because of the possibility of an increased risk of ototoxicity due to additive effects or altered serum and tissue aminoglycoside concentrations, aminoglycosides should not be given concomitantly with potent diuretics such as ethacrynic acid, furosemide, urea, or mannitol. It has been suggested that concomitant use of certain anti-emetics that suppress nausea and vomiting of vestibular origin and vertigo (e.g., dimenhydrinate, meclizine) may mask symptoms of aminoglycoside-associated vestibular ototoxicity. /Aminoglycosides/

Concurrent use of an aminoglycoside with general anesthetics or neuromuscular blocking agents (e.g., succinylcholine, rocuronium, tubocurarine) may potentiate neuromuscular blockade and cause respiratory paralysis. ... Aminoglycosides should be used with caution in patients receiving anesthetics or neuromuscular blocking agents, and patients should be closely observed for signs of respiratory depression. /Aminoglycosides/

For more Interactions (Complete) data for Streptomycin (12 total), please visit the HSDB record page.

Hepatotoxicity · 1건

Intravenous and intramuscular therapy with streptomycin has been linked to mild and asymptomatic elevations in serum alkaline phosphatase, but therapy rarely affects aminotransferase levels or bilirubin and changes typically resolve rapidly once streptomycin is stopped. Only isolated case reports of acute liver injury with jaundice have been associated with streptomycin therapy and always in combination with other antituberculosis medications which are more clearly hepatotoxic, such as isoniazid, pyrazinamide and rifampin. Streptomycin and the aminoglycosides are not mentioned in large case series of drug induced liver disease and acute liver failure; thus, hepatic injury from streptomycin must be exceedingly rare, if it occurs at all.

Ecotoxicity Values · 5건

LC50; Species: Colinus virginianus (Northern Bobwhite Quail) age 10 days; food >5620 ppm for 8 days

LD50; Species: Colinus virginianus (Northern Bobwhite Quail) age 25 wk; oral via capsule >2000 mg/kg

LC50; Species: Anas platyrhynchos (Mallard Duck) age 14 days; food >4640 ppm for 8 days

EC50; Species: Daphnia magna (Water Flea) 1st instar; Conditions: freshwater, static; Concentration: 650000 ug/L for 48 hr; Effect: intoxicaiton, immobilization

For more Ecotoxicity Values (Complete) data for Streptomycin (8 total), please visit the HSDB record page.

Environmental Fate · 3건

TERRESTRIAL FATE: Streptomycin is very water soluble and adsorbs strongly onto negatively charged clay soils(1), indicating that streptomycin is expected to be immobile in soil(SRC). Streptomycin is a highly polar organic base(2) indicating it will exist almost entirely in the cation form in the environment. Cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(3). Volatilization of streptomycin from moist soil surfaces is not expected to be an important fate process(SRC) as streptomycin is a highly polar organic base(2) and cations do not volatilize(SRC). Streptomycin is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 5.8X10-28 mm Hg at 25 °C(SRC), determined from a fragment constant method(4). Biodegradation data in soil were not available(SRC, 2017).

AQUATIC FATE: Streptomycin is very water soluble and adsorbs strongly onto negatively charged clay soils(1), indicating that streptomycin is expected to adsorb to suspended solids and sediment(SRC). Streptomycin is a highly polar organic base(2) and, therefore, volatilization from water surfaces is not expected to be an important fate process. According to a classification scheme(3), an estimated BCF of 3(SRC), from an estimated log Kow of -7.53(4) and a regression-derived equation(4), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data in water were not available(SRC, 2017).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), streptomycin, which has an estimated vapor pressure of 5.8X10-28 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase streptomycin may be removed from the air by wet and dry deposition(SRC). Streptomycin does not contain chromophores that absorb at wavelengths >290 nm(3) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse Effects · 1건

Hypersensitivity reactions are not uncommon with streptomycin use, often manifesting as a rash or mild fever. Other potential adverse effects include hypomagnesemia with long-term treatment, seizures, and encephalopathy in extreme cases. Streptomycin has loose associations with immuno-allergic hemolytic anemia. Additionally, streptomycin correlates with a myriad of more severe side effects related to its toxicity, which this article will discuss in more detail in the toxicity section.

Toxicity Summary · 2건

IDENTIFICATION AND USE: Streptomycin is aminoglycoside anti-bacterial agent. HUMAN EXPOSURE AND TOXICITY: Streptomycin has been replaced by gentamicin for most indications because the toxicity of gentamicin is primarily renal and reversible, whereas that of streptomycin is vestibular and irreversible. The administration of streptomycin may produce dysfunction of the optic nerve, including scotomas, presenting as enlargement of the blind spot. Among the less common toxic reactions to streptomycin is peripheral neuritis. This may be due either to accidental injection of a nerve during the course of parenteral therapy or to toxicity involving nerves remote from the site of antibiotic administration. Serious sensitivity reactions, such as anaphylaxis and dermatologic reactions including exfoliative dermatitis, toxic epidermal necrolysis, erythema multiforme, angioedema, and Stevens-Johnson syndrome, have been reported rarely in patients receiving aminoglycosides; fatalities have occurred rarely. Cross-sensitivity occurs among the aminoglycosides. ANIMAL STUDIES: Clinical signs of toxicity in mice included restlessness, respiratory depression, loss of balance, unconsciousness, motor paralysis and coma following all routes of administration. Coma was more often associated with subcutaneous dosing. After oral dosing, restlessness and excessive thirst were observed, possibly due to an osmotic effect. Intravenous and subcutaneous administration of 30 to 70 mg/kg bw streptomycin to monkeys caused marked respiratory depression which sometimes necessitated artificial respiration. Intravenous injection of streptomycin at doses of 100 to 200 mg/lb bw (220-440 mg/kg bw) in dogs caused an irreversible depression of blood pressure. Respiration was stimulated by low but paralyzed by high (165 mg/kg bw) intravenous doses. A daily dose of streptomycin of 25-75 mg/lb bw/day (55-165 mg/kg bw/day) to cats caused progressive changes in posture and gait over about 20 days, including ataxia (of the hind legs first then fore-legs), and a progressive rotational nystagmus. Withdrawal of the drug resulted in a slow but complete recovery of vestibular function. Streptomycin was administered subcutaneously to 14 pregnant mice at 400 ug/kg bw/day on days 9, 10, and 11 of pregnancy. Twenty-eight mice used as controls were injected with water. The number of implants was reduced in treated mice (179 vs 351 in controls). Early deaths were higher in controls (3.9% in the streptomycin group vs 5.1% in controls).

Monitoring for streptomycin toxicity is especially important in the young and patients with renal impairment, as streptomycin occurs via glomerular filtration. Renal impairment can prolong the drug's half-life by 50 to 100 hours. Ototoxicity and vestibular impairment are often thought to be the hallmark of streptomycin toxicity. In extreme cases, deafness may occur due to ototoxicity; thus, caution must be exercised when combining streptomycin with other potentially ototoxic drugs. Vestibular impairment usually manifests during the course of treatment and is typically permanent. Streptomycin is also a potentially nephrotoxic agent. This will manifest as mild proteinuria, excess cellular excretion, and mild elevations in blood urea. Unlike ototoxic effects, nephrotoxicity is usually only transient. There are also reports of neuromuscular blockade with streptomycin use in association with installation into body cavities, use during anesthesia involving the use of neuromuscular blocking agents, and overdose in children. Neurotoxic effects can lead to optic nerve dysfunction, peripheral neuritis, and encephalopathy. Intrathecal use, while rarely used, has been associated with arachnoiditis. In the event of drug toxicity, dialysis can lower serum streptomycin concentration.

Medical Surveillance · 1건

An audiogram should be made when the job is expected to involve contact with streptomycin... Immunological investigations can be carried out by direct skin tests with suitable prepn /for epicutaneous test, 30% in liq paraffin and in vaseline 1:1; for intradermal test, 0.5% physiological soln/. Patch and intradermal tests are used to study skin reactivity; readings are made 20-30 min and 24-48 hr after application.

Soil Adsorption/Mobility · 1건

Streptomycin is very water soluble and adsorbs strongly onto negatively charged clay soils. The compound, present at 6.6 ug/g, was not detected following incubation in a typical agricultural soil incorporated with chicken feces for 30 days at 30 °C, 20 °C and 4 °C. The soil a sandy loam from Adelphia NJ (sandy loam, pH 6.0, 16.3% clay, 60.0% sand, 23.7% silt) had no history of agricultural usage. Loss was atributed to complete adsorption by the clay fraction(1). This indicates that streptomycin is expected to be immobile in soil(SRC). Streptomycin is a highly polar organic base(2) indicating it will exist almost entirely in the cation form in the environment. Cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(3).

Natural Pollution SourcesStreptomycin is produced by the soil actinomycete Streptomyces griseus (Krainsky) Waksman et Henrici (family Actinomycetaceae)(1,2).
Human Toxicity Excerpts · 5건

/SIGNS AND SYMPTOMS/ The administration of streptomycin may produce dysfunction of the optic nerve, including scotomas, presenting as enlargement of the blind spot. Among the less common toxic reactions to streptomycin is peripheral neuritis. This may be due either to accidental injection of a nerve during the course of parenteral therapy or to toxicity involving nerves remote from the site of antibiotic administration.

/SIGNS AND SYMPTOMS/ Streptomycin has been replaced by gentamicin for most indications because the toxicity of gentamicin is primarily renal and reversible, whereas that of streptomycin is vestibular and irreversible.

/SIGNS AND SYMPTOMS/ Serious sensitivity reactions, such as anaphylaxis and dermatologic reactions including exfoliative dermatitis, toxic epidermal necrolysis, erythema multiforme, angioedema, and Stevens-Johnson syndrome, have been reported rarely in patients receiving aminoglycosides; fatalities have occurred rarely. Cross-sensitivity occurs among the aminoglycosides. /Aminoglycosides/

/CASE REPORTS/ Several cases have been reported, in which a rather large dose of streptomycin given intraperitoneally at operation has produced respiratory paralysis. In these cases the treatment has usually consisted of respirator ventilation and administration of atropine and neostigmine. In animal experiments, in which a cessation of breathing has been produced, calcium salts have produced quick recovery. The authors present a case, in which appendicetomy was performed on a 10-year-old girl for a perforated appendix at the end of which, an overdose of intraperitoneal streptomycin was given, followed 10 minutes later by complete cessation of breathing. The patient had to be intubated again and put into a respirator. Neostigmine and atropine were used without noticeable effect. One and a half hours after the breathing had stopped 0.6 g calcium chloride was given intravenously and the girl recovered immediately and completely.

For more Human Toxicity Excerpts (Complete) data for Streptomycin (11 total), please visit the HSDB record page.

Fish/Seafood Concentrations · 1건

Streptomycin was tested for but not detected in Australian farmed yellowtail kingfish (Seriola lalandi) and mulloway (Argyrosomus hololepidotus), farmed in Arno Bay and Whyalla, Spencer Gulf, South Australia; detection limit = 0.1 mg/kg(1). Of the fish samples exceeding the European Union safety standards, streptomycin was present in less than 1% of fish violation samples reported by the European Union 2001-2008(2).

Artificial Pollution Sources · 1건

Streptomycin's production and administration as a veterinary and human medication(1) may result in its release to the environment through various waste streams(SRC). Its former use in the US as an agricultural bactericide/fungicide(2,3) resulted in its direct release to the environment(SRC). Past usage in the US was mainly for terrestrial food crop use(3,4) and non-food crops such as ornamentals(3).

규제 정보

FDA Requirements · 5건

The Approved Drug Products with Therapeutic Equivalence Evaluations identifies currently marketed prescription drug products, including streptomycin sulfate, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. /Streptomycin sulfate/

The Generic Animal Drug and Patent Restoration act requires that each sponsor of an approved animal drug must submit to the FDA certain information regarding patents held for the animal drug or its method of use. The Act requires that this information, as well as a list of all animal drug products approved for safety and effectiveness, be made available to the public. Streptomycin is included on this list.

The Generic Animal Drug and Patent Restoration act requires that each sponsor of an approved animal drug must submit to the FDA certain information regarding patents held for the animal drug or its method of use. The Act requires that this information, as well as a list of all animal drug products approved for safety and effectiveness, be made available to the public. Streptomycin sulfate is included on this list. /Streptomycin sulfate/

Tolerances are established for residues of streptomycin in uncooked, edible tissues of chickens, swine, and calves of 2.0 parts per million (ppm) in kidney and 0.5 ppm in other tissues.

Oral dosage form new animal drugs. Streptomycin. ... Conditions of use. Use in drinking water as follows: (1) Calves ... Indications for use. For the treatment of bacterial enteritis caused by Escherichia coli and Salmonella spp. susceptible to streptomycin. Limitations. Federal law restricts this drug to use by or on the order of a licensed veterinarian. (2) Swine ... Indications for use. For the treatment of bacterial enteritis caused by Escherichia coli and Salmonella spp. susceptible to streptomycin. Limitations. Federal law restricts this drug to use by or on the order of a licensed veterinarian. (3) Chickens ... Indications for use. For the treatment of nonspecific infectious enteritis caused by organisms susceptible to streptomycin. Limitations. Withdraw 4 days before slaughter. Do not administer to chickens producing eggs for human consumption. Federal law restricts this drug to use by or on the order of a licensed veterinarian.

FIFRA Requirements · 5건

Tolerances are established for residues of the fungicide streptomycin in or on food commodities as follows:[Table#3563]

Tolerances are established for residues of the fungicide streptomycin from treatment of seedling plants before transplanting in or on the following food commodities:[Table#3564]

Tolerances are established for residues of the fungicide streptomycin from treatment of seed pieces in or on the following food commodity:[Table#3565]

Time-limited tolerances are established for residues of streptomycin, in or on the agricultural commodities, as specified in the following table, resulting from use of the pesticide pursuant to FIFRA section 18 emergency exemptions. Compliance with the tolerance levels listed in the following table is to be determined by measuring the levels of streptomycin only, in or on the commodities listed in the table. The tolerances expire on the dates specified in the table.[Table#3566]

For more FIFRA Requirements (Complete) data for Streptomycin (6 total), please visit the HSDB record page.

안전 데이터

wgk
-
기존화학 물질
KE-05-1205
유해 물질 데이터
57-92-1(Hazardous Substances Data)

The primary intracellular site of action of the aminoglycosides is the 30 S ribosomal subunit, which consists of 21 proteins and a single 16 S molecule of RNA. at least three of these proteins and perhaps the 16 S ribosomal RNA as well contribute to the streptomycin binding site, and alterations of these molecules markedly affect the binding and subsequent action of streptomycin. For example, a single amino acid substitution of asparagine for lysine at position 42 of one ribosomal protein (S12) prevents binding of the drug; the resultant mutant is totally resistant to streptomycin. Another mutant, in which glutamine is the amino acid at this position, is dependent on streptomycin.

During protein synthesis, the ribosome selects aminoacyl-transfer RNAs with anticodons matching the messenger RNA codon present in the A site of the small ribosomal subunit. The aminoglycoside antibiotic streptomycin disrupts decoding by binding close to the site of codon recognition. Here we use X-ray crystallography to define the impact of streptomycin on the decoding site of the Thermus thermophilus 30S ribosomal subunit in complexes with cognate or near-cognate anticodon stem-loop analogues and messenger RNA. Our crystal structures display a significant local distortion of 16S ribosomal RNA induced by streptomycin, including the crucial bases A1492 and A1493 that participate directly in codon recognition. Consistent with kinetic data, we observe that streptomycin stabilizes the near-cognate anticodon stem-loop analogue complex, while destabilizing the cognate anticodon stem-loop analogue complex. These data reveal how streptomycin disrupts the recognition of cognate anticodon stem-loop analogues and yet improves recognition of a near-cognate anticodon stem-loop analogue.

The antibiotic streptomycin is widely used in the treatment of microbial infections. The primary mechanism of action is inhibition of translation by binding to the ribosome, ... .Early in the study of this antibiotic, a mysterious streptomycin-induced potassium efflux preceding any decrease in viability was observed; it was speculated that this changed the electrochemical gradient such that streptomycin better accessed the cytoplasm. Here we use a high-throughput screen to search for compounds targeting the mechanosensitive channel of large conductance (MscL) and find dihydrostreptomycin among the 'hits'. Furthermore, we find that MscL is not only necessary for the previously described streptomycin-induced potassium efflux, but also directly increases MscL activity in electrophysiological studies. The data suggest that gating MscL is a novel mode of action of dihydrostreptomycin, and that MscL's large pore may provide a mechanism for cell entry.

... Aminoglycosides are aminocyclitols that kill bacteria by inhibiting protein synthesis as they bind to the 16S rRNA and by disrupting the integrity of bacterial cell membrane. Aminoglycoside resistance mechanisms include: (a) the deactivation of aminoglycosides by N-acetylation, adenylylation or O-phosphorylation, (b) the reduction of the intracellular concentration of aminoglycosides by changes in outer membrane permeability, decreased inner membrane transport, active efflux, and drug trapping, (c) the alteration of the 30S ribosomal subunit target by mutation, and (d) methylation of the aminoglycoside binding site. ... /Aminoglycosides/

Biological Half-Life · 2건

Streptomycins serum half-life is estimated to be 2.5 hours.

The plasma elimination half-life of streptomycin is usually 2-3 hours in adults with normal renal function and has been reported to range up to 110 hours in adults with severe renal impairment. The plasma elimination half-life of streptomycin has been reported to range from 4-10 hours in premature and newborn infants. In patients with impaired hepatic and renal function, the plasma elimination half-life has been reported to be more prolonged than in patients with renal impairment alone.

Metabolism/MetabolitesAminoglycosides are not metabolized and are excreted unchanged in the urine primarily by glomerular filtration. /Aminoglycosides/
FDA Pharmacological Classification · 6건

Y45QSO73OB

STREPTOMYCIN

Established Pharmacologic Class [EPC] - Aminoglycoside Antibacterial

Chemical Structure [CS] - Aminoglycosides

Established Pharmacologic Class [EPC] - Antimycobacterial

Streptomycin is an Aminoglycoside Antibacterial and Antimycobacterial.

MeSH Pharmacological Classification · 2건

Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins.

Substances that inhibit the growth or reproduction of BACTERIA.

Absorption, Distribution and Excretion · 6건

Due to poor oral absorption, aminoglycosides including streptomycin are administered parenterally. Streptomycin is available as an intramuscular injection, and in some cases may be administered intravenously. A peak serum concentration of 25-50 mcg/mL is achieved within 1 hour after intramuscular administration of 1 gram of streptomycin.

Approximately 50% of streptomycin is eliminated in the urine within 24 hours after intravenous or intramuscular administration.

Following intramuscular injection of 1 g of streptomycin as the sulfate, a peak serum level of 25 to 50 ug/mL is reached within 1 hour, diminishing slowly to about 50 percent after 5 to 6 hours. Appreciable concentrations are found in all organ tissues except the brain. Significant amounts have been found in pleural fluid and tuberculous cavities. Streptomycin passes through the placenta with serum levels in the cord blood similar to maternal levels. Small amounts are excreted in milk, saliva, and sweat.

Streptomycin is not absorbed from the GI tract.

Streptomycin is rapidly absorbed after IM injection. Following IM administration of a single 1-g dose of streptomycin in adults with normal renal function, peak serum streptomycin concentrations are attained within 1 hour and range from 25-50 ug/mL; serum concentrations decrease 50% by 5-6 hours after the dose.

In one study in premature infants, mean peak serum concentrations of about 29 ug/mL were attained within 2 hours following IM administration of streptomycin 10-11 mg/kg; serum concentrations averaged 11 ug/mL at 12 hours.

Cellular LocationsCytoplasm
Metabolite PathwaysStreptomycin Action Pathway

용도 및 제조

Uses · 6건

Anti-Bacterial Agents; Protein Synthesis Inhibitors

For streptomycin (USEPA/OPP Pesticide Code: 6306) 0 active label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

For streptomycin sulfate (USEPA/OPP Pesticide Code: 006310) ACTIVE products with label matches. /SRP: Registered for use in the USA but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./ /Streptomycin sulfate/

Antibiotic/bactericide, fungicide, seed treatment/protectant.

For more Uses (Complete) data for Streptomycin (7 total), please visit the HSDB record page.

Use (kg; approx.) in Germany (2009): >25

U.S. Exports(1986) No Data
U.S. Imports(1986) No Data
U.S. Production(1986) No Data
Methods of ManufacturingFrom Streptomyces griseus by aerobic fermentation. The streptomycin is then concentrated by adsorption on activated carbon and purified.
Formulations/Preparations · 5건

Parenteral: For injection: 1 g (of streptomycin) Generic Name: Streptomycin Sulfate for Injection

Streptomycin is usually available as the trihydrochloride, trihydrochloride-calcium chloride double salt, phosphate, or sesquisulfate, which occur as granules or powder.

Marketed as the sulfate or nitrate under the trade names Agri-Mycin 17 and Phytomycin. It is formulated as a dry, wettable powder (sulfate) and liquid (nitrate).

Premix Partners: Copper oxychloride; oxytetracycline.

For more Formulations/Preparations (Complete) data for Streptomycin (21 total), please visit the HSDB record page.

Use Classification · 3건

Veterinary Drug -> ANTIMICROBIAL_AGENT -> JECFA Functional Classes

Veterinary substances, Bactericides, Fungicides

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

응용 분야 · 3건

개요The antibiotic streptomycin is an important and effective chemical for the management of bacterial diseases of fruit trees (especially apple), woody ornamentals, and vegetables. Streptomycin was initially discovered in 1944 and was one of the first antibiotics to be utilized in clinical medicine to control human diseases, and is still important as a feed amendment for growth promotion in agricultural animals. The widespread and diverse usage of streptomycin has contributed to the currently observed global streptomycin resistance (SmR) problem. This problem is especially critical in plant disease management, as there are few alternatives to streptomycin available and, as a consequence of increased usage, SmR has been increasingly observed among bacterial plant pathogens.

역사Streptomycin is discovered in 1944 of streptomycin drew immediate interest because it was the least toxic of the broad-spectrum antibiotics known at that time. Indeed, streptomycin was used to treat many gram-negative microbial infections, but because of the ease with which organisms developed resistance to it during treatment, many of these applications were abandoned when the tetracyclines, discussed later, became available. Streptomycin was the first parenterally administered antibiotic active against many microorganisms, but during the last several years, its use has been limited essentially to three situations: (1) the initial treatment of serious tuberculous infections, when the principal drugs of choice (isoniazid, rifampin) cannot be used because of their adverse effects on a particular patient; (2) treatment of enterococcal and other infections, in which synergism between a penicillin and an aminoglycoside is desired; and (3) treatment of certain uncommon infections (plague and tularemia).

용도Control of bacterial shot-hole, bacterial rots, bacterial canker, bacterial wilts, fire blight, and other diseases caused by gram-positive species of bacteria in pome fruit, stone fruit, citrus fruit, olives, vegetables, potatoes, tobacco, cotton, and ornamentals. Chlorosis may occur on grapes, pears, peaches, and some ornamentals. Formulation types WP; Liquid. Incompatible with pyrethrins and alkaline materials. A mixture of streptomycin and oxytetracycline is highly effective for the control of bacterial canker of peach, citrus canker, soft rot of vegetables, and various other bacterial diseases. Selected tradenames “Agrimycin 17” (sesquisulfate); “AS-50” (sesquisulfate).

공급사100 곳

北京华美互利生物化工010-56205725 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
Shanghai Biolang Biotechnology Co., Ltd.+86-15970428662 +86-13397199602 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
山东泰诚生物科技有限公司18769832557 18769832557 · [email protected]
上海哲研生物科技有限公司021-18017610038 18017610038 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
湖北金梭生物科技有限公司00123456789 · [email protected]
湖北研科时代科技有限公司15780669880 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
上海晶抗生物工程有限公司021-54721350 13524668266 · [email protected]
上海颖心实验室设备有限公司021-59178156 17002132182 · [email protected]
山东穗泰生物科技有限公司15689727968 · [email protected]
广州蒂嚎医药科技有限公司18602015453 · [email protected]
福建盛世嘉泰药业有限公司13385921167 · [email protected]
湖北魏氏化学试剂股份有限公司027-59102966 18717199209 · [email protected]
广东方信生物科技有限公司0751-2838688 13376594225 · [email protected]
United Life Science020-82099279 18988968278 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
山东沃德森生物科技有限公司0531-88723173 18596073690 · [email protected]
上海梅凯科技有限公司021-68689288 15300790979 · [email protected]
湖北广奥生物科技有限公司027-02702759223056 18162699093 · [email protected]
佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
河北茹麒科技有限公司176-03256889 17603256889 · [email protected]
南京美博生物科技有限公司025-58619198 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
武汉锦烁达新材料有限公司19292735370 19292735370 · [email protected]
金瓯生物医药(南京)有限公司13000000000 · [email protected]
成都零六生物科技有限公司400-1166-196 13458535857 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
上海永叶生物科技有限公司86-021-61559134 15921386130 · [email protected]
池州凯隆进出口贸易有限公司[email protected]
天津荣燊化工有限公司18317763565; 18317763565 · [email protected]
湖北源梦生物科技有限公司027-68897569 18120462897 · [email protected]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]
江苏辉润药业有限公司15715295967; 15715295967 · [email protected]
广东翁江化学试剂有限公司0751-2815987 13927875076 · [email protected]
武汉鑫儒化工有限公司15927387915 15337108568 · [email protected]
武汉匠信生物科技有限公司19272768272 18007157445 · [email protected]
韶关新润合生物科技有限公司19022763608 19022763608 · [email protected]
武汉光启生物科技有限公司19602708859 13660009030 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
湖北源梦生物科技有限公司027-68897569 18120462897 · [email protected]
风咏生物(AbMole)021-10000000 13000000000 · [email protected]
BOC Sciences16314854226 · [email protected]

추가 설명

정의ChEBI: A amino cyclitol glycoside that consists of streptidine having a disaccharyl moiety attached at the 4-position. The parent of the streptomycin class